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(1S,1″S,2S,2″S,5R,5″R)-5,5″-Dimethyl-2,2″-bis(1-methylethyl)-dispiro[cyclohexane-1,3′(2′H)-imidazo[5,1-b:4,3-b′]bisoxazol[4]ium-7′(8′H),1″-cyclohexane]1,1,1-trifluoromethanesulfonate

  1. Thomas Dröge1,
  2. Frank Glorius2

Published Online: 16 SEP 2013

DOI: 10.1002/047084289X.rn01623

e-EROS Encyclopedia of Reagents for Organic Synthesis

e-EROS Encyclopedia of Reagents for Organic Synthesis

How to Cite

Dröge, T. and Glorius, F. 2013. (1S,1″S,2S,2″S,5R,5″R)-5,5″-Dimethyl-2,2″-bis(1-methylethyl)-dispiro[cyclohexane-1,3′(2′H)-imidazo[5,1-b:4,3-b′]bisoxazol[4]ium-7′(8′H),1″-cyclohexane]1,1,1-trifluoromethanesulfonate. e-EROS Encyclopedia of Reagents for Organic Synthesis. .

Author Information

  1. 1

    University of Michigan, Ann Arbor, MI, USA

  2. 2

    University of Münster, Münster, Germany

Publication History

  1. Published Online: 16 SEP 2013

Featured Compounds

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  1. 1 - 52
Compound Information
Drug synonym:Not Available
Molecular Weight:550.674
Molecular Formula:C26H42F3N2O5S
SMILES:[O-]S(=O)(=O)C(F)(F)F.CC(C)[C@@H]1CC[C@@H](C)C[C@@]11COc2c3OC[C@@]4(C[C@H](C)CC[C@H]4C(C)C)[n+]3cn12
InChI:1S/C25H41N2O2.CHF3O3S/c1-16(2)20-9-7-18(5)11-24(20)13-28-22-23-27(15-26(22)24)25(14-29-23)12-19(6)8-10-21(25)17(3)4;2-1(3,4)8(5,6)7/h15-21H,7-14H2,1-6H3;(H,5,6,7)/q+1;/p-1/t18-,19-,20+,21+,24-,25-;/m1./s1
InChIKey:OVMNFZWKDCTGOH-JSWGGJIYSA-M
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Compound Information
Drug synonym:Not Available
Molecular Weight:400.5973
Molecular Formula:C25H40N2O2
SMILES:CC(C)[C@@H]1CC[C@@H](C)C[C@@]11COC2=C3OC[C@@]4(C[C@H](C)CC[C@H]4C(C)C)N3[C]N12
InChI:1S/C25H42N2O2/c1-16(2)20-9-7-18(5)11-24(20)13-28-22-23-27(15-26(22)24)25(14-29-23)12-19(6)8-10-21(25)17(3)4/h16-21H,7-15H2,1-6H3/t18-,19-,20+,21+,24-,25-/m1/s1
InChIKey:NNUBWWDZEWEKPZ-OGGCUATRSA-N
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Compound Information
Drug synonym:Not Available
Molecular Weight:96.1034
Molecular Formula:C4H9NaO
SMILES:[Na+].CC(C)(C)[O-]
InChI:1S/C4H9O.Na/c1-4(2,3)5;/h1-3H3;/q-1;+1
InChIKey:MFRIHAYPQRLWNB-UHFFFAOYSA-N
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Compound Information
Drug synonym:Not Available
Molecular Weight:80.155
Molecular Formula:C4H8O
SMILES:[2H]C1([2H])OC([2H])([2H])C([2H])([2H])C1([2H])[2H]
InChI:Not Available
InChIKey:Not Available
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Compound Information
Drug synonym:Not Available
Molecular Weight:588.369
Molecular Formula:C25H40AgBrN2O2
SMILES:Br[Ag].CC(C)[C@@H]1CC[C@@H](C)C[C@@]11COC2=C3OC[C@@]4(C[C@H](C)CC[C@H]4C(C)C)N3[C]N12
InChI:1S/C25H42N2O2.Ag.BrH/c1-16(2)20-9-7-18(5)11-24(20)13-28-22-23-27(15-26(22)24)25(14-29-23)12-19(6)8-10-21(25)17(3)4;;/h16-21H,7-15H2,1-6H3;;1H/q;+1;/p-1/t18-,19-,20+,21+,24-,25-;;/m1../s1
InChIKey:LJOFWRLGIHCGCX-RTNQAOHWSA-M
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Compound Information
Drug synonym:Not Available
Molecular Weight:231.7358
Molecular Formula:Ag2O
SMILES:[O--].[Ag+].[Ag+]
InChI:1S/2Ag.O/q2*+1;-2
InChIKey:NDVLTYZPCACLMA-UHFFFAOYSA-N
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Compound Information
Drug synonym:Not Available
Molecular Weight:102.894
Molecular Formula:BrNa
SMILES:[Na:1][Br:4]
InChI:1S/BrH.Na/h1H;/q;+1/p-1
InChIKey:JHJLBTNAGRQEKS-UHFFFAOYSA-M
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Compound Information
Drug synonym:methylene chloride, methylene dichloride
Molecular Weight:84.933
Molecular Formula:CH2Cl2
SMILES:ClCCl
InChI:1S/CH2Cl2/c2-1-3/h1H2
InChIKey:YMWUJEATGCHHMB-UHFFFAOYSA-N
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Compound Information
Drug synonym:Not Available
Molecular Weight:388.757
Molecular Formula:C4Cl2O4Rh2
SMILES:Cl[Rh].Cl[Rh].[C-]#[O+].[C-]#[O+].[C-]#[O+].[C-]#[O+]
InChI:1S/4CO.2ClH.2Rh/c4*1-2;;;;/h;;;;2*1H;;/q;;;;;;2*+1/p-2
InChIKey:FGKDXBICTVUSPK-UHFFFAOYSA-L
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Compound Information
Drug synonym:Not Available
Molecular Weight:594.976
Molecular Formula:C27H40ClN2O4Rh
SMILES:Cl[Rh].[C-]#[O+].[C-]#[O+].CC(C)[C@@H]1CC[C@@H](C)C[C@@]11COC2=C3OC[C@@]4(C[C@H](C)CC[C@H]4C(C)C)N3[C]N12
InChI:1S/C25H42N2O2.2CO.ClH.Rh/c1-16(2)20-9-7-18(5)11-24(20)13-28-22-23-27(15-26(22)24)25(14-29-23)12-19(6)8-10-21(25)17(3)4;2*1-2;;/h16-21H,7-15H2,1-6H3;;;1H;/q;;;;+1/p-1/t18-,19-,20+,21+,24-,25-;;;;/m1..../s1
InChIKey:QAHPXQQZTZFQNY-PBMOQUBVSA-M
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Compound Information
Drug synonym:Not Available
Molecular Weight:1133.932
Molecular Formula:C52H80Cl2N4O6Rh2
SMILES:Cl[Rh].Cl[Rh].[C-]#[O+].[C-]#[O+].CC(C)[C@@H]1CC[C@@H](C)C[C@@]11COC2=C3OC[C@@]4(C[C@H](C)CC[C@H]4C(C)C)N3[C]N12.CC(C)[C@@H]1CC[C@@H](C)C[C@@]11COC2=C3OC[C@@]4(C[C@H](C)CC[C@H]4C(C)C)N3[C]N12
InChI:1S/2C25H42N2O2.2CO.2ClH.2Rh/c2*1-16(2)20-9-7-18(5)11-24(20)13-28-22-23-27(15-26(22)24)25(14-29-23)12-19(6)8-10-21(25)17(3)4;2*1-2;;;;/h2*16-21H,7-15H2,1-6H3;;;2*1H;;/q;;;;;;2*+1/p-2/t2*18-,19-,20+,21+,24-,25-;;;;;;/m11....../s1
InChIKey:CVGNLERKMYWCSY-WCAWNUJCSA-L
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Compound Information
Drug synonym:Not Available
Molecular Weight:365.89
Molecular Formula:C6H10Cl2Pd2
SMILES:Cl[Pd].Cl[Pd].[CH2][CH][CH2].[CH2][CH][CH2]
InChI:1S/2C3H8.2ClH.2Pd/c2*1-3-2;;;;/h2*3H2,1-2H3;2*1H;;/q;;;;2*+1/p-2
InChIKey:OTBRMLNJALKXGN-UHFFFAOYSA-L
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Compound Information
Drug synonym:Not Available
Molecular Weight:583.54
Molecular Formula:C28H45ClN2O2Pd
SMILES:Cl[Pd].[CH2][CH][CH2].CC(C)[C@@H]1CC[C@@H](C)C[C@@]11COC2=C3OC[C@@]4(C[C@H](C)CC[C@H]4C(C)C)N3[C]N12
InChI:1S/C25H42N2O2.C3H8.ClH.Pd/c1-16(2)20-9-7-18(5)11-24(20)13-28-22-23-27(15-26(22)24)25(14-29-23)12-19(6)8-10-21(25)17(3)4;1-3-2;;/h16-21H,7-15H2,1-6H3;3H2,1-2H3;1H;/q;;;+1/p-1/t18-,19-,20+,21+,24-,25-;;;/m1.../s1
InChIKey:CUEMOLARYKHKMG-DAEXQNHMSA-M
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Compound Information
Drug synonym:Not Available
Molecular Weight:72.1057
Molecular Formula:C4H8O
SMILES:C1CCOC1
InChI:1S/C4H8O/c1-2-4-5-3-1/h1-4H2
InChIKey:WYURNTSHIVDZCO-UHFFFAOYSA-N
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Compound Information
Drug synonym:Not Available
Molecular Weight:1155.85
Molecular Formula:C50H80Cl4N4O4Pd2
SMILES:Cl[Pd]Cl.Cl[Pd]Cl.CC(C)[C@@H]1CC[C@@H](C)C[C@@]11COC2=C3OC[C@@]4(C[C@H](C)CC[C@H]4C(C)C)N3[C]N12.CC(C)[C@@H]1CC[C@@H](C)C[C@@]11COC2=C3OC[C@@]4(C[C@H](C)CC[C@H]4C(C)C)N3[C]N12
InChI:1S/2C25H42N2O2.4ClH.2Pd/c2*1-16(2)20-9-7-18(5)11-24(20)13-28-22-23-27(15-26(22)24)25(14-29-23)12-19(6)8-10-21(25)17(3)4;;;;;;/h2*16-21H,7-15H2,1-6H3;4*1H;;/q;;;;;;2*+2/p-4/t2*18-,19-,20+,21+,24-,25-;;;;;;/m11....../s1
InChIKey:CISMECCYAMKJPI-WCAWNUJCSA-J
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Compound Information
Drug synonym:Not Available
Molecular Weight:224.51
Molecular Formula:C4H6O4Pd
SMILES:[Pd++].CC([O-])=O.CC([O-])=O
InChI:1S/2C2H4O2.Pd/c2*1-2(3)4;/h2*1H3,(H,3,4);/q;;+2/p-2
InChIKey:YJVFFLUZDVXJQI-UHFFFAOYSA-L
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Compound Information
Drug synonym:Not Available
Molecular Weight:42.394
Molecular Formula:ClLi
SMILES:[Li+].[Cl-]
InChI:1S/ClH.Li/h1H;/q;+1/p-1
InChIKey:KWGKDLIKAYFUFQ-UHFFFAOYSA-M
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Compound Information
Drug synonym:Not Available
Molecular Weight:Not Available
Molecular Formula:Not Available
SMILES:Not Available
InChI:Not Available
InChIKey:Not Available
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Compound Information
Drug synonym:Not Available
Molecular Weight:Not Available
Molecular Formula:Not Available
SMILES:Not Available
InChI:Not Available
InChIKey:Not Available
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Compound Information
Drug synonym:Not Available
Molecular Weight:575
Molecular Formula:C34H28O2Pd
SMILES:[Pd].O=C(\C=C\C1=CC=CC=C1)/C=C/C1=CC=CC=C1.O=C(\C=C\C1=CC=CC=C1)/C=C/C1=CC=CC=C1
InChI:1S/2C17H14O.Pd/c2*18-17(13-11-15-7-3-1-4-8-15)14-12-16-9-5-2-6-10-16;/h2*1-14H;/b2*13-11+,14-12+;
InChIKey:UKSZBOKPHAQOMP-SVLSSHOZSA-N
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Compound Information
Drug synonym:Not Available
Molecular Weight:90.121
Molecular Formula:C4H10O2
SMILES:COCCOC
InChI:1S/C4H10O2/c1-5-3-4-6-2/h3-4H2,1-2H3
InChIKey:XTHFKEDIFFGKHM-UHFFFAOYSA-N
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Compound Information
Drug synonym:Not Available
Molecular Weight:Not Available
Molecular Formula:Not Available
SMILES:Not Available
InChI:Not Available
InChIKey:Not Available
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Compound Information
Drug synonym:Not Available
Molecular Weight:Not Available
Molecular Formula:Not Available
SMILES:Not Available
InChI:Not Available
InChIKey:Not Available
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Compound Information
Drug synonym:Not Available
Molecular Weight:Not Available
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SMILES:Not Available
InChI:Not Available
InChIKey:Not Available
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Drug synonym:Not Available
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SMILES:Not Available
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Drug synonym:Not Available
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SMILES:Not Available
InChI:Not Available
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Drug synonym:Not Available
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InChI:Not Available
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Compound Information
Drug synonym:Not Available
Molecular Weight:160.2124
Molecular Formula:C11H12O
SMILES:CC1CCC2=CC=CC=C2C1=O
InChI:1S/C11H12O/c1-8-6-7-9-4-2-3-5-10(9)11(8)12/h2-5,8H,6-7H2,1H3
InChIKey:GANIBVZSZGNMNB-UHFFFAOYSA-N
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Compound Information
Drug synonym:Not Available
Molecular Weight:157.008
Molecular Formula:C6H5Br
SMILES:BrC1=CC=CC=C1
InChI:1S/C6H5Br/c7-6-4-2-1-3-5-6/h1-5H
InChIKey:QARVLSVVCXYDNA-UHFFFAOYSA-N
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Compound Information
Drug synonym:Not Available
Molecular Weight:236.3083
Molecular Formula:C17H16O
SMILES:CC1(CCc2ccccc2C1=O)c1ccccc1
InChI:1S/C17H16O/c1-17(14-8-3-2-4-9-14)12-11-13-7-5-6-10-15(13)16(17)18/h2-10H,11-12H2,1H3
InChIKey:FHONLNCEDWDJSX-UHFFFAOYSA-N
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Compound Information
Drug synonym:Not Available
Molecular Weight:92.1384
Molecular Formula:C7H8
SMILES:CC1=CC=CC=C1
InChI:1S/C7H8/c1-7-5-3-2-4-6-7/h2-6H,1H3
InChIKey:YXFVVABEGXRONW-UHFFFAOYSA-N
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Compound Information
Drug synonym:Not Available
Molecular Weight:187.034
Molecular Formula:C7H7BrO
SMILES:COC1=CC(Br)=CC=C1
InChI:1S/C7H7BrO/c1-9-7-4-2-3-6(8)5-7/h2-5H,1H3
InChIKey:PLDWAJLZAAHOGG-UHFFFAOYSA-N
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Compound Information
Drug synonym:Not Available
Molecular Weight:266.3343
Molecular Formula:C18H18O2
SMILES:COc1cccc(c1)C1(C)CCc2ccccc2C1=O
InChI:1S/C18H18O2/c1-18(14-7-5-8-15(12-14)20-2)11-10-13-6-3-4-9-16(13)17(18)19/h3-9,12H,10-11H2,1-2H3
InChIKey:VZAXUDUNDHPCCC-UHFFFAOYSA-N
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Compound Information
Drug synonym:Not Available
Molecular Weight:229.071
Molecular Formula:C9H9BrO2
SMILES:BrC1=CC(=CC=C1)C1OCCO1
InChI:1S/C9H9BrO2/c10-8-3-1-2-7(6-8)9-11-4-5-12-9/h1-3,6,9H,4-5H2
InChIKey:VYPYKCPWNPPBBX-UHFFFAOYSA-N
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Compound Information
Drug synonym:Not Available
Molecular Weight:308.371
Molecular Formula:C20H20O3
SMILES:CC1(CCc2ccccc2C1=O)c1cccc(c1)C1OCCO1
InChI:1S/C20H20O3/c1-20(10-9-14-5-2-3-8-17(14)18(20)21)16-7-4-6-15(13-16)19-22-11-12-23-19/h2-8,13,19H,9-12H2,1H3
InChIKey:YOBIQBPXEXJPHN-UHFFFAOYSA-N
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Compound Information
Drug synonym:Not Available
Molecular Weight:Not Available
Molecular Formula:Not Available
SMILES:Not Available
InChI:Not Available
InChIKey:Not Available
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Drug synonym:Not Available
Molecular Weight:Not Available
Molecular Formula:Not Available
SMILES:Not Available
InChI:Not Available
InChIKey:Not Available
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Drug synonym:Not Available
Molecular Weight:Not Available
Molecular Formula:Not Available
SMILES:Not Available
InChI:Not Available
InChIKey:Not Available
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Compound Information
Drug synonym:Not Available
Molecular Weight:Not Available
Molecular Formula:Not Available
SMILES:Not Available
InChI:Not Available
InChIKey:Not Available
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Drug synonym:Not Available
Molecular Weight:Not Available
Molecular Formula:Not Available
SMILES:Not Available
InChI:Not Available
InChIKey:Not Available
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Compound Information
Drug synonym:Not Available
Molecular Weight:1728.908
Molecular Formula:C79H120Cl3N6O10Rh3
SMILES:Cl[Rh].Cl[Rh].Cl[Rh].[C-]#[O+].[C-]#[O+].[C-]#[O+].[C-]#[O+].CC(C)[C@@H]1CC[C@@H](C)C[C@@]11COC2=C3OC[C@@]4(C[C@H](C)CC[C@H]4C(C)C)N3[C]N12.CC(C)[C@@H]1CC[C@@H](C)C[C@@]11COC2=C3OC[C@@]4(C[C@H](C)CC[C@H]4C(C)C)N3[C]N12.CC(C)[C@@H]1CC[C@@H](C)C[C@@]11COC2=C3OC[C@@]4(C[C@H](C)CC[C@H]4C(C)C)N3[C]N12
InChI:1S/3C25H42N2O2.4CO.3ClH.3Rh/c3*1-16(2)20-9-7-18(5)11-24(20)13-28-22-23-27(15-26(22)24)25(14-29-23)12-19(6)8-10-21(25)17(3)4;4*1-2;;;;;;/h3*16-21H,7-15H2,1-6H3;;;;;3*1H;;;/q;;;;;;;;;;3*+1/p-3/t3*18-,19-,20+,21+,24-,25-;;;;;;;;;;/m111........../s1
InChIKey:ARBKNPMCGIOKBB-OOZDKWICSA-K
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Compound Information
Drug synonym:Not Available
Molecular Weight:325.8198
Molecular Formula:CCs2O3
SMILES:[Cs+].[Cs+].[O-]C([O-])=O
InChI:1S/CH2O3.2Cs/c2-1(3)4;;/h(H2,2,3,4);;/q;2*+1/p-2
InChIKey:FJDQFPXHSGXQBY-UHFFFAOYSA-L
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Compound Information
Drug synonym:Not Available
Molecular Weight:18.0153
Molecular Formula:H2O
SMILES:[H]O[H]
InChI:1S/H2O/h1H2
InChIKey:XLYOFNOQVPJJNP-UHFFFAOYSA-N
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Compound Information
Drug synonym:Not Available
Molecular Weight:Not Available
Molecular Formula:Not Available
SMILES:Not Available
InChI:Not Available
InChIKey:Not Available
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Compound Information
Drug synonym:Not Available
Molecular Weight:121.93
Molecular Formula:C6H7BO2
SMILES:OB(O)C1=CC=CC=C1
InChI:1S/C6H7BO2/c8-7(9)6-4-2-1-3-5-6/h1-5,8-9H
InChIKey:HXITXNWTGFUOAU-UHFFFAOYSA-N
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Compound Information
Drug synonym:Not Available
Molecular Weight:Not Available
Molecular Formula:Not Available
SMILES:Not Available
InChI:Not Available
InChIKey:Not Available
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Compound Information
Drug synonym:Not Available
Molecular Weight:Not Available
Molecular Formula:Not Available
SMILES:Not Available
InChI:Not Available
InChIKey:Not Available
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Compound Information
Drug synonym:Not Available
Molecular Weight:157.363
Molecular Formula:C5H5BClNO2
SMILES:OB(O)c1ccc(Cl)nc1
InChI:1S/C5H5BClNO2/c7-5-2-1-4(3-8-5)6(9)10/h1-3,9-10H
InChIKey:WPAPNCXMYWRTTL-UHFFFAOYSA-N
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Compound Information
Drug synonym:Not Available
Molecular Weight:Not Available
Molecular Formula:Not Available
SMILES:Not Available
InChI:Not Available
InChIKey:Not Available
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Compound Information
Drug synonym:Not Available
Molecular Weight:Not Available
Molecular Formula:Not Available
SMILES:Not Available
InChI:Not Available
InChIKey:Not Available
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Compound Information
Drug synonym:Not Available
Molecular Weight:219.442
Molecular Formula:C5H3BClF3KN
SMILES:[K+].F[B-](F)(F)c1ccc(Cl)nc1
InChI:1S/C5H3BClF3N.K/c7-5-2-1-4(3-11-5)6(8,9)10;/h1-3H;/q-1;+1
InChIKey:TVBXAWSXJKYPGJ-UHFFFAOYSA-N
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