Title: Zomepirac
CAS Registry Number: 33369-31-2
CAS Name: 5-(4-Chlorobenzoyl)-1,4-dimethyl-1H-pyrrole-2-acetic acid
Additional Names: 1,4-dimethyl-5-(p-chlorobenzoyl)pyrrole-2-acetic acid
Molecular Formula: C15H14ClNO3
Molecular Weight: 291.73
Percent Composition: C 61.76%, H 4.84%, Cl 12.15%, N 4.80%, O 16.45%
Literature References: Prepn: J. R. Carson, DE 2102746; idem, US 3752826 (1971, 1973 both to McNeil); J. R. Carson, S. Wong, J. Med. Chem. 16, 172 (1973). Pharmacology: R. Sofia et al., Pharmacol. Res. Commun. 11, 179 (1979); P. O'Neill et al., J. Pharmacol. Exp. Ther. 209, 366 (1979). Determn in plasma by HPLC: K.-T. Ng, T. Snyderman, J. Chromatogr. 178, 241 (1979). Metabolism: J. M. Grindel et al., Drug Metab. Dispos. 8, 343 (1980); W. N. Wu et al., ibid. 349. Pharmacokinetics: R. K. Nayak et al., Clin. Pharmacol. Ther. 27, 395 (1980). Series of articles on pharmacology, kinetics, clinical studies: J. Clin. Pharmacol. 20, 213-424 (1980). Preclinical narcotic abuse liability evaluation: J. H. Woods et al., Arzneim.-Forsch. 33, 218 (1983). Multicenter clinical study in painful conditions: C. E. Steele, W. L. Jefferson, Curr. Med. Res. Opin. 8, 382 (1983). Review of pharmacology and therapeutic efficacy: P. A. Morley et al., Drugs 23, 250-275 (1982). Comprehensive description: M. Zinic et al., Anal. Profiles Drug Subs. 15, 673-698 (l986).
Properties: White cryst from 2-propanol, mp 178-179°.
Melting point: mp 178-179°
Derivative Type: Sodium salt dihydrate
CAS Registry Number: 64092-49-5
Trademarks: Zomax (McNeil); Zomaxin (Cilag); Zopirac (Sintyal)
Molecular Formula: C15H13ClNNaO3.2H2O
Molecular Weight: 349.74
Percent Composition: C 51.51%, H 4.90%, Cl 10.14%, N 4.00%, Na 6.57%, O 22.87%
Properties: Crystals from isopropanol + water, mp 295-296°.
Melting point: mp 295-296°
Therap-Cat: Analgesic; anti-inflammatory.
Keywords: Analgesic (Non-Narcotic); Anti-inflammatory (Nonsteroidal); Arylacetic Acid Derivatives.

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