Structural Formula Vector Image
Title: Loxoprofen
CAS Registry Number: 68767-14-6
CAS Name: a-Methyl-4-[(2-oxocyclopentyl)methyl]benzeneacetic acid
Additional Names: (±)-p-[(2-oxocyclopentyl)methyl]hydratropic acid
Molecular Formula: C15H18O3
Molecular Weight: 246.30
Percent Composition: C 73.15%, H 7.37%, O 19.49%
Literature References: Non-steroidal anti-inflammatory pro-drug; the active metabolite is the trans-cyclohydroxypentane. Prepn of racemate: A. Terada et al., DE 2814556; eidem, US 4161538 (1978, 1979 both to Sankyo); of enantiomers: A. Terada, E. Misaka, EP 55588; eidem, US 4400534 (1982, 1983 both to Sankyo). Use as topical anti-inflammatory: A. Terada et al., BE 889149 (1981 to Sankyo), C.A. 96, 199326w (1982). Metabolism: Y. Tanaka et al., Chem. Pharm. Bull. 31, 3656 (1983); eidem, ibid. 32, 1040 (1984). Structure of metabolites: S. Naruto et al., ibid. 258. Optical inversion of (2R)- to (2S)-isomer after oral administration to rats: H. Nagashima et al., ibid. 251. Inhibition of in vivo and in vitro prostaglandin synthesis: K. Matsuda et al., Biochem. Pharmacol. 33, 2473 (1984).
Properties: Colorless oil. bp0.3 190-195°. mp 108.5-111°.
Melting point: mp 108.5-111°
Boiling point: bp0.3 190-195°
Derivative Type: Sodium salt
CAS Registry Number: 80382-23-6
Manufacturers' Codes: CS-600
Trademarks: Loxonin (Sankyo)
Molecular Formula: C15H17NaO3
Molecular Weight: 268.28
Percent Composition: C 67.15%, H 6.39%, Na 8.57%, O 17.89%
Therap-Cat: Anti-inflammatory; analgesic.
Keywords: Analgesic (Non-Narcotic); Anti-inflammatory (Nonsteroidal); Arylpropionic Acid Derivatives.

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