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Substance Name: Permethrin [USAN:INN:BAN]
RN: 52645-53-1
UNII: 509F88P9SZ
InChIKey: RLLPVAHGXHCWKJ-UHFFFAOYSA-N
Note
- A pyrethroid insecticide commonly used in the treatment of LICE INFESTATIONS and SCABIES.
Molecular Formula
- C21-H20-Cl2-O3
Molecular Weight
- 391.292
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
Classification Codes
- Agricultural Chemical
- Ectoparasiticide
- Enzyme Inhibitors
- Human Data
- Insecticide
- Insecticides
- Mutation Data
- Pesticides
- Reproductive Effect
- Skin / Eye Irritant
- Tumor Data
Superlist Classification Code
- Overall Carcinogenic Evaluation: Group 3
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Regulatory Agencies (Superlist Locators)
Other Resources (Internet Locators)
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Names and Synonyms
Name of Substance
- Permethrin
- Permethrin [ANSI:BSI:ISO]
- Permethrin [USAN:INN:BAN]
MeSH Heading
- Permethrin
Synonyms
- (+-)-3-Phenoxybenzyl 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate
- (3-Phenoxyphenyl)methyl 3-(2,2-dichlorethenyl)-2,2-dimethylcyclopropanecarboxylate
- 3-(2,2-Dichloroethenyl)-2,2-dimethylcyclopropanecarboxylic acid (3-phenoxyphenyl)methyl ester
- 3-(Phenoxyphenyl)methyl (+-)-cis,trans-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate
- 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
- 3-Phenoxybenzyl 2,2-dimethyl-3-(2,2-dichlorovinyl)cyclopropanecarboxylate
- 3-Phenoxybenzyl(+-)-cis, trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropane-1-carboxylate
- Acticin
- AI3-29158
- Ambush
- Ambushfog
- Anomethrin N
- Antiborer 3768
- Bematin 987
- BRN 2063148
- BW-21-Z
- Caswell No. 652BB
- CCRIS 2001
- Chinetrin
- Coopex
- Corsair
- Cosair
- Diffusil H
- Dragnet
- Dragnet FT
- Dragon
- Ecsumin
- Ectiban
- Efmethrin
- EINECS 258-067-9
- Eksmin
- Elimite
- EPA Pesticide Chemical Code 109701
- Exmin
- Expar
- Exsmin
- FMC 33297
- FMC 41655
- HSDB 6790
- ICI-PP 557
- Imperator
- Indothrin
- Insorbcid MP
- Ipitox
- JF 7065
- Kafil
- Kaleait
- Kavil
- Kestrel
- Kestrel (pesticide)
- Kudos
- LE 79-519
- Lyclear
- m-Phenoxybenzyl (+-)-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate
- m-Phenoxybenzyl (+1)-cis,trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate
- Mitin BC
- MP79
- NIA 33297
- NIX
- NRDC 143
- NSC 760105
- OMS 1821
- Outflank
- Outflank-stockade
- Perigen
- Perigen W
- Permanone 80
- Permasect
- Permasect-25EC
- Permethrin
- Permethrin,racemic
- Permethrine
- Permethrine [ISO-French]
- Permethrinum
- Permethrinum [Latin]
- Permetrin (Hungarian)
- Permetrina
- Permetrina [Portuguese]
- Permit
- Permitrene (Hungarian)
- Perthrine
- Picket
- Picket G
- Pounce
- PP 557
- Pramex
- Pynosect
- Quamlin
- Ridect Pour-On
- S 3151
- S-3151
- SBP 15131TEC
- SBP-1513
- SBP-1513TEC
- Stomoxi
- Stomoxin
- Stomoxin P
- Stomozan
- Talcord
- UNII-509F88P9SZ
- WL 43479
Systematic Names
- Cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, (3-phenoxyphenyl)methyl ester
- Cyclopropanecarboxylic acid, 3-(2,2-dichlorovinyl)-2,2-dimethyl-, 3-phenoxybenzyl ester, (+-)-, (cis,trans)-
- m-Phenoxybenzyl 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate
- Permethrin
Superlist Names
- (3-Phenoxyphenyl)methyl (+-)cis,trans-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate
- 3-(2,2-Dichloroethenyl)-2,2-dimethylcyclopropane carboxylic acid, (3-phenoxyphenyl) methyl ester
- Permethrin
Registry Numbers
CAS Registry Number
- 52645-53-1
FDA UNII
- 509F88P9SZ
Other Registry Numbers
- 57608-04-5
- 60018-94-2
- 63364-00-1
- 75497-64-2
- 93388-66-0
System Generated Number
- 0052645531
Structure Descriptors
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,13H2,1-2H3InChIKey
RLLPVAHGXHCWKJ-UHFFFAOYSA-NSmiles
CC1(C)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
bird - domestic | LD50 | oral | 32gm/kg (32000mg/kg) | Defense des Vegetaux. Vol. 32, Pg. 168, 1978. | |
chicken | LD50 | oral | 7gm/kg (7000mg/kg) | BEHAVIORAL: IRRITABILITY BEHAVIORAL: TREMOR GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS | JAT, Journal of Applied Toxicology. Vol. 7, Pg. 367, 1987. |
duck | LD50 | oral | 11300mg/kg (11300mg/kg) | Defense des Vegetaux. Vol. 32, Pg. 168, 1978. | |
guinea pig | LD50 | oral | 4gm/kg (4000mg/kg) | "Agrochemicals Handbook," with updates, Hartley, D., and H. Kidd, eds., Nottingham, Royal Soc of Chemistry, 1983-86Vol. A316, Pg. 1984, | |
man | LD50 | unreported | > 4gm/kg (4000mg/kg) | Defense des Vegetaux. Vol. 32, Pg. 168, 1978. | |
man | TDLo | oral | 2270mg/kg (2270mg/kg) | Journal of Toxicology, Clinical Toxicology. Vol. 36, Pg. 57, 1998. | |
man | TDLo | oral | 2270mg/kg (2270mg/kg) | GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA" BEHAVIORAL: COMA | Journal of Toxicology, Clinical Toxicology. Vol. 36, Pg. 57, 1998. |
mouse | LC50 | inhalation | 685mg/m3 (685mg/m3) | Yakkyoku. Pharmacy. Vol. 30, Pg. 1635, 1979. | |
mouse | LD50 | intraperitoneal | 429mg/kg (429mg/kg) | Ecotoxicology and Environmental Safety. Vol. 18, Pg. 27, 1989. | |
mouse | LD50 | intravenous | 31mg/kg (31mg/kg) | Toxicology and Applied Pharmacology. Vol. 66, Pg. 153, 1982. | |
mouse | LD50 | oral | 424mg/kg (424mg/kg) | Ecotoxicology and Environmental Safety. Vol. 18, Pg. 27, 1989. | |
mouse | LD50 | skin | > 10gm/kg (10000mg/kg) | Yakkyoku. Pharmacy. Vol. 30, Pg. 1635, 1979. | |
mouse | LD50 | subcutaneous | 10gm/kg (10000mg/kg) | BEHAVIORAL: ATAXIA BEHAVIORAL: TREMOR | Bochu Kagaku. Scientific Pest Control. Vol. 41, Pg. 143, 1976. |
mouse | LD50 | unreported | 680mg/kg (680mg/kg) | BEHAVIORAL: COMA BEHAVIORAL: ATAXIA BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 53(9), Pg. 69, 1988. |
mouse | LDLo | intracrebral | 600ug/kg (0.6mg/kg) | Toxicology and Applied Pharmacology. Vol. 66, Pg. 290, 1982. | |
quail | LD50 | oral | 13500mg/kg (13500mg/kg) | Defense des Vegetaux. Vol. 32, Pg. 168, 1978. | |
rabbit | LD50 | oral | 4gm/kg (4000mg/kg) | "Agrochemicals Handbook," with updates, Hartley, D., and H. Kidd, eds., Nottingham, Royal Soc of Chemistry, 1983-86Vol. A316, Pg. 1984, | |
rabbit | LD50 | skin | > 2gm/kg (2000mg/kg) | Farm Chemicals Handbook. Vol. -, Pg. C233, 1991. | |
rat | LC50 | inhalation | 485mg/m3 (485mg/m3) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 55(12), Pg. 21, 1990. | |
rat | LD | intravenous | > 270mg/kg (270mg/kg) | Nature. Vol. 246, Pg. 169, 1973. | |
rat | LD50 | oral | 383mg/kg (383mg/kg) | National Technical Information Service. Vol. AD-A047-284, | |
rat | LD50 | skin | 1750mg/kg (1750mg/kg) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 53(9), Pg. 69, 1988. | |
rat | LD50 | subcutaneous | 6600mg/kg (6600mg/kg) | BEHAVIORAL: ATAXIA BEHAVIORAL: TREMOR | Bochu Kagaku. Scientific Pest Control. Vol. 41, Pg. 143, 1976. |
rat | LD50 | unreported | 537mg/kg (537mg/kg) | BEHAVIORAL: ATAXIA BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: COMA | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 53(9), Pg. 69, 1988. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
Melting Point | 34 | deg C | EXP | |
log P (octanol-water) | 6.5 | (none) | EXP | |
Water Solubility | 0.006 | mg/L | 20 | EXP |
Vapor Pressure | 2.18E-08 | mm Hg | 25 | EXP |
Henry's Law Constant | 1.87E-06 | atm-m3/mole | 25 | EST |
Atmospheric OH Rate Constant | 3.90E-11 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.