Firategrast

• CAT Number: I003463
• CAS Number: 402567-16-2
• Molecular Formula: C27H27F2NO6
• Molecular Weight: 499.5
• Purity: ≥95%
• Target: Integrin
• Storage: Store at -20°C
• IUPAC Name: (2S)-2-[(2,6-difluorobenzoyl)amino]-3-[4-[4-(ethoxymethyl)-2,6-dimethoxyphenyl]phenyl]propanoic acid
• InChI: InChI=1S/C27H27F2NO6/c1-4-36-15-17-13-22(34-2)24(23(14-17)35-3)18-10-8-16(9-11-18)12-21(27(32)33)30-26(31)25-19(28)6-5-7-20(25)29/h5-11,13-14,21H,4,12,15H2,1-3H3,(H,30,31)(H,32,33)/t21-/m0/s1
• InChIKey: YLFZHHDVRSYTKT-NRFANRHFSA-N
• SMILES: CCOCC1=CC(=C(C(=C1)OC)C2=CC=C(C=C2)CC(C(=O)O)NC(=O)C3=C(C=CC=C3F)F)OC

Firategrast (CAT: I003463) is an orally active small molecule integrin antagonist that targets the α4β1 and α4β7 integrins. It selectively inhibits the interaction between integrins and their ligands, such as vascular cell adhesion molecule-1 (VCAM-1) and mucosal addressin cell adhesion molecule-1 (MAdCAM-1), which are involved in leukocyte adhesion and migration. By blocking these integrins, firategrast reduces the recruitment and activation of inflammatory cells, thereby suppressing inflammation. It has shown potential therapeutic effects in various inflammatory conditions, including inflammatory bowel disease and multiple sclerosis.

Reference

1:Leukocyte counts in cerebrospinal fluid and blood following firategrast treatment in subjects with relapsing forms of multiple sclerosis. Grove RA, Shackelford S, Sopper S, Pirruccello S, Horrigan J, Havrdova E, Gold M, Graff O.Eur J Neurol. 2013 Jul;20(7):1032-42. doi: 10.1111/ene.12097. Epub 2013 Feb 18. PMID: 23419064
2:Firategrast: natalizumab in a pill? Prat A, Stüve O.Lancet Neurol. 2012 Feb;11(2):120-1. doi: 10.1016/S1474-4422(11)70306-4. Epub 2012 Jan 5. No abstract available. PMID: 22226930
3:Firategrast for relapsing remitting multiple sclerosis: a phase 2, randomised, double-blind, placebo-controlled trial. Miller DH, Weber T, Grove R, Wardell C, Horrigan J, Graff O, Atkinson G, Dua P, Yousry T, Macmanus D, Montalban X.Lancet Neurol. 2012 Feb;11(2):131-9. doi: 10.1016/S1474-4422(11)70299-X. Epub 2012 Jan 5. PMID: 22226929