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Merck
CN

5.09892

Tetrabenazine, TBZ

别名:

Tetrabenazine, TBZ, VMAT2 Inhibitor, Xenazine

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关于此项目

经验公式(希尔记法):
C19H27NO3
化学文摘社编号:
分子量:
317.42
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
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SMILES string

N21C(CC(=O)C(C2)CC(C)C)c3c(cc(c(c3)OC)OC)CC1

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

InChI key

MKJIEFSOBYUXJB-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

powder

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, protect from light

color

off-white

solubility

DMSO: 25 mg/mL

Quality Level

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.

Please note that the molecular weight for this compound is batch-specific due to variable water content.

Biochem/physiol Actions

Primary Target
VMAT2
Reversible: yes

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Sakano, D., et al. 2014. Nat. Chem. Bio.10,141.

Jankovic, J., et al. 1997. Neurobiology48,1358.
Gertrude, P.Q., et al. 1959. J. Pharm. Exp. Ther.127, 103.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Harmful (C)

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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