(3S,11bS)-tetrabenazine

Base Information

Chemical Name:(3S,11bS)-tetrabenazine
CAS No.:58-46-8
Deprecated CAS:2104-79-2,39630-28-9
Molecular Formula:C19H27NO3
Molecular Weight:317.428
Hs Code.:29339900
UNII:8A3NP33E5M,Z9O08YRN8O
ChEMBL ID:CHEMBL519344
DSSTox Substance ID:DTXSID0042614
Metabolomics Workbench ID:63098
NCI Thesaurus Code:C81095
Nikkaji Number:J2.792.295C
RXCUI:10390
Wikidata:Q27132978
Mol file:58-46-8.mol

Synonyms:Nitoman;Tetrabenazine;Xenazine

Suppliers and Price of (3S,11bS)-tetrabenazine

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Usbiological
Tetrabenazine
10mg
$ 403.00

TRC
Tetrabenazine
50mg
$ 90.00

TRC
Tetrabenazine
100mg
$ 130.00

Tocris
Tetrabenazine ≥98%(HPLC)
10
$ 169.00

Tocris
Tetrabenazine ≥98%(HPLC)
50
$ 717.00

TCI Chemical
Tetrabenazine >99.0%(HPLC)(T)
1g
$ 682.00

TCI Chemical
Tetrabenazine >99.0%(HPLC)(T)
200mg
$ 198.00

Sigma-Aldrich
Tetrabenazine, TBZ - CAS 58-46-8 - Calbiochem
10 mg
$ 140.00

Sigma-Aldrich
Tetrabenazine ≥98% (HPLC), solid
10mg
$ 136.00

Sigma-Aldrich
Tetrabenazine, TBZ - CAS 58-46-8 - Calbiochem
5098920001
$ 135.00

Total 96 raw suppliers

Chemical Property of (3S,11bS)-tetrabenazine

Chemical Property:

Appearance/Colour:white to off-white solid
Vapor Pressure:2.98E-08mmHg at 25°C
Melting Point:128-130 °C
Refractive Index:1.554
Boiling Point:448.941 °C at 760 mmHg
PKA:6.46±0.40(Predicted)
Flash Point:225.311 °C
PSA：38.77000
Density:1.127 g/cm³
LogP:3.17600
Storage Temp.:2-8°C
Solubility.:DMSO: >10mg/mL
XLogP3:2.9
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:4
Exact Mass:317.19909372
Heavy Atom Count:23
Complexity:425

Purity/Quality:

99%, ^*data from raw suppliers

Tetrabenazine ^*data from reagent suppliers

Safty Information:

Pictogram(s): Xn
Hazard Codes:Xn
Statements: 22
Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Canonical SMILES:CC(C)CC1CN2CCC3=CC(=C(C=C3C2CC1=O)OC)OC
Isomeric SMILES:CC(C)C[C@H]1CN2CCC3=CC(=C(C=C3[C@@H]2CC1=O)OC)OC
Recent ClinicalTrials:Neuroleptic and Huntington Disease Comparison of : Olanzapine, la Tetrabenazine and Tiapride
Recent EU Clinical Trials:Etude d’efficacité et d’acceptabilité de la Tétrabénazine dans le syndrome tardif aux neuroleptiques : Etude randomisée multicentrique en groupes parallèles en double aveugle versus placebo ?XELADYS?
Indications Tetrabenazine is used for the treatment of hyperkinetic movement disorders like chorea in Huntington's disease, hemiballismus, senile chorea, Tourette syndrome and other tic disorders, and tardive dyskinesia (TD).
Description Tetrabenazine (58-46-8) is a potent inhibitor of the vesicular monoamine transporter (VMAT), IC50=3.2 nM1,2?with selectivity for VMAT2 over VMAT13. Promotes late stage differentiation of Pdx1-positive pancreatic progenitor cells into Neurog3-positive endocrine precursors.4
Uses Tetrabenazine has been used for dopamine uptake assays in mouse brain cells1. Tetrabenazine has also been used for non-specific binding assays in postnuclear supernatants derived from PC-12 and CV-1 cells2. Dopamine depleting agent. An antidyskinetic; antipsychotic.
Therapeutic Function Tranquilizer

Technology Process of (3S,11bS)-tetrabenazine

There total 26 articles about (3S,11bS)-tetrabenazine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

: 67-56-1
methanol

: 89929-27-1
(+/-)-9,10-dihydroxy-3c-isobutyl-(11br)-1,3,4,6,7,11b-hexahydro-pyrido[2,1-a]isoquinolin-2-one

: 58-46-8,1381929-92-5
(3R^*,11bR^*)-1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-3-(2-methylpropyl)-2H-benzo quinolizin-2-one

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 25 - 30 ℃; Large scale;
DOI:10.1021/acs.oprd.8b00011

Reference yield: 75.0%

: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

: 1069-62-1
trimethyl[2-(2-methylpropyl)-3-oxobutyl]azanium iodide

: 58-46-8,1381929-92-5
(3R^*,11bR^*)-1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-3-(2-methylpropyl)-2H-benzo quinolizin-2-one

Guidance literature:: 6,7-dimethoxy-3,4-dihydro-isoquinoline; trimethyl[2-(2-methylpropyl)-3-oxobutyl]azanium iodide; In ethanol; at 80 ℃;

With sodium hydroxide; water; In dichloromethane;

Reference yield: 69.0%

: 3382-18-1
6,7-dimethoxy-3,4-dihydro-isoquinoline

: C₁₂H₁₈O₃

: 58-46-8,1381929-92-5
(3R^*,11bR^*)-1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-3-(2-methylpropyl)-2H-benzo quinolizin-2-one

Guidance literature:: 6,7-dimethoxy-3,4-dihydro-isoquinoline; C₁₂H₁₈O₃; In ethanol; at 60 ℃; for 72h; Inert atmosphere;

With morpholine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; ethanol; at 20 ℃; for 3h; Inert atmosphere;
DOI:10.1039/c9ob01880h