PF-3716556 - 10mM in DMSO , CAS No.928774-43-0

CAS: 928774-43-0 Cat. No.: P426964 Formula: C₂₂H₂₆N₄O₃ Molecular Weight: 394.47

GRADE & PURITY 10mM in DMSO

Synonyms

NCGC00346889-01 | 8-[[(4R)-3,4-Dihydro-5-methyl-2H-1- benzopyran-4-yl]amino]-N-(2-hydroxyethyl)-N,2-dimethyl-imidazo[1,2-a]pyridine-6-carboxamide | PF03716556 | PF-03716556 | Imidazo(1,2-a)pyridine-6-carboxamide, 8-(((4R)-3,4-dihydro-5-methyl-2H-1-benzopy

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Overview

PF 3716556 is a potent and selective P-CAB (potassium-competitive acid blocker), with pIC50 of 6.026 and 7.095 for the inhibition of porcine H+,K+-ATPase activity in ion-leaky and ion-tight assay, respectively, inhibits gastric acid secretion, displays no activity at Na+,K+-ATPase, used for the treatment of gastroesophageal reflux disease.
A highly selective H+,K+-ATPase inhibitor that is more potent in acidic conditions.

Specifications

Synonyms

NCGC00346889-01 | 8-[[(4R)-3,4-Dihydro-5-methyl-2H-1- benzopyran-4-yl]amino]-N-(2-hydroxyethyl)-N,2-dimethyl-imidazo[1,2-a]pyridine-6-carboxamide | PF03716556 | PF-03716556 | Imidazo(1,2-a)pyridine-6-carboxamide, 8-(((4R)-3,4-dihydro-5-methyl-2H-1-benzopy

Specifications & Purity

10mM in DMSO

Biochemical and Physiological Mechanisms

H+,K+-ATPase inhibitor (pIC50= 6 in human recombinant ion-leaky assays); more potent in acidic conditions. Highly selective for H+,K+-ATPasein vitro; displays no activity at Na+,K+-ATPase. Also displays selectivity for H+,K+-ATPase over a range of 50 rece

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

ANTAGONIST

Names and Identifiers

Pubchem Sid

528766612

Canonical Smiles

CC1=C2C(CCOC2=CC=C1)NC3=CC(=CN4C3=NC(=C4)C)C(=O)N(C)CCO

IUPAC Name

N-(2-hydroxyethyl)-N,2-dimethyl-8-[[(4R)-5-methyl-3,4-dihydro-2H-chromen-4-yl]amino]imidazo[1,2-a]pyridine-6-carboxamide

InChIKey

YBHKBMJREUZHOV-QGZVFWFLSA-N

INCHI

1S/C22H26N4O3/c1-14-5-4-6-19-20(14)17(7-10-29-19)24-18-11-16(22(28)25(3)8-9-27)13-26-12-15(2)23-21(18)26/h4-6,11-13,17,24,27H,7-10H2,1-3H3/t17-/m1/s1

Isomeric SMILES

CC1=C2[C@@H](CCOC2=CC=C1)NC3=CC(=CN4C3=NC(=C4)C)C(=O)N(C)CCO

WGK Germany

3

Molecular Weight

394.47

Reaxy-Rn

12878083

Reaxys-RN_link_address

https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=12878083&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Benzopyrans
      • Subclass 1-benzopyrans

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Benzopyrans
• Subclass: 1-benzopyrans
• Intermediate Tree Nodes: Not available
• Direct Parent: 1-benzopyrans
• Alternative Parents: Imidazo[1,2-a]pyridines Imidazopyridines Pyridinecarboxamides Alkyl aryl ethers Aminopyridines and derivatives Aralkylamines Secondary alkylarylamines N-substituted imidazoles Benzenoids Tertiary carboxylic acid amides Vinylogous amides Heteroaromatic compounds Amino acids and derivatives Azacyclic compounds Oxacyclic compounds Alkanolamines Hydrocarbon derivatives Organic oxides Primary alcohols
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 1-benzopyran - Imidazo[1,2-a]pyridine - Imidazopyridine - Pyridinecarboxamide - Pyridine carboxylic acid or derivatives - Alkyl aryl ether - Aminopyridine - Aralkylamine - Secondary aliphatic/aromatic amine - N-substituted imidazole - Pyridine - Benzenoid - Azole - Imidazole - Heteroaromatic compound - Vinylogous amide - Tertiary carboxylic acid amide - Amino acid or derivatives - Carboxamide group - Secondary amine - Azacycle - Oxacycle - Carboxylic acid derivative - Ether - Alkanolamine - Organic nitrogen compound - Primary alcohol - Alcohol - Amine - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organonitrogen compound - Organooxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as 1-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 1-position.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mechanisms of Action

Chemical and Physical Properties

• Molecular Weight: 394.500 g/mol
• XLogP3: 2.900
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 394.2 Da
• Monoisotopic Mass: 394.2 Da
• Topological Polar Surface Area: 79.100 Ų
• Heavy Atom Count: 29
• Formal Charge: 0
• Complexity: 576.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1