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Tetrabenazine

Tetrabenazine  Structure
CAS No.
58-46-8
Chemical Name:
Tetrabenazine
Synonyms
Xenazine;Nitoman;Rubigen;Ro 1-9569;TETRABENAZINE;(3R,11bR)-rel-;TBZ,racemic mixture;TetrabezineImpurity5;Tetrabenazine(Xenazine);Butyl benzene that lamictal
CBNumber:
CB5339246
Molecular Formula:
C19H27NO3
Molecular Weight:
317.42
MOL File:
58-46-8.mol
MSDS File:
SDS
Modify Date:
2023/9/15 16:16:51

Tetrabenazine Properties

Melting point 128-130?C
Boiling point 456.71°C (rough estimate)
Density 1.12
refractive index 1.5180 (estimate)
storage temp. 2-8°C
solubility DMSO: >10mg/mL
pka 6.46±0.40(Predicted)
form solid
color White
Merck 14,9182
BRN 40090
Stability Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 1 week.
InChIKey MKJIEFSOBYUXJB-UHFFFAOYSA-N

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312-P501
Hazard Codes  Xn
Risk Statements  22
Safety Statements  24/25
RIDADR  3249
WGK Germany  3
RTECS  DK2275000
HazardClass  6.1(b)
PackingGroup  III
HS Code  29339900
NFPA 704
0
1 0

Tetrabenazine price More Price(5)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) T2952 Tetrabenazine ≥98% (HPLC), solid 58-46-8 10MG ₹15252.43 2022-06-14 Buy
Sigma-Aldrich(India) T2952 Tetrabenazine ≥98% (HPLC), solid 58-46-8 50MG ₹70394.98 2022-06-14 Buy
Sigma-Aldrich(India) 5.09892 Tetrabenazine, TBZ - CAS 58-46-8 - Calbiochem A monoamine-depleting agent that blocks vesicular monoamine transporter 2 activity. Promotes late-stage differentiation of Pdx1 + pancreatic progenito 58-46-8 10MG ₹15290 2022-06-14 Buy
TCI Chemicals (India) T2839 Tetrabenazine 58-46-8 200MG ₹9400 2022-05-26 Buy
TCI Chemicals (India) T2839 Tetrabenazine 58-46-8 1G ₹20800 2022-05-26 Buy
Product number Packaging Price Buy
T2952 10MG ₹15252.43 Buy
T2952 50MG ₹70394.98 Buy
5.09892 10MG ₹15290 Buy
T2839 200MG ₹9400 Buy
T2839 1G ₹20800 Buy

Tetrabenazine Chemical Properties,Uses,Production

Chemical Properties

White to Off-White Solid

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.

Definition

ChEBI: A benzoquinolizine that is 1,2,3,4,4a,9,10,10a-octahydrophenanthrene in which the carbon at position 10a is replaced by a nitrogen and which is substituted by an isobutyl group at position 2, an oxo group at position 3, and methoxy groups at positions 6 an 7.

General Description

A cell permeable benzoquinolizine based compound that acts as a monoamine-depleting agent by blocking the activity vesicular monoamine transporter 2. Promotes late-stage differentiation of Pdx1-positive pancreatic progenitor cells into Neurog3 (Ngn3)-positive endocrine precursors without increasing their proliferation. Increases the number of insulin expressing cells in a dose dependent manner (EC50 = 220 nM) and this effect is significantly enhanced when cells are simultaneously treated with dibutyryl cAMP. Embryonic stem cells treated with TBZ and/or dibutyryl cAMP and then grafted into kidney capsule of AKITA mice reduce hyperglycemia, improve fasting blood glucose levels, and show an increase in plasma C-peptide levels.

Biological Activity

Potent inhibitor of vesicular monoamine uptake; depletes stores of dopamine, serotonin and noradrenalin. Binds with high affinity (IC 50 = 3.2 nM) to vesicular monoamine transporter (VMAT) in chromaffin granule membranes and displays higher affinity for VMAT2 than VMAT1. Also reported to block dopamine receptors. Causes behavioral depression; inhibits locomotor activity and produces hypothermia upon systemic administration in rats and mice.

Purification Methods

Crystallise it from MeOH. The hydrochloride has m 208-210o, and the oxime has m 158o (from EtOH). [Beilstein 21 III/IV 6488.]

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Tetrabenazine Spectrum

1,3,4,6,7,11b-Hexahydro-9,10-dimethoxy-3-(2-methylpropyl)-2H-benzo[a]quinolizin-2-one Nitoman Ro 1-9569 Rubigen cis-9,10-Dimethoxy-1,3,4,6,7,11b-hexahydro-3-isobutyl-2H-benzo[a]quinolizin-2-one 3-isobutyl-9,10-dimethoxy-1,3,4,6,7,11b-hexahydropyrido[2,1-a]isoquinolin-2-one 9,10-dimethoxy-3-(2-methylpropyl)-1,3,4,6,7,11b-hexahydropyrido[2,1-a]isoquinolin-2-one 3-Isobutyl-9,10-diMethoxy-3,4,6,7-tetrahydro-1H-pyrido[2,1-a]isoquinolin-2(11bH) (3R,11bR)-rel- 3-Isobutyl-9,10-dimethoxy-1,3,4,6,7,11b-hexahydro-2H-benzo[a]quinolizin-2-one 9,10-dimethoxy-3-isobutyl-1,3,4,6,7,11b-hexahydro-2H-pyrido[2,1-a]isoquinolin-2-one (3R,11BR)-REL-1,3,4,6,7,11B-HEXAHYDRO-9,10-DIMETHOXY-3-(2-METHYLPROPYL)-2H-BENZO[A]QUINOLIZIN-2-ONE TETRABENAZINE 2H-Benzo[a]quinolizin-2-one, 1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-3-(2-methylpropyl)-, (3R,11bR)-rel- 9,10-Dimethoxy-1,3,4,6,7,11b-hexahydro-3-isobutyl-2H-benzo[a]quinolizin-2-one Tetrabenazine(Xenazine) Tetrabenazine Related Impurity 5 Tetrabenazine, 99%, a VMAT-inhibitor TBZ,racemic mixture TETRABENAZINE ISO 9001:2015 REACH TetrabenazineQ: What is Tetrabenazine Q: What is the CAS Number of Tetrabenazine Q: What is the storage condition of Tetrabenazine Q: What are the applications of Tetrabenazine Xenazine Butyl benzene that lamictal TetrabezineImpurity5 2-amino-1-(7-bromophenyl)ethanol 13C2,2H6]-Tetrabenazine, racemic mixture rel-(3R,11bR)-3-Isobutyl-9,10-dimethoxy-1,3,4,6,7,11b-hexahydro-2H-pyrido[2,1-a]isoquinolin-2-one trans (2,3)-Dihydro Tetrabenazine-d6 (Isobutyl D6) 58-46-8 164106-49-8 Serotonin receptor APIs Heterocycles Intermediates & Fine Chemicals Pharmaceuticals Other APIs 58-46-8