Normethadone
Structural Formula Vector Image
Title: Normethadone
CAS Registry Number: 467-85-6
CAS Name: 6-(Dimethylamino)-4,4-diphenyl-3-hexanone
Additional Names: 1-dimethylamino-3,3-diphenyl-4-hexanone; 1,1-diphenyl-1-(2-dimethylaminoethyl)-2-butanone; isoamidone I; desmethylmethadone; phenyldimazone
Manufacturers' Codes: Hoechst 10582
Molecular Formula: C20H25NO
Molecular Weight: 295.42
Percent Composition: C 81.31%, H 8.53%, N 4.74%, O 5.42%
Literature References: Prepn from 4-bromo-2,2-diphenylbutanenitrile and dimethylamine: Bockmühl, Ehrhart, Ann. 561, 72 (1948); Easton et al., J. Am. Chem. Soc. 74, 5772 (1952). Toxicity data: Eddy et al., J. Pharmacol. Exp. Ther. 98, 121 (1950).
Properties: Oily liquid, bp3 164-167°. Alkaline reaction.
Boiling point: bp3 164-167°
 
Derivative Type: Hydrochloride
CAS Registry Number: 847-84-7
Trademarks: Ticarda (Hoechst)
Molecular Formula: C20H25NO.HCl
Molecular Weight: 331.88
Percent Composition: C 72.38%, H 7.90%, N 4.22%, O 4.82%, Cl 10.68%
Properties: Crystals from acetone, mp 174-175°. Sol in water, alcohol. pH of 1% aq soln ~5. LD50 s.c. in mice: 90 mg/kg (Eddy).
Melting point: mp 174-175°
Toxicity data: LD50 s.c. in mice: 90 mg/kg (Eddy)
 
NOTE: This is a controlled substance (opiate): 21 CFR, 1308.11.
Therap-Cat: Antitussive; analgesic (narcotic).
Keywords: Analgesic (Narcotic); Antitussive.

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