Cyantraniliprole

Basic Info

Common NameCyantraniliprole(F06261)
2D Structure
FRCD IDF06261
CAS Number736994-63-1
PubChem CID11578610
FormulaC19H14BrClN6O2
IUPAC Name

5-bromo-2-(3-chloropyridin-2-yl)-N-[4-cyano-2-methyl-6-(methylcarbamoyl)phenyl]pyrazole-3-carboxamide

InChI Key

DVBUIBGJRQBEDP-UHFFFAOYSA-N

InChI

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)

Canonical SMILES

CC1=CC(=CC(=C1NC(=O)C2=CC(=NN2C3=C(C=CC=N3)Cl)Br)C(=O)NC)C#N

Isomeric SMILES

CC1=CC(=CC(=C1NC(=O)C2=CC(=NN2C3=C(C=CC=N3)Cl)Br)C(=O)NC)C#N

Synonyms
        
            3-Bromo-1-(3-chloro-2-pyridinyl)-N-[4-cyano-2-methyl-6-[(methylamino)carbonyl]phenyl]-1H-pyrazole-5-carboxamide
        
            Cyantraniliprole
        
            736994-63-1
        
            UNII-LO6K6H48FD
        
            LO6K6H48FD
        
            3-bromo-1-(3-chloro-2-pyridyl)-4'-cyano-2'-methyl-6'-(methylcarbamoyl)pyrazole-5-carboxanilide
        
            3-bromo-1-(3-chloropyridin-2-yl)-n-[4-cyano-2-methyl-6-(methylcarbamoyl)phenyl]-1h-pyrazole-5-carboxamide
        
            Cyantraniliprole [ISO]
        
            Cyazypyr
        
            Galaxy
Classifies
                

                  
                    Pesticide
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassBenzenoids
ClassBenzene and substituted derivatives
SubclassAnilides
Intermediate Tree NodesNot available
Direct ParentAromatic anilides
Alternative Parents
Molecular FrameworkAromatic heteromonocyclic compounds
SubstituentsAromatic 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
DescriptionThis compound 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.

Properties

Property NameProperty Value
Molecular Weight473.715
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count4
Complexity672
Monoisotopic Mass472.005
Exact Mass472.005
XLogP3.9
Formal Charge0
Heavy Atom Count29
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Citrus fruits0110000European Union0.926/06/2018
Oranges (Bergamots, Bitter oranges/sour oranges, Blood oranges, Cara caras, Chinottos, Trifoliate oranges, Other hybrids of Citrus sinensis, not elsewhere mentioned,)0110020European Union0.926/06/2018
Lemons (Buddha's hands/Buddha's fingers, Citrons,)0110030European Union0.926/06/2018
Limes (Indian sweet limes/Palestine sweet limes, Kaffir limes, Sweet limes/mosambis, Tahiti limes, Limequats,)0110040European Union0.926/06/2018
Mandarins (Calamondins, Clementines, Cleopatra mandarins, Minneolas, Satsumas/clausellinas, Tangerines/dancy mandarins, Tangors, Other hybrids of Citrus reticulata, not elsewhere mentioned,)0110050European Union0.926/06/2018
Others (2)0110990European Union0.926/06/2018
Tree nuts0120000European Union0.0426/06/2018
Almonds (Apricot kernels, Bitter almonds, Canarium nuts/galip nuts, Pili nuts, Okari nuts,)0120010European Union0.0426/06/2018
Brazil nuts0120020European Union0.0426/06/2018
Cashew nuts0120030European Union0.0426/06/2018
Chestnuts0120040European Union0.0426/06/2018
Coconuts (Areca nuts/betel nuts,)0120050European Union0.0426/06/2018
Hazelnuts/cobnuts (Acorns, Filberts,)0120060European Union0.0426/06/2018
Macadamias0120070European Union0.0426/06/2018
Pecans (Hickory nuts,)0120080European Union0.0426/06/2018
Pistachios0120100European Union0.0426/06/2018
Walnuts0120110European Union0.0426/06/2018
Others (2)0120990European Union0.0426/06/2018
Pome fruits0130000European Union0.826/06/2018
Apples (Crab apples/wild apples, Tejocotes,)0130010European Union0.826/06/2018

References

TitleJournalDatePubmed ID
Cyantraniliprole at Sublethal Dosages Negatively Affects the Development,Reproduction, and Nutrient Utilization of Ostrinia furnacalis (Lepidoptera:Crambidae).J Econ Entomol2017 Feb 128011688
Effects of Sublethal Concentrations of Cyantraniliprole on the Development,Fecundity and Nutritional Physiology of the Black Cutworm Agrotis ipsilon(Lepidoptera: Noctuidae).PLoS One2016 Jun 127249654
Laboratory and field assessment of cyantraniliprole relative to existing fly baits.Pest Manag Sci2015 May24976618
Simultaneous determination of chlorantraniliprole and cyantraniliprole in fruits,vegetables and cereals using ultra-high-performance liquid chromatography-tandem mass spectrometry with the isotope-labelled internal standard method.Anal Bioanal Chem2015 May25822158
Insecticidal suppression of Asian citrus psyllid Diaphorina citri (Hemiptera:Liviidae) vector of huanglongbing pathogens.PLoS One2014 Dec 125437858
Uptake of cyantraniliprole into tomato fruit and foliage under hydroponicconditions: application to calibration of a plant/soil uptake model.J Agric Food Chem2013 Sep 2524000775
Ammonium chloride salting out extraction/cleanup for trace-level quantitativeanalysis in food and biological matrices by flow injection tandem massspectrometry.Anal Chim Acta2013 Mar 2023473245
Determination of cyantraniliprole and its major metabolite residues in pakchoiand soil using ultra-performance liquid chromatography-tandem mass spectrometry.Bull Environ Contam Toxicol2012 Oct22933172
Determination of cyantraniliprole and its major metabolite residues in vegetable and soil using ultra-performance liquid chromatography/tandem mass spectrometry.Biomed Chromatogr2012 Mar21710575
Fast extraction and dilution flow injection mass spectrometry method forquantitative chemical residue screening in food.J Agric Food Chem2011 Jul 2721388127
QuEChERS multiresidue method validation and mass spectrometric assessment for thenovel anthranilic diamide insecticides chlorantraniliprole and cyantraniliprole.J Agric Food Chem2011 Feb 921194212