Permethrin


PubChem CID 40326
Molecular Formula C21H20Cl2O3
Structure Compound Image
Synonyms
Permethrin
52645-53-1
Ambush
Pounce
Transpermethrin
Permethrine
Permethrinum
Acticin
Corsair
Dragnet
Ectiban
Imperator
Kestrel
Lyclear
Outflank
Perigen
Permasect
Permetrina
Perthrine
Quamlin
Stomoxi
Stomoxin
Coopex
Cosair
Dragon
Eksmin
Picket
Pramex
Exmin
Expar
Kafil
Kavil
Ridect pour-on
Insorbcid MP
Perigen W
Permethrin,racemic
Mitin BC
Permanone 80
52341-32-9
Elimite
(3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate
Caswell No. 652BB
Activyl tick plus
1RS,cis-Permethrin
Permit
UNII-509F88P9SZ
CCRIS 2001
ICI-PP 557
SBP 15131TEC
Transpermethrin [ISO]
Permethrinum [Latin]
DTXSID8022292
CHEBI:34911
HSDB 6790
EINECS 258-067-9
FMC 41655
Permethrine [ISO-French]
EPA Pesticide Chemical Code 109701
NSC-760105
JF 7065
BRN 2063148
Ambushfog
Kaleait
Stomozan
WL 43479
(+-)-cis-Permethrin
Anomethrin N
DTXCID102292
509F88P9SZ
1RS cis-Permethrin
3-phenoxybenzyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate
3-(2,2-Dichloroethenyl)-2,2-dimethylcyclopropane carboxylic acid, (3-phenoxyphenyl) methyl ester
Cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, (3-phenoxyphenyl)methyl ester
Permethrinum (Latin)
NSC 760105
NCGC00159390-02
1RS-trans-Permethrin
Kudos
trans-Permethrin D6 (dimethyl D6)
Permethrine (ISO-French)
3-Phenoxybenzyl 2,2-dimethyl-3-(2,2-dichlorovinyl)cyclopropanecarboxylate
trans-(+-)-Permethrin
3-Phenoxybenzyl (1RS)-cis-trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate
3-Phenoxybenzyl (1RS,3RS;1RS,3SR)-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate
m-Phenoxybenzyl (+1)-cis,trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate
(3-Phenoxyphenyl)methyl (+-)-cis,trans-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate
3-(Phenoxyphenyl)methyl (+-)-cis,trans-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate
93389-07-2
Cyclopropanecarboxylicacid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, (3-phenoxyphenyl)methyl ester,(1R,3S)-rel-
Permethrin (ANSI:BSI:ISO)
Permethrin [ANSI:BSI:ISO]
NRDC-143
S-3151
Chinetrin
Ecsumin
Efmethrin
Indothrin
NRDC 146
NRDC 148
Exsmin
Ipitox
SBP-1513
(+-)-trans-Permethrin
Permethrine,c&t
(+-)-cis-Fmc 33297
Diffusil H
Stomoxin P
Outflank-stockade
Dragnet FT
Picket G
82523-59-9
[3-(phenyloxy)phenyl]methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate
Permasect-25EC
FMC 35171
Cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-,(3-phenoxyphenyl)methyl ester, (1R,3R)-rel-
Cyclopropanecarboxylic acid, 3-(2,2-dichlorovinyl)-2,2-dimethyl-, 3-phenoxybenzyl ester, (+-)-, (cis,trans)-
SMR000778043
Kestrel (pesticide)
LE 79-519
Antiborer 3768
CAS-52645-53-1
Bematin 987
NRDC 143
Permetrin (Hungarian)
Permitrene (Hungarian)
Permetrina [Portuguese]
FMC 33297
NIA 33297
PP 557
Hemoglobin atlanta-coventry
BRN 4153590
Permethrn
SBP-1513TEC
Permethrin [USAN:INN:BAN]
Lice Treatment
AI3-29296
MP79
m-Phenoxybenzyl 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate
BW-21-Z
(m-Phenoxybenzyl)-cis,trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate
S 3151
Cyclopropanecarboxylic acid, 3-(2,2-dichlorovinyl)-2,2-dimethyl-, (3-phenoxyphenyl)methyl ester, (1R-trans)-
OMS 1821
Hb Atlanta-coventry
Elimite (TN)
Hb At-Co
Permethrin 5% w/w
Leader Lice Treatment
52341-33-0
Sunmark Lice Treatment
Airline Pesticide Detox
OUTFLANK STOCKADE
AI3-29158
Permethrin (USAN/INN)
PERMETHRIN (IARC)
Permethrin Cream 5% w/w
cispermethrin (cis isomer)
Health Mart Lice Treatment
PERMETHRIN (MART.)
Nix Complete Lice Treatment
3-(2,2-Dichloroethenyl)-2,2-dimethylcyclopropanecarboxylic acid (3-phenoxyphenyl)methyl ester
biopermethrin (trans isomer)
CHEMBL1525
SCHEMBL26543
Airline Pesticide Detox6030
Cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, (3-phenoxyphenyl)methyl ester, cis-(+-)-
Cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, (3-phenoxyphenyl)methyl ester, trans-(+-)-
MLS001332525
MLS001332526
Nix Lice Killing Creme Rinse
Permethrin cis/trans ~ 1:1
Permethrin, analytical standard
NDRC 143
SCHEMBL15218274
Topcare lice killing creme rinse
BW 21-Z
P03AC04
HMS2232L22
HMS3264N07
HMS3369D10
Pharmakon1600-01504932
Cyclopropanecarboxylic acid, 3-(2,2-dichlorovinyl)-2,2-dimethyl-, (3-phenoxyphenyl)methyl ester, (1R-cis)-
good sense lice killing creme rinse
HY-B0887
SBP 1513
Tox21_111627
Tox21_201586
Tox21_300691
MFCD00041809
NSC760105
s6461
STL135986
COMPONENT OF ACTIVYL TICK PLUS
Good Neighbor Pharmacy Lice Treatment
VECTRA 3D COMPONENT PERMETHRIN
AKOS005746953
CCG-213703
DB04930
KS-5079
Permethrin 1000 microg/mL in Acetone
(+-)-3-Phenoxybenzyl 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate
(3-Phenoxyphenyl)methyl 3-(2,2-dichlorethenyl)-2,2-dimethylcyclopropanecarboxylate
3-Phenoxybenzyl(+-)-cis, trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropane-1-carboxylate
m-Phenoxybenzyl (+-)-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate
PERMETHRIN (EMA EPAR VETERINARY)
Permethrin 10 microg/mL in Cyclohexane
USEPA/OPP Pesticide Code: 109701
NCGC00159390-00
NCGC00159390-04
NCGC00159390-05
NCGC00159390-06
NCGC00159390-07
NCGC00159390-08
NCGC00159390-09
NCGC00159390-10
NCGC00159390-11
NCGC00159390-12
NCGC00159390-13
NCGC00159390-14
NCGC00254599-01
NCGC00259135-01
Permethrin 100 microg/mL in Cyclohexane
PERMETHRIN COMPONENT OF VECTRA 3D
1ST20227
3-Phenoxybenzyl-(+-)-cis,trans-2,2-dichlorovinyl-2,2-dimethyl-cyclopropylcarboxylic acid, ester
Permethrin (isomers), analytical standard
DB-052153
DB-214836
Total Permethrin 100 microg/mL in Acetone
ACTIVYL TICK PLUS COMPONENT PERMETHRIN
NS00000502
Permethrin, PESTANAL(R), analytical standard
D05443
G60893
Nix Complete Maximum Strength Lice Elimination
Nix FAMILY PACK Lice Killing Creme Rinse Kit
SBI-0653467.0001
AB00918441_05
Permethrin is known as a pyrethroid insecticide.
EN300-19628849
MIXTURE OF CIS AND TRANS PERMETHRIN ISOMERS
Q411635
J-523915
BRD-A25366096-001-07-3
BRD-A25366096-001-08-1
BRD-A25366096-001-09-9
Permethrin (25:75), EuropePharmacopoeia (EP) Reference Standard
(1RS,3SR)-3-(2,2-dichlorovinyl)-2,2-dimethylcyclo-propanecarboxylate
3-phenoxybenzyl 2-(2,2-dichlorovinyl)3,3-dimethylcyclopropanecarboxylate
3-Phenoxybenzyl 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate
(3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethyl-cyclopropane-1-carboxylate
(3-Phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane- carboxylate
(3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate
(3-phenoxyphenyl)methyl 3-(2,2-dichlorovinyl)-2,2-dimethyl-cyclopropanecarboxylate
(3-phenoxyphenyl)methyl-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropane- carboxylate
3-phenoxybenzyl (1RS)-cis,trans-3-(2,2-dichlorovinyl)- 2,2-dimethylcyclopropanecarboxylate
3-phenoxybenzyl (1RS)-cis,trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate
3-Phenoxybenzyl (1RS)-cis,trans-3-(2,2-dichlorvinyl)-2,2-dimethylcyclopropane- carboxylate
m-phenoxybenzyl 2,2-dimethyl-3-(2',2'-dichlorovinyl)-cyclopropanecarboxylate
m-Phenoxybenzyl(+1)-cis,trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropane- carboxylate
Permethrin for system suitability, EuropePharmacopoeia (EP) Reference Standard
(3-Phenoxyphenyl)methyl (+-)cis,trans-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate
(3-Phenoxyphenyl)methyl (+/-)-cis,trans-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate
3-(2,2-DICHLOROETHENYL)-2,2-DIMETHYLCYCLOPROPANE CARBOXYLIC ACID, (3-PHENOXY-PHENYL)METHYL ESTER
3-(2,2-Dichloroethenyl)-2,2-dimethylcyclopropanecarboxylic acid (3- phenoxyphenyl)methyl ester

Computed Descriptors


IUPAC Name (3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate
SMILES CC1(C(C1C(=O)OCC2=CC(=CC=C2)OC3=CC=CC=C3)C=C(Cl)Cl)C
Canonical SMILES CC1(C(C1C(=O)OCC2=CC(=CC=C2)OC3=CC=CC=C3)C=C(Cl)Cl)C
InChI InChI=1S/C21H20Cl2O3/c1-21(2)17(12-18(22)23)19(21)20(24)25-13-14-7-6-10-16(11-14)26-15-8-4-3-5-9-15/h3-12,17,19H,13H2,1-2H3
InChIKey RLLPVAHGXHCWKJ-UHFFFAOYSA-N

Computed Properties

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Molecular Weight 391.3 g/mol
XLogP3 6.5
Hydrogen Bond Donor Count 0
Hydrogen Bond Acceptor Count 3
Rotatable Bond Count 7
Exact Mass 390.079
Monoisotopic Mass 390.079
Topological Polar Surface Area 35.5
Heavy Atom Count 26
Formal Charge 0
Complexity 521
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 2
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
Covalently-Bonded Unit Count 1

Annotation

  • D004791 - Enzyme Inhibitors|D010575 - Pesticides
  • D007306 - Insecticides
  • D011722 - Pyrethrins|D016573 - Agrochemicals|P - Antiparasitic products, insecticides and repellents
  • P03 - Ectoparasiticides, incl. scabicides, insecticides and repellents
  • P03A - Ectoparasiticides, incl. scabicides
  • P03AC - Pyrethrines, incl. synthetic compounds
  • 30 pairs of Verified P450 and Permethrin


    Insect Gene Symbol Validation Reference
    Aedes aegypti CYP4D24 D
    Aedes aegypti CYP6BB2 X
    Aedes aegypti CYP9M6 X
    Anopheles funestus CYP325A X
    Anopheles funestus CYP6P9A D,E
    Anopheles funestus CYP6P9A D
    Anopheles funestus CYP6P9B D,E
    Anopheles funestus CYP6P9B D
    Anopheles gambiae CYP6M2 E
    Anopheles gambiae CYP6Z2 E
    Anopheles minimus CYP6AA3 E
    Anopheles minimus CYP6AA3 X
    Anopheles minimus CYP6P7 X
    Anopheles minimus CYP6P7 X
    Culex quinquefasciatus CYP325Y6 R
    Culex quinquefasciatus CYP4C52V1 R
    Culex quinquefasciatus CYP4D42V1 R
    Culex quinquefasciatus CYP6AA7 X
    Culex quinquefasciatus CYP6BZ2 R
    Culex quinquefasciatus CYP6P14 R
    Culex quinquefasciatus CYP9A32 X
    Culex quinquefasciatus CYP9AL1 R
    Culex quinquefasciatus CYP9J35 R
    Culex quinquefasciatus CYP9J45 R
    Culex quinquefasciatus CYP9M10 C
    Culex quinquefasciatus CYP9M10 X
    Cydia pomonella CYP9A61 E,Y
    Locusta migratoria CYP9A3 R
    Musca domestica CYP6D1 Y
    Plutella xylostella CYP6BG1 R