(S)-Mapracorat , CAS No.887375-15-7

CAS: 887375-15-7 Cat. No.: M650642 Molecular Weight: 462.48 PubChem CID: 24993922

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

(S)-Mapracorat is a selective and less active glucocorticoid receptor agonist.

In Vitro

(S)-Mapracorat concentration dependently inhibited TNFα secretion from activated canine PBMC with IC 50 value of approximately 0.2 nM. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Intradermal injection of compound 48/80 (50 μg in 50 μL saline) resulted in a clear wheal and flare reaction over the 60 min observation period. Topical pre-treatment with (S)-Mapracorat (0.1%) leads to significant reduction in the wheal and flare responses compared to vehicle (acetone) treated areas. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Solid

Specifications

Biochemical and Physiological Mechanisms

(S)-Mapracorat is a selective and less active glucocorticoid receptor agonist.

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

INHIBITOR

Names and Identifiers

• Canonical Smiles: CC1=NC2=C(C=C1)C(=CC=C2)NCC(CC(C)(C)C3=CC(=CC4=C3OCC4)F)(C(F)(F)F)O
• IUPAC Name: (2S)-1,1,1-trifluoro-4-(5-fluoro-2,3-dihydro-1-benzofuran-7-yl)-4-methyl-2-[[(2-methylquinolin-5-yl)amino]methyl]pentan-2-ol
• InChIKey: VJGFOYBQOIPQFY-DEOSSOPVSA-N
• INCHI: 1S/C25H26F4N2O2/c1-15-7-8-18-20(5-4-6-21(18)31-15)30-14-24(32,25(27,28)29)13-23(2,3)19-12-17(26)11-16-9-10-33-22(16)19/h4-8,11-12,30,32H,9-10,13-14H2,1-3H3/t24-/m0/s1
• Isomeric SMILES: CC1=NC2=C(C=C1)C(=CC=C2)NC[C@@](CC(C)(C)C3=CC(=CC4=C3OCC4)F)(C(F)(F)F)O
• PubChem CID: 24993922
• Molecular Weight: 462.48

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Quinolines and derivatives
      • Subclass Aminoquinolines and derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Quinolines and derivatives
• Subclass: Aminoquinolines and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Aminoquinolines and derivatives
• Alternative Parents: Coumarans Secondary alkylarylamines Alkyl aryl ethers Aralkylamines Methylpyridines Aryl fluorides Benzenoids Tertiary alcohols Heteroaromatic compounds 1,2-aminoalcohols Fluorohydrins Azacyclic compounds Oxacyclic compounds Hydrocarbon derivatives Organofluorides Alkyl fluorides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Aminoquinoline - Coumaran - Secondary aliphatic/aromatic amine - Alkyl aryl ether - Methylpyridine - Aralkylamine - Aryl halide - Aryl fluoride - Pyridine - Benzenoid - Tertiary alcohol - Heteroaromatic compound - 1,2-aminoalcohol - Fluorohydrin - Halohydrin - Secondary amine - Ether - Azacycle - Oxacycle - Organic nitrogen compound - Organohalogen compound - Organofluoride - Organonitrogen compound - Organooxygen compound - Hydrocarbon derivative - Amine - Alkyl halide - Alkyl fluoride - Organic oxygen compound - Alcohol - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as aminoquinolines and derivatives. These are organic compounds containing an amino group attached to a quinoline ring system.
• 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

Chemical and Physical Properties

• Solubility: DMSO : ≥ 50.6 mg/mL (109.41 mM)