Diazoxide

Title: Diazoxide
CAS Registry Number: 364-98-7
CAS Name: 7-Chloro-3-methyl-2H-1,2,4-benzothiadiazine 1,1-dioxide
Additional Names: 3-methyl-7-chloro-1,2,4-benzothiadiazine 1,1-dioxide
Manufacturers' Codes: SRG-95213
Trademarks: Eudemine Injection (Schering); Proglicem (Essex); Hyperstat (Schering); Hypertonalum (Essex); Mutabase (Schering); Proglycem (Schering)
Molecular Formula: C8H7ClN2O2S
Molecular Weight: 230.67
Percent Composition: C 41.66%, H 3.06%, Cl 15.37%, N 12.14%, O 13.87%, S 13.90%
Literature References: Hypotensive agent that inhibits secretion of insulin from pancreatic beta cells. Prepn: A. A. Rubin et al., Science 133, 2067 (1961); J. G. Topliss et al., US 2986573; eidem, US 3345365 (1961, 1967 both to Schering); Raffa, Monzani, Farmaco Ed. Sci. 17, 244 (1962). Crystal and molecular structure: G. Bandoli, M. Nicolini, J. Cryst. Mol. Struct. 7, 229 (1978). Review of effect on insulin secretion: Nutr. Rev. 30, 194-198 (1972); of pharmacology and efficacy in hypertension: J. Koch-Weser, N. Engl. J. Med. 294, 1271-1274 (1976).
Properties: Crystals from dil alc, mp 330-331°. uv max (methanol): 268 nm (e 11300). Sol in alcohol and alkaline solns. Insol in water.
Melting point: mp 330-331°
Absorption maximum: uv max (methanol): 268 nm (e 11300)
Therap-Cat: Antihypoglycemic; antihypertensive.
Keywords: Antihypertensive; Thiazides and Analogs; Antihypoglycemic.
Dibekacin Dibenzalacetone Dibenzepin Dibenzoylmethane Dibenzyl Chlorophosphonate

Diazoxide
Diazoxide Structural Formula V.1.svg
Systematic (IUPAC) name
7-chloro-3-methyl-4H-1,2,4-benzothiadiazine 1,1-dioxide
Clinical data
Trade names Proglycem
AHFS/Drugs.com monograph
Pregnancy cat. C (AU) C (US)
Legal status POM (UK) -only (US)
Routes Oral, intravenous
Pharmacokinetic data
Protein binding 90%
Metabolism Hepatic oxidation and sulfate conjugation
Half-life 21-45 hours
Excretion Renal
Identifiers
CAS number 364-98-7 YesY
ATC code C02DA01 V03AH01
PubChem CID 3019
IUPHAR ligand 2409
DrugBank DB01119
ChemSpider 2911 YesY
UNII O5CB12L4FN YesY
KEGG D00294 YesY
ChEBI CHEBI:4495 YesY
ChEMBL CHEMBL181 YesY
Chemical data
Formula C8H7ClN2O2S 
Mol. mass 230.672 g/mol
 YesY (what is this?)  (verify)

Diazoxide (INN; brand name Proglycem[1]) is a potassium channel activator, which causes local relaxation in smooth muscle by increasing membrane permeability to potassium ions. This switches off voltage-gated calcium ion channels which inhibits the generation of an action potential.