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220005

Sigma-Aldrich

CGP-37157

A cell-permeable benzothiazepine derivative of clonazepam that acts as a specific and potent inhibitor of the mitochondrial Na+/Ca2+ exchanger (IC₅₀ = 360 nM).

Synonym(s):

CGP-37157, 7-Chloro-5-(2-chlorophenyl)-1,5-dihydro-4,1-benzothiazepin-2(3H)-one

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About This Item

Empirical Formula (Hill Notation):
C15H11Cl2NOS
CAS Number:
75450-34-9
Molecular Weight:
324.22
MDL number:
MFCD09055422
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

white

solubility

DMSO: 5 mg/mL

shipped in

ambient

storage temp.

2-8°C

SMILES string

S1C(c3c(ccc(c3)Cl)NC(=O)C1)c2c(cccc2)Cl

InChI

1S/C15H11Cl2NOS/c16-9-5-6-13-11(7-9)15(20-8-14(19)18-13)10-3-1-2-4-12(10)17/h1-7,15H,8H2,(H,18,19)

InChI key

KQEPIRKXSUIUTH-UHFFFAOYSA-N

General description

A cell-permeable benzothiazepine derivative of clonazepam that acts as a specific and potent inhibitor of the mitochondrial Na+/Ca2+ exchanger (IC50 = 360 nM). Enhances the export of Ca2+ from isolated mitochondria. Also reported to directly inhibit voltage-gated Ca2+ channels.

Biochem/physiol Actions

Cell permeable: yes
Primary Target
Mitochondrial Na+/Ca2+ exchanger
Product does not compete with ATP.
Reversible: no
Target IC50: 360 nM against mitochondrial Na+/Ca2+ exchanger

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Preparation Note

Dilute in Ca2+-free buffer just prior to use.

Reconstitution

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

Other Notes

Jornot, L., et al. 1999. J. Cell Sci.112, 1013.
Babcock, D.F., et al. 1997. J. Cell Biol.136, 833.
Baron. K.T., and Thayer, S.A. 1997. Eur. J. Pharmacol.340, 295.
Griffiths, E.J., et al. 1997. Cell Calcium21, 321.
White, R.J., and Reynolds, I.J. 1996, J. Neurosci.16, 5688.
Cox, D.A., et al. 1993. J. Cardivasc. Pharmacol.21, 595.
Cox, D.A., and Matlib, M.A. 1993. J. Biol. Chem.268, 938.

Legal Information

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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