Standard Article

The Passerini Reaction

  1. Luca Banfi,
  2. Renata Riva

Published Online: 15 JUL 2005

DOI: 10.1002/0471264180.or065.01

Organic Reactions

Organic Reactions

How to Cite

Banfi, L. and Riva, R. 2005. The Passerini Reaction. Organic Reactions. 65:1:1–140.

Author Information

  1. University of Genoa, Department of Chemistry and Industrial Chemistry, Genoa, Italy

Publication History

  1. Published Online: 15 JUL 2005

Chemistry Terms

Choose one or more boxes to highlight terms.

Abstract

Isocyanides are a very special class of organic compounds, which may behave as acyl anion equivalents. However, with very few exceptions, isocyanides do not react with carbonyl compounds in the absence of an acid. In this chapter, all reactions of a carbonyl compound or an acetal with an isocyanide are considered. These are processes that frequently, but not invariably, result in the incorporation of an acid residue in the final product. In the classic Passerini reaction, discovered in 1921 by Mario Passerini, the acid is always a carboxylic acid and the products alpha-acyloxy amides. A more recent variation, which is often referred to as the Passerini reaction as well, employs a variety of mineral (H+) or Lewis acids (LA) to afford alpha-hydroxy amides. These compounds may also be formed in the presence of carboxylic acids such as formic acid or trifluoracetic acid. Interactions of isocyanides with carbonyl compounds and some protic or Lewis acids can also lead to a large variety of products other than alpha-hydroxy amides, including several heterocyclic systems. These Passerini-type reactions are discussed. Acetals can also react with isocyanides in the presence of Lewis acids. The usual products are alpha-alkoxy amides.

The classic Passerini reaction is one of the oldest multicomponent reactions and is the first based on isocyanides to be discovered. This method is experiencing a growing interest. Its scope has been expanded by employing bifunctional substrates able to undergo secondary reactions. In this way, a larger variety of products can be synthesized and complex biologically active substances can be accessed quickly. Modifications that form products different from alpha-acyloxy amides or alpha-hydroxy amides, especially those leading to heterocycles, may find useful applications in synthesis.

Keywords:

  • Passerini reaction;
  • functional group compatibility;
  • carbonyl compounds;
  • isocyanides;
  • carboxylic acids;
  • intramolecular reactions;
  • secondary transformations;
  • protic acids;
  • acids;
  • Lewis acids;
  • acetals;
  • alpha-acyloxy amides;
  • stereochemical aspects;
  • solid-phase synthesis;
  • method comparisons;
  • experimental procedures

Featured Compounds

VIEW

  1. 1 - 250
Compound Information
Molecular Weight:0
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:72.1057
Molecular Formula:C4H8O
InChIKey:AMIMRNSIRUDHCM-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:336.853
Molecular Formula:C9H9Cl4NOTi
InChIKey:PDPLQZNCJZHOMQ-UHFFFAOYSA-J
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:119.378
Molecular Formula:CHCl3
InChIKey:HEDRZPFGACZZDS-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:471.6306
Molecular Formula:C24H45N3O6
InChIKey:PYZUFDZTQYAHSE-IVMQYODDSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:137.136
Molecular Formula:C7H7NO2
InChIKey:RWZYAGGXGHYGMB-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:429.425
Molecular Formula:C17H27N5O8
InChIKey:FDUUVSGENRBFOJ-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:284.3944
Molecular Formula:C15H28N2O3
InChIKey:ZRNFAPUGPRAUNA-NWDGAFQWSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:842.9451
Molecular Formula:C51H52N6O2P2
InChIKey:HTIRTTKKZTYOST-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:566.6833
Molecular Formula:C36H38O6
InChIKey:WTNFDXKLFWOMIR-LPMXJBPNSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:676.7129
Molecular Formula:C35H40N4O10
InChIKey:GIPMALAEDZNJKV-LMUZMDBKSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:55.845
Molecular Formula:Fe
InChIKey:XEEYBQQBJWHFJM-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:466.5675
Molecular Formula:C31H30O4
InChIKey:OWVIRVJQDVCGQX-NSOVKSMOSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:109.1689
Molecular Formula:C7H11N
InChIKey:XYZMOVWWVXBHDP-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:233.2631
Molecular Formula:C13H15NO3
InChIKey:DMEMIZTWTVJBQJ-RMKNXTFCSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:105.9884
Molecular Formula:CNa2O3
InChIKey:CDBYLPFSWZWCQE-UHFFFAOYSA-L
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:150.722
Molecular Formula:C6H15ClSi
InChIKey:MEMAOWHUZSLVEP-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:133.1027
Molecular Formula:C4H7NO4
InChIKey:CKLJMWTZIZZHCS-REOHCLBHSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:153.1784
Molecular Formula:C8H11NO2
InChIKey:RDEYGJRINNIIDW-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:550.6444
Molecular Formula:C27H42N4O8
InChIKey:CIGSQDNLHOLALM-PZFGBKGUSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:134.132
Molecular Formula:C8H6O2
InChIKey:OJUGVDODNPJEEC-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:250.313
Molecular Formula:C13H14O3S
InChIKey:LXOPEPDNQFXYSA-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:594.6969
Molecular Formula:C29H46N4O9
InChIKey:ZDFPIOPOMVTZOL-CLONRYIISA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:67.0892
Molecular Formula:C4H5N
InChIKey:LXJDXBGQVSHLOJ-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:94.497
Molecular Formula:C2H3ClO2
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:106.42
Molecular Formula:Pd
InChIKey:KDLHZDBZIXYQEI-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:151.1626
Molecular Formula:C8H9NO2
InChIKey:ZILSBZLQGRBMOR-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:146.1876
Molecular Formula:C6H14N2O2
InChIKey:KDXKERNSBIXSRK-YFKPBYRVSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:145.1995
Molecular Formula:C7H15NO2
InChIKey:DLZIWUSVVGVHNK-RXMQYKEDSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:484.5415
Molecular Formula:C26H32N2O7
InChIKey:JSVBQUOQCSDOAG-FBIGCWIYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:141.1677
Molecular Formula:C7H11NO2
InChIKey:IQSYKHVFMYGJER-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:282.551
Molecular Formula:C10H10Cl3NO2
InChIKey:HRJXJOQEBOKJBQ-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:133.341
Molecular Formula:AlCl3
InChIKey:VSCWAEJMTAWNJL-UHFFFAOYSA-K
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:260.2869
Molecular Formula:C11H20N2O5
InChIKey:WNVCRAUZUATQRQ-ZETCQYMHSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:173.2096
Molecular Formula:C8H15NO3
InChIKey:FDUSHKYJDLEYQF-ZETCQYMHSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:172.18
Molecular Formula:C11H8O2
InChIKey:LNETULKMXZVUST-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:582.6827
Molecular Formula:C36H38O7
InChIKey:VFYNVTKGNSXJFR-UGOGRBCTSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:229.2729
Molecular Formula:C11H19NO4
InChIKey:QFFCTVFUZNBJCB-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:96.0841
Molecular Formula:C5H4O2
InChIKey:HYBBIBNJHNGZAN-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:176.2118
Molecular Formula:C11H12O2
InChIKey:BLJQDYYIDRRVOZ-LLVKDONJSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:211.2576
Molecular Formula:C11H17NO3
InChIKey:XFPZRVIUOYVQDD-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:309.3591
Molecular Formula:C19H19NO3
InChIKey:VNXDYUVLBWFBNB-ZDUSSCGKSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:365.3591
Molecular Formula:C15H28NO7P
InChIKey:FRFPZCWJSOIWEW-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:422.5167
Molecular Formula:C25H30N2O4
InChIKey:XUHKBUSBVJQONA-KNTRCKAVSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:73.0938
Molecular Formula:C3H7NO
InChIKey:ZMXDDKWLCZADIW-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:72.0627
Molecular Formula:C3H4O2
InChIKey:AIJULSRZWUXGPQ-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:267.238
Molecular Formula:C11H13N3O5
InChIKey:UVVSSWZNCVTLKD-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:243.881
Molecular Formula:C4H4Br2O2
InChIKey:RZMOICJDRADLCT-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:284.215
Molecular Formula:C12H28O4Ti
InChIKey:VXUYXOFXAQZZMF-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:369.542
Molecular Formula:C20H39N3O3
InChIKey:KVFKDVVSCMVZKC-JKISSXAYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:356.5001
Molecular Formula:C19H36N2O4
InChIKey:ATMDAUZYPQAVQW-MLCCFXAWSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:56.1056
Molecular Formula:HKO
InChIKey:KWYUFKZDYYNOTN-UHFFFAOYSA-M
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:295.3325
Molecular Formula:C18H17NO3
InChIKey:LJGFXAKKZLFEDR-LBPRGKRZSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:577.7093
Molecular Formula:C37H39NO5
InChIKey:OQWBSWSUQBDZIF-HKPHLGJNSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:434.5259
Molecular Formula:C23H34N2O6
InChIKey:CKDIHPBRVQIXHL-DIMJTDRSSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:154.1665
Molecular Formula:C7H10N2O2
InChIKey:FREGRQYTSPAJDX-WAYWQWQTSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:596.6695
Molecular Formula:C35H36N2O7
InChIKey:FJYYKBSKFXLEDH-SAKILPMWSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:228.2466
Molecular Formula:C13H12N2O2
InChIKey:CSMOGKSIHFMNRY-VAWYXSNFSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:201.2628
Molecular Formula:C10H19NO3
InChIKey:YMNBXYLOSIKZGL-MRVPVSSYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:72.1057
Molecular Formula:C4H8O
InChIKey:ZEXFAVZTIZXHFA-ONEGZZNKSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:233.2631
Molecular Formula:C13H15NO3
InChIKey:OEUYIQLVIMHDCM-CMDGGOBGSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:63.0559
Molecular Formula:CH5NO2
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:385.3674
Molecular Formula:C20H19NO7
InChIKey:FWPPKZFBDMNFPY-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:136.315
Molecular Formula:Cl2Zn
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:60.052
Molecular Formula:C2H4O2
InChIKey:QTBSBXVTEAMEQO-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:249.1105
Molecular Formula:C7H5F6NO2
InChIKey:ATLPNDWCJLXOEH-RQOWECAXSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:18.0153
Molecular Formula:H2O
InChIKey:XLYOFNOQVPJJNP-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:44.0526
Molecular Formula:C2H4O
InChIKey:IKHGUXGNUITLKF-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:98.078
Molecular Formula:H2O4S
InChIKey:QAOWNCQODCNURD-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:133.1473
Molecular Formula:C8H7NO
InChIKey:NNICRUQPODTGRU-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:224.3425
Molecular Formula:C13H24N2O
InChIKey:LDKYORXTVDZDND-TYPNBTCFSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:196.1382
Molecular Formula:C6H13O5P
InChIKey:DVQMPWOLBFKUMM-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:249.3056
Molecular Formula:C14H19NO3
InChIKey:ZJTYRNPLVNMVPQ-LBPRGKRZSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:85.1475
Molecular Formula:C5H11N
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:106.1219
Molecular Formula:C7H6O
InChIKey:HUMNYLRZRPPJDN-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:207.0738
Molecular Formula:C5H3F6NO
InChIKey:BPWDHIKHCZYJIC-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:197.1879
Molecular Formula:C9H11NO4
InChIKey:OUJOJGMVYCJMFI-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:308.3728
Molecular Formula:C16H24N2O4
InChIKey:JDCMFPVBPXKSLQ-AMGKYWFPSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:543.629
Molecular Formula:C28H33NO8S
InChIKey:AKTZRMKFELHVET-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:74.1216
Molecular Formula:C4H10O
InChIKey:RTZKZFJDLAIYFH-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:86.0892
Molecular Formula:C4H6O2
InChIKey:QSJXEFYPDANLFS-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:138.1207
Molecular Formula:C7H6O3
InChIKey:YGSDEFSMJLZEOE-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:498.5681
Molecular Formula:C27H34N2O7
InChIKey:XJVWRRDGGQFNDY-MXQSGTKOSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:117.1479
Molecular Formula:C8H7N
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:73.1368
Molecular Formula:C4H11N
InChIKey:HPNMFZURTQLUMO-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:23.948
Molecular Formula:HLiO
InChIKey:WMFOQBRAJBCJND-UHFFFAOYSA-M
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:86.0892
Molecular Formula:C4H6O2
InChIKey:PKQIDSVLSKFZQC-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:687.8217
Molecular Formula:C39H49N3O8
InChIKey:PUZROOKJGJCUER-RMHHLIESSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:216.59
Molecular Formula:HgO
InChIKey:UKWHYYKOEPRTIC-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:56.1063
Molecular Formula:C4H8
InChIKey:VQTUBCCKSQIDNK-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:360.4919
Molecular Formula:C24H28N2O
InChIKey:ATFSEPXFKFFHHG-BZZOAKBMSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:83.1317
Molecular Formula:C5H9N
InChIKey:FAGLEPBREOXSAC-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:1727.0753
Molecular Formula:C109H115NO18
InChIKey:KWYZBDQZYJKVJV-VKQCSGOMSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:166.0219
Molecular Formula:C3F6O
InChIKey:VBZWSGALLODQNC-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:360.4473
Molecular Formula:C20H28N2O4
InChIKey:PKHHZIIBYVVCGE-MSOLQXFVSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:461.4172
Molecular Formula:C19H27NO12
InChIKey:MQXWRGFDCSREDJ-WRQOLXDDSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:78.498
Molecular Formula:C2H3ClO
InChIKey:WETWJCDKMRHUPV-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:213.2319
Molecular Formula:C13H11NO2
InChIKey:DBGGDAAQLLDHSS-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:313.3095
Molecular Formula:C19H11N3O2
InChIKey:GPJKOFLDDKEODA-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:670.7929
Molecular Formula:C35H50N4O9
InChIKey:HMOOQWYYIXJJIY-JJFQKUCRSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:136.1479
Molecular Formula:C8H8O2
InChIKey:WLJVXDMOQOGPHL-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:42.04
Molecular Formula:CH2N2
InChIKey:YXHKONLOYHBTNS-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:212.2423
Molecular Formula:C11H16O4
InChIKey:WTQDGOCRQVFUFA-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:163.645
Molecular Formula:C7H14ClNO
InChIKey:BIOQMSMALXIKBJ-YIRYLMMWSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:1137.2251
Molecular Formula:C51H84N4O24
InChIKey:WNRXLGZYCGZZQO-LLDNKUTQSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:283.3218
Molecular Formula:C17H17NO3
InChIKey:HJBQYNDAUXBNHI-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:192.3205
Molecular Formula:C13H22N
InChIKey:VBQDSLGFSUGBBE-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:211.2576
Molecular Formula:C11H17NO3
InChIKey:YUBJMSDGJJJSFY-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:32.0419
Molecular Formula:CH4O
InChIKey:OKKJLVBELUTLKV-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:169.898
Molecular Formula:Cl4Si
InChIKey:FDNAPBUWERUEDA-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:205.1669
Molecular Formula:C10H7NO4
InChIKey:WQINSVOOIJDOLJ-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:108.642
Molecular Formula:C3H9ClSi
InChIKey:IJOOHPMOJXWVHK-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:115.1735
Molecular Formula:C6H13NO
InChIKey:HVCNXQOWACZAFN-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:713.844
Molecular Formula:C34H47N7O8S
InChIKey:VXGGZKJSJVWYDH-SXOMAYOGSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:306.153
Molecular Formula:C11H16BrNO4
InChIKey:WMZCWALTCVROBS-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:126.969
Molecular Formula:C3H4Cl2O
InChIKey:SUNMBRGCANLOEG-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:120.557
Molecular Formula:C4H10AlCl
InChIKey:YNLAOSYQHBDIKW-UHFFFAOYSA-M
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:249.1105
Molecular Formula:C7H5F6NO2
InChIKey:WKSZLKITVWHJKZ-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:78.1118
Molecular Formula:C6H6
InChIKey:UHOVQNZJYSORNB-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:117.1033
Molecular Formula:C4H7NO3
InChIKey:FTMKOMANDDIUSM-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:210.1834
Molecular Formula:C10H10O5
InChIKey:HVXXOIGTXJOVON-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:84.933
Molecular Formula:CH2Cl2
InChIKey:YMWUJEATGCHHMB-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:357.3127
Molecular Formula:C15H19NO9
InChIKey:NKLYGWWQIMRZAE-KJWHEZOQSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:36.461
Molecular Formula:ClH
InChIKey:VEXZGXHMUGYJMC-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:139.238
Molecular Formula:C9H17N
InChIKey:YVPXQMYCTGCWBE-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:893.0316
Molecular Formula:C50H60N4O11
InChIKey:NTVWAQLEDYRUPT-LMNFPSAUSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:486.5158
Molecular Formula:C28H26N2O6
InChIKey:NUEKWUSBCNQDHV-GHVJWSGMSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:113.1146
Molecular Formula:C5H7NO2
InChIKey:FPULFENIJDPZBX-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:93.1265
Molecular Formula:C6H7N
InChIKey:PAYRUJLWNCNPSJ-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:43.028
Molecular Formula:HN3
InChIKey:JUINSXZKUKVTMD-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:249.1105
Molecular Formula:C7H5F6NO2
InChIKey:LAMQLGZVRHCDLA-LNKIKWGQSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:219.2365
Molecular Formula:C12H13NO3
InChIKey:KPNCFADHZFODKM-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:169.2209
Molecular Formula:C9H15NO2
InChIKey:JGSSLRRNPKHIDJ-AATRIKPKSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:131.1745
Molecular Formula:C9H9N
InChIKey:DNJLFZHMJDSJFN-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:207.2689
Molecular Formula:C12H17NO2
InChIKey:FYCVPSVWMLIOMZ-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:79.0999
Molecular Formula:C5H5N
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:191.2264
Molecular Formula:C11H13NO2
InChIKey:FKKDZMFJEOVSSW-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:359.482
Molecular Formula:C20H25NO3S
InChIKey:CWWRKEPMOAPUKB-YLJYHZDGSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:822.96
Molecular Formula:C43H72Cl2P2Ru
InChIKey:PNPBGYBHLCEVMK-UHFFFAOYSA-L
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:99.088
Molecular Formula:C4H5NO2
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:211.2576
Molecular Formula:C11H17NO3
InChIKey:VLZXDONUTUFHNP-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:472.6235
Molecular Formula:C25H40N6O3
InChIKey:FPJZQWJNOIKICB-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:86.1323
Molecular Formula:C5H10O
InChIKey:SYBYTAAJFKOIEJ-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:457.604
Molecular Formula:C23H43N3O6
InChIKey:QWKIDAGMYWBIDP-ZLPCBKJTSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:154.317
Molecular Formula:C4H10S3
InChIKey:YFMZQCCTZUJXEB-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:371.4269
Molecular Formula:C21H25NO5
InChIKey:FYIFHTAHVVGVMF-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:499.7069
Molecular Formula:C26H51N4O5
InChIKey:WMPGXVZLXQDENJ-HWELCPFYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:231.2903
Molecular Formula:C14H17NO2
InChIKey:DKBQPUNNMIXZBX-ZDUSSCGKSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:362.2861
Molecular Formula:C14H18O11
InChIKey:FHWVABAZBHDMEY-LARJDALCSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:175.184
Molecular Formula:C10H9NO2
InChIKey:SAMHUUJLHQROGB-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:212.2472
Molecular Formula:C13H12N2O
InChIKey:LYXKTOPQKKFQTQ-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:409.3857
Molecular Formula:C16H27NO11
InChIKey:GAIWTPWLGYKINJ-KRQPBPJYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:394.4635
Molecular Formula:C23H26N2O4
InChIKey:NDZHWQLZQYZGHA-RYGSAMSTSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:197.231
Molecular Formula:C10H15NO3
InChIKey:FFHRRXJDDPQPOF-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:153.18
Molecular Formula:C11H7N
InChIKey:PTCSLGONLAYNQB-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:98.143
Molecular Formula:C6H10O
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:339.385
Molecular Formula:C20H21NO4
InChIKey:XQYZDYMELSJDRZ-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:301.3786
Molecular Formula:C15H27NO5
InChIKey:OGIFVSFQVHLIDP-PXYINDEMSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:42.394
Molecular Formula:ClLi
InChIKey:KWGKDLIKAYFUFQ-UHFFFAOYSA-M
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:363.547
Molecular Formula:C2F6O6S2Zn
InChIKey:CITILBVTAYEWKR-UHFFFAOYSA-L
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:398.4522
Molecular Formula:C22H26N2O5
InChIKey:JRZILIHMWKEYGD-YMXDCFFPSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:180.631
Molecular Formula:C10H9ClO
InChIKey:ICUWRQQIEUKDDH-QPJJXVBHSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:311.3749
Molecular Formula:C19H21NO3
InChIKey:JVFPHDVAXHYLLH-KRWDZBQOSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:213.2735
Molecular Formula:C11H19NO3
InChIKey:TWKYAYMGOXHSDZ-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:384.4257
Molecular Formula:C21H24N2O5
InChIKey:AJRBBSHOVRVBHW-DIMJTDRSSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:252.3526
Molecular Formula:C14H24N2O2
InChIKey:MQNMUTHQYLNMSN-LUNDZONKSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:280.3196
Molecular Formula:C14H20N2O4
InChIKey:CGWOYYFSONWCPS-LBPRGKRZSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:265.2221
Molecular Formula:C11H11N3O5
InChIKey:FHNZBNNZTFPEPI-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:816.9356
Molecular Formula:C44H56N4O11
InChIKey:CSRNYLGOEBCKLX-CYDSZKABSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:208.2569
Molecular Formula:C11H16N2O2
InChIKey:SRSWOIRODXUFPS-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:321.082
Molecular Formula:C11H16BF4N5O
InChIKey:JKEKMBGUVUKMQB-UHFFFAOYSA-N
View compound in article | Full details | Search for this compound
Compound Information
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
View compound in article | Full details | Search for this compound

VIEW

  1. 1 - 250