Showing Compound Card for Tolylfluanid (CDB006180)

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Record Information
Version1.0
Created at2020-07-28 20:14:09 UTC
Updated at2020-11-18 16:40:13 UTC
CannabisDB IDCDB006180
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameTolylfluanid
Descriptiontolylfluanid, also known as euparen multi, belongs to the class of organic compounds known as sulfanilides. These are organic aromatic compounds containing a sulfanilide moiety, with the general structure RS(=O)(=O)NC1=CC=CC=C1. The synthesis of tolylfluanid begins with the reaction of dimethylamine and sulfuryl chloride. tolylfluanid is an extremely weak basic (essentially neutral) compound (based on its pKa). Tolylfluanid hydrolyzes slowly in acidic conditions. The product further reacts with p-toluidine and dichlorofluoromethanesulfenyl chloride to yield the final product. The highest concentrations are found in the blood, lungs, liver, kidneys, spleen and thyroid gland. After 14 days, tolylfluanid is generally considered to have degraded. The half-life is shorter when the pH is high; at pH 7, it is at least 2 days. Absorption, metabolism and excretion Tolylfluanid is rapidly and almost completely absorbed in the gastrointestinal tract. Tolylfluanid is an organic chemical compound that is used as an active ingredient in fungicides and wood preservatives.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
1,1-Dichloro-N-((dimethylamino)sulfonyl)-1-fluoro-N-(4-methylphenyl)methanesulfenamideChEBI
Dichloro-N-((dimethylamino)sulphonyl)fluoro-N-(p-tolyl)methanesulphenamideChEBI
Euparen multiChEBI
TolylfluanideChEBI
1,1-Dichloro-N-((dimethylamino)sulphonyl)-1-fluoro-N-(4-methylphenyl)methanesulphenamideGenerator
Dichloro-N-((dimethylamino)sulfonyl)fluoro-N-(p-tolyl)methanesulfenamideGenerator
Euparen mMeSH
TolyfluanidMeSH
N-Dichlorofluoromethylthio-n',n'-dimethyl-N-p-tolylsulfamideMeSH
N-[dichloro(fluoro)Methyl]sulphanyl-N-(dimethylsulphamoyl)-4-methylanilineGenerator
TolylfluanidMeSH
Chemical FormulaC10H13Cl2FN2O2S2
Average Molecular Weight347.24
Monoisotopic Molecular Weight345.9779536
IUPAC Name({[dichloro(fluoro)methyl]sulfanyl}(4-methylphenyl)sulfamoyl)dimethylamine
Traditional Nametolyfluanide
CAS Registry NumberNot Available
SMILES
CN(C)S(=O)(=O)N(SC(F)(Cl)Cl)C1=CC=C(C)C=C1
InChI Identifier
InChI=1S/C10H13Cl2FN2O2S2/c1-8-4-6-9(7-5-8)15(18-10(11,12)13)19(16,17)14(2)3/h4-7H,1-3H3
InChI KeyHYVWIQDYBVKITD-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as sulfanilides. These are organic aromatic compounds containing a sulfanilide moiety, with the general structure RS(=O)(=O)NC1=CC=CC=C1.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassSulfanilides
Direct ParentSulfanilides
Alternative Parents
Substituents
  • Sulfanilide
  • Toluene
  • Organic sulfuric acid or derivatives
  • Trihalomethane
  • Sulfenyl compound
  • Organopnictogen compound
  • Halomethane
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Organic nitrogen compound
  • Organosulfur compound
  • Organonitrogen compound
  • Organofluoride
  • Organochloride
  • Alkyl chloride
  • Organohalogen compound
  • Alkyl halide
  • Alkyl fluoride
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Not Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP3.9ALOGPS
logP3.73ChemAxon
logS-4.1ALOGPS
pKa (Strongest Basic)-2.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area40.62 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity78.79 m³·mol⁻¹ChemAxon
Polarizability31.36 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSTolylfluanid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0009000000-c00ed1412128e623d0ae2016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0gw1-2469000000-7f30f2f1840322d1e65d2016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-004i-9120000000-645fbe2501fd523382682016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0309000000-a77f1626e373bf27018d2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0f7o-0609000000-1767ab8ba185af7b77aa2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0il3-9824000000-06be8f966b7fe6f9c8712016-08-03View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDC18899
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkTolylfluanid
METLIN IDNot Available
PubChem Compound12898
PDB IDNot Available
ChEBI ID75182
References
General References
  1. Taylor A, Birkett JW: Pesticides in cannabis: A review of analytical and toxicological considerations. Drug Test Anal. 2020 Feb;12(2):180-190. doi: 10.1002/dta.2747. Epub 2020 Jan 19. [PubMed:31834671 ]