3639. Eptazocine

Nomenclature

CAS number: 72522-13-5
(1S)-2,3,4,5,6,7-Hexahydro-1,4-dimethyl-1,6-methano-1H-4-benzazonin-10-ol; (1S)-1,4-dimethyl-10-hydroxy-2,3,4,5,6,7-hexahydro-1,6-methano-1H-4-benzazonine; ST-2121; Sedapain (Nichiiko).
C15H21NO; mol wt 231.33.
C 77.88%, H 9.15%, N 6.05%, O 6.92%.

Description and references

Opioid agonist-antagonist analgesic, related to pentazocine, q.v. Prepn: M. Ikeda et al., DE 2422309; eidem, US 4008219 (1974, 1977 both to Nihon Iyakuhin Kogyo). Chromatographic study: I. Hayashi et al., Iyakuhin Kenkyu 12, 442 (1981), C.A. 95, 220196v (1981). Series of articles on pharmacological activities: Nippon Yakurigaku Zasshi 78, 599-645 (1981), C.A. 96, 62879, 79732, 79733 (1982). Opioid receptor binding study: T. Nabeshima et al., Res. Commun. Chem. Pathol. Pharmacol. 48, 173 (1985).

Chemical structure

Derivative

Hydrobromide.
C15H22BrNO; mol wt 312.25.
C 57.70%, H 7.10%, Br 25.59%, N 4.49%, O 5.12%.

Properties

Crystals, mp 207-210°.

Therapeutic Category

Analgesic.

Keywords

Analgesic; Opioids