Tetrabenazine
Title: Tetrabenazine
CAS Registry Number: 58-46-8
CAS Name: 1,3,4,6,7,11b-Hexahydro-9,10-dimethoxy-3-(2-methylpropyl)-2H-benzo[a]quinolizin-2-one
Additional Names: 2-oxo-3-isobutyl-9,10-dimethoxy-1,2,3,4,6,7-hexahydro-11bH-benzo[a]quinolizine
Manufacturers' Codes: Ro-1-9569
Molecular Formula: C19H27NO3
Molecular Weight: 317.42
Percent Composition: C 71.89%, H 8.57%, N 4.41%, O 15.12%
Literature References: Dopamine depleting agent. Prepn: Brossi et al., Helv. Chim. Acta 41, 119 (1958); US 2830993 (1958 to Hoffmann-La Roche); Osbond, J. Chem. Soc. 1961, 4711. Pharmacology: Leusen et al., Arch. Int. Pharmacodyn. 119, 225 (1959). Metabolism: Schwartz et al., Biochem. Pharmacol. 15, 645 (1966). Clinical trials in hyperkinetic movement disorders: J. Janovic, Ann. Neurol. 11, 41 (1982); J. Janovic, J. Orman, Neurology 38, 391 (1988).
Properties: Prisms from methanol, mp 125-126°.
Melting point: mp 125-126°
 
Derivative Type: Oxime
Properties: Crystals from dil alcohol, mp 158°.
Melting point: mp 158°
 
Derivative Type: Hydrochloride
CAS Registry Number: 2105-47-7
Molecular Formula: C19H27NO3.HCl
Molecular Weight: 353.88
Percent Composition: C 64.49%, H 7.98%, N 3.96%, O 13.56%, Cl 10.02%
Properties: Crystals, mp 208-210°. Soluble in hot water. Practically insol in acetone. uv max (alcohol): 230, 284 nm (e 7780, 3820).
Melting point: mp 208-210°
Absorption maximum: uv max (alcohol): 230, 284 nm (e 7780, 3820)
 
Derivative Type: Methanesulfonate
CAS Registry Number: 804-53-5
Trademarks: Nitoman (Roche)
Molecular Formula: C19H27NO3.CH3SO3H
Molecular Weight: 413.53
Percent Composition: C 58.09%, H 7.56%, N 3.39%, O 23.21%, S 7.75%
Properties: Bitter crystals, sensitive to light, mp 126-130°. Sparingly sol in water, sol in alcohol. Practically insol in ether.
Melting point: mp 126-130°
 
Therap-Cat: Antidyskinetic; antipsychotic.
Keywords: Antidyskinetic; Antipsychotic; Other Tricyclics.

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