Dextromoramide
Title: Dextromoramide
CAS Registry Number: 357-56-2
CAS Name: 1-[(3S)-3-Methyl-4-(4-morpholinyl)-1-oxo-2,2-diphenylbutyl]pyrrolidine
Additional Names: (+)-1-(3-methyl-4-morpholino-2,2-diphenylbutyryl)pyrrolidine; 4-[2-methyl-4-oxo-3,3-diphenyl-4-(1-pyrrolidinyl)butyl]morpholine; d-2,2-diphenyl-3-methyl-4-morpholinobutyrylpyrrolidine; pyrrolamidol
Manufacturers' Codes: R-875; SKF-5137
Trademarks: d-Moramid(e); Palfium (Purdue Frederick); Palphium; Jetrium (Hek); Dimorlin
Molecular Formula: C25H32N2O2
Molecular Weight: 392.53
Percent Composition: C 76.50%, H 8.22%, N 7.14%, O 8.15%
Literature References: Synthesis: Janssen, J. Am. Chem. Soc. 78, 3862 (1956); GB 822055 (1959 to Janssen).
Properties: Crystals, mp 180-184°. [a]D20 +25.5° (c = 5 in benzene). uv max (0.01N isopropanol-HCl): 254, 260, 264 nm. Practically insol in water. Soly in 0.1N HCl: 1:25 (w/v). Soly (g/100 ml) in ethanol 50; in methanol 40; in acetone 50; in ethyl acetate 40; in benzene 5; in chloroform 5. Sol in ether.
Melting point: mp 180-184°
Optical Rotation: [a]D20 +25.5° (c = 5 in benzene)
Absorption maximum: uv max (0.01N isopropanol-HCl): 254, 260, 264 nm
 
Derivative Type: Bitartrate
Molecular Formula: C25H32N2O2.C4H6O6
Molecular Weight: 542.62
Percent Composition: C 64.19%, H 7.06%, N 5.16%, O 23.59%
Properties: Minute crystals, bitter taste. Dec 189-192°. Soly (w/v) at 25°: Water 20%, chloroform 30%, methanol 40%, ethanol 100%, acetone 100%.
 
NOTE: This is a controlled substance (opiate): 21 CFR, 1308.11.
Therap-Cat: Analgesic (narcotic).
Keywords: Analgesic (Narcotic).

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