1443118-53-3

Basic information

• Product Name: (R)-(3-hydroxypiperidin-1-yl)(4-((4-methoxyphenyl)ethynyl)phenyl)methanone
• Synonyms: (R)-(3-hydroxypiperidin-1-yl)(4-((4-methoxyphenyl)ethynyl)phenyl)methanone
• CAS NO: 1443118-53-3
• Molecular Weight: 335.403
• Mol File: 1443118-53-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (R)-(3-hydroxypiperidin-1-yl)(4-((4-methoxyphenyl)ethynyl)phenyl)methanone(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(3-hydroxypiperidin-1-yl)(4-((4-methoxyphenyl)ethynyl)phenyl)methanone(1443118-53-3)
• EPA Substance Registry System: (R)-(3-hydroxypiperidin-1-yl)(4-((4-methoxyphenyl)ethynyl)phenyl)methanone(1443118-53-3)

Safety Data

• Hazardous Substances Data: 1443118-53-3(Hazardous Substances Data)

Upstream product

• 768-60-5 4-methoxyphenylacetylen 
• 619-58-9 4-iodobenzoic acid 
• 204919-75-5 4-((4-methoxyphenyl)ethynyl)benzoic acid 
• 198976-43-1 (R)-piperidin-3-ol hydrochloride 

Downstream Products

• 1443118-62-4 (R)-(3-hydroxypiperidin-1-yl)(4-((4-methoxy(d3)phenyl)ethynyl)phenyl)methanone 

Relevant articles and documents

Discovery of (R)-(2-fluoro-4-((-4-methoxyphenyl)ethynyl)phenyl) (3-hydroxypiperidin-1-yl)methanone (ML337), an mGlu3 selective and CNS penetrant negative allosteric modulator (NAM)

A multidimensional, iterative parallel synthesis effort identified a series of highly selective mGlu3 NAMs with submicromolar potency and good CNS penetration. Of these, ML337 resulted (mGlu3 IC50 = 593 nM, mGlu2 IC50 >30 μM) with B:P ratios of 0.92 (mouse) to 0.3 (rat). DMPK profiling and shallow SAR led to the incorporation of deuterium atoms to address a metabolic soft spot, which subsequently lowered both in vitro and in vivo clearance by >50%.