Diazoxide (CHEM016664)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 03:39:47 UTC
Update Date2016-11-09 01:15:26 UTC
Accession NumberCHEM016664
Identification
Common NameDiazoxide
ClassSmall Molecule
DescriptionA benzothiadiazine derivative that is a peripheral vasodilator used for hypertensive emergencies. It lacks diuretic effect, apparently because it lacks a sulfonamide group.
Contaminant Sources
  • HMDB Contaminants - Urine
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
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
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot 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
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-002f-6950000000-4652e68635ff120be097Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-001i-1790000000-6ba824b6749ffd4b177dSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-01tc-4900000000-771b855118fab0901dbaSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-004i-0090000000-e862bca94c5672c9f532Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-004i-0090000000-23cdf34c4eb3479d62abSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-004i-0590000000-b597fe9df00aeb0e5c42Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-004i-0910000000-2dc8c72c747ff34f5534Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-004i-1900000000-dded4e98b05043368b90Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-03di-0190000000-9f83244458c5cc11c589Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0bu3-1950000000-80f36d9e4aae5c2acf9cSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-004l-6900000000-49c0abb20e85be8d5cdcSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-004i-9200000000-044096d3b3178a811986Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-004i-9000000000-7a02d106750c03894a70Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-IT , positivesplash10-0a4l-0980000000-1d3e60eb1a3a4d4a314aSpectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-001i-1790000000-6ba824b6749ffd4b177dSpectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-01tc-4900000000-771b855118fab0901dbaSpectrum
LC-MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-004i-1900000000-1be17ddfa22d37d5d993Spectrum
LC-MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-004i-0980000000-6193677d506ed51f5632Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0090000000-ef600ee3833ff7ea09c6Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0019-1970000000-cc18e1f6428dd34ebb6dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-4920000000-a02baf1eb8fd0df9846aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0h00-0490000000-8a3546d2ef2b5ad678d9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-4190000000-73a975f40feffaeb43a5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9400000000-d28c1f9fd16cea3edfc5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0090000000-5c111fbc68f5e1764c2fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-0690000000-91c7e03d04b91eaa3ec2Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
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