e-6005 - ≥96% , Phosphodiesterase 4 inhibitor, CAS No.947620-48-6, Phosphodiesterase 4 inhibitor

CAS: 947620-48-6 Cat. No.: E178447 Molecular Weight: 472.501

GRADE & PURITY ≥96%

Synonyms

(Methyl 4-(((3-(6,7-dimethoxy-2-(methylamino)quinazolin-4-yl)phenyl(amino)carbonyl)benzoate | EX-A1382 | SPIUTQOUKAMGCX-UHFFFAOYSA-N | AS-52366 | DB12776 | MFCD28502071 | RVT-501 | AC-35466 | Methyl 4-((3-(6,7-dimethoxy-2-(methylamino)quinazolin-4-yl)phen

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Lotamilast (RVT-501, E6005) is a selective inhibitor of phosphodiesterase 4 (PDE4) with IC50 of 2.8 nM.   

Specifications

Synonyms

(Methyl 4-(((3-(6, 7-dimethoxy-2-(methylamino)quinazolin-4-yl)phenyl(amino)carbonyl)benzoate | EX-A1382 | SPIUTQOUKAMGCX-UHFFFAOYSA-N | AS-52366 | DB12776 | MFCD28502071 | RVT-501 | AC-35466 | Methyl 4-((3-(6, 7-dimethoxy-2-(methylamino)quinazolin-4-yl)phen

Specifications & Purity

≥96%

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

Mechanism of action

Phosphodiesterase 4 inhibitor

Purity

≥96%

Product Properties

• ALogP: 4.2

Names and Identifiers

• Pubchem Sid: 504769884
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504769884
• Canonical Smiles: CNC1=NC2=CC(=C(C=C2C(=N1)C3=CC(=CC=C3)NC(=O)C4=CC=C(C=C4)C(=O)OC)OC)OC
• IUPAC Name: methyl 4-[[3-[6,7-dimethoxy-2-(methylamino)quinazolin-4-yl]phenyl]carbamoyl]benzoate
• InChIKey: BBTFKAOFCSOZMB-UHFFFAOYSA-N
• INCHI: 1S/C26H24N4O5/c1-27-26-29-20-14-22(34-3)21(33-2)13-19(20)23(30-26)17-6-5-7-18(12-17)28-24(31)15-8-10-16(11-9-15)25(32)35-4/h5-14H,1-4H3,(H,28,31)(H,27,29,30)
• Isomeric SMILES: CNC1=NC2=CC(=C(C=C2C(=N1)C3=CC(=CC=C3)NC(=O)C4=CC=C(C=C4)C(=O)OC)OC)OC
• Molecular Weight: 472.501
• Reaxy-Rn: 13044826
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=13044826&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Anilides
        • Level5 Aromatic anilides
          • Level6 Benzanilides

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Anilides
• Intermediate Tree Nodes: Aromatic anilides
• Direct Parent: Benzanilides
• Alternative Parents: Phenylpyrimidines Quinazolinamines Benzoic acid esters Benzamides Benzoyl derivatives Anisoles Aminopyrimidines and derivatives Alkyl aryl ethers Methyl esters Heteroaromatic compounds Secondary carboxylic acid amides Azacyclic compounds Organic oxides Hydrocarbon derivatives Amines
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Benzanilide - 4-phenylpyrimidine - Quinazolinamine - Benzoate ester - Quinazoline - Benzamide - Benzoic acid or derivatives - Anisole - Benzoyl - Phenol ether - Aminopyrimidine - Alkyl aryl ether - Pyrimidine - Methyl ester - Heteroaromatic compound - Secondary carboxylic acid amide - Carboxamide group - Carboxylic acid ester - Organoheterocyclic compound - Azacycle - Carboxylic acid derivative - Ether - Organic oxide - Organic oxygen compound - Organic nitrogen compound - Amine - Organonitrogen compound - Hydrocarbon derivative - Organooxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as benzanilides. These are aromatic compounds containing an anilide group in which the carboxamide group is substituted with a benzene ring. They have the general structure RNC(=O)R', where R,R'= benzene.
• 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 : ≥ 100 mg/mL (211.64 mM)
• Molecular Weight: 472.500 g/mol
• XLogP3: 4.200
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 8
• Exact Mass: 472.175 Da
• Monoisotopic Mass: 472.175 Da
• Topological Polar Surface Area: 112.000 Ų
• Heavy Atom Count: 35
• Formal Charge: 0
• Complexity: 716.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• 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