7-CHLORO-5-(2-CHLOROPHENYL)-1,5-DIHYDRO-4,1-BENZOTHIAZEPIN-2(3H)-ONE Chemical Properties

Boiling point:

479.8±45.0 °C(Predicted)

Density 

1.384±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

solubility 

DMSO: ≥20mg/mL

form 

White solid

pka

12.20±0.40(Predicted)

color 

white

Stability:

Stable for 2 years from date of purchase as supplied. Solution in DMSO may be stored at -20°C for up to 3 months.

Safety Information

Hazard Codes 

Xn,N

Risk Statements 

22-50

Safety Statements 

61

WGK Germany 

3

7-CHLORO-5-(2-CHLOROPHENYL)-1,5-DIHYDRO-4,1-BENZOTHIAZEPIN-2(3H)-ONE Usage And Synthesis

Description

CGP-37157 (75450-34-9) inhibits?the mitochondrial Na+-Ca2+?exchanger (NCX) in isolated heart mitochondria, IC50=0.36 μM.1?Does not inhibit the plasmalemmal NCX.2? Also inhibits voltage-gated Ca2+?channels in intact cells and therefore its use in cellular studies must employ adequate controls.3? Prevents sudden death in a Guinea pig model of heart failure.4?Displays pronounced cytoprotective effects in chromaffin cells5?and in neuronal injury models.6?Blood-brain barrier permeant.

Uses

7-Chloro-5-(2-chlorophenyl)-1,5-dihydro-4,1-benzothiazepin-2(3H)-one is a specific inhibitor of the mitochondrial Na+/Ca2+ exchanger.

Uses

CGP-37157 has been used as a mitochondrial sodium-calcium exchanger (mNCX) inhibitor to study the role of normal mitochondrial calcium dynamics in sustaining dendritic spinogenesis.

Definition

ChEBI: 7-chloro-5-(2-chlorophenyl)-1,5-dihydro-4,1-benzothiazepin-2-one is a benzothiazepine.

General Description

CGP-37157 is a benzothiazepine compound, which is derived from clonazepam. It functions as a sarco/endoplasmic reticulum Ca²⁺ ATPase (SERCA) antagonist and ryanodine receptor channels (RyR) agonist. CGP-37157 regulates intracellular signaling of calcium in smooth, cardiac and skeletal muscle cells and non-muscle systems.

Biological Activity

Selective antagonist of the mitochondrial Na + -Ca 2+ exchanger (IC 50 = 0.4 μ M).

Biochem/physiol Actions

Specific inhibitor of mitochondrial Na+/Ca2+ exchange as well as sarcoplasmic reticulum calcium-stimulated ATPase and possibly other calcium channels.

storage

Room temperature

References

[1] D A COX. Selectivity of inhibition of Na(+)-Ca2+ exchange of heart mitochondria by benzothiazepine CGP-37157.[J]. Journal of Cardiovascular Pharmacology, 1993, 21 4: 595-599. DOI:10.1097/00005344-199304000-00013
[2] IYUKI NAMEKATA  Hikaru T  Shogo Hamaguchi. Pharmacological discrimination of plasmalemmal and mitochondrial sodium-calcium exchanger in cardiomyocyte-derived H9c2 cells.[J]. Biological & pharmaceutical bulletin, 2015, 38 1: 147-150. DOI:10.1248/bpb.b14-00525
[3] KYLE T BARON  Stanley A T. CGP37157 modulates mitochondrial Ca2+ homeostasis in cultured rat dorsal root ganglion neurons[J]. European journal of pharmacology, 1997, 340 2: Pages 295-300. DOI:10.1016/s0014-2999(97)01433-7
[4] TING LIU. Inhibiting mitochondrial Na+/Ca2+ exchange prevents sudden death in a Guinea pig model of heart failure.[J]. Circulation research, 2014, 115 1: 44-54. DOI:10.1161/circresaha.115.303062
[5] SANTOS M NICOLAU. Mitochondrial Na+/Ca2+-exchanger blocker CGP37157 protects against chromaffin cell death elicited by veratridine.[J]. Journal of Pharmacology and Experimental Therapeutics, 2009, 330 3: 844-854. DOI:10.1124/jpet.109.154765
[6] A RUIZ  C M  E Alberdi. CGP37157, an inhibitor of the mitochondrial Na+/Ca2+ exchanger, protects neurons from excitotoxicity by blocking voltage-gated Ca2+ channels[J]. Cell Death & Disease, 2014, 5 4: e1156-e1156. DOI:10.1038/cddis.2014.134

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