3-(4-methoxybenzoyl)-2-methyl-1-[2-(morpholin-4-yl)ethyl]-1H-indole

• ChemBase ID: 72757
• Molecular Formular: C23H26N2O3
• Molecular Mass: 378.46414
• Monoisotopic Mass: 378.1943427
• SMILES: c1ccc2c(c1)c(c(n2CCN1CCOCC1)C)C(=O)c1ccc(cc1)OC
• Canonical SMILES: COc1ccc(cc1)C(=O)c1c(C)n(c2c1cccc2)CCN1CCOCC1
• InChI: InChI=1S/C23H26N2O3/c1-17-22(23(26)18-7-9-19(27-2)10-8-18)20-5-3-4-6-21(20)25(17)12-11-24-13-15-28-16-14-24/h3-10H,11-16H2,1-2H3
• InChIKey: MEUQWHZOUDZXHH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(4-methoxybenzoyl)-2-methyl-1-[2-(morpholin-4-yl)ethyl]-1H-indole
• IUPAC Traditional name: 3-(4-methoxybenzoyl)-2-methyl-1-[2-(morpholin-4-yl)ethyl]indole; pravadoline
• Synonyms: WIN 48098; Pravadoline(WIN 48098); (4-Methoxyphenyl)(2-methyl-1-(2-morpholinoethyl)-1H-indol-3-yl)methanone; (4-Methoxyphenyl)[2-methyl-1-[2-(4-morpholinyl)ethyl]-1H-indol-3-yl]methanone; Pravadoline

Database IDs

• CAS Number: 92623-83-1
• MDL Number: MFCD00864378
• PubChem SID: 162037678
• PubChem CID: 56463

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 2.5740738
• LogD (pH = 7.4): 3.5476563
• Log P: 3.597071
• Molar Refractivity: 111.3232 cm^3
• Polarizability: 43.950245 Å^3
• Polar Surface Area: 43.7 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C

Pharmacology Properties

• Target: COX

Product Information

• Purity: 95+%; 97%
• Salt Data: Free Base

DETAILS

Selleck Chemicals - S1588

Research Area: Neurological Disease
Biological Activity:
Pravadoline (WIN 48098) is an antiinflammatory and analgesic compound with an IC50 of 4.9 µM for inhibition of the synthesis of prostaglandins (PGs) in mouse brain. Pravadoline (WIN 48098) is related in structure to non-steroidal antinflammtory agents such as indometacin. Pravadoline (WIN 48098) was developed in the 1980s as a new antiinflammatory and prostaglandin synthesis inhibitor, acting through inhibition of the enzyme cyclooxygenase (COX). [1][2]References on Pravadoline (WIN 48098)[1] J Pharmacol Exp Ther., 1990 Nov, 255(2):511-22.[2] http://en.wikipedia.org/wiki/Pravadoline, ,

Toronto Research Chemicals - P701180

An antiinflammatory and analgesic drug.

REFERENCES

• http://en.wikipedia.org/wiki/Pravadoline
• Huffman, J., et al.: Bioorg. Med. Chem., 11, 539 (2003)
• Mazzoni, O., et al.: Chem. Biol. Drug Des., 75, 106 (2003)