Phenampromid(e)
Title: Phenampromid(e)
CAS Registry Number: 129-83-9
CAS Name: N-[1-Methyl-2-(1-piperidinyl)ethyl]-N-phenylpropanamide
Additional Names: N-(1-methyl-2-piperidinoethyl)propionanilide; 1-piperidino-2-(N-propionylanilino)propane
Molecular Formula: C17H26N2O
Molecular Weight: 274.40
Percent Composition: C 74.41%, H 9.55%, N 10.21%, O 5.83%
Literature References: Prepn and analgesic activity: W. B. Wright, Jr. et al., J. Am. Chem. Soc. 81, 1518 (1959); W. B. Wright, Jr., H. J. Brabander, US 3016382 (1962 to Am. Cyanamid). (-)-Phenampromid(e), the more active enantiomer, has the R-configuration. Absolute configuration: Portoghese, J. Med. Chem. 8, 147 (1965). Pharmacology: Kikuchi et al., Nippon Yakurigaku Zasshi 57, 585 (1961), C.A. 59, 2082b (1963). Determn by HPLC: I. Jane, A. McKinnon, J. Chromatogr. 323, 191 (1985).
Properties: Liquid, bp0.2 124-128°. nD28 1.518.
Boiling point: bp0.2 124-128°
Index of refraction: nD28 1.518
 
Derivative Type: (-)-Hydrochloride
Molecular Formula: C17H27ClN2O
Molecular Weight: 310.86
Percent Composition: C 65.68%, H 8.75%, Cl 11.40%, N 9.01%, O 5.15%
Properties: Crystals from alcoholic HCl + ether, mp 201-202°.
Melting point: mp 201-202°
 
NOTE: This is a controlled substance (opiate): 21 CFR, 1308.11.

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