2-[1-(2H3)methyl-5-(4-methylbenzoyl)-1H-pyrrol-2-yl]acetic acid

• ChemBase ID: 178705
• Molecular Formular: C15H15NO3
• Molecular Mass: 257.2845
• Monoisotopic Mass: 257.10519335
• SMILES: c1cc(n(c1C(=O)c1ccc(cc1)C)C)CC(=O)O
• Canonical SMILES: OC(=O)Cc1ccc(n1C)C(=O)c1ccc(cc1)C
• InChI: InChI=1S/C15H15NO3/c1-10-3-5-11(6-4-10)15(19)13-8-7-12(16(13)2)9-14(17)18/h3-8H,9H2,1-2H3,(H,17,18)
• InChIKey: UPSPUYADGBWSHF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[1-(^2H₃)methyl-5-(4-methylbenzoyl)-1H-pyrrol-2-yl]acetic acid
• IUPAC Traditional name: [1-(^2H₃)methyl-5-(4-methylbenzoyl)pyrrol-2-yl]acetic acid
• Synonyms: 1-Methyl-d3-5-(4-methylbenzoyl)-1H-pyrrole-2-acetic Acid; 1-Methyl-d3-5-p-toluoylpyrrole-2-acetic Acid; 5-[(p-Tolyl)carbonyl]-1-methyl-d3-pyrrole-2-acetic Acid; McN 2559-d3; Tolmetine-d3; Tolmetin-d3

Database IDs

• CAS Number: 1184998-16-0
• PubChem SID: 164234615
• PubChem CID: 46783103

CALCULATED PROPERTIES

• Acid pKa: 3.9581683
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.1776481
• LogD (pH = 7.4): -0.4552389
• Log P: 2.727331
• Molar Refractivity: 72.3928 cm^3
• Polarizability: 27.486279 Å^3
• Polar Surface Area: 59.3 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methaol
• Apperance: White to Off-White Solid
• Melting Point: 158-161°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - T535352

Anti-inflammatory.

REFERENCES

• Carson, et al.: J. Med. Chem., 14, 646 (1971)
• Wong, S., et al.: J. Pharmacol. Exp. Ther., 185, 127 (1971)
• Brogden, R.N., et al.: Drugs, 15, 429 (1978).