Title: Atrolactamide
CAS Registry Number: 2019-68-3
CAS Name: a-Hydroxy-a-methylbenzeneacetamide
Synonyms: a-hydroxy-a-phenylpropionamide; 2-hydroxy-2-phenylpropionamide; 2-phenyl-2-hydroxypropionamide
Manufacturers' Codes: M-144
Trademarks: Themisone (Mallinckrodt)
Molecular Formula: C9H11NO2
Molecular Weight: 165.19
Percent Composition: C 65.44%, H 6.71%, N 8.48%, O 19.37%
Literature References: Prepd from atrolactic acid by treatment with ammonia water: McKenzie, Smith,
J. Chem. Soc. 121, 1356 (1922); from the nitrile by treatment with fuming HCl: Staudinger, Ruzicka,
Ann. 380, 291 (1911).
Derivative Type: DL-Form
Properties: Leaflets from dichloroethylene, mp 102°. Freely sol in water.
Melting point: mp 102°
Derivative Type: L-Form
Properties: Leaflets from benzene, mp 62.5-63.5°. [a]D15 +12.8° (c = 2.2 in acetone). Freely sol in water; sol in alcohol, acetone.
Melting point: mp 62.5-63.5°
Optical Rotation: [a]D15 +12.8° (c = 2.2 in acetone)
Therap-Cat: Anticonvulsant.
Keywords: Anticonvulsant.
Status: This monograph has been retired and is no longer subject to revision or update.