D9035

Diazoxide

Name: Diazoxide
Brand: SIGMA

≥98% (TLC), powder, ATP-sensitive K⁺ channel activator

Synonyme(s) :

7-Chloro-3-methyl-2H-1,2,4-benzothiadiazine 1,1-dioxide

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About This Item

Formule empirique (notation de Hill) :

C₈H₇ClN₂O₂S

Numéro CAS:

364-98-7

Poids moléculaire :

230.67

NACRES:

NA.77

PubChem Substance ID:

24277831

UNSPSC Code:

12352119

EC Number:

206-668-1

MDL number:

MFCD00078578

Nom du produit

Diazoxide,

InChI key

GDLBFKVLRPITMI-UHFFFAOYSA-N

InChI

1S/C8H7ClN2O2S/c1-5-10-7-3-2-6(9)4-8(7)14(12,13)11-5/h2-4H,1H3,(H,10,11)

SMILES string

CC1=Nc2ccc(Cl)cc2S(=O)(=O)N1

form

powder

solubility

0.1 M NaOH: soluble
H₂O: insoluble
methanol: soluble

originator

Schering Plough

Quality Level

100

Gene Information

human ... KCNA1(3736), KCNJ11(3767), KCNJ8(3764), KCNMA1(3778)
mouse ... Kcnj1(56379), Kcnj11(16514)
rat ... Gria1(50592), Kcna1(24520), Kcnj1(24521), Kcnj11(83535), Kcnj8(25472)

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Catégories apparentées

Bioactive Small Molecules

Application

Diazoxide has been used for diazoxide infusion. It has also been used to prevent depolarization for K⁺-induced exocytosis.

Biochem/physiol Actions

Selective ATP-sensitive K⁺ channel activator in both vascular smooth muscle and pancreatic β-cells; antihypertensive.

Features and Benefits

This compound is featured on the Potassium Channels page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

This compound was developed by Schering Plough. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

General description

Diazoxide is a nondiuretic benzothiadiazine, which is used for the treatment of hypoglycemia, von Gierke′s disease, acute and malignant hypertension. It acts as a beta cell K_ATP channel opener. Diazoxide prevents the secretion of insulin.

pictograms

GHS07

signalword

Warning

hcodes

H302,H315,H319,H335

pcodes

P261 - P264 - P270 - P301 + P312 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Classe de stockage

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Consulter la Bibliothèque de documents

Pharmacological plasticity of cardiac ATP-sensitive potassium channels toward diazoxide revealed by ADP.

N D'hahan et al.

Proceedings of the National Academy of Sciences of the United States of America, 96(21), 12162-12167 (1999-10-16)

The pharmacological phenotype of ATP-sensitive potassium (K(ATP)) channels is defined by their tissue-specific regulatory subunit, the sulfonylurea receptor (SUR), which associates with the pore-forming channel core, Kir6.2. The potassium channel opener diazoxide has hyperglycemic and hypotensive properties that stem from

Stability of diazoxide in extemporaneously compounded oral suspensions

Friciu M, et al.

Testing, 11(10), e0164577-e0164577 (2016)

Diazoxide Attenuates Ischemic Myocardial Injury in a Porcine Model

Sarja H, et al.

The Heart Surgery Forum (2017)

Glucose-dependent granule docking limits insulin secretion and Is decreased in human type 2 diabetes

Gandasi NR, et al.

Cell Metabolism, 27(2), 470-478 (2018)

Pharmacological Preconditioning with Diazoxide in the Experimental Hypothermic Circulatory Arrest Model

Haapanen H, et al.