Pholcodine
Structural Formula Vector Image
Title: Pholcodine
CAS Registry Number: 509-67-1
CAS Name: (5a,6a)-7,8-Didehydro-4,5-epoxy-17-methyl-3-[2-(4-morpholinyl)ethoxy]morphinan-6-ol
Additional Names: 3-[2-(4-morpholinyl)ethyl]morphine; tetrahydro-1,4-oxazinylmethylcodeine; 3-(2-morpholinoethyl)morphine; b-morpholinylethylmorphine; homocodeine
Trademarks: Ethnine (Allen & Hanburys); Galenphol (Galen); Galphol (Galen); Memine (Macfarlan Smith); Codylin; Pectolin (Faulding); Weifacodine (Weifa)
Molecular Formula: C23H30N2O4
Molecular Weight: 398.50
Percent Composition: C 69.32%, H 7.59%, N 7.03%, O 16.06%
Literature References: Prepn: Chabrier et al., US 2619485 (1952 to Dausse). Description: Ann. Pharm. Fr. 8, 261 (1950). Toxicity data: B. Kelentey et al., Arzneim.-Forsch. 8, 325 (1958).
 
Derivative Type: Monohydrate
Properties: Crystals, mp 91°. Bitter taste. [a]D20 -95.3° (c = 2 in ethanol). Slightly sol in water (2% w/v), ether. Sol in alc (1:3), chloroform, benzene. pH of 2% aq soln 9.5 to 9.8. LD50 s.c. in mice: 0.540 g/kg (Kelentey).
Melting point: mp 91°
Optical Rotation: [a]D20 -95.3° (c = 2 in ethanol)
Toxicity data: LD50 s.c. in mice: 0.540 g/kg (Kelentey)
 
NOTE: This is a controlled substance (opium derivative): 21 CFR, 1308.11.
Therap-Cat: Antitussive.
Keywords: Antitussive.

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