Scopolamine N-Oxide
Title: Scopolamine N-Oxide
CAS Registry Number: 97-75-6
CAS Name: (aS)-a-(Hydroxymethyl)benzeneacetic acid (1a,2b,4b,5a,7b)-9-methyl-9-oxido-3-oxa-9-azatricyclo[3.3.1.02,4]non-7-yl ester N-oxide
Additional Names: 6b,7b-epoxy-1aH,5aH-tropan-3a-ol (-)-tropate 8-oxide; scopolamine aminoxide
Molecular Formula: C17H21NO5
Molecular Weight: 319.35
Percent Composition: C 63.94%, H 6.63%, N 4.39%, O 25.05%
Literature References: Anticholinergic. Prepn: Polonovski, Polonovski, Compt. Rend. 180, 1755 (1925). Absolute configuration: Huber et al., Can. J. Chem. 49, 3258 (1971).
Properties: White powder, mp ~80°. [a]D20 -14° in water.
Melting point: mp ~80°
Optical Rotation: [a]D20 -14° in water
 
Derivative Type: Hydrobromide
CAS Registry Number: 6106-81-6
Trademarks: Genoscopolamine (Amido)
Molecular Formula: C17H22BrNO5
Molecular Weight: 400.26
Percent Composition: C 51.01%, H 5.54%, Br 19.96%, N 3.50%, O 19.99%
Properties: Prisms from water, mp 135-138°. [a]D25 -25° (c = 2). Soly in water about 10 g/100 ml. Slightly sol in alcohol, acetone. pH of 3% aq soln about 3.2.
Melting point: mp 135-138°
Optical Rotation: [a]D25 -25° (c = 2)
 
Therap-Cat: Antiparkinsonian.
Keywords: Antiparkinsonian; Antimuscarinic.

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