Bifenthrin

PubChem CID	6442842
Molecular Formula	C23H22ClF3O2
Structure
Synonyms	BIFENTHRIN Biphenthrin Kappa-bifenthrin Capture 82657-04-3 Biphentrin Biphenate Empower Talstar Bifenthrine Discipline Brigade Fanfare (R)-Bifenthrin 439680-76-9 DeterMite TalstarOne (1R)-cis-Bifenthrin (+)-(1R)-cis-Bifenthrin Kappa-bifenthrine FMC 54800 Caswell No. 463F Onyx Kappa-bifenthrin [ISO] UNII-6B66JED0KN 6B66JED0KN fmc-54800 BIFLEX WISDOM CCRIS 9249 CHEBI:3093 DTXSID9020160 HSDB 6568 CNW4AM9VYX Bifenthrin (mixture of enantiomers) 1R-CIS-BIFENTHRIN FMC 58000 Bifenthrine [ISO-French] EPA Pesticide Chemical Code 128825 Bifenthrin [ANSI:BSI:ISO] DTXCID9032402 (2-methyl(1,1'-biphenyl)-3-yl)methyl (1R,3R)-3-((1Z)-2-chloro-3,3,3-trifluoroprop-1-en-1-yl)-2,2-dimethylcyclopropane-1-carboxylate 2-Methylbiphenyl-3-ylmethyl-(Z)-(1RS)-cis-3-(2-chloro-3,3,3-trifluoroprop-1-enyl)-2,2-dimethylcyclopropanecarboxylate Bifenthrine (ISO-French) Bifentrin (1alpha,3alpha(Z))-(+-)-(2-Methyl(1,1'-biphenyl)-3-yl)methyl 3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarboxylate (1alpha,3alpha(Z))-(+-)-3-(2-Chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarboxylic acid (2-methyl(1,1'-biphenyl)-3-yl)methyl ester Bifenthrin (ANSI:BSI:ISO) (2-methyl-[1,1'-biphenyl]-3-yl)methyl rel-(1R,3R)-3-[(1Z)-2-chloro-3,3,3-trifluoroprop-1-en-1-yl]-2,2-dimethylcyclopropanecarboxylate Cyclopropanecarboxylic acid, 3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethyl-, (2-methyl(1,1'-biphenyl)-3-yl)methyl ester, (Z)- CAS-82657-04-3 (2-methyl-(1,1'-biphenyl)-3-yl)methyl rel-(1R,3R)-3-((1Z)-2-chloro-3,3,3-trifluoroprop-1-en-1-yl)-2,2-dimethylcyclopropanecarboxylate 2-Methylbiphenyl-3-ylmethyl (Z)-(1RS,3RS)-3-(2-chloro-3,3,3-trifluoroprop-1-enyl)-2,2-dimethylcyclopropanecarboxylate Cyclopropanecarboxylic acid, 3-((1Z)-2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethyl-, (2-methyl(1,1'-biphenyl)-3-yl)methyl ester, (1R,3R)-rel- 2-Methyl( Onyx 6 Special Order BIFENTHRIN [MI] UNII-CNW4AM9VYX BIFENTHRIN [ISO] BIFENTHRIN [HSDB] Pesticide Code: 128825 SCHEMBL313858 Bifenthrin, analytical standard CHEMBL2227975 CHEBI:87579 DTXSID20891316 HY-B0824 Tox21_201530 Tox21_301064 AKOS015994766 DB15056 KS-5074 NCGC00254966-01 NCGC00259080-01 (2-methyl-3-phenylphenyl)methyl (1R,3R)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate 1ST20210-1000M B6293 CS-0012840 NS00066797 Bifenthrin Solution in Methanol, 1000?g/mL Bifenthrin, PESTANAL(R), analytical standard E84026 (1.ALPHA.,3.ALPHA.(Z))-(+/-)-3-(2-CHLORO-3,3,3-TRIFLUORO-1-PROPENYL)-2,2-DIMETHYLCYCLOPROPANECARBOXYLIC ACID (2-METHYL(1,1'-BIPHENYL)-3-YL)METHYL ESTER (1alpha,3alpha(Z))-(+/-)-3-(2-CHLORO-3,3,3-TRIFLUORO-1-PROPENYL)-2,2-DIMETHYLCYCLOPROPANECARBOXYLIC ACID (2-METHYL(1,1'-BIPHENYL)-3-YL)METHYL ESTER (1R,3R)-3-[(1z)-2-Chloro-3,3,3-trifluoro-1-propenyl]-2,2-dimethylcyclopropanecarboxylic acid (2-methyl[1,1'-biphenyl]-3-yl)methyl ester (2-METHYL(1,1'-BIPHENYL)-3-YL)METHYL (1R,3R)-3-((1Z)-2-CHLORO-3,3,3-TRIFLUORO-1-PROPEN-1-YL)-2,2-DIMETHYLCYCLOPROPANECARBOXYLATE (2-methyl-[1,1'-biphenyl]-3-yl)methyl (1R,3R)-3-[(1Z)-2-chloro-3,3,3-trifluoroprop-1-en-1-yl]-2,2-dimethylcyclopropanecarboxylate (2-METHYLBIPHENYL-3-YL)METHYL (1R)-CIS-3-((Z)-2-CHLORO-3,3,3-TRIFLUOROPROP-1-ENYL)-2,2-DIMETHYLCYCLOPROPANECARBOXYLATE (2-METHYLBIPHENYL-3-YL)METHYL (1R,3R)-3-((Z)-2-CHLORO-3,3,3-TRIFLUOROPROP-1-ENYL)-2,2-DIMETHYLCYCLOPROPANECARBOXYLATE 2-methylbiphenyl-3-ylmethyl (1R)-cis-3-((Z)-2-chloro-3,3,3-trifluoroprop-1-enyl)-2,2-dimethylcyclopropanecarboxylate 2-Methylbiphenyl-3-ylmethyl (z)-(1RS,3RS)-3-(2-chloro-3,3,3-trifluoroprop-1- enyl)-2,2-dimethylcyclopropanecarboxylate CYCLOPROPANECARBOXYLIC ACID, 3-((1Z)-2-CHLORO-3,3,3-TRIFLUORO-1-PROPEN-1-YL)-2,2-DIMETHYL-, (2-METHYL(1,1'-BIPHENYL)-3-YL)METHYL ESTER, (1R,3R)- CYCLOPROPANECARBOXYLIC ACID, 3-((1Z)-2-CHLORO-3,3,3-TRIFLUORO-1-PROPENYL)-2,2-DIMETHYL-, (2-METHYL(1,1'-BIPHENYL)-3-YL)METHYL ESTER, (1R,3R)- CYCLOPROPANECARBOXYLIC ACID, 3-(2-CHLORO-3,3,3-TRIFLUORO-1-PROPENYL)-2,2-DIMETHYL-, (2-METHYL(1,1'-BIPHENYL)-3-YL)METHYL ESTER, (1.ALPHA.,3.ALPHA.(Z))-(+/-)- CYCLOPROPANECARBOXYLIC ACID, 3-(2-CHLORO-3,3,3-TRIFLUORO-1-PROPENYL)-2,2-DIMETHYL-, (2-METHYL(1,1'-BIPHENYL)-3-YL)METHYL ESTER, (1alpha,3alpha(Z))-(+/-)- Cyclopropanecarboxylic acid, 3-[(1Z)-2-chloro-3,3,3-trifluoro-1-propen-1-yl]-2,2-dimethyl-, (2-methyl[1,1 inverted exclamation marka-biphenyl]-3-yl)methyl ester, (1R,3R)- Cyclopropanecarboxylic acid,3-[(1Z)-2-chloro-3,3,3-trifluoro-1-propenyl]-2,2-dimethyl-,(2-methyl[1,1'-biphenyl]-3-yl)methyl ester, (1R,3R)-rel-

Computed Descriptors

IUPAC Name	(2-methyl-3-phenylphenyl)methyl (1R,3R)-3-[(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl]-2,2-dimethylcyclopropane-1-carboxylate
SMILES	CC1=C(C=CC=C1C2=CC=CC=C2)COC(=O)[C@@H]3[C@@H](C3(C)C)/C=C(/C(F)(F)F)\Cl
Canonical SMILES	CC1=C(C=CC=C1C2=CC=CC=C2)COC(=O)C3C(C3(C)C)C=C(C(F)(F)F)Cl
InChI	InChI=1S/C23H22ClF3O2/c1-14-16(10-7-11-17(14)15-8-5-4-6-9-15)13-29-21(28)20-18(22(20,2)3)12-19(24)23(25,26)27/h4-12,18,20H,13H2,1-3H3/b19-12-/t18-,20-/m0/s1
InChIKey	OMFRMAHOUUJSGP-IRHGGOMRSA-N

Computed Properties

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Molecular Weight	422.9 g/mol
XLogP3	6
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	6
Exact Mass	422.126
Monoisotopic Mass	422.126
Topological Polar Surface Area	26.3
Heavy Atom Count	29
Formal Charge	0
Complexity	622
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	1
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1

Annotation

D010575 - Pesticides

D007306 - Insecticides

D011722 - Pyrethrins

3 pairs of Verified P450 and Bifenthrin

Insect	Gene Symbol	Validation	Reference
Anopheles funestus	CYP6P9B	D,E	Directionally selected cytochrome P450 alleles are driving the spread of pyrethroid resistance in the major malaria vector Anopheles funestus Proceedings of The National Academy of Sciences of The United States of America 2013/1/2 \| 10.1073/pnas.1216705110 \| WOS:000313630300059 PubMed Link
Helicoverpa armigera	CYP6B7	Y	Heterologous expression of Helicoverpa armigera cytochrome P450 CYP6B7 in Pichia pastoris and interactions of CYP6B7 with insecticides Pest Management Science 2017/8/22 \| 10.1002/ps.4552 \| WOS:000406689900012 PubMed Link
Helicoverpa armigera	CYP6B7	Y	Heterologous Co-expression of CYP6B7 and NADPH-Dependent Cytochrome P450 Reductase From Helicoverpa armigera (Lepidoptera: Noctuidae) in Pichia pastoris Journal of Economic Entomology 2018/8/20 \| 10.1093/jee/toy116 \| WOS:000440954400046 PubMed Link