(-)-Tetrabenazine (>75% ee)

• CAT Number: C000744
• CAS Number: 1026016-84-1
• Molecular Formula: C₁₉H₂₇NO₃
• Molecular Weight: 317.42
• Purity: ≥95%
• Synonyms: (3S,11bS)-1,3,4,6,7,11b-Hexahydro-9,10-dimethoxy-3-(2-methylpropyl)-2H-benzo[a]quinolizin-2-one; (-)-TBZ; (-)-Tetrabenazine; (3S,11bS)-TBZ; (3S,11bS)-Tetrabenazine
• Solubility: Dichloromethane (Slightly), Chloroform (Slightly), Ethyl Acetate (Slightly), Met
• Appearance: White to Off-White Solid
• Storage: 2-8°C
• IUPAC Name: (3S,11bS)-9,10-dimethoxy-3-(2-methylpropyl)-1,3,4,6,7,11b-hexahydrobenzo[a]quinolizin-2-one
• InChI: InChI=1S/C19H27NO3/c1-12(2)7-14-11-20-6-5-13-8-18(22-3)19(23-4)9-15(13)16(20)10-17(14)21/h8-9,12,14,16H,5-7,10-11H2,1-4H3/t14-,16-/m0/s1
• InChIKey: MKJIEFSOBYUXJB-HOCLYGCPSA-N
• SMILES: CC(C)CC1CN2CCC3=CC(=C(C=C3C2CC1=O)OC)OC

(-)-Tetrabenazine (>75% ee) (Cat No.:C000744) is an enantiomerically enriched form of tetrabenazine, a medication primarily used for treating hyperkinetic movement disorders, such as Huntington’s disease. The greater than 75% enantiomeric excess (ee) indicates a high level of purity of the desired enantiomer. Tetrabenazine works by depleting dopamine levels in nerve terminals, helping to control involuntary movements. The enantioselective preparation of (-)-Tetrabenazine can enhance its pharmacological efficacy and minimize potential side effects associated with the other enantiomer.

Reference

Yao, Z. et al.: Eur. J. Med. Chem., 46, 1841 (2011);