Showing Compound Card for Cyantraniliprole (CDB006241)

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Record Information
Version1.0
Created at2020-07-28 20:22:17 UTC
Updated at2020-11-18 16:40:15 UTC
CannabisDB IDCDB006241
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameCyantraniliprole
Descriptioncyantraniliprole, also known as zyrox, belongs to the class of organic compounds known as aromatic anilides. These are aromatic compounds containing an anilide group in which the carboxamide group is substituted with an aromatic group. They have the general structure RNC(=O)R', where R= benzene, and R = aryl group. A ryanodine receptor agonist, it is used as insecticide for the control of whitefly, thrips, aphids, fruitflies, and fruit worms in crops such as onions, potatoes and tomatoes. A carboxamide that is chlorantraniliprole in which the chlorine atom attached to the phenyl ring has been replaced by a cyano group. cyantraniliprole is a strong basic compound (based on its pKa). It is highly toxic to honeybees.
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
3-Bromo-1-(3-chloro-2-pyridinyl)-N-[4-cyano-2-methyl-6-[(methylamino)carbonyl]phenyl]-1H-pyrazole-5-carboxamideChEBI
3-Bromo-1-(3-chloro-2-pyridyl)-4'-cyano-2'-methyl-6'-(methylcarbamoyl)pyrazole-5-carboxanilideChEBI
ZyroxChEBI
CyantraniliproleMeSH
Chemical FormulaC19H14BrClN6O2
Average Molecular Weight473.72
Monoisotopic Molecular Weight472.005014
IUPAC Name3-bromo-1-(3-chloropyridin-2-yl)-N-[4-cyano-2-methyl-6-(methyl-C-hydroxycarbonimidoyl)phenyl]-1H-pyrazole-5-carboximidic acid
Traditional Name5-bromo-2-(3-chloropyridin-2-yl)-N-[4-cyano-2-methyl-6-(methyl-C-hydroxycarbonimidoyl)phenyl]pyrazole-3-carboximidic acid
CAS Registry NumberNot Available
SMILES
CN=C(O)C1=C(N=C(O)C2=CC(Br)=NN2C2=C(Cl)C=CC=N2)C(C)=CC(=C1)C#N
InChI Identifier
InChI=1S/C19H14BrClN6O2/c1-10-6-11(9-22)7-12(18(28)23-2)16(10)25-19(29)14-8-15(20)26-27(14)17-13(21)4-3-5-24-17/h3-8H,1-2H3,(H,23,28)(H,25,29)
InChI KeyDVBUIBGJRQBEDP-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aromatic anilides. These are aromatic compounds containing an anilide group in which the carboxamide group is substituted with an aromatic group. They have the general structure RNC(=O)R', where R= benzene, and R = aryl group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassAnilides
Direct ParentAromatic anilides
Alternative Parents
Substituents
  • Aromatic anilide
  • 2-pyrazolylpyridine
  • Benzoic acid or derivatives
  • M-toluamide
  • Toluamide
  • Benzamide
  • 2-heteroaryl carboxamide
  • Benzoyl
  • Benzonitrile
  • Pyrazole-5-carboxamide
  • Toluene
  • Aryl halide
  • Aryl chloride
  • Pyridine
  • Aryl bromide
  • Azole
  • Vinylogous amide
  • Pyrazole
  • Heteroaromatic compound
  • Secondary carboxylic acid amide
  • Carboxamide group
  • Nitrile
  • Carbonitrile
  • Carboxylic acid derivative
  • Organoheterocyclic compound
  • Azacycle
  • Organochloride
  • Organobromide
  • Organohalogen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organonitrogen compound
  • Organooxygen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
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
logP3.3ALOGPS
logP4.58ChemAxon
logS-3.9ALOGPS
pKa (Strongest Acidic)4.07ChemAxon
pKa (Strongest Basic)3.31ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area119.68 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity117.27 m³·mol⁻¹ChemAxon
Polarizability42.46 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSCyantraniliprole, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00dr-0500900000-258728f1250dbcc027522016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0900300000-394753366834fe6910d82016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a7i-1900000000-7a06760d2677fd04ed3d2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0023900000-ad31576d027b59669d202016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-0129300000-191e9eae2822800d35e92016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014l-3911000000-c79515a82da06db02bdb2016-08-03View 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 IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkCyantraniliprole
METLIN IDNot Available
PubChem Compound11578610
PDB IDNot Available
ChEBI ID132300
References
General References
  1. Moulins JR, Blais M, Montsion K, Tully J, Mohan W, Gagnon M, McRitchie T, Kwong K, Snider N, Blais DR: Multiresidue Method of Analysis of Pesticides in Medical Cannabis. J AOAC Int. 2018 Nov 1;101(6):1948-1960. doi: 10.5740/jaoacint.17-0495. Epub 2018 May 29. [PubMed:29843862 ]