Promedol
Title: Promedol
CAS Registry Number: 64-39-1
CAS Name: 1,2,5-Trimethyl-4-phenyl-4-piperidinol propanoate (ester)
Additional Names: 1,2,5-trimethyl-4-phenyl-4-propionyloxypiperidine; 1,2,5-trimethyl-4-phenyl-4-piperidyl propionate; dimethylmeperidine
Molecular Formula: C17H25NO2
Molecular Weight: 275.39
Percent Composition: C 74.14%, H 9.15%, N 5.09%, O 11.62%
Literature References: Prepn: Nazarov et al., J. Gen. Chem. USSR 26, 3117 (1956); Nazarov, Shvestov, ibid. 3533. Conformation studies: Prostakov, Mikheeva, ibid. 31, 108 (1961); 33, 2931 (1963); eidem, Russ. Chem. Rev. 31, 556 (1962). Of the four possible isomers a and g are shown.
 
Derivative Type: a-Isomer hydrochloride
Additional Names: a-Promedol
Molecular Formula: C17H25NO2.HCl
Molecular Weight: 311.85
Percent Composition: C 65.47%, H 8.40%, N 4.49%, O 10.26%, Cl 11.37%
Properties: Crystals from benzene, mp 153-154°. Has been also reported as mp 106-107° or 126-131° (Prostakov, Mikheeva, 1961).
Melting point: mp 153-154°; mp 106-107° or 126-131° (Prostakov, Mikheeva, 1961)
 
Derivative Type: b-Isomer hydrochloride
Additional Names: Isopromedol
Properties: Crystals, mp 183-184°, Nazarov, Shvestov, Bull. Acad. Sci. USSR Phys. Ser. 1959, 2059.
Melting point: mp 183-184°
 
Derivative Type: g-Isomer hydrochloride
Additional Names: Trimeperidine; g-promedol
Properties: Crystals from acetone, mp 222-223°.
Melting point: mp 222-223°
 
NOTE: This is a controlled substance (opiate): 21 CFR, 1308.11.
Therap-Cat: Analgesic (narcotic).
Keywords: Analgesic (Narcotic).

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