Lifitegrast, LFA-1 (lymphocyte function-associated antigen-1) antagonist

주요 정보

CAS 번호

1025967-78-5

Purity

>98%

제형

Solid

form

Molecular weight

615.48 g/mol

Molecular formula

C₂₉H₂₄Cl₂N₂O₇S

Nature

Synthetic

Solubility

DMSO >30 mg/mL

Ethanol 20 mg/mL

Insoluble in water

생물학적 정보

LFA-1 (lymphocyte function-associated antigen-1) antagonist intended for the treatment of vascular complications of the eye. Lifitegrast is a novel T-cell integrin antagonist that is designed to mimic the binding epitope of ICAM-1. It acts as a molecular decoy to block the LFA-1/ICAM-1 interaction and thus inhibits downstream inflammatory responses.

Canonical SMILES

CS(=O)(=O)C1=CC=CC(=C1)CC(C(=O)O)NC(=O)C2=C(C=C3CN(CCC3=C2CL)C(=O)C4=CC5=C(C=C4)C=CO5)CL

InChi

InChI=1S/C29H24Cl2N2O7S/c1-41(38,39)20-4-2-3-16(11-20)12-23(29(36)37)32-27(34)25-22(30)13-19-15-33(9-7-21(19)26(25)31)28(35)18-6-5-17-8-10-40-24(17)14-18/h2-6,8,10-11,13-14,23H,7,9,12,15H2,1H3,(H,32,34)(H,36,37)/t23-/m0/s1

InChiKey

JFOZKMSJYSPYLN-QHCPKHFHSA-N

IUPAC Name

(S)-2-(2-(benzofuran-6-carbonyl)-5,7-dichloro-1,2,3,4-tetrahydroisoquinoline-6-carboxamido)-3-(3-(methylsulfonyl)phenyl)propanoic acid