MK 0524 sodium salt , CAS No.572874-50-1

CAS: 572874-50-1 Cat. No.: M332349 Molecular Weight: 457.88 PubChem CID: 23676458

Synonyms

Laropiprant

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

MK 0524 sodium salt is a potent, selective DP1 receptor antagonist with K|i|values of 0.57 nM and 0.75 μM for the DP1 and DP2 receptors, respectively. It inhibits PGD2-induced accumulation of cAMP in both washed platelets and platelet-rich plasma with IC|50|values of 0.09 and 4.0 nM, respectively. In a sheep model of allergic rhinitis, 0.1 mg/kg MK 0524 completely blocked PGD2-induced nasal congestion. At a dose of 4 mg/kg, MK 0524 suppressed a nicotinic acid-induced vasodilatory response by 80% in a murine model of flushing, an undesirable side-effect of niacin treatment for dyslipidemia.

Specifications

Synonyms

Laropiprant

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.

Action Type

ANTAGONIST

Product Properties

• pKa: pKₐ: 4.54 (Predicted)
• Ki Data: DP: Ki= 0.08 nM (human); TXA2R: Ki= 2.95 nM (human); EP2: Ki= 136 nM (human); DP2: Ki= 745 nM (human); EP3: Ki= 892 nM (human)

Names and Identifiers

• Canonical Smiles: CS(=O)(=O)C1=CC(=CC2=C1N(C3=C2CCC3CC(=O)[O-])CC4=CC=C(C=C4)Cl)F.[Na+]
• IUPAC Name: sodium;2-[(3R)-4-[(4-chlorophenyl)methyl]-7-fluoro-5-methylsulfonyl-2,3-dihydro-1H-cyclopenta[b]indol-3-yl]acetate
• InChIKey: DWCYUNBVZHNVET-BTQNPOSSSA-M
• INCHI: 1S/C21H19ClFNO4S.Na/c1-29(27,28)18-10-15(23)9-17-16-7-4-13(8-19(25)26)20(16)24(21(17)18)11-12-2-5-14(22)6-3-12;/h2-3,5-6,9-10,13H,4,7-8,11H2,1H3,(H,25,26);/q;+1/p-1/t13-;/m1./s1
• Isomeric SMILES: CS(=O)(=O)C1=CC(=CC2=C1N(C3=C2CC[C@@H]3CC(=O)[O-])CC4=CC=C(C=C4)Cl)F.[Na+]
• PubChem CID: 23676458
• Molecular Weight: 457.88

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Indoles and derivatives
      • Subclass Indolyl carboxylic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Indoles and derivatives
• Subclass: Indolyl carboxylic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Indolyl carboxylic acids and derivatives
• Alternative Parents: 3-alkylindoles N-alkylindoles Chlorobenzenes Substituted pyrroles Aryl chlorides Aryl fluorides Sulfones Heteroaromatic compounds Carboxylic acid salts Azacyclic compounds Carboxylic acids Monocarboxylic acids and derivatives Organic metal halides Organic sodium salts Organonitrogen compounds Organochlorides Carbonyl compounds Organic oxides Hydrocarbon derivatives Organofluorides Organopnictogen compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Indolyl carboxylic acid derivative - 3-alkylindole - N-alkylindole - Indole - Halobenzene - Chlorobenzene - Substituted pyrrole - Aryl chloride - Benzenoid - Aryl fluoride - Aryl halide - Monocyclic benzene moiety - Sulfone - Sulfonyl - Pyrrole - Heteroaromatic compound - Carboxylic acid salt - Organic metal halide - Carboxylic acid derivative - Carboxylic acid - Azacycle - Organic alkali metal salt - Monocarboxylic acid or derivatives - Organohalogen compound - Carbonyl group - Organic sodium salt - Organopnictogen compound - Hydrocarbon derivative - Organic oxygen compound - Organic oxide - Organic nitrogen compound - Organochloride - Organofluoride - Organonitrogen compound - Organooxygen compound - Organosulfur compound - Organic salt - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as indolyl carboxylic acids and derivatives. These are compounds containing a carboxylic acid chain (of at least 2 carbon atoms) linked to an indole ring.
• 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: Soluble in ethanol, DMSO, DMF, DMSO : PBS (pH 7.2) (1:1), and water (0.5 mg/ml at 25° C).
• Refractive Index: n20D1.66 (Predicted)