DiazoxideA selective ATP-dependent K+ (Kir6) channel activator

Diazoxide (CAS 364-98-7)

Diazoxide | CAS 364-98-7 is rated 5.0 out of 5 by 1.
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Synonym: 7-Chloro-3-methyl-2H-1,2,4-benzothiadiazine 1,1-dioxide
Application: A selective ATP-dependent K<sup>+</sup> (Kir6) channel activator
CAS Number: 364-98-7
Purity: ≥98%
Molecular Weight: 230.67
Molecular Formula: C8H7ClN2O2S
* Refer to Certificate of Analysis for lot specific data (including water content).

Diazoxide is a benzothiadiazine derivative which functions as a selective KIR6 (ATP-dependent K+) channel activator and calcium channel blocker. As a result membrane permeability increases the flow of K+ across the membrane, which turns off voltage gated calcium channels. This inhibition in action potential causes a relaxation in smooth muscle. Studies suggest that Diazoxide acts as a peripheral vasodilator. In addition, Diazoxide is used in diabetic studies to increase glucose concentrations in plasma, inhibit the secretion of insulin by β cells of the pancreas, increase the release of catecholamines, and hepatic output of glucose in vitro.


References

1. Trube, G., et al. 1986. Pflugers Arch. 407: 493-499. PMID: 2431383
2. Quast, U., et al. 1989. J. Pharmacol. Exp. Ther. 250: 261-271. PMID: 2501478
3. Dunne, M.J., et al. 1990. J. Membrane Biol. 114: 53-60. PMID: 2181144
4. Newgreen, D.T., et al. 1990. Br. J. Pharmacol. 100: 605-613. PMID: 2167738

Physical State :
Solid
Solubility :
Soluble in ethanol (1:250), DMSO (10 mg/ml), 0.1 M NaOH, methanol (3.2 mg/ml), DMF (50 mg/ml), and alkaline solutions. Insoluble in water.
Storage :
Store at 4° C
Melting Point :
>300° C
Boiling Point :
414.78° C at 760 mmHg (Predicted)
Density :
1.62 g/cm3 (Predicted)
Refractive Index :
n20D 1.69 (Predicted)
IC50 :
Beta-TC6 (Pancreatic insulinoma cells): IC50 = 22.4 µM (mouse); insulin release: IC50 = 6.1 µM (rat); Sulfonylurea receptor 2: IC50 = 85.8 µM (rat); Beta-TC3 (Insulinoma cells): IC50 = 13.7 µM (mouse); Sulfonylurea receptor 1: EC5050 = 8.8 µM (human); Beta-TC3 (Insulinoma cells): EC5050 = 13.7 µM (mouse); HEK293 (Embryonic kidney fibroblasts): EC5050 = 33 µM (human)
pK Values :
pKa: 8.99
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
DK8185000
PubChem CID :
3019
Merck Index :
14: 3004
MDL Number :
MFCD00078578
EC Number :
206-668-1
Beilstein Registry :
523907
SMILES :
CC1=NS(=O)(=O)C2=C(N1)C=CC(=C2)Cl

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Certificate of Analysis

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Diazoxide  Product Citations

See how others have used Diazoxide. Click on the entry to view the PubMed entry .

Citations 1 to 1 of 1 total

PMID: # 25993315  Nam, YH. et al. 2015. J. Agric. Food Chem. 63: 5612-21.

Citations 1 to 1 of 1 total
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Rated 5 out of 5 by from Newgreen et al Newgreen et al. (PubMed ID 2167738) used diazoxide to activate potassium channel opening in vascular smooth muscle. -SCBT Publication Review
Date published: 2015-01-10
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