9518. Tolmetin

Nomenclature

CAS number: 26171-23-3
1-Methyl-5-(4-methylbenzoyl)-1H-pyrrole-2-acetic acid; 1-methyl-5-p-toluoylpyrrole-2-acetic acid; 5-(p-toluoyl)-1-methylpyrrole-2-acetic acid; McN-2559.
C15H15NO3; mol wt 257.28.
C 70.03%, H 5.88%, N 5.44%, O 18.66%.

Description and references

Prepn: Carson, FR 1574570 (1969 to McNeil Labs.), C.A. 72, 100498y (1969). Pharmacology: Carson et al., J. Med. Chem. 14, 646 (1971); S. Wong et al., J. Pharmacol. Exp. Ther. 185, 127 (1973). Review: S. Wong in Pharmacological and Biochemical Properties of Drug Substances vol. 1, M. E. Goldberg, Ed. (Am. Pharm. Assoc., Washington, DC, 1977) pp 233-255. Review of pharmacology and therapeutic efficacy: R. N. Brogden et al., Drugs 15, 429-450 (1978).

Chemical structure

Properties

Crystals from acetonitrile, mp 155-157° (dec).

Derivative

Sodium salt dihydrate.

Nomenclature

CAS number: 64490-92-2
McN-2559-21-98; Reutol (Errekappa); Tolectin (McNeil); Tolmene (Sigma-Tau).
C15H14NNaO3.2H2O; mol wt 315.30.
C 57.14%, H 5.75%, N 4.44%, Na 7.29%, O 25.37%.

Therapeutic Category

Anti-inflammatory.

Keywords

Anti-inflammatory (Nonsteroidal); Arylacetic Acid Derivatives