BMS-279700 - CAS 240814-54-4
Catalog number: 240814-54-4
Category: Inhibitor
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Molecular Formula:
C21H22ClN7
Molecular Weight:
407.899
COA:
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Targets:
Interleukin Related
Description:
BMS-279700, belonging to a family of novel anilino 5-azaimidazoquinoxaline analogues, is an orally active lead candidate that blocks the production of proinflammatory cytokines (IL-2 and TNFalpha) in vivo.
Purity:
>98%
Appearance:
Solid powder
Synonyms:
(S)-N-(2-chloro-6-methylphenyl)-2-(3-methylpiperazin-1-yl)imidazo[1,5-a]pyrido[3,2-e]pyrazin-6-amine; BMS279700; BMS 279700; BMS-279700
MSDS:
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InChIKey:
PUNYTBZWCMNSRO-AWEZNQCLSA-N
InChI:
1S/C21H22ClN7/c1-13-4-3-5-15(22)19(13)27-20-17-10-23-12-29(17)21-16(25-20)6-7-18(26-21)28-9-8-24-14(2)11-28/h3-7,10,12,14,24H,8-9,11H2,1-2H3,(H,25,27)/t14-/m0/s1
Canonical SMILES:
CC1CN(CCN1)C2=NC3=C(C=C2)N=C(C4=CN=CN43)NC5=C(C=CC=C5Cl)C
1.Imidazoquinoxaline Src-family kinase p56Lck inhibitors: SAR, QSAR, and the discovery of (S)-N-(2-chloro-6-methylphenyl)-2-(3-methyl-1-piperazinyl)imidazo- [1,5-a]pyrido[3,2-e]pyrazin-6-amine (BMS-279700) as a potent and orally active inhibitor with excellent in vivo antiinflammatory activity.
Chen P;Doweyko AM;Norris D;Gu HH;Spergel SH;Das J;Moquin RV;Lin J;Wityak J;Iwanowicz EJ;McIntyre KW;Shuster DJ;Behnia K;Chong S;de Fex H;Pang S;Pitt S;Shen DR;Thrall S;Stanley P;Kocy OR;Witmer MR;Kanner SB;Schieven GL;Barrish JC J Med Chem. 2004 Aug 26;47(18):4517-29.
A series of novel anilino 5-azaimidazoquinoxaline analogues possessing potent in vitro activity against p56Lck and T cell proliferation have been discovered. Subsequent SAR studies led to the identification of compound 4 (BMS-279700) as an orally active lead candidate that blocks the production of proinflammatory cytokines (IL-2 and TNFalpha) in vivo. In addition, an expanded set of imidazoquinoxalines provided several descriptive QSAR models highlighting the influence of significant steric and electronic features. The H-bonding (Met319) contribution to observed binding affinities within a tightly congeneric series was found to be significant.
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CAS 240814-54-4 BMS-279700

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