Record Information
Version1.0
Creation date2010-04-08 22:10:42 UTC
Update date2015-07-20 22:59:00 UTC
Primary IDFDB013416
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameMetosulam
DescriptionMetosulam belongs to the class of organic compounds known as 1,2,4-triazolopyrimidine-2-sulfonanilides. These are polycyclic aromatic compounds containing a 1,2,4-triazolo[1,5-a]pyrimidine ring system, which is substituted with a sulfonanilide at the 2-position. Based on a literature review a significant number of articles have been published on Metosulam.
CAS Number139528-85-1
Structure
Thumb
Synonyms
SynonymSource
DE 511HMDB
N-(2,6-dichloro-3-Methylphenyl)-5,7-dimethoxy[1,2,4]triazolo[1,5-a]pyrimidine-2-sulfonamide, 9ciHMDB
XDE 511HMDB
XRD 511HMDB
N-(2,6-Dichloro-3-methylphenyl)-5,7-dimethoxy-1,2,4-triazolo-(1,5a)-pyrimidine-2-sulfonamideMeSH
Metosulambiospider
Metosulam [iso]biospider
N-(2,6-Dichloro-3-methylphenyl)-5,7-dimethoxy[1,2,4]triazolo[1,5-a]pyrimidine-2-sulfonamide, 9CIdb_source
Predicted Properties
PropertyValueSource
Water Solubility0.02 g/LALOGPS
logP3.76ALOGPS
logP3.47ChemAxon
logS-4.3ALOGPS
pKa (Strongest Acidic)8.79ChemAxon
pKa (Strongest Basic)-3.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area107.71 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity107.53 m³·mol⁻¹ChemAxon
Polarizability39.17 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC14H13Cl2N5O4S
IUPAC nameN-(2,6-dichloro-3-methylphenyl)-5,7-dimethoxy-[1,2,4]triazolo[1,5-a]pyrimidine-2-sulfonamide
InChI IdentifierInChI=1S/C14H13Cl2N5O4S/c1-7-4-5-8(15)12(11(7)16)20-26(22,23)14-18-13-17-9(24-2)6-10(25-3)21(13)19-14/h4-6,20H,1-3H3
InChI KeyVGHPMIFEKOFHHQ-UHFFFAOYSA-N
Isomeric SMILESCOC1=NC2=NC(=NN2C(OC)=C1)S(=O)(=O)NC1=C(Cl)C=CC(C)=C1Cl
Average Molecular Weight418.255
Monoisotopic Molecular Weight417.006530033
Classification
Description Belongs to the class of organic compounds known as 1,2,4-triazolopyrimidine-2-sulfonanilides. These are polycyclic aromatic compounds containing a 1,2,4-triazolo[1,5-a]pyrimidine ring system, which is substituted with a sulfonanilide at the 2-position.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassTriazolopyrimidines
Sub Class1,2,4-triazolopyrimidine-2-sulfonamides
Direct Parent1,2,4-triazolopyrimidine-2-sulfonanilides
Alternative Parents
Substituents
  • 1,2,4-triazolopyrimidine-2-sulfonanilide
  • Sulfanilide
  • 1,3-dichlorobenzene
  • Alkyl aryl ether
  • Chlorobenzene
  • Halobenzene
  • Toluene
  • Aryl chloride
  • Aryl halide
  • Monocyclic benzene moiety
  • Benzenoid
  • Pyrimidine
  • Organosulfonic acid amide
  • Azole
  • Heteroaromatic compound
  • Aminosulfonyl compound
  • 1,2,4-triazole
  • Organic sulfonic acid or derivatives
  • Organosulfonic acid or derivatives
  • Triazole
  • Sulfonyl
  • Azacycle
  • Ether
  • Organonitrogen compound
  • Organochloride
  • Organohalogen compound
  • Organooxygen compound
  • Organosulfur compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic nitrogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Biological location:

Source:

Role

Biological role:

Environmental role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 40.20%; H 3.13%; Cl 16.95%; N 16.74%; O 15.30%; S 7.67%DFC
Melting PointMp 224-226° (210-211.5°)DFC
Boiling PointNot Available
Experimental Water Solubility0.2 mg/mL at 20 oCTOMLIN,C (1997)
Experimental logP3.08TOMLIN,C (1997)
Experimental pKapKa 4.8DFC
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSMetosulam, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00fr-1901000000-23b7edb5285cc3e532daSpectrum
Predicted GC-MSMetosulam, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSMetosulam, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-004i-0900300000-4ae433576b73cf555729Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-004i-0900000000-c108efba7da6eb13d77fSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-03fr-1900000000-412dcd27ef7a795ea335Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-02t9-6900000000-184829c3a2880c58a8b1Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-014i-9300000000-45ef62498931fcfb2f08Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-014i-9100000000-564193de3dcd6f5d0202Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-014i-0000900000-cb75f9032f7a4f751624Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-00di-0900000000-cc66636c952080c94502Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-00di-0900000000-a14bd0a79cef05c2e4e4Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-00di-0900000000-03e7aa4f802c423e33deSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-006x-0900000000-aca363f3934ced2b496eSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0006-1900000000-74a784fe1dfc0100c457Spectrum
MS/MSLC-MS/MS Spectrum - 60V, Negativesplash10-02t9-6900000000-a25e133c81dd6c32b091Spectrum
MS/MSLC-MS/MS Spectrum - 45V, Negativesplash10-03fr-1900000000-ffbdef9e333c34c8f489Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Negativesplash10-004i-0900000000-0d461f8c2e51fc9d9bc5Spectrum
MS/MSLC-MS/MS Spectrum - 45V, Positivesplash10-00di-0900000000-2b150fcbafac9bad6548Spectrum
MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-00di-0900000000-7cfb81f8c686cd14a2fdSpectrum
MS/MSLC-MS/MS Spectrum - 60V, Positivesplash10-00di-0900000000-efcba083eec32dad7f5aSpectrum
MS/MSLC-MS/MS Spectrum - 15V, Negativesplash10-004i-0900300000-74ab6d596cb982582bd7Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0000900000-fc23f4f7f8ff18d11d70Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00kr-0090700000-abc96b7f1b11ad29eda9Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00s9-8429700000-031cb292892bf69bd6acSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0200900000-ea49eea92f929edb9027Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014r-1137900000-b092bda2b4f2c23aa6e3Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000i-5192000000-be42220f00f812160281Spectrum
NMRNot Available
ChemSpider ID77938
ChEMBL IDCHEMBL2288020
KEGG Compound IDC18867
Pubchem Compound ID86422
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB34850
CRC / DFC (Dictionary of Food Compounds) IDHYL56-G:HYL56-G
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference