U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C8H6ClN2O2S.C5H14NO
Molecular Weight 333.834
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DIAZOXIDE CHOLINE

SMILES

C[N+](C)(C)CCO.CC1=NC2=CC=C(Cl)C=C2S(=O)(=O)[N-]1

InChI

InChIKey=YLLWQNAEYILHLV-UHFFFAOYSA-N
InChI=1S/C8H6ClN2O2S.C5H14NO/c1-5-10-7-3-2-6(9)4-8(7)14(12,13)11-5;1-6(2,3)4-5-7/h2-4H,1H3;7H,4-5H2,1-3H3/q-1;+1

HIDE SMILES / InChI

Description

Diazoxide is a drug which was approved by FDA for the treatment of secondary hyperinsulinemia. The drug exerts its action by binding to SUR1 subunit of ATP-sensitive potassium channel that leads to the channel opening.

CNS Activity

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
10.94 µM [EC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
PROGLYCEM
PubMed

PubMed

TitleDatePubMed
Modulation of beta-cell ouabain-sensitive 86Rb+ influx (Na+/K+ pump) by D-glucose, glibenclamide or diazoxide.
2001
Intracellular potassium and chloride channels: an update.
2001
Restoration of Ca2+-inhibited oxidative phosphorylation in cardiac mitochondria by mitochondrial Ca2+ unloading.
2001 Apr
Interaction of sulfonylurea-conjugated polymer with insulinoma cell line of MIN6 and its effect on insulin secretion.
2001 Apr
Opening of mitochondrial ATP-sensitive potassium channels enhances cardioplegic protection.
2001 Apr
Diazoxide-induced cardioprotection requires signaling through a redox-sensitive mechanism.
2001 Apr 27
Opening of mitochondrial K(ATP) channels triggers cardioprotection. Are reactive oxygen species involved?
2001 Apr 27
Sulfonylurea receptors inhibit the epithelial sodium channel (ENaC) by reducing surface expression.
2001 Aug
Hyperinsulinism in short-chain L-3-hydroxyacyl-CoA dehydrogenase deficiency reveals the importance of beta-oxidation in insulin secretion.
2001 Aug
Laparoscopic pancreatectomy for persistent hyperinsulinemic hypoglycemia of infancy.
2001 Aug
Effects of bezafibrate on beta-cell function of rat pancreatic islets.
2001 Aug 31
Overstimulation and beta-cell function.
2001 Feb
Characterization of a KATP channel-independent pathway involved in potentiation of insulin secretion by efaroxan.
2001 Feb
Hyperinsulinism of infancy: the regulated release of insulin by KATP channel-independent pathways.
2001 Feb
Defective stimulus-secretion coupling in islets of Psammomys obesus, an animal model for type 2 diabetes.
2001 Feb
Intrinsic optical signals in respiratory brain stem regions of mice: neurotransmitters, neuromodulators, and metabolic stress.
2001 Jul
Oral agents for the treatment of type 2 diabetes mellitus: pharmacology, toxicity, and treatment.
2001 Jul
Distinct effect of diazoxide on insulin secretion stimulated by protein kinase A and protein kinase C in rat pancreatic islets.
2001 Jul
Downregulation of protein kinase C inhibits activation of mitochondrial K(ATP) channels by diazoxide.
2001 Jul 3
Increased calcium vulnerability of senescent cardiac mitochondria: protective role for a mitochondrial potassium channel opener.
2001 Jul 31
Transient hyperinsulinism in an asphyxiated newborn infant with hypoglycemia.
2001 Jun
Diazoxide effects on hypothalamic and extra-hypothalamic NPY content in Zucker rats.
2001 Jun
Glucose-regulated pulsatile insulin release from mouse islets via the K(ATP) channel-independent pathway.
2001 Jun
A novel enhancer of insulinotrophic action by high glucose (JTT-608) stimulates insulin secretion from pancreatic beta-cells via a new cellular mechanism.
2001 Jun
Mitochondrial ATP-sensitive potassium channels inhibit apoptosis induced by oxidative stress in cardiac cells.
2001 Jun 22
Role of intracellular Na(+) kinetics in preconditioned rat heart.
2001 Jun 8
Diazoxide, a K(ATP) opener, accelerates restitution of ethanol or indomethacin-induced gastric ulceration in rats independent of polyamines.
2001 Mar
Mitochondrial ATP-sensitive K+ channels play a role in cardioprotection by Na+-H+ exchange inhibition against ischemia/reperfusion injury.
2001 Mar 1
Failure to precondition pathological human myocardium.
2001 Mar 1
Functional roles of cardiac and vascular ATP-sensitive potassium channels clarified by Kir6.2-knockout mice.
2001 Mar 30
The role of cyclic AMP in the pathogenesis of glucose desensitization in rat pancreatic islets.
2001 May
Chloride channels regulate HIT cell volume but cannot fully account for swelling-induced insulin secretion.
2001 May
Increased intracellular calcium is required for spreading of rat islet beta-cells on extracellular matrix.
2001 May
Preconditioning limits mitochondrial Ca(2+) during ischemia in rat hearts: role of K(ATP) channels.
2001 May
Mitochondrial ATP-sensitive channel opener does not induce vascular preconditioning, but potentiates the effect of a preconditioning ischemia on coronary reactive hyperemia in the anesthetized goat.
2001 Nov
The potential antidiabetic activity of some alpha-2 adrenoceptor antagonists.
2001 Nov
Mitochondrial K(ATP) channel as an end effector of cardioprotection during late preconditioning: triggering role of nitric oxide.
2001 Nov
Mitochondrial ATP-sensitive potassium channels attenuate matrix Ca(2+) overload during simulated ischemia and reperfusion: possible mechanism of cardioprotection.
2001 Nov 9
Opening of mitochondrial K(ATP) channels attenuates the ouabain-induced calcium overload in mitochondria.
2001 Nov 9
The KATP channel opener diazoxide protects cardiac myocytes during metabolic inhibition without causing mitochondrial depolarization or flavoprotein oxidation.
2001 Oct
Glucose effects on gastric motility and tone evoked from the rat dorsal vagal complex.
2001 Oct 1
Ischemic and pharmacological preconditioning in Girardi cells and C2C12 myotubes induce mitochondrial uncoupling.
2001 Oct 26
Incorporation of sulfonylurea into N-isopropylacrylamide as an extracellular matrix for an artificial pancreas.
2001 Sep
Critical timing of mitochondrial K(ATP) channel opening for enhancement of myocardial tolerance against infarction.
2001 Sep
Lidocaine and mexiletine inhibit mitochondrial oxidation in rat ventricular myocytes.
2001 Sep
Synthesis and characterization of a quinolinonic compound activating ATP-sensitive K(+) channels in endocrine and smooth muscle tissues.
2001 Sep
Diazoxide induced cardioprotection: what comes first, K(ATP) channels or reactive oxygen species?
2001 Sep
Mitochondrial K(ATP) channel activation reduces anoxic injury by restoring mitochondrial membrane potential.
2001 Sep
Identification and pharmacological correction of a membrane trafficking defect associated with a mutation in the sulfonylurea receptor causing familial hyperinsulinism.
2001 Sep 21
Identification and properties of a novel intracellular (mitochondrial) ATP-sensitive potassium channel in brain.
2001 Sep 7
Patents

Sample Use Guides

In Vivo Use Guide
Adults and children: The usual daily dosage is 3 to 8 mg/kg, divided into two or three equal doses every 8 or 12 hours. Infants and newborns: The usual daily dosage is 8 to 15 mg/kg divided into two or three equal doses every 8 to 12 hours. An appropriate starting dosage is 10 mg/kg/day, divided into three equal doses every 8 hours.
Route of Administration: Oral
In Vitro Use Guide
Diazoxide inhibited glucagon secretion in rat pancreas at concentration of 325 uM.
Name Type Language
DIAZOXIDE CHOLINE
Common Name English
Classification Tree Code System Code
FDA ORPHAN DRUG 428214
Created by admin on Mon Oct 21 20:48:09 UTC 2019 , Edited by admin on Mon Oct 21 20:48:09 UTC 2019
EU-Orphan Drug EU/3/17/1941
Created by admin on Mon Oct 21 20:48:09 UTC 2019 , Edited by admin on Mon Oct 21 20:48:09 UTC 2019
Code System Code Type Description
CAS
1098065-76-9
Created by admin on Mon Oct 21 20:48:09 UTC 2019 , Edited by admin on Mon Oct 21 20:48:09 UTC 2019
PRIMARY
PUBCHEM
25014811
Created by admin on Mon Oct 21 20:48:09 UTC 2019 , Edited by admin on Mon Oct 21 20:48:09 UTC 2019
PRIMARY