Soraprazan - ≥99% , CAS No.261944-46-1

CAS: 261944-46-1 Cat. No.: S648813 Formula: C₂₁H₂₅N₃O₃ Molecular Weight: 367.44 PubChem CID: 213054

GRADE & PURITY ≥99%

Synonyms

(7R,8R,9R)-2,3-dimethyl-8-hydroxy-7-(2-methoxyethoxy)-9-phenyl-7,8,9,10-tetrahydro-imidazo[1,2-h][1,7]naphthyridine | (7R,8R,9R)-2,3-dimethyl-8-hydroxy-7-(2-methoxyethoxy)9-phenyl-7,8,9,10-tetrahydro-imidazo[1,2-h][1,7]naphthyridine | 5XB3671655 | Sorapra

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Soraprazan (BYK61359) is a selective, reversible K-competitive inhibitor of the H,K-ATPase ( K i =6.4 nM), with an IC 50 of 0.19 μM in gastric glands. Soraprazan binds to the H,K-ATPase with a Kd of 28.27 nM. Soraprazan shows immediate inhibition of acid secretion and is more than 2000-fold selective for H,K-ATPase over Na,K- and Ca-ATPases.

In Vitro

Soraprazan (BYK61359) is a potent inhibitor of gastric H,K-ATPase, with an IC 50 of 0.1 μM when measured in ion-leaky vesicles in the presence of 1 mM potassium. Soraprazan (BYK61359) also effectively inhibits dibutyryl cAMP-stimulated [ 14 C]AP accumulation in isolated gastric glands with an IC 50 of 0.19 μM (0.09-0.40 μM geometric mean from n=6 with 95% confidence limits). MCE has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Soraprazan (1-27 μmol/kg; p.o.) shows rapid and consistent inhibition of acid secretion in dog . MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Solid

Specifications

Synonyms

(7R,8R,9R)-2,3-dimethyl-8-hydroxy-7-(2-methoxyethoxy)-9-phenyl-7,8,9,10-tetrahydro-imidazo[1,2-h][1,7]naphthyridine | (7R,8R,9R)-2,3-dimethyl-8-hydroxy-7-(2-methoxyethoxy)9-phenyl-7,8,9,10-tetrahydro-imidazo[1,2-h][1,7]naphthyridine | 5XB3671655 | Sorapra

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

Soraprazan (BYK61359) is a selective, reversible K-competitive inhibitor of the H,K-ATPase ( K i =6.4 nM), with an IC 50 of 0.19 μM in gastric glands. Soraprazan binds to the H,K-ATPase with a Kd of 28.27 nM. Soraprazan shows immediate inhibition of acid

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

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

Purity

≥99%

Names and Identifiers

Canonical Smiles

CC1=C(N2C=CC3=C(C2=N1)NC(C(C3OCCOC)O)C4=CC=CC=C4)C

IUPAC Name

(7R,8R,9R)-7-(2-methoxyethoxy)-2,3-dimethyl-9-phenyl-7,8,9,10-tetrahydroimidazo[1,2-h][1,7]naphthyridin-8-ol

InChIKey

PWILYDZRJORZDR-MISYRCLQSA-N

INCHI

1S/C21H25N3O3/c1-13-14(2)24-10-9-16-18(21(24)22-13)23-17(15-7-5-4-6-8-15)19(25)20(16)27-12-11-26-3/h4-10,17,19-20,23,25H,11-12H2,1-3H3/t17-,19-,20-/m1/s1

Isomeric SMILES

CC1=C(N2C=CC3=C(C2=N1)N[C@@H]([C@H]([C@@H]3OCCOC)O)C4=CC=CC=C4)C

Alternate CAS

261944-46-1

PubChem CID

213054

MeSH Entry Terms

(7R,8R,9R)-7-(2-methoxyethoxy)-2,3-dimethyl-9-phenyl-7,8,9,10-tetrahydroimidazo(1,2-H)(1,7)naphtyridin-8-ol;2,3-dimethyl-8-hydroxy-7-(2-methoxyethoxy)-9-phenyl-7,8,9,10-tetrahydroimidazo(1,2-h)(1,7)naphthyridine;BYK 61359;BYK-61359;BYK61359;remofuscin;sor

Molecular Weight

367.44

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Diazanaphthalenes
      • Subclass Naphthyridines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Diazanaphthalenes
• Subclass: Naphthyridines
• Intermediate Tree Nodes: Not available
• Direct Parent: Naphthyridines
• Alternative Parents: Imidazo[1,2-a]pyridines Secondary alkylarylamines Aralkylamines Pyridines and derivatives N-substituted imidazoles Benzene and substituted derivatives Heteroaromatic compounds Secondary alcohols 1,2-aminoalcohols Dialkyl ethers Azacyclic compounds Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Naphthyridine - Imidazo[1,2-a]pyridine - Aralkylamine - Secondary aliphatic/aromatic amine - Monocyclic benzene moiety - N-substituted imidazole - Benzenoid - Pyridine - Azole - Imidazole - Heteroaromatic compound - 1,2-aminoalcohol - Secondary alcohol - Dialkyl ether - Ether - Azacycle - Secondary amine - Hydrocarbon derivative - Alcohol - Organic nitrogen compound - Organopnictogen compound - Organic oxygen compound - Amine - Organonitrogen compound - Organooxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as naphthyridines. These are compounds containing a naphthyridine moiety, a naphthalene in which a carbon atom has been replaced by a nitrogen in each of the two rings. The naphthyridine skeleton can also be described as an assembly two fused pyridine rings, which do not share their nitrogen atom.
• 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

• Solubility: DMSO : 200 mg/mL (544.31 mM; Need ultrasonic)
• Molecular Weight: 367.400 g/mol
• XLogP3: 2.800
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 367.19 Da
• Monoisotopic Mass: 367.19 Da
• Topological Polar Surface Area: 68.000 Ų
• Heavy Atom Count: 27
• Formal Charge: 0
• Complexity: 487.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 3
• 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