857290-04-1

Basic information

• Product Name: N-(6-Amino-2-pyridinyl)-4'-cyano-[1,1'-biphenyl]-4-sulfonamide
• Synonyms: N-(6-Amino-2-pyridinyl)-4'-cyano-[1,1'-biphenyl]-4-sulfonamide;PF 915275;N-(6-aminopyridin-2-yl)-4-(4-cyanophenyl)benzenesulfonamide
• CAS NO: 857290-04-1
• Molecular Formula: C18H14N4O2S
• Molecular Weight: 350.39436
• Product Categories: Potent and selective 11β-hydroxysteroid dehydrogenase type 1 (11βHSD1) inhibitor (Ki=2.3 nM)
• Mol File: 857290-04-1.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 610.9°C at 760 mmHg
• Flash Point: 323.3°C
• Appearance: /
• Density: 1.44g/cm³
• Vapor Pressure: 7.27E-15mmHg at 25°C
• Refractive Index: 1.709
• Storage Temp.: Store at RT
• PKA: 7.97±0.29(Predicted)
• CAS DataBase Reference: N-(6-Amino-2-pyridinyl)-4'-cyano-[1,1'-biphenyl]-4-sulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(6-Amino-2-pyridinyl)-4'-cyano-[1,1'-biphenyl]-4-sulfonamide(857290-04-1)
• EPA Substance Registry System: N-(6-Amino-2-pyridinyl)-4'-cyano-[1,1'-biphenyl]-4-sulfonamide(857290-04-1)

Safety Data

• Hazardous Substances Data: 857290-04-1(Hazardous Substances Data)

Usage

General Description

N-(6-Amino-2-pyridinyl)-4'-cyano-[1,1'-biphenyl]-4-sulfonamide is a chemical compound that belongs to the sulfonamide class of drugs. It is often used as an inhibitor of carbonic anhydrase, an enzyme that is involved in regulating acid-base balance in the body. N-(6-Amino-2-pyridinyl)-4'-cyano-[1,1'-biphenyl]-4-sulfonamide has been studied for its potential use in the treatment of various medical conditions, including glaucoma, epilepsy, and certain types of cancer. It is also a widely used research tool in the field of biochemistry and pharmaceutical development. The chemical structure of N-(6-Amino-2-pyridinyl)-4'-cyano-[1,1'-biphenyl]-4-sulfonamide is characterized by a central biphenyl ring with a cyano group and a sulfonamide group attached to it, as well as an amino-pyridinyl group attached to one of the benzene rings.

InChI:InChI=1/C18H14N4O2S/c19-12-13-4-6-14(7-5-13)15-8-10-16(11-9-15)25(23,24)22-18-3-1-2-17(20)21-18/h1-11H,(H3,20,21,22)

Upstream product

• 2920-38-9 4-cyano-1,1'-biphenyl 
• 149506-86-5 4'-cyano[1,1'-biphenyl]-4-sulfonyl chloride 
• 141-86-6 2.6-diaminopyridine 
• 1174670-65-5 C₂₃H₂₂N₄O₄S 

Relevant articles and documents

N-(Pyridin-2-yl) arylsulfonamide inhibitors of 11β-hydroxysteroid dehydrogenase type 1: Strategies to eliminate reactive metabolites

N-(Pyridin-2-yl) arylsulfonamides 1 and 2 (PF-915275) were identified as potent inhibitors of 11β-hydroxysteroid dehydrogenase type 1. A screen for bioactivation revealed that these compounds formed glutathione conjugates. This communication presents the results of a risk benefit analysis carried out to progress 2 (PF-915275) to a clinical study and the strategies used to eliminate reactive metabolites in this series of inhibitors. Based on the proposed mechanism of bioactivation and structure-activity relationships, design efforts led to N-(pyridin-2-yl) arylsulfonamides such as 18 and 20 that maintained potent 11β-hydroxysteroid dehydrogenase type 1 activity, showed exquisite pharmacokinetic profiles, and were negative in the reactive metabolite assay.

Amino heterocyclyl inhibitors of 11-beta-hydroxy steroid dehydrogenase type 1

The present invention relates to compounds with the formula (I), or a pharmaceutically acceptable salt thereof: The invention also relates to pharmaceutical compositions comprising the compounds of formula (I) or formula (II) and methods of treating a condition that is mediated by the modulation of 11-β-hsd-1, the method comprising administering to a mammal an effective amount of a compound of formula (I) or formula (II).