1H-Pyrazole-5-carboxamide, 3-bromo-1-(3-chloro-2-pyridinyl)-N-[4-cyano-2-methyl-6-[(methylamino)carbonyl]phenyl]- (CHEM014858)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-19 04:37:21 UTC
Update Date2016-11-09 01:15:05 UTC
Accession NumberCHEM014858
Identification
Common Name1H-Pyrazole-5-carboxamide, 3-bromo-1-(3-chloro-2-pyridinyl)-N-[4-cyano-2-methyl-6-[(methylamino)carbonyl]phenyl]-
ClassSmall Molecule
DescriptionA carboxamide that is chlorantraniliprole in which the chlorine atom attached to the phenyl ring has been replaced by a cyano group.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. It is highly toxic to honeybees.
Contaminant Sources
  • HPV EPA Chemicals
Contaminant TypeNot Available
Chemical 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 Mass473.720 g/mol
Monoisotopic Mass472.005 g/mol
CAS Registry Number736994-63-1
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
SMILESCN=C(O)C1=C(N=C(O)C2=CC(Br)=NN2C2=C(Cl)C=CC=N2)C(C)=CC(=C1)C#N
InChI IdentifierInChI=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
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 Solubility0.056 g/LALOGPS
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
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, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00dr-0500900000-258728f1250dbcc02752Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0900300000-394753366834fe6910d8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a7i-1900000000-7a06760d2677fd04ed3dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0023900000-ad31576d027b59669d20Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-0129300000-191e9eae2822800d35e9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014l-3911000000-c79515a82da06db02bdbSpectrum
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 LinkCyantraniliprole
Chemspider IDNot Available
ChEBI ID132300
PubChem Compound ID11578610
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=23800585
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=24000775
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=24700426
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=24771486
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=24772533
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=24976618
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=25138719
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=25138907
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=25822158
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=26113508
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=26118543
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=26340224
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=26470150
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=26470209
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=26610575
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=26921229
17. https://www.ncbi.nlm.nih.gov/pubmed/?term=27122494
18. https://www.ncbi.nlm.nih.gov/pubmed/?term=27145579
19. https://www.ncbi.nlm.nih.gov/pubmed/?term=27146435
20. https://www.ncbi.nlm.nih.gov/pubmed/?term=27247299
21. https://www.ncbi.nlm.nih.gov/pubmed/?term=27249654