CAS No 41340-25-4 , 2-(1,8-diethyl-4,9-dihydro-3H-pyrano[3,4-b]indol-1-yl)acetic acid

Title: Etodolac
CAS Registry Number: 41340-25-4
CAS Name: 1,8-Diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetic acid
Synonyms: etodolic acid
Manufacturers' Codes: AY-24236
Trademarks: Etogesic (Fort Dodge); Lodine (Wyeth); Tedolan (Leo Pharm); Ultradol (Procter & Gamble)
Molecular Formula: C17H21NO3
Molecular Weight: 287.35
Percent Composition: C 71.06%, H 7.37%, N 4.87%, O 16.70%
Literature References: Prepn: C. A. Demerson et al., DE 2301525 (1973 to Ayerst); eidem, US 3939178 (1976 to Am. Home Products); eidem, J. Med. Chem. 19, 391 (1976). Review of synthesis, pharmacology, metabolism and efficacy: L. G. Humber, Med. Res. Rev. 7, 1-28 (1987). HPLC determn of enantiomers in plasma and urine: F. Jamali et al., J. Pharm. Sci. 77, 963 (1988). Veterinary trial for osteoarthritis in dogs: S. C. Budsberg et al., J. Am. Vet. Med. Assoc. 214, 206 (1999). Clinical trial for lumbar disc herniation: M. Hatori, S. Kokubun, Curr. Med. Res. Opin. 15, 193 (1999). Review of pharmacology and therapeutic efficacy: J. A. Balfour, M. M.-T. Buckley, Drugs 42, 274-299 (1991); of clinical pharmacokinetics: D. R. Brocks, F. Jamali, Clin Pharmacokinet. 26, 259-274 (1994).
Properties: Crystals from hexane/chloroform, mp 145-148°. pKa 4.65. Insol in water. Sol in alcohols, chloroform, DMSO, aqueous polyethylene glycol.
Melting point: mp 145-148°
pKa: pKa 4.65
Therap-Cat: Anti-inflammatory; analgesic.
Therap-Cat-Vet: Anti-inflammatory; analgesic.
Keywords: Analgesic (Non-Narcotic); Anti-inflammatory (Nonsteroidal); Arylacetic Acid Derivatives.