Bupirimate (CHEM008243)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-19 02:41:40 UTC
Update Date2016-11-09 01:13:45 UTC
Accession NumberCHEM008243
Identification
Common NameBupirimate
ClassSmall Molecule
DescriptionA member of the class of aminopyrimidines that is 2-ethylaminopyrimidine carrying methyl, butyl and dimethylaminosulfooxy substituents at posiitons 4, 5 and 6 respectively.
Contaminant Sources
  • My Exposome Chemicals
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
2-Aethylamino-5-butyl-4-yl-dimethylsulfamatChEBI
5-Butyl-2-(ethylamino)-6-methyl-4-pyrimidinyl dimethylsulfamateChEBI
5-Butyl-2-ethylamino-6-methylpyrimidin-4-yl dimethylsulphamateChEBI
Dimethylsulfamic acid 5-butyl-2-(ethylamino)-6-methyl-4-pyrimidinyl esterChEBI
2-Aethylamino-5-butyl-4-yl-dimethylsulphamatGenerator
5-Butyl-2-(ethylamino)-6-methyl-4-pyrimidinyl dimethylsulfamic acidGenerator
5-Butyl-2-(ethylamino)-6-methyl-4-pyrimidinyl dimethylsulphamateGenerator
5-Butyl-2-(ethylamino)-6-methyl-4-pyrimidinyl dimethylsulphamic acidGenerator
5-Butyl-2-ethylamino-6-methylpyrimidin-4-yl dimethylsulfamateGenerator
5-Butyl-2-ethylamino-6-methylpyrimidin-4-yl dimethylsulfamic acidGenerator
5-Butyl-2-ethylamino-6-methylpyrimidin-4-yl dimethylsulphamic acidGenerator
Dimethylsulfamate 5-butyl-2-(ethylamino)-6-methyl-4-pyrimidinyl esterGenerator
Dimethylsulphamate 5-butyl-2-(ethylamino)-6-methyl-4-pyrimidinyl esterGenerator
Dimethylsulphamic acid 5-butyl-2-(ethylamino)-6-methyl-4-pyrimidinyl esterGenerator
Bupirimic acidGenerator
NimrodMeSH
2-Aminoethyl-5-butyl-4(N)-methylsulfonate-6-methylpyrimidineMeSH
[5-Butyl-2-(ethylamino)-6-methylpyrimidin-4-yl] N,N-dimethylsulfamic acidGenerator
[5-Butyl-2-(ethylamino)-6-methylpyrimidin-4-yl] N,N-dimethylsulphamateGenerator
[5-Butyl-2-(ethylamino)-6-methylpyrimidin-4-yl] N,N-dimethylsulphamic acidGenerator
BupirimateMeSH
Chemical FormulaC13H24N4O3S
Average Molecular Mass316.420 g/mol
Monoisotopic Mass316.157 g/mol
CAS Registry Number41483-43-6
IUPAC Name5-butyl-2-(ethylimino)-6-methyl-1,2-dihydropyrimidin-4-yl N,N-dimethylsulfamate
Traditional Name5-butyl-2-(ethylimino)-6-methyl-1H-pyrimidin-4-yl N,N-dimethylsulfamate
SMILESCCCCC1=C(C)NC(=NCC)N=C1OS(=O)(=O)N(C)C
InChI IdentifierInChI=1S/C13H24N4O3S/c1-6-8-9-11-10(3)15-13(14-7-2)16-12(11)20-21(18,19)17(4)5/h6-9H2,1-5H3,(H,14,15,16)
InChI KeyDSKJPMWIHSOYEA-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as aminopyrimidines and derivatives. These are organic compounds containing an amino group attached to a pyrimidine ring. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassDiazines
Sub ClassPyrimidines and pyrimidine derivatives
Direct ParentAminopyrimidines and derivatives
Alternative Parents
Substituents
  • Secondary aliphatic/aromatic amine
  • Aminopyrimidine
  • Heteroaromatic compound
  • Organic sulfuric acid or derivatives
  • Azacycle
  • Secondary amine
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Amine
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic 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 Solubility0.17 g/LALOGPS
logP2.3ALOGPS
logP1.61ChemAxon
logS-3.3ALOGPS
pKa (Strongest Acidic)8.8ChemAxon
pKa (Strongest Basic)-0.41ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area83.36 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity83.49 m³·mol⁻¹ChemAxon
Polarizability34.1 ųChemAxon
Number of Rings1ChemAxon
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, Positivesplash10-0006-8192000000-05abac117716bee0f138Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - 45V, Positivesplash10-0aor-0940000000-ff0966faaa82dd271bccSpectrum
LC-MS/MSLC-MS/MS Spectrum - 75V, Positivesplash10-05mk-6900000000-9d610c2f7d8005654eb0Spectrum
LC-MS/MSLC-MS/MS Spectrum - 60V, Positivesplash10-0aor-2910000000-6ce96cada496b846c691Spectrum
LC-MS/MSLC-MS/MS Spectrum - 90V, Positivesplash10-006t-9400000000-75464e08ca24df7a003cSpectrum
LC-MS/MSLC-MS/MS Spectrum - 50V, Positivesplash10-014i-0900000000-fea5bcf9ad88e4395ac7Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-014i-0009000000-c180111806009286cfd8Spectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-014i-0349000000-44b472ce0f505fcd147eSpectrum
LC-MS/MSLC-MS/MS Spectrum - 75V, Positivesplash10-05mk-7900000000-c8857c5b6166147ed302Spectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-014i-0930000000-e69fd8b15ed916aa427bSpectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-014i-0970000000-b79c9453b9d14ac673f6Spectrum
LC-MS/MSLC-MS/MS Spectrum - 60V, Positivesplash10-0aor-2910000000-e5ef7f5e63b5f7211717Spectrum
LC-MS/MSLC-MS/MS Spectrum - 15V, Positivesplash10-014i-0009000000-b0884e561e1e73850717Spectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-014i-0789000000-886b06e2a252bfcdfcedSpectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-014i-0789000000-8343cf44e193704c9549Spectrum
LC-MS/MSLC-MS/MS Spectrum - 45V, Positivesplash10-0aor-0940000000-a15b3d7ad56131eacdb5Spectrum
LC-MS/MSLC-MS/MS Spectrum - 50V, Positivesplash10-014i-0900000000-5a0d97f8f75295d14d33Spectrum
LC-MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-014i-0649000000-f8239f7535947868ed66Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-1159000000-032958b85b2a0ebd8424Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00rf-3192000000-2ac4c2c92d72efd29c5eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9110000000-e82b2130885857d45c0dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-01b9-2097000000-b97001d51c1c4b4a988aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00r6-9372000000-b315dde2a897f50319e7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-01oy-5390000000-366663c98bdc36d2383bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0009000000-684173c09d11e32b8b21Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-02t9-0798000000-80dd0e18d8c3b5f7df52Spectrum
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 IDNot Available
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkBupirimate
Chemspider IDNot Available
ChEBI ID81952
PubChem Compound ID38884
Kegg Compound IDC18776
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=11271705
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=11407590
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=1322478
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=1333747
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=20736058
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=22467459
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=25035916
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=7835474
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=8381343
10.