Diazoxide (CED0003611)

Record Information
Version1.0
Creation Date2016-05-22 03:39:47 UTC
Update Date2026-08-25 00:10:29 UTC
Accession NumberCHEM016664
Identification
Common NameDiazoxide
ClassSmall Molecule
Description
Diazoxide is an organic compound with the formula C8H7ClN2O2S and an average molecular weight of 230.67 g/mol. Diazoxide belongs to the benzothiadiazines, a subclass of thiadiazines within the organic compounds. This compound is associated with 13 recorded sources. Within healthcare, pharmaceuticals, and veterinary products, it is found in antihypertensives, gynecologicals, and unclassified therapeutic products. It is also identified in food preservation within the food, food processing, and cookware category. In household cleaning and consumer products, it is present in tobacco smoke filters, perfumes within detergents and soaps, and non electric simulated smoking devices. Additionally, it is released from electrical and electronic equipment, including antennas, conductors or conductive bodies characterised by the conductive materials, electrodes, electric switches, and electrically stimulated smoking devices. Recorded exposure routes for diazoxide include oral, intravenous, and intramuscular administration. Diazoxide interacts with seven recorded protein targets. These include the inducer/inhibitor of ATP-sensitive inward rectifier potassium channel 11 (KCNJ11), as well as mitochondrial subunits of the ATP synthase F(1) complex, specifically the beta subunit (ATP5F1B), the alpha subunit (ATP5F1A), and the delta subunit (ATP5F1D), along with three other proteins.
Contaminant Type
  • Human Neurotoxin
Chemical Structure
Synonyms
ValueSource
DiazossidoChEBI
DiazoxidoChEBI
DiazoxidumChEBI
EudemineChEBI
HyperstatKegg
ProglycemKegg
Chemical FormulaC8H7ClN2O2S
Average Molecular Mass230.671 g/mol
Monoisotopic Mass229.992 g/mol
CAS Registry Number364-98-7
IUPAC Name7-chloro-3-methyl-4H-1λ⁶,2,4-benzothiadiazine-1,1-dione
Traditional Namehyperstat
SMILESCC1=NS(=O)(=O)C2=C(N1)C=CC(Cl)=C2
InChI IdentifierInChI=1S/C8H7ClN2O2S/c1-5-10-7-3-2-6(9)4-8(7)14(12,13)11-5/h2-4H,1H3,(H,10,11)
InChI KeyGDLBFKVLRPITMI-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 1,2,4-benzothiadiazine-1,1-dioxides. These are aromatic heterocyclic compounds containing a 1,2,4-benzothiadiazine ring system with two S=O bonds at the 1-position.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassThiadiazines
Sub ClassBenzothiadiazines
Direct Parent1,2,4-benzothiadiazine-1,1-dioxides
Alternative Parents
Substituents
  • 1,2,4-benzothiadiazine-1,1-dioxide
  • Aryl chloride
  • Aryl halide
  • Benzenoid
  • Imidolactam
  • Organosulfonic acid or derivatives
  • Organic sulfonic acid or derivatives
  • Azacycle
  • Amidine
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Organochloride
  • Organohalogen compound
  • Organic nitrogen compound
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.55 g/LALOGPS
logP1.09ALOGPS
logP1ChemAxon
logS-2.6ALOGPS
pKa (Strongest Acidic)10.48ChemAxon
pKa (Strongest Basic)1.33ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area58.53 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity54.84 m³·mol⁻¹ChemAxon
Polarizability20.98 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrumsplash10-002f-6950000000-4652e68635ff120be097Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-1790000000-6ba824b6749ffd4b177dNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-01tc-4900000000-771b855118fab0901dbaNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004i-0090000000-e862bca94c5672c9f532Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004i-0090000000-23cdf34c4eb3479d62abNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004i-0590000000-b597fe9df00aeb0e5c42Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004i-0910000000-2dc8c72c747ff34f5534Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004i-1900000000-dded4e98b05043368b90Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-03di-0190000000-9f83244458c5cc11c589Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0bu3-1950000000-80f36d9e4aae5c2acf9cNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004l-6900000000-49c0abb20e85be8d5cdcNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004i-9200000000-044096d3b3178a811986Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004i-9000000000-7a02d106750c03894a70Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0a4l-0980000000-1d3e60eb1a3a4d4a314aNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-1790000000-6ba824b6749ffd4b177dNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-01tc-4900000000-771b855118fab0901dbaNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004i-1900000000-1be17ddfa22d37d5d993Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-004i-0980000000-6193677d506ed51f5632Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001i-0090000000-ef600ee3833ff7ea09c6Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0019-1970000000-cc18e1f6428dd34ebb6dNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-4920000000-a02baf1eb8fd0df9846aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0h00-0490000000-8a3546d2ef2b5ad678d9Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-004i-4190000000-73a975f40feffaeb43a5Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-9400000000-d28c1f9fd16cea3edfc5Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001i-0090000000-5c111fbc68f5e1764c2fNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-001i-0690000000-91c7e03d04b91eaa3ec2Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-01c9-2910000000-b79a607b086cf9929fdbNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-004i-0090000000-d7be5e0609a66f9e776cNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-004i-0090000000-d7be5e0609a66f9e776cNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-004i-0590000000-cd93a94f476ff1e359bbNot AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
567.0Log mg/kg[320:1000]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
10InsecticidesAgriculture & land managementNot Available
289AntihypertensivesHealthcare, pharmaceuticals & veterinary productsNot Available
316GynecologicalsHealthcare, pharmaceuticals & veterinary productsNot Available
409Unclassified therapeutic productsHealthcare, pharmaceuticals & veterinary productsNot Available
506AntennasElectrical & Electronic EquipmentNot Available
511Conductors Or Conductive Bodies Characterised By The Conductive MaterialsElectrical & Electronic EquipmentNot Available
517Electric SwitchesElectrical & Electronic EquipmentNot Available
518Electrically Stimulated Smoking DevicesElectrical & Electronic EquipmentNot Available
519ElectrodesElectrical & Electronic EquipmentNot Available
521Fixed Capacitors And Their ManufactureElectrical & Electronic EquipmentNot Available
545Food PreservationFood, food processing & cookwareNot Available
559Non Electric Simulated Smoking DevicesHousehold cleaning & consumer productsNot Available
561Perfumes Within Detergents And SoapsHousehold cleaning & consumer productsNot Available
569Tobacco Smoke FiltersHousehold cleaning & consumer productsNot Available
580Manufacture Preparation Of Tobacco ProductsIndustrial manufacturing & chemical processingNot Available
596AcaricidesAgriculture & land managementNot Available
600Herbicides And AlgicidesAgriculture & land managementNot Available
605Pest RepellantsAgriculture & land managementNot Available
606Plant Growth RegulatorsAgriculture & land managementNot Available
610Aftersun ProductsPersonal care & cosmeticsNot Available
611Anti Perspirants Or Body DeoderantsPersonal care & cosmeticsNot Available
613DepilatoriesPersonal care & cosmeticsNot Available
615Eye Makeup ProductsPersonal care & cosmeticsNot Available
617Lip Care ProductsPersonal care & cosmeticsNot Available
618Lip Makeup ProductsPersonal care & cosmeticsNot Available
632ApparelTextiles, leather & furnishingsNot Available
633Azo DyesTextiles, leather & furnishingsNot Available
642FootwearTextiles, leather & furnishingsNot Available
650Purses Luggage Hand BagsTextiles, leather & furnishingsNot Available
Pathways
2 pathways
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Click to view 3D structureATP-binding cassette sub-family C member 8Q09429Rattus norvegicusPredicted (SEA)0.233548
Click to view 3D structureMitochondrial sodium/calcium exchanger proteinQ6J4K2HumansPredicted (SEA)2.02408
D(2) dopamine receptor structureClick to view 3D structureD(2) dopamine receptorP14416HumansPredicted (SEA)1473.37
Muscarinic acetylcholine receptor M1 structureClick to view 3D structureMuscarinic acetylcholine receptor M1P11229HumansPredicted (SEA)688.265
D(4) dopamine receptor structureClick to view 3D structureD(4) dopamine receptorP21917HumansPredicted (SEA)1063.03
D(1A) dopamine receptor structureClick to view 3D structureD(1A) dopamine receptorP21728HumansPredicted (SEA)803.871
Muscarinic acetylcholine receptor M4 structureClick to view 3D structureMuscarinic acetylcholine receptor M4P08173HumansPredicted (SEA)661.874
D(3) dopamine receptor structureClick to view 3D structureD(3) dopamine receptorP35462HumansPredicted (SEA)1694.47
Muscarinic acetylcholine receptor M2 structureClick to view 3D structureMuscarinic acetylcholine receptor M2P08172HumansPredicted (SEA)940.574
Muscarinic acetylcholine receptor M3 structureClick to view 3D structureMuscarinic acetylcholine receptor M3P20309HumansPredicted (SEA)773.821
Voltage-gated inwardly rectifying potassium channel KCNH2 structureClick to view 3D structureVoltage-gated inwardly rectifying potassium channel KCNH2Q12809HumansPredicted (SEA)4131.15
Click to view 3D structureD(2) dopamine receptorP61169RatPredicted (SEA)1347.41
5-hydroxytryptamine receptor 2C structureClick to view 3D structure5-hydroxytryptamine receptor 2CP28335HumansPredicted (SEA)2144.2
5-hydroxytryptamine receptor 2A structureClick to view 3D structure5-hydroxytryptamine receptor 2AP28223HumansPredicted (SEA)2361.95
Click to view 3D structureD(1A) dopamine receptorP18901Rattus norvegicusPredicted (SEA)612.751
5-hydroxytryptamine receptor 1A structureClick to view 3D structure5-hydroxytryptamine receptor 1AP08908HumansPredicted (SEA)2243.54
Muscarinic acetylcholine receptor M5 structureClick to view 3D structureMuscarinic acetylcholine receptor M5P08912HumansPredicted (SEA)883.822
Click to view 3D structure5-hydroxytryptamine receptor 2AP14842Rattus norvegicusPredicted (SEA)1159.72
Serine/threonine-protein kinase Chk1 structureClick to view 3D structureSerine/threonine-protein kinase Chk1O14757HumansPredicted (SEA)2805.22
5-hydroxytryptamine receptor 6 structureClick to view 3D structure5-hydroxytryptamine receptor 6P50406HumansPredicted (SEA)1484.97
5-hydroxytryptamine receptor 7 structureClick to view 3D structure5-hydroxytryptamine receptor 7P34969HumansPredicted (SEA)1657.64
5-hydroxytryptamine receptor 2B structureClick to view 3D structure5-hydroxytryptamine receptor 2BP41595HumansPredicted (SEA)2124.19
LIM domain kinase 1 structureClick to view 3D structureLIM domain kinase 1P53667HumansPredicted (SEA)2414.03
Histamine H1 receptor structureClick to view 3D structureHistamine H1 receptorP35367HumansPredicted (SEA)1784.07
Histamine H3 receptor structureClick to view 3D structureHistamine H3 receptorQ9Y5N1HumansPredicted (SEA)1083.27
Concentrations
Not Available
External Links
DrugBank IDDB01119
HMDB IDHMDB0015251
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkDiazoxide
Chemspider ID2911
ChEBI ID4495
PubChem Compound ID3019
Kegg Compound IDC06949
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=11014217
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=12039709
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=15319354
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=16740260
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=16777075
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=18191077
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=20828743
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=20950601
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=21538163
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=21693179
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=22047130
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=29438107