10112. Zaltoprofen

Nomenclature

CAS number: 74711-43-6
10,11-Dihydro-α-methyl-10-oxodibenzo[b,f]thiepin-2-acetic acid; 2-(10,11-dihydro-10-oxodibenzo[b,f]thiepin-2-yl)propionic acid; CN-100; Soreton (Nippon Chemiphar); Peon (Zeria).
C17H14O3S; mol wt 298.36.
C 68.43%, H 4.73%, O 16.09%, S 10.75%.

Description and references

Anti-inflammatory activity resides in (S)-enantiomer. Prepn: Y. Fujimoto, S. Yamabe, DE 2941869; eidem, US 4247706 (1980, 1981 both to Nippon Chemiphar). Series of articles on pharmacology: Arzneim.-Forsch. 36, 1796-1822 (1986). Resolution of racemate: M. Yamamoto et al., Chirality 2, 280 (1990). HPLC determn in human plasma and urine; pharmacokinetics: J. Oshima et al., J. Chromatogr. 414, 381 (1987).

Chemical structure

Properties

Pale yellow crystals from benzene/n-hexane, mp 130.5-131.5°; also reported as mp 131-133°. Tasteless, odorless. Freely sol in acetone, chloroform; sol in methanol; slightly sol in ethanol, benzene. Practically insol in water, cyclohexane.

Derivative

(S)-form.

Nomenclature

CAS number: 89482-01-9

Properties

Crystals from ethylendichloride, mp 129.5-131°. [α]D25 +32.4° (c = 1 in CHCl3).

Therapeutic Category

Anti-inflammatory.

Keywords

Anti-inflammatory (Nonsteroidal); Arylpropionic Acid Derivatives