Drotebanol
Title: Drotebanol
CAS Registry Number: 3176-03-2
CAS Name: (6b)-3,4-Dimethoxy-17-methylmorphinan-6,14-diol
Additional Names: 6b,14-dihydroxy-3,4-dimethoxy-N-methylmorphinan; 14-hydroxydihydro-6b-thebainol 4-methyl ether; dihydro-14-hydroxy-4-O-methyl-6b-thebainol; dihydro-14-hydroxy-6b-thebainol 4-methyl ether; oxymethebanol
Trademarks: Metebanyl (Sankyo)
Molecular Formula: C19H27NO4
Molecular Weight: 333.42
Percent Composition: C 68.44%, H 8.16%, N 4.20%, O 19.19%
Literature References: Prepn from thebaine: JP 64 26726 (1964 to Sankyo), C.A. 62, 11869b (1965). Metabolism: H. Shindo et al., Yakugaku Zasshi 90, 36 (1970), C.A. 72, 88520q (1970). Pharmacology: S. Kobayashi et al., Arzneim.-Forsch. 20, 43 (1970). Dependence potential in rhesus monkeys: T. Yanagita et al., Bull. Narc. 29, 33 (1977).
Properties: Minute crystals, very slightly hygroscopic, slightly bitter taste. mp 165.5-166.5°. Slightly sol in water. Freely sol in ethanol, chloroform. Sol in acetone, benzene, toluene. Very slightly sol in ether. LD50 in mice (mg/kg): 1300 orally, 1150 s.c., 91 i.v. (Kobayashi).
Melting point: mp 165.5-166.5°
Toxicity data: LD50 in mice (mg/kg): 1300 orally, 1150 s.c., 91 i.v. (Kobayashi)
NOTE: This is a controlled substance (opium derivative): 21 CFR, 1308.11.
Therap-Cat: Antitussive.
Keywords: Antitussive.

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