Standard Article

Synthesis of Biologically Relevant Small Molecules Containing Selenium. Part A. Antioxidant Compounds

Organic Selenium and Tellurium (2013)

  1. Antonio L. Braga,
  2. Jamal Rafique

Published Online: 17 JUN 2013

DOI: 10.1002/9780470682531.pat0721

Patai's Chemistry of Functional Groups

Patai's Chemistry of Functional Groups

How to Cite

L. Braga, A. and Rafique, J. 2013. Synthesis of Biologically Relevant Small Molecules Containing Selenium. Part A. Antioxidant Compounds. Patai's Chemistry of Functional Groups. .

Author Information

  1. LabSelen—Laboratório de Síntese de Pequenas Moléculas Quirais de Selênio e Telúrio, Dpto de Química—CFM, UFSC—Florianópolis, CEP 88040-900, SC—Brazil

Publication History

  1. Published Online: 17 JUN 2013

Chemistry Terms

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Abstract

The design and synthesis of organoselenium compound as bioactive structures have achieved a new dimension since the 1970s, when many reports described the identification of various selenoproteins, which are involved in a wide variety of biological processes, including antioxidant defense, thyroid hormone production and immune response. In this chapter, strategies and methods for the preparation of synthetic antioxidants containing selenium are reviewed. The unique redox properties of selenium confer catalytic activity to organoselenium compounds and influence their biological properties as well as the methods selected for their preparation. Several approaches can be applied in order to obtain organoselenium compounds, such as reaction of elemental selenium or diselenides with different types of carbanions or reaction of organic electrophiles with selenolate anions generated by different methods, as discussed herein.

Keywords:

  • Selenium;
  • diselenide;
  • selenide;
  • ebselen;
  • Gpx;
  • antioxidants;
  • lipid peroxidation;
  • peroxynitrite

Featured Compounds

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  1. 1 - 250
Compound 1
Molecular Weight:274.18
Molecular Formula:C13H9NOSe
InChIKey:DYEFUKCXAQOFHX-UHFFFAOYSA-N
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Compound 2a
Molecular Weight:400.15
Molecular Formula:C14H10O4Se2
InChIKey:KQOVQKHBCWQFCJ-UHFFFAOYSA-N
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Compound 2
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 3
Molecular Weight:253.97
Molecular Formula:C7H4Cl2OSe
InChIKey:DRUYRXYUOIXCBT-UHFFFAOYSA-N
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Compound 4
Molecular Weight:197.2325
Molecular Formula:C13H11NO
InChIKey:ZVSKZLHKADLHSD-UHFFFAOYSA-N
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Compound 5
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 7a
Molecular Weight:449.4
Molecular Formula:C24H22N2O2Se
InChIKey:AESZBPIRTORVLB-UHFFFAOYSA-N
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Compound 7b
Molecular Weight:325.26
Molecular Formula:C14H18N2O2Se
InChIKey:XYJKFNMDKDOXRV-UHFFFAOYSA-N
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Compound 7c
Molecular Weight:381.37
Molecular Formula:C18H26N2O2Se
InChIKey:WDTAZGDNXPWKRK-UHFFFAOYSA-N
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Compound 6
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 7
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 6a
Molecular Weight:451.356
Molecular Formula:C24H23BrN2O2
InChIKey:GLRJQPFXLRDEMP-UHFFFAOYSA-N
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Compound 6b
Molecular Weight:327.217
Molecular Formula:C14H19BrN2O2
InChIKey:MYXGMXHWFHTTFD-UHFFFAOYSA-N
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Compound 6c
Molecular Weight:383.323
Molecular Formula:C18H27BrN2O2
InChIKey:QKXOHHKQJHRUSO-UHFFFAOYSA-N
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Compound 8
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 10a
Molecular Weight:288.2
Molecular Formula:C14H11NOSe
InChIKey:TUVKZFWBFHCOGE-UHFFFAOYSA-N
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Compound 10b
Molecular Weight:288.2
Molecular Formula:C14H11NOSe
InChIKey:FTRQBVLIUBQCMW-UHFFFAOYSA-N
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Compound 10c
Molecular Weight:288.2
Molecular Formula:C14H11NOSe
InChIKey:GOISFZYZVKOVRI-UHFFFAOYSA-N
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Compound 10d
Molecular Weight:302.23
Molecular Formula:C15H13NOSe
InChIKey:RBOXLIBMUYLBFT-UHFFFAOYSA-N
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Compound 10e
Molecular Weight:302.23
Molecular Formula:C15H13NOSe
InChIKey:JRIOSFJDPLWCOR-UHFFFAOYSA-N
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Compound 9
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 10
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 12
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 12a
Molecular Weight:290.18
Molecular Formula:C13H9NO2Se
InChIKey:NNZKUUPAISFZPZ-UHFFFAOYSA-N
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Compound 12b
Molecular Weight:290.18
Molecular Formula:C13H9NO2Se
InChIKey:UVLJTNCCWYTHDP-UHFFFAOYSA-N
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Compound 12c
Molecular Weight:353.07
Molecular Formula:C13H8BrNOSe
InChIKey:MOHIRSXUNWJSRA-UHFFFAOYSA-N
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Compound 12d
Molecular Weight:242.13
Molecular Formula:C9H9NO2Se
InChIKey:INJSPYUOTZNFSF-UHFFFAOYSA-N
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Compound 12e
Molecular Weight:257.17
Molecular Formula:C8H6N2OSSe
InChIKey:KNIDXMYWTQJLDS-UHFFFAOYSA-N
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Compound 12f
Molecular Weight:198.08
Molecular Formula:C7H5NOSe
InChIKey:UELHWVKBVJWUPY-UHFFFAOYSA-N
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Compound 12g
Molecular Weight:750.47
Molecular Formula:C33H27N3O3Se3
InChIKey:WLKCMUBTGQYPNO-UHFFFAOYSA-N
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Compound 11
Molecular Weight:398.96
Molecular Formula:C12H15Br3
InChIKey:BHIFXIATEXVOQA-UHFFFAOYSA-N
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Compound 13a
Molecular Weight:475.4
Molecular Formula:C22H24N2O5Se
InChIKey:WDIWEUCKYZJMKJ-HKUYNNGSSA-N
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Compound 13b
Molecular Weight:459.4
Molecular Formula:C22H24N2O4Se
InChIKey:VNCUZWTVXFULCF-HKUYNNGSSA-N
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Compound 13c
Molecular Weight:489.42
Molecular Formula:C23H26N2O5Se
InChIKey:SCHYERRHRJZWRT-WNYOCNMUSA-N
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Compound 13d
Molecular Weight:431.34
Molecular Formula:C20H20N2O4Se
InChIKey:MDBZETDVKIRCMQ-BBRMVZONSA-N
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Compound 13e
Molecular Weight:470.38
Molecular Formula:C22H21N3O4Se
InChIKey:SHUHZLNKRMVZIJ-UGSOOPFHSA-N
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Compound 13f
Molecular Weight:456.35
Molecular Formula:C21H19N3O4Se
InChIKey:HNLDZDDTJFMHFS-KRWDZBQOSA-N
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Compound 13g
Molecular Weight:383.3
Molecular Formula:C16H20N2O4Se
InChIKey:KYBSFHQTSIHDHV-GWCFXTLKSA-N
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Compound 13h
Molecular Weight:530.47
Molecular Formula:C25H29N3O5Se
InChIKey:NKPGLXUFIQYDAB-LRQRDZAKSA-N
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Compound 14a
Molecular Weight:441.34
Molecular Formula:C18H22N2O6Se
InChIKey:SCRUXSSEBNJWPU-UHFFFAOYSA-N
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Compound 14b
Molecular Weight:469.39
Molecular Formula:C20H26N2O6Se
InChIKey:WRAXJAOFLLAZJH-UHFFFAOYSA-N
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Compound 16a
Molecular Weight:1435.16
Molecular Formula:C56H77NO37Se
InChIKey:PFCICBIWTNIKCY-VROIVGSKSA-N
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Compound 16b
Molecular Weight:1372.14
Molecular Formula:C52H80N2O35Se
InChIKey:WUXGHGDGSVBKLH-CZIIEIJYSA-N
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Compound 16c
Molecular Weight:1358.12
Molecular Formula:C51H78N2O35Se
InChIKey:DVONSIGXMUQHEV-SVHXMESKSA-N
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Compound 16d
Molecular Weight:1401.19
Molecular Formula:C53H83N3O35Se
InChIKey:FJZDXYIODIUTBY-KGIGQBGQSA-N
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Compound 16e
Molecular Weight:1444.25
Molecular Formula:C55H88N4O35Se
InChIKey:BCULYOSOXOFTLV-QVKTZBKCSA-N
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Compound 16f
Molecular Weight:1358.12
Molecular Formula:C51H78N2O35Se
InChIKey:DVONSIGXMUQHEV-SVHXMESKSA-N
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Compound 12h
Molecular Weight:318.19
Molecular Formula:C14H9NO3Se
InChIKey:FOEPTYDLLXMPLJ-UHFFFAOYSA-N
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Compound 15a
Molecular Weight:1134.9843
Molecular Formula:C42H70O35
InChIKey:WHGYBXFWUBPSRW-FOUAGVGXSA-N
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Compound 15b
Molecular Weight:1289.171
Molecular Formula:C49H76O37S
InChIKey:URYLJCBFCXEADB-XISQNVKBSA-N
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Compound 15c
Molecular Weight:1177.0672
Molecular Formula:C44H76N2O34
InChIKey:NVTGXPLADYDNKR-LZITWAFGSA-N
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Compound 15d
Molecular Weight:1220.135
Molecular Formula:C46H81N3O34
InChIKey:FUVJKMDJYLUFBZ-ITVKMGITSA-N
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Compound 15e
Molecular Weight:1263.2028
Molecular Formula:C48H86N4O34
InChIKey:HROGENJBMJHDFH-IHHCOHTPSA-N
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Compound 17
Molecular Weight:Not Available
Molecular Formula:(CH2)nC42H72N2O34
InChIKey:GICUPCOTNJLTBZ-QASYHWDUSA-N
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Compound 12i
Molecular Weight:284.17
Molecular Formula:C11H11NO3Se
InChIKey:XJMCFRNHDUAWEW-UHFFFAOYSA-N
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Compound 18a
Molecular Weight:1429.2
Molecular Formula:C54H83N3O36Se
InChIKey:UTQITGITOIKJJJ-MKOFJABISA-N
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Compound 18b
Molecular Weight:1443.22
Molecular Formula:C55H85N3O36Se
InChIKey:UBMNYJWUJNYXML-GREZLMFESA-N
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Compound 18c
Molecular Weight:1457.25
Molecular Formula:C56H87N3O36Se
InChIKey:YVZGIVRXWYQJMW-RGFBSZGCSA-N
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Compound 18d
Molecular Weight:1485.3
Molecular Formula:C58H91N3O36Se
InChIKey:OJRZSFIMQHYKHP-NVUNGTKHSA-N
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Compound 12j
Molecular Weight:236.17
Molecular Formula:C7H4KNOSe
InChIKey:OFBJLBFYNRDHGR-UHFFFAOYSA-M
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Compound 19
Molecular Weight:1315.05
Molecular Formula:C49H73NO35Se
InChIKey:KNKOQMXBEJHIFR-CEWYNYAVSA-N
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Compound 22
Molecular Weight:734.46
Molecular Formula:C35H31INO2PSe
InChIKey:ZMCHCDQNJOWFSN-UHFFFAOYSA-M
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Compound 20
Molecular Weight:213.2319
Molecular Formula:C13H11NO2
InChIKey:CVPWYDXAVJCNAG-UHFFFAOYSA-N
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Compound 21
Molecular Weight:404.44
Molecular Formula:C19H23NO2SeSi
InChIKey:LBPWSZYKYSDJTF-UHFFFAOYSA-N
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Compound 23a
Molecular Weight:240.322
Molecular Formula:C12H22N3O2
InChIKey:KZPMNRGHVOUDPP-UHFFFAOYSA-N
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Compound 23b
Molecular Weight:219.3028
Molecular Formula:C13H19N2O
InChIKey:CMRXWCXQENVNFT-UHFFFAOYSA-N
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Compound 23c
Molecular Weight:231.3135
Molecular Formula:C14H19N2O
InChIKey:AYHZDKLQINHYOJ-UHFFFAOYSA-N
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Compound 23d
Molecular Weight:343.4863
Molecular Formula:C20H31N4O
InChIKey:ZKHJSCUIRFXBDR-UHFFFAOYSA-N
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Compound 23e
Molecular Weight:171.26
Molecular Formula:C9H19N2O
InChIKey:RDUJJOXVBWKTHI-UHFFFAOYSA-N
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Compound 23f
Molecular Weight:229.296
Molecular Formula:C11H21N2O3
InChIKey:CPFNEEBEFIZJIP-SFYZADRCSA-N
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Compound 23g
Molecular Weight:171.26
Molecular Formula:C9H19N2O
InChIKey:AYSOUYKQIUYGFR-UHFFFAOYSA-N
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Compound 24a
Molecular Weight:421.37
Molecular Formula:C19H24N3O3Se
InChIKey:LMOHPNVVQFJOEB-UHFFFAOYSA-N
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Compound 24b
Molecular Weight:400.35
Molecular Formula:C20H21N2O2Se
InChIKey:VVJLNJUOLMZHLT-UHFFFAOYSA-N
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Compound 24c
Molecular Weight:412.36
Molecular Formula:C21H21N2O2Se
InChIKey:BXQBEEOJLUOEFV-UHFFFAOYSA-N
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Compound 24d
Molecular Weight:524.54
Molecular Formula:C27H33N4O2Se
InChIKey:IXYPZYCIDUQZNW-UHFFFAOYSA-N
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Compound 25
Molecular Weight:389.78
Molecular Formula:C16H23ClN2O2Se
InChIKey:FFHMOPWVNODZBX-UHFFFAOYSA-N
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Compound 24g
Molecular Weight:352.31
Molecular Formula:C16H21N2O2Se
InChIKey:QOUGTOMFODPRES-UHFFFAOYSA-N
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Compound 24e
Molecular Weight:352.31
Molecular Formula:C16H21N2O2Se
InChIKey:UYSPBRGJJUMERX-UHFFFAOYSA-N
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Compound 24f
Molecular Weight:410.35
Molecular Formula:C18H23N2O4Se
InChIKey:OAAAUPYDAPWNRX-OCCSQVGLSA-N
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Compound 27
Molecular Weight:282.15
Molecular Formula:C11H9NO3Se
InChIKey:ICBSAIXKYVAORP-UHFFFAOYSA-N
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Compound 26
Molecular Weight:285.2
Molecular Formula:C12H14O3Se
InChIKey:UXARCPGMUOSFMT-UHFFFAOYSA-N
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Compound 28
Molecular Weight:Not Available
Molecular Formula:(CH2)n(CH2)nC4H10O2Se
InChIKey:JPJDNXZRHAQGGM-UHFFFAOYSA-N
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Compound 29
Molecular Weight:Not Available
Molecular Formula:(CH2)nC5H10OSe
InChIKey:QXQZSZSAHOHBLE-UHFFFAOYSA-N
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Compound 31a
Molecular Weight:153.04
Molecular Formula:C3H6O2Se
InChIKey:OSFARYOVMRHDRZ-UHFFFAOYSA-N
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Compound 31b
Molecular Weight:167.07
Molecular Formula:C4H8O2Se
InChIKey:KXMRTHZCTIULRJ-UHFFFAOYSA-N
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Compound 29a
Molecular Weight:179.12
Molecular Formula:C6H12OSe
InChIKey:QXQZSZSAHOHBLE-UHFFFAOYSA-N
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Compound 154b
Molecular Weight:197.13
Molecular Formula:C6H14O2Se
InChIKey:JPJDNXZRHAQGGM-UHFFFAOYSA-N
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Compound 34
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 2b
Molecular Weight:436.13
Molecular Formula:C14H8F2O4Se2
InChIKey:PRQMSYWKYMNVFW-UHFFFAOYSA-N
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Compound 2c
Molecular Weight:469.04
Molecular Formula:C14H8Cl2O4Se2
InChIKey:TVTUOIVYXUQSOG-UHFFFAOYSA-N
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Compound 2d
Molecular Weight:557.94
Molecular Formula:C14H8Br2O4Se2
InChIKey:FKRJLJAFFOKKKQ-UHFFFAOYSA-N
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Compound 2e
Molecular Weight:428.2
Molecular Formula:C16H14O4Se2
InChIKey:BKTVNDGFILVLFI-UHFFFAOYSA-N
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Compound 2f
Molecular Weight:552.34
Molecular Formula:C26H18O4Se2
InChIKey:GOIXCRXDNAVNQW-UHFFFAOYSA-N
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Compound 32a
Molecular Weight:372.18
Molecular Formula:C14H14O2Se2
InChIKey:GFVXRRDYLMJKHC-UHFFFAOYSA-N
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Compound 32b
Molecular Weight:408.16
Molecular Formula:C14H12F2O2Se2
InChIKey:ISTRULIRNJNCMG-UHFFFAOYSA-N
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Compound 32c
Molecular Weight:441.07
Molecular Formula:C14H12Cl2O2Se2
InChIKey:LJQDMRUQFWALJY-UHFFFAOYSA-N
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Compound 32d
Molecular Weight:529.97
Molecular Formula:C14H12Br2O2Se2
InChIKey:HSZXKRZGFHRADB-UHFFFAOYSA-N
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Compound 32e
Molecular Weight:400.23
Molecular Formula:C16H18O2Se2
InChIKey:BZXIFOATEFGXRY-UHFFFAOYSA-N
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Compound 32f
Molecular Weight:524.37
Molecular Formula:C26H22O2Se2
InChIKey:MIEFCIZEOSHSBM-UHFFFAOYSA-N
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Compound 32g
Molecular Weight:432.23
Molecular Formula:C16H18O4Se2
InChIKey:NAIXLCONRBJQFE-UHFFFAOYSA-N
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Compound 33
Molecular Weight:217.06
Molecular Formula:C8H9BrO2
InChIKey:NRDAKNCVXNJCGB-UHFFFAOYSA-N
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Compound 32
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 34a
Molecular Weight:201.08
Molecular Formula:C7H6O2Se
InChIKey:JNEQAEIUMSUUCJ-UHFFFAOYSA-N
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Compound 34b
Molecular Weight:219.07
Molecular Formula:C7H5FO2Se
InChIKey:RMNAWMPSJNJXLO-UHFFFAOYSA-N
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Compound 34c
Molecular Weight:235.53
Molecular Formula:C7H5ClO2Se
InChIKey:JTSBBMMVLKGISP-UHFFFAOYSA-N
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Compound 34d
Molecular Weight:279.98
Molecular Formula:C7H5BrO2Se
InChIKey:LJWQASRZYYEAKQ-UHFFFAOYSA-N
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Compound 34e
Molecular Weight:215.11
Molecular Formula:C8H8O2Se
InChIKey:ACXMNQXTOUXNHI-UHFFFAOYSA-N
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Compound 34f
Molecular Weight:277.18
Molecular Formula:C13H10O2Se
InChIKey:NGNATAJZKDTTPF-UHFFFAOYSA-N
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Compound 34g
Molecular Weight:231.11
Molecular Formula:C8H8O3Se
InChIKey:HMECOCCANKZUOA-UHFFFAOYSA-N
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Compound 2g
Molecular Weight:460.2
Molecular Formula:C16H14O6Se2
InChIKey:UCOTZPBJUFYTFN-UHFFFAOYSA-N
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Compound 35
Molecular Weight:246.08
Molecular Formula:C7H5NO4Se
InChIKey:OLTGDRWAXBYZMG-UHFFFAOYSA-N
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Compound 37
Molecular Weight:195.12
Molecular Formula:C6H12O2Se
InChIKey:YQOMVXLKVWHGTD-UHFFFAOYSA-N
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Compound 36
Molecular Weight:164.06
Molecular Formula:C4H7NOSe
InChIKey:IGOIOGWWZUCNDT-UHFFFAOYSA-N
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Compound 40a
Molecular Weight:291.2
Molecular Formula:C14H12O2Se
InChIKey:SQTXWNVYHHYNRA-UHFFFAOYSA-N
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Compound 40b
Molecular Weight:327.18
Molecular Formula:C14H10F2O2Se
InChIKey:VBAQFLHMSNWSRF-UHFFFAOYSA-N
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Compound 40c
Molecular Weight:360.09
Molecular Formula:C14H10Cl2O2Se
InChIKey:JPFKJBWGUDGQEK-UHFFFAOYSA-N
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Compound 40d
Molecular Weight:449
Molecular Formula:C14H10Br2O2Se
InChIKey:JHACKQIPKQMHGR-UHFFFAOYSA-N
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Compound 40e
Molecular Weight:319.26
Molecular Formula:C16H16O2Se
InChIKey:GINKASYTKFIPGB-UHFFFAOYSA-N
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Compound 40f
Molecular Weight:443.4
Molecular Formula:C26H20O2Se
InChIKey:DFRZTSBSLLNPKX-UHFFFAOYSA-N
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Compound 40g
Molecular Weight:351.26
Molecular Formula:C16H16O4Se
InChIKey:BCIIKFWQYHDHHK-UHFFFAOYSA-N
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Compound 38a
Molecular Weight:123.1525
Molecular Formula:C7H9NO
InChIKey:VYFOAVADNIHPTR-UHFFFAOYSA-N
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Compound 38b
Molecular Weight:141.1429
Molecular Formula:C7H8FNO
InChIKey:ZRAZJGBWNZUSGQ-UHFFFAOYSA-N
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Compound 38c
Molecular Weight:157.598
Molecular Formula:C7H8ClNO
InChIKey:CLKBZWDZDVOIGJ-UHFFFAOYSA-N
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Compound 38d
Molecular Weight:202.049
Molecular Formula:C7H8BrNO
InChIKey:GDCWZYRWKSOYGQ-UHFFFAOYSA-N
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Compound 38e
Molecular Weight:137.179
Molecular Formula:C8H11NO
InChIKey:STWNJQOCTNSGLJ-UHFFFAOYSA-N
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Compound 38f
Molecular Weight:199.2484
Molecular Formula:C13H13NO
InChIKey:YZYJIKDQPSABGG-UHFFFAOYSA-N
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Compound 39
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 40
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 38
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 44
Molecular Weight:231.11
Molecular Formula:C8H8O3Se
InChIKey:XKEIKQKEQKMWNM-UHFFFAOYSA-N
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Compound 41
Molecular Weight:138.1638
Molecular Formula:C8H10O2
InChIKey:QCDWFXQBSFUVSP-UHFFFAOYSA-N
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Compound 42
Molecular Weight:432.23
Molecular Formula:C16H18O4Se2
InChIKey:LQUAYSLWKMEOMR-UHFFFAOYSA-N
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Compound 43
Molecular Weight:257.19
Molecular Formula:C11H14O2Se
InChIKey:ITRALKCXAKBESQ-UHFFFAOYSA-N
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Compound 47
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 48
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 45
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 46
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 47a
Molecular Weight:305.19
Molecular Formula:C13H10N2O2Se
InChIKey:ZONWQFOICFWBFX-UHFFFAOYSA-N
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Compound 47b
Molecular Weight:319.22
Molecular Formula:C14H12N2O2Se
InChIKey:ZHNVGUVFYSECEA-UHFFFAOYSA-N
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Compound 47c
Molecular Weight:350.19
Molecular Formula:C13H9N3O4Se
InChIKey:FKKKSQLYEWIFQB-UHFFFAOYSA-N
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Compound 48a
Molecular Weight:321.19
Molecular Formula:C13H10N2O3Se
InChIKey:GWGLAEMCRXCXBX-UHFFFAOYSA-N
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Compound 48b
Molecular Weight:335.22
Molecular Formula:C14H12N2O3Se
InChIKey:XNWPVGVQWROWIA-UHFFFAOYSA-N
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Compound 67
Molecular Weight:305.127
Molecular Formula:C13H9BrN2O2
InChIKey:KBIZPYKQMKADGT-OQLLNIDSSA-N
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Compound 50a
Molecular Weight:552.38
Molecular Formula:C24H26O5Se2
InChIKey:UAZBAVDSXKAFJR-UHFFFAOYSA-N
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Compound 49
Molecular Weight:536.38
Molecular Formula:C24H26O4Se2
InChIKey:GWXNDQRPAXUSQC-UHFFFAOYSA-N
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Compound 50b
Molecular Weight:474.14
Molecular Formula:C14H8N2O7Se2
InChIKey:PXICNTSGRPXOPM-UHFFFAOYSA-N
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Compound 51
Molecular Weight:286.19
Molecular Formula:C11H13NO3Se
InChIKey:XKWRJXBUBPMIPN-UHFFFAOYSA-N
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Compound 52
Molecular Weight:86.0892
Molecular Formula:C4H6O2
InChIKey:ZFIVKAOQEXOYFY-ZXZARUISSA-N
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Compound 53a
Molecular Weight:167.07
Molecular Formula:C4H8O2Se
InChIKey:YQNGCXRVSYYNQS-IMJSIDKUSA-N
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Compound 53b
Molecular Weight:183.06
Molecular Formula:C4H8O3Se
InChIKey:RVGAOSAIWRSIJC-IMJSIDKUSA-N
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Compound 54
Molecular Weight:246.03
Molecular Formula:C4H8O2Se2
InChIKey:ZQTTTWIQXJBVAI-IMJSIDKUSA-N
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Compound 56
Molecular Weight:469.39
Molecular Formula:C26H18N2O2Se
InChIKey:PDWAWYFEHKREIS-UHFFFAOYSA-N
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Compound 55
Molecular Weight:471.41
Molecular Formula:C26H20N2O2Se
InChIKey:GUHMVPJTEXAAJQ-UHFFFAOYSA-N
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Compound 60
Molecular Weight:375.28
Molecular Formula:C18H16O4Se
InChIKey:CTRGFXDUQIDOPZ-UHFFFAOYSA-N
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Compound 62
Molecular Weight:347.31
Molecular Formula:C18H20O2Se
InChIKey:RGFXRYUZHPSALX-UHFFFAOYSA-N
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Compound 63
Molecular Weight:525.5
Molecular Formula:C30H26N2O2Se
InChIKey:ZFSQYAZVBXZYRJ-UHFFFAOYSA-N
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Compound 57
Molecular Weight:329.186
Molecular Formula:C14H17BrO4
InChIKey:KFZNGPIZXBHRJF-UHFFFAOYSA-N
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Compound 58
Molecular Weight:405.35
Molecular Formula:C20H22O4Se
InChIKey:HGVGKZGDZDENSX-UHFFFAOYSA-N
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Compound 59
Molecular Weight:377.29
Molecular Formula:C18H18O4Se
InChIKey:PBXLZARJZJHYRF-UHFFFAOYSA-N
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Compound 61
Molecular Weight:349.33
Molecular Formula:C18H22O2Se
InChIKey:BGPAJZGTZJMVPB-UHFFFAOYSA-N
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Compound 65
Molecular Weight:353.66
Molecular Formula:C14H11ClN2O2Se
InChIKey:VXRRQIZYQACCPS-UHFFFAOYSA-N
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Compound 64
Molecular Weight:319.22
Molecular Formula:C14H12N2O2Se
InChIKey:QHTYNDMYWPCTEP-UHFFFAOYSA-N
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Compound 66
Molecular Weight:319.17
Molecular Formula:C14H8O4Se
InChIKey:YONKWQLBMJCKQT-UHFFFAOYSA-N
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Compound 68
Molecular Weight:361.3
Molecular Formula:C17H18N2O2Se
InChIKey:UDTUOUDPGSWEHO-QGOAFFKASA-N
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Compound 69a
Molecular Weight:374.08
Molecular Formula:C13H8Cl2N2O2Se
InChIKey:CLSIKXOIXKQSCI-TWNLEINFSA-N
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Compound 69b
Molecular Weight:462.98
Molecular Formula:C13H8Br2N2O2Se
InChIKey:CBWLMQMHBSDWCR-TWNLEINFSA-N
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Compound 69c
Molecular Weight:543.89
Molecular Formula:C13H9Br3N2O2Se
InChIKey:AXZSFVABEJYHKA-KYIGKLDSSA-O
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Compound 70
Molecular Weight:369.07
Molecular Formula:C13H8BrNO2Se
InChIKey:XXRFVYIHKBUPGD-UHFFFAOYSA-N
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Compound 71
Molecular Weight:401.2
Molecular Formula:C13H9NO2SSe2
InChIKey:HNPJJUDOWYKQIM-UHFFFAOYSA-N
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Compound 72
Molecular Weight:517.25
Molecular Formula:C20H13N3O4Se2
InChIKey:GAKWNSCORHAZFQ-UHFFFAOYSA-N
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Compound 74
Molecular Weight:235.18
Molecular Formula:C9H16O2Se
InChIKey:LTFIELQGEKPUNE-GJMOJQLCSA-N
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Compound 75
Molecular Weight:195.12
Molecular Formula:C6H12O2Se
InChIKey:ZFXBLTFUTPZSMO-NGJCXOISSA-N
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Compound 73
Molecular Weight:346.418
Molecular Formula:C11H22O8S2
InChIKey:OONDJLHFMUSHNB-KXUCPTDWSA-N
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Compound 76
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 77
Molecular Weight:360.13
Molecular Formula:C12H10O3Se2
InChIKey:BEIAFWKAQMDFFB-UHFFFAOYSA-N
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Compound 76a
Molecular Weight:284.07
Molecular Formula:C10H6Se2
InChIKey:NRSKRAWCDYQPHE-UHFFFAOYSA-N
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Compound 76b
Molecular Weight:344.13
Molecular Formula:C12H10O2Se2
InChIKey:OLUABFIXXFWHRO-UHFFFAOYSA-N
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Compound 78
Molecular Weight:312.13
Molecular Formula:C12H10Se2
InChIKey:Not Available
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Compound 79
Molecular Weight:426.32
Molecular Formula:C18H24N2Se2
InChIKey:OFJPKKORLJNRPN-UHFFFAOYSA-N
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Compound 80
Molecular Weight:478.39
Molecular Formula:C22H28N2Se2
InChIKey:YWDNQZPEBBYWOA-UHFFFAOYSA-N
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Compound 81
Molecular Weight:562.55
Molecular Formula:C28H40N2Se2
InChIKey:SGMBZSDMDRMBSC-UHFFFAOYSA-N
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Compound 82
Molecular Weight:456.34
Molecular Formula:C20H26O2Se2
InChIKey:FAUHUBXQQJZGFF-UHFFFAOYSA-N
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Compound 83
Molecular Weight:428.29
Molecular Formula:C18H22O2Se2
InChIKey:YZMDGRHSCHYQLE-UHFFFAOYSA-N
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Compound 84
Molecular Weight:456.34
Molecular Formula:C20H26O2Se2
InChIKey:OEBDZOSTEPYAKQ-UHFFFAOYSA-N
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Compound 85
Molecular Weight:670.21
Molecular Formula:C28H36Fe2N2Se2
InChIKey:RXRKZOVSWYRLQS-UHFFFAOYSA-N
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Compound 86
Molecular Weight:506.36
Molecular Formula:C22H24N2O2Se2
InChIKey:HPHVWGDTODVJRK-UHFFFAOYSA-N
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Compound 87
Molecular Weight:506.36
Molecular Formula:C22H24N2O2Se2
InChIKey:HZYJKLGMIWEYCL-UHFFFAOYSA-N
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Compound 88
Molecular Weight:498.38
Molecular Formula:C24H24N2Se2
InChIKey:YXAUYWIDQMOHDZ-UHFFFAOYSA-N
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Compound 89
Molecular Weight:544.44
Molecular Formula:C24H34O4Se2
InChIKey:RGSUGHWUJPUVAV-UHFFFAOYSA-N
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Compound 90
Molecular Weight:550.37
Molecular Formula:C26H20N2O2Se2
InChIKey:FTRFOFPAMKYZPH-UHFFFAOYSA-N
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Compound 91
Molecular Weight:456.25
Molecular Formula:C18H18O4Se2
InChIKey:DGLFFFOIFHACMZ-UHFFFAOYSA-N
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Compound 92a
Molecular Weight:482.42
Molecular Formula:C22H32N2Se2
InChIKey:VWVOKWKBTZTBGA-UHFFFAOYSA-N
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Compound 92b
Molecular Weight:538.53
Molecular Formula:C26H40N2Se2
InChIKey:GHQWLDYZJSUGEG-UHFFFAOYSA-N
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Compound 92c
Molecular Weight:486.37
Molecular Formula:C20H28N2O2Se2
InChIKey:WXTRVRKTXUFHJD-UHFFFAOYSA-N
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Compound 92d
Molecular Weight:542.47
Molecular Formula:C24H36N2O2Se2
InChIKey:DFMWZDOQXPSEET-UHFFFAOYSA-N
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Compound 92e
Molecular Weight:598.58
Molecular Formula:C28H44N2O2Se2
InChIKey:LYYOBKPTICQXNQ-UHFFFAOYSA-N
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Compound 92
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 94
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 93
Molecular Weight:497.97
Molecular Formula:C14H12Br2Se2
InChIKey:XHNFPRUXSDXOOQ-UHFFFAOYSA-N
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Compound 94a
Molecular Weight:398.26
Molecular Formula:C16H20N2Se2
InChIKey:UBNZVCCTZYVDHD-UHFFFAOYSA-N
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Compound 94b
Molecular Weight:426.32
Molecular Formula:C18H24N2Se2
InChIKey:XBDNBTYJBZOHDY-UHFFFAOYSA-N
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Compound 94c
Molecular Weight:454.37
Molecular Formula:C20H28N2Se2
InChIKey:SHOMVNOMJRYIAP-UHFFFAOYSA-N
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Compound 94d
Molecular Weight:454.37
Molecular Formula:C20H28N2Se2
InChIKey:IQEPAOBCHSQJCH-UHFFFAOYSA-N
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Compound 96a
Molecular Weight:426.23
Molecular Formula:C16H16N2O2Se2
InChIKey:PLWUZIWZUQGURL-UHFFFAOYSA-N
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Compound 96b
Molecular Weight:454.28
Molecular Formula:C18H20N2O2Se2
InChIKey:CUZKXRAEDORNPO-UHFFFAOYSA-N
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Compound 96c
Molecular Weight:482.34
Molecular Formula:C20H24N2O2Se2
InChIKey:PPJMAUZGYXTQNH-UHFFFAOYSA-N
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Compound 96d
Molecular Weight:482.34
Molecular Formula:C20H24N2O2Se2
InChIKey:XAGZWDXBMSDGGO-UHFFFAOYSA-N
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Compound 95
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 96
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 97
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 97a
Molecular Weight:454.28
Molecular Formula:C18H20N2O2Se2
InChIKey:YDTRPPQYKVXOAG-UHFFFAOYSA-N
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Compound 97b
Molecular Weight:510.39
Molecular Formula:C22H28N2O2Se2
InChIKey:HTOICQFWWJCXCE-UHFFFAOYSA-N
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Compound 97c
Molecular Weight:566.5
Molecular Formula:C26H36N2O2Se2
InChIKey:KTXXSJXGIUOBRB-UHFFFAOYSA-N
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Compound 97d
Molecular Weight:566.5
Molecular Formula:C26H36N2O2Se2
InChIKey:JCOOUFRGLQQFEW-UHFFFAOYSA-N
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Compound 98
Molecular Weight:460.28
Molecular Formula:C18H22O4Se2
InChIKey:XUPPBDPJRYGLHJ-UHFFFAOYSA-N
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Compound 99
Molecular Weight:768.7
Molecular Formula:C36H50O8Se2
InChIKey:FPVANJRJORVPAG-UHFFFAOYSA-N
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Compound 100
Molecular Weight:656.48
Molecular Formula:C28H34O8Se2
InChIKey:FWOSNDLHBHWLEA-UHFFFAOYSA-N
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Compound 101
Molecular Weight:544.44
Molecular Formula:C24H34O4Se2
InChIKey:ASSKQSXZRZEJPV-UHFFFAOYSA-N
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Compound 102a
Molecular Weight:519.45
Molecular Formula:C24H28N2O6Se
InChIKey:AKKGZUXPUKWHAE-BGYRXZFFSA-N
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Compound 102b
Molecular Weight:547.5
Molecular Formula:C26H32N2O6Se
InChIKey:DHAIGOUUXCKEPH-SZPZYZBQSA-N
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Compound 102c
Molecular Weight:575.56
Molecular Formula:C28H36N2O6Se
InChIKey:FEDRLXPJCCBYCE-PSWAGMNNSA-N
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Compound 102
Molecular Weight:Not Available
Molecular Formula:(CH2)n(CH2)nC22H24N2O6Se
InChIKey:AKKGZUXPUKWHAE-BGYRXZFFSA-N
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Compound 103
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 103a
Molecular Weight:570.36
Molecular Formula:C22H24N2O6Se2
InChIKey:YYMQUXVGSJMZKW-UHFFFAOYSA-N
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Compound 103b
Molecular Weight:542.3
Molecular Formula:C20H20N2O6Se2
InChIKey:HFPGKFDSGPSMAQ-UHFFFAOYSA-N
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Compound 106
Molecular Weight:557.27
Molecular Formula:C20H20N2O2Se3
InChIKey:SLCDSGGAMCAWHN-UHFFFAOYSA-N
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Compound 105
Molecular Weight:478.31
Molecular Formula:C20H20N2O2Se2
InChIKey:ONFZRCUIQUBGMO-UHFFFAOYSA-N
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Compound 104
Molecular Weight:161.2004
Molecular Formula:C10H11NO
InChIKey:GUXASSGFGULBAX-UHFFFAOYSA-N
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Compound 109
Molecular Weight:526.43
Molecular Formula:C26H28N2Se2
InChIKey:YBCGSNGPBLFZFJ-UHFFFAOYSA-N
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Compound 108
Molecular Weight:264.161
Molecular Formula:C13H14BrN
InChIKey:PEDWKJDEKRRSCX-UHFFFAOYSA-N
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Compound 107
Molecular Weight:221.093
Molecular Formula:C11H9Br
InChIKey:CMIMBQIBIZZZHQ-UHFFFAOYSA-N
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Compound 111
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 110a
Molecular Weight:Not Available
Molecular Formula:Not Available
InChIKey:Not Available
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Compound 111a
Molecular Weight:766.21
Molecular Formula:C34H28Fe2N2O2Se2
InChIKey:QZFCODZSGHJFMW-UHFFFAOYSA-N
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Compound 111b
Molecular Weight:726.23
Molecular Formula:C30H36Fe2N2O2Se2
InChIKey:MPPQKSWTPJZOPB-UHFFFAOYSA-N
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Compound 111c
Molecular Weight:822.31
Molecular Formula:C38H36Fe2N2O2Se2
InChIKey:QKRYHXBZWFGFEN-XQHCZWOQSA-N
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Compound 112
Molecular Weight:583.99
Molecular Formula:C22H18Fe2O2Se2
InChIKey:HNUZCFRKASHQBP-UHFFFAOYSA-N
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Compound 110b
Molecular Weight:248.487
Molecular Formula:C11H9ClFeO
InChIKey:HACPXJXLHRBFTF-UHFFFAOYSA-N
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Compound 113
Molecular Weight:372.18
Molecular Formula:C14H14O2Se2
InChIKey:RLDSFBXSHHFHGA-UHFFFAOYSA-N
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Compound 114
Molecular Weight:480.45
Molecular Formula:C24H34Se2
InChIKey:PAGDYJGOEKCYFI-UHFFFAOYSA-N
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Compound 115
Molecular Weight:460.37
Molecular Formula:C20H30O2Se2
InChIKey:NZSTXQPMIGEJQU-ULQCDAFVSA-N
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Compound 116
Molecular Weight:426.23
Molecular Formula:C16H16N2O2Se2
InChIKey:XGBBYNJURCJWQF-UHFFFAOYSA-N
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Compound 117
Molecular Weight:454.28
Molecular Formula:C18H20N2O2Se2
InChIKey:QZUFPUBAFABQOA-UHFFFAOYSA-N
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Compound 118
Molecular Weight:554.4
Molecular Formula:C26H24N2O2Se2
InChIKey:BSXQNGILWBGGEG-UHFFFAOYSA-N
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Compound 119
Molecular Weight:484.31
Molecular Formula:C18H22N4O2Se2
InChIKey:NRZLCGASTZAYKJ-UHFFFAOYSA-N
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Compound 120
Molecular Weight:414.22
Molecular Formula:C18H12N2Se2
InChIKey:DCUTWTNLFDZTEZ-UHFFFAOYSA-N
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Compound 121
Molecular Weight:314.1
Molecular Formula:C10H8N2Se2
InChIKey:WXWKXOOCZMFMAM-UHFFFAOYSA-N
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Compound 122
Molecular Weight:314.1
Molecular Formula:C10H8N2Se2
InChIKey:CBQLVACGEMGVMI-UHFFFAOYSA-N
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Compound 123
Molecular Weight:527.97
Molecular Formula:C20H18Fe2Se2
InChIKey:AVEJVLHADFDUBG-UHFFFAOYSA-N
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Compound 124
Molecular Weight:440.3
Molecular Formula:C22H18Se2
InChIKey:RXAIHKKEZJAFLQ-UHFFFAOYSA-N
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