1356351-76-2

Basic information

• Product Name: (2R,4S)-1-(2-(1H-1,2,3-triazol-1-yl)acetyl)-4-(4-fluorobenzyl)-N-(4-(4-fluorophenoxy)phenyl)pyrrolidine-2-carboxamide
• Synonyms: (2R,4S)-1-(2-(1H-1,2,3-triazol-1-yl)acetyl)-4-(4-fluorobenzyl)-N-(4-(4-fluorophenoxy)phenyl)pyrrolidine-2-carboxamide
• CAS NO: 1356351-76-2
• Molecular Weight: 517.535
• Mol File: 1356351-76-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2R,4S)-1-(2-(1H-1,2,3-triazol-1-yl)acetyl)-4-(4-fluorobenzyl)-N-(4-(4-fluorophenoxy)phenyl)pyrrolidine-2-carboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,4S)-1-(2-(1H-1,2,3-triazol-1-yl)acetyl)-4-(4-fluorobenzyl)-N-(4-(4-fluorophenoxy)phenyl)pyrrolidine-2-carboxamide(1356351-76-2)
• EPA Substance Registry System: (2R,4S)-1-(2-(1H-1,2,3-triazol-1-yl)acetyl)-4-(4-fluorobenzyl)-N-(4-(4-fluorophenoxy)phenyl)pyrrolidine-2-carboxamide(1356351-76-2)

Safety Data

• Hazardous Substances Data: 1356351-76-2(Hazardous Substances Data)

Upstream product

• 68766-96-1 ethyl (R)-2-pyrrolidone-5-carboxylate 
• 4042-36-8 D-pyrrolidone-5-carboxylic acid 
• 144978-12-1 1-tert-butyl 2-ethyl (2R)-5-oxopyrrolidine-1,2-dicarboxylate 
• 36160-82-4 4-(4-fluorophenoxy)aniline 
• 1229439-70-6 C₁₇H₂₂FNO₄ 

Relevant articles and documents

Discovery of a novel class of potent and orally bioavailable sphingosine 1-phosphate receptor 1 antagonists

A series of subtype selective sphingosine 1-phosphate receptor 1 (S1P 1) antagonists are disclosed. Our high-throughput screening campaign revealed hit 1 for which an increase in potency and mouse oral exposure was achieved with minor modifications to the chemical scaffold. In vivo efficacy revealed that at high doses compounds 12 and 15 inhibited tumor growth. Further optimization of our lead series led to the discovery of proline derivatives 37 (XL541) and 38 which had similar efficacy as our first generation analogues at significantly lower doses. Analogue 37 displayed excellent pharmacokinetics and oral exposure in multiple species.