Title: Metamfepramone
CAS Registry Number: 15351-09-4
CAS Name: 2-(Dimethylamino)-1-phenylpropanone
Additional Names: 2-(dimethylamino)propiophenone; benzoyl-a-(dimethylamino)ethane; a-(dimethylamino)propiophenone; metamfepyramone; N-methylephedrone; dimepropion
Molecular Formula: C11H15NO
Molecular Weight: 177.24
Percent Composition: C 74.54%, H 8.53%, N 7.90%, O 9.03%
Literature References: Prepn from 2-bromopropiophenone and dimethylamine: Thomson, Stevens, J. Chem. Soc. 1932, 1932; from N,N-dimethyl-2-(dimethylamino)propionamide and phenylmagnesium bromide: Eidebenz, Arch. Pharm. 280, 49 (1942); from a-acetylbenzyl alcohol and dimethylamine: Iwao et al., J. Pharm. Soc. Jpn. 74, 551 (1954). Prepn of d-form: Freudenberg, Nikolai, Ann. 510, 223 (1934). Resolution of dl-form: Takamatsu, J. Pharm. Soc. Jpn. 76, 1219 (1956).
Derivative Type: dl-Form
Properties: bp13 126°.
Boiling point: bp13 126°
Derivative Type: dl-Form hydrochloride
Trademarks: Effilone
Molecular Formula: C11H15NO.HCl
Molecular Weight: 213.70
Percent Composition: C 61.82%, H 7.55%, N 6.55%, O 7.49%, Cl 16.59%
Properties: Crystals, mp 202-204° (Iwao) also reported as dec 201-202° (Eidebenz).
Melting point: mp 202-204° (Iwao) also reported as dec 201-202° (Eidebenz)
Derivative Type: l-Form
Properties: [a]D26 -60°.
Optical Rotation: [a]D26 -60°
Derivative Type: l-Form hydrochloride
Properties: Prisms, mp 197-199°. [a]D26 -52.5°.
Melting point: mp 197-199°
Optical Rotation: [a]D26 -52.5°
Therap-Cat: Anorexic.
Keywords: Anorexic.
Status: This monograph has been retired and is no longer subject to revision or update.

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