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Registry of Toxic Effects of Chemical Substances (RTECS)

Cyclopropanecarboxylic acid, 3-(2,2-dichlorovinyl)-2,2-dimethyl-, 3-phenoxybenzyl ester,(+-)-,(cis,trans)-

RTECS #

GZ1255000

CAS #

52645-53-1; 57608-04-5; 60018-94-2; 63364-00-1; 75497-64-2; 93388-66-0

Updated

October 2012

Molecular Weight

391.31

Molecular Formula

C21H20Cl2O3

Synonyms

(3-Phenoxyphenyl)methyl 3-(2,2-dichlorethenyl)-2,2-dimethylcyclopropanecarboxylate
3-(2,2-Dichloroethenyl)-2,2-dimethylcyclopropanecarboxylic acid
3-Phenoxybenzyl (+-)-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate
3-Phenoxybenzyl dl-cis/trans-3-(2,2-dichlorovinyl)-2,2-dimethyl-1-cyclopropanecarboxylate
3-Phenoxybenzyl(+-)-cis, trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropane-1-carboxylate
3-Phenoxybenzyl-(+)-cis,trans3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate
AI3-29158
Ambush
Ambushfog
Anomethrin N
Antiborer 3768
Bematin 987
BW-21-Z
Chinetrin
Coopex
Corsair
Damminix
Diffusil H
Dragnet
Dragnet FT
Dragon
Ecsumin
Ectiban
Efmethrin
Exmin
Exsmin
FMC 33297
FMC 41655
ICI-PP 557
Indothrin
Ipitox
Kafil
Kaleait
Kestrel (pesticide)
Kudos
LE 79-519
MP79
NIA 33297
NRDC 143
OMS 1821
Outflank
Outflank-stockade
Peregin
Peregin W
Permasect
Permasect-25EC
Permethrin
Permethrin, commercial
Permetrin (Hungarian)
Permetrina (Portuguese)
Permitrene (Hungarian)
Picket
Picket G
Pounce
PP 557
Pramex
S-3151
SBP-1513
SBP-1513TEC
Stomoxin
Stomoxin P
Stomozan
Technical-grade permethrin
WL 43479

Skin and Eye Irritation and References

Route/OrganismDoseEffectReference
skin /rabbit 500 mg/24H mildNTIS** AD-A047-284

Mutation Data and Reference

System TestRoute/Organism/TissueDoseReference
Cytogenetic Analysisoral/mouse150 mg/kgPHABDI 21,227,1981
DNA Damageoral/rat9000 mg/kg/60D- intermittentTXCYAC 203,17,2004
DNA inhibitionleukocyte/mouse110 µmol/LDCTODJ 10,291,1987
DNA inhibitionlymphocyte/human140 µmol/LDCTODJ 10,291,1987
micronucleus testlymphocyte/human10 mg/LEMMUEG 20,218,1992
micronucleus testoral/rat139 µg/kgDCTODJ 10,291,1987
sister chromatid exchangelymphocyte/human50 mg/LEMMUEG 20,218,1992
specific locus testmultiple/Drosophila melanogaster100 ppbEMMUEG 25,148,1995

Reproductive Effects Data and References

Route/OrganismDoseEffectReference
oral/rat 250 mg/kg (6-15D pregnant)Reproductive: Effects on fertility: Post- implantation mortality (e.g., dead and/or resorbed implants per total number of implants)BECTA6 29,84,1982
oral/mouse 196 mg/kg (28D male/28D prior to copulation)Reproductive: Effects on newborn: Growth statistics (e.g., reduced weight gain)

Reproductive: Effects on newborn: Behavioral

Reproductive: Effects on newborn: Physical
NRTXDN 27,421,2006
oral/mouse 196 mg/kg (28D male/28D prior to copulation)Reproductive: Effects on newborn: Viability index (e.g., # alive at day 4 per # born alive)NRTXDN 27,421,2006
oral/mouse 10 mg/kg (10D pregnant)Reproductive: Specific developmental abnormalities: Central nervous systemTOXID9 -,441,2009
oral/mouse 2 mg/kg (10D pregnant)Reproductive: Effects on embryo or fetus: Fetotoxicity (except death, e.g., stunted fetus)

Reproductive: Specific developmental abnormalities: Cardiovascular (circulatory) system

Reproductive: Effects on newborn: Behavioral
TOXID9 -,441,2009

Acute Toxicity Data and References

Route/OrganismDoseEffectReference
In Vitro/Chicken, neurons Inhibitor Concentration (50 percent kill): 30.2 µmol/L/72HIn Vitro Toxicity Studies: Cell morphology: overgrowth of cell appendixes etc.TIVIEQ 4,17,1990
In Vitro/Non-mammalian species, neurons Inhibitor Concentration (50 percent kill): 6.8 µmol/L/72HIn Vitro Toxicity Studies: Cell morphology: overgrowth of cell appendixes etc.TIVIEQ 4,17,1990
inhalation/mouse lethal concentration (50 percent kill): 685 mg/m3YKYUA6 30,1635,1979
inhalation/rat lethal concentration (50 percent kill): 485 mg/m3GISAAA 55(12),21,1990
intracerebral/mouse lowest published lethal dose: 600 µg/kgTXAPA9 66,290,1982
intraperitoneal/mouse lethal dose (50 percent kill): 429 mg/kgEESADV 18,27,1989
intraperitoneal/rat lowest published toxic dose: 60 mg/kgBehavioral: Change in motor activity (specific assay)VHTODE 42,65,2000
intravenous/mouse lethal dose (50 percent kill): 31 mg/kgBiochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Other enzymesTXAPA9 66,153,1982
intravenous/rat Lethal dose: >270 mg/kgNATUAS 246,169,1973
oral/chicken lethal dose (50 percent kill): 7 gm/kgBehavioral: Tremor

Behavioral: Irritability

Gastrointestinal: Changes in structure or function of salivary glands
JJATDK 7,367,1987
oral/domestic bird lethal dose (50 percent kill): 32 gm/kgDEVEAA 32,168,1978
oral/duck lethal dose (50 percent kill): 11300 mg/kgDEVEAA 32,168,1978
oral/guinea pig lethal dose (50 percent kill): 4 gm/kg85JFAN A316,1984
oral/man lowest published toxic dose: 2270 mg/kgBehavioral: Coma

Gastrointestinal: Hypermotility, diarrhea

Nutritional and Gross Metabolic: Changes in: Metabolic acidosis
JTCTDW 36,57,1998
oral/mouse lethal dose (50 percent kill): 424 mg/kgEESADV 18,27,1989
oral/quail lethal dose (50 percent kill): 13500 mg/kgDEVEAA 32,168,1978
oral/rabbit lethal dose (50 percent kill): 4 gm/kg85JFAN A316,1984
oral/rat lethal dose (50 percent kill): 383 mg/kgNTIS** AD-A047-284
oral/rat lowest published toxic dose: 180 mg/kgEndocrine: Other changes

Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Other enzymes
NRTXDN 8,15,1987
oral/rat lowest published toxic dose: 50 mg/kgBrain and Coverings: Other degenerative changes

Biochemical: Metabolism (intermediary): Other
TOXID9 44,443,2005
skin/mouse lowest published toxic dose: 440 mg/kgEndocrine: Changes in spleen weightFCTOD7 40,1863,2002
skin/mouse lowest published toxic dose: 660 mg/kgEndocrine: Changes in spleen weight

Endocrine: Changes in thymus weight
FCTOD7 40,1863,2002
skin/mouse lowest published toxic dose: 660 mg/kgEndocrine: Changes in thymus weight

Blood: Changes in spleen

Immunological Including Allergic: Decrease in cellular immune response
FCTOD7 40,1863,2002
skin/mouse lowest published lethal dose: 1650 µL/kgBehavioral: Ataxia

Endocrine: Changes in thymus weight

Immunological Including Allergic: Decrease in cellular immune response
IJTOFN 22,35,2003
skin/mouse lethal dose (50 percent kill): >10 gm/kgYKYUA6 30,1635,1979
skin/rabbit lethal dose (50 percent kill): >2 gm/kgFMCHA2 -,C233,1991
skin/rat lethal dose (50 percent kill): 1750 mg/kgGISAAA 53(9),69,1988
subcutaneous/mouse lethal dose (50 percent kill): 10 gm/kgBehavioral: Tremor

Behavioral: Ataxia
BOCKAF 41,143,1976
subcutaneous/rat lethal dose (50 percent kill): 6600 mg/kgBehavioral: Tremor

Behavioral: Ataxia
BOCKAF 41,143,1976
unreported route/man lethal dose (50 percent kill): >4 gm/kgDEVEAA 32,168,1978
unreported route/mouse lethal dose (50 percent kill): 680 mg/kgBehavioral: Convulsions or effect on seizure threshold

Behavioral: Ataxia

Behavioral: Coma
GISAAA 53(9),69,1988
unreported route/rat lethal dose (50 percent kill): 537 mg/kgBehavioral: Convulsions or effect on seizure threshold

Behavioral: Ataxia

Behavioral: Coma
GISAAA 53(9),69,1988
unreported route/rat lethal dose (50 percent kill): 1200 mg/kgTOXID9 44,256,2005

Other Multiple Dose Data and References

Route/OrganismDoseEffectReference
inhalation/rat lowest published toxic concentration: 1500 µg/m3/24H/13W- continuousBrain and Coverings: Recordings from specific areas of CNS

Blood: Changes in leukocyte (WBC) count

Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Phosphatases
GISAAA 55(12),21,1990
intraperitoneal/mouse lowest published toxic dose: 2.4 mg/kg/2W- intermittentBrain and Coverings: Other degenerative changes

Biochemical: Metabolism (intermediary): Effect on active transport
NRTXDN 23,537,2002
intraperitoneal/mouse lowest published toxic dose: 4.5 mg/kg/2W- intermittentBrain and Coverings: Other degenerative changes

Biochemical: Neurotransmitters or modulators (putative): Dopamine in striatum
NRTXDN 23,537,2002
intraperitoneal/mouse lowest published toxic dose: 0.6 mg/kg/2W- intermittentBrain and Coverings: Other degenerative changes

Biochemical: Metabolism (intermediary): Other proteins
TXAPA9 192,287,2003
intraperitoneal/mouse lowest published toxic dose: 4.5 mg/kg/2W- intermittentBiochemical: Neurotransmitters or modulators (putative): Dopamine in striatumNRTXDN 23,537,2002
intraperitoneal/mouse lowest published toxic dose: 150 mg/kg/2W- intermittentBiochemical: Metabolism (intermediary): Other

Biochemical: Neurotransmitters or modulators (putative): Dopamine in striatum
NRTXDN 23,537,2002
intraperitoneal/mouse lowest published toxic dose: 4.5 mg/kg/2W- intermittentBiochemical: Neurotransmitters or modulators (putative): Dopamine at other sitesTOXID9 60,238,2001
intraperitoneal/mouse lowest published toxic dose: 600 mg/kg/2W- intermittentBiochemical: Enzyme inhibition, induction, or change in blood or tissue levels: DehydrogenasesTOXID9 60,238,2001
intraperitoneal/mouse lowest published toxic dose: 75 mg/kg/2W- intermittentBrain and Coverings: Other degenerative changes

Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: True cholinesterase
TOXID9 60,242,2001
intraperitoneal/mouse lowest published toxic dose: 2.4 mg/kg/15D- intermittentBiochemical: Neurotransmitters or modulators (putative): Dopamine in striatumTXAPA9 211,188,2006
intraperitoneal/mouse lowest published toxic dose: 9 mg/kg/15D- intermittentBrain and Coverings: Other degenerative changes

Biochemical: Neurotransmitters or modulators (putative): Dopamine in striatum
IJTOFN 22,359,2003
intraperitoneal/mouse lowest published toxic dose: 16.5 mg/kg/11W- intermittentBiochemical: Neurotransmitters or modulators (putative): Dopamine in striatumTOLED5 171,154,2007
intraperitoneal/mouse lowest published toxic dose: 20.8 mg/kg/26W- intermittentBrain and Coverings: Other degenerative changesTOLED5 171,154,2007
intraperitoneal/mouse lowest published toxic dose: 600 mg/kg/15D- intermittentBrain and Coverings: Other degenerative changesTIHEEC 25,25,2009
multiple/non-mammalian species lowest published toxic dose: 0.1 mg/m3/1W- continuousBlood: Changes in leukocyte (WBC) countTOVEFN -,21,2009
oral/mouse lowest published toxic dose: 2184 mg/kg/104W- continuousLung, Thorax, or Respiration: TumorsHBPTO* 1,814,2001
oral/mouse : 196 mg/kg/28D- intermittentBehavioral: Tremor

Behavioral: Change in motor activity (specific assay)

Nutritional and Gross Metabolic: Weight loss or decreased weight gain
NRTXDN 27,421,2006
oral/mouse lowest published toxic dose: 4 mg/kg/10D- intermittentImmunological Including Allergic: Decrease in cellular immune responseBECTA6 54,768,1995
oral/quail lowest published toxic dose: 1098 mg/kg/7D- continuousLiver: Changes in liver weight

Nutritional and Gross Metabolic: Weight loss or decreased weight gain

Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Hepatic microsomal mixed oxidase (dealkylation, hydroxylation, etc.)
BECTA6 31,479,1983
oral/rat lowest published toxic dose: 2700 mg/kg/90D- continuousBehavioral: Convulsions or effect on seizure threshold

Kidney, Ureter, and Bladder: Hematuria

Related to Chronic Data: Death in the "MULTIPLE DOSE" data type field
NAYXEW 1,222,1981
oral/rat lowest published toxic dose: 9000 mg/kg/60D- intermittentBlood: Changes in serum composition (e.g. TP, bilirubin, cholesterol)

Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Multiple enzyme effects

Biochemical: Metabolism (intermediary): Lipids including transport
TXCYAC 191,233,2003
oral/rat lowest published toxic dose: 252 mg/kg/28D- intermittentLiver: Changes in liver weightINIMP* 1,925,2001
oral/rat lowest published toxic dose: 2520 mg/kg/28D- intermittentBlood: Changes in bone marrow not included in aboveINIMP* 1,925,2001
oral/rat lowest published toxic dose: 6600 mg/kg/22D- intermittentBiochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Catalases

Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Other oxidoreductases

Biochemical: Metabolism (intermediary): Lipids including transport
TXCYAC 203,17,2004
oral/rat lowest published toxic dose: 9000 mg/kg/60D- intermittentBrain and Coverings: Other degenerative changes

Behavioral: Change in motor activity (specific assay)

Biochemical: Metabolism (intermediary): Other
TXCYAC 251,45,2008
oral/rat lowest published toxic dose: 350 mg/kg/7D- continuousReproductive: Paternal effects: Prostate, seminal vesicle, Cowper's gland, accessory glands

Related to Chronic Data: Changes in prostate weight
REPTED 25,491,2008
oral/rat lowest published toxic dose: 5166 mg/kg/14D- continuousBehavioral: Tremor

Liver: Changes in liver weight
NTIS** AD-A047284
oral/rat lowest published toxic dose: 33855 mg/kg/26W- continuousLiver: Changes in liver weightBOCKAF 41,143,1976
oral/rat lowest published toxic dose: 72 gm/kg/2Y- continuousLiver: Other changes

Liver: Changes in liver weight

Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Other enzymes
FAATDF 11,308,1988
oral/rat lowest published toxic dose: 2800 mg/kg/7D- intermittentPeripheral Nerve and Sensation: Recording from peripheral motor nerve

Behavioral: Muscle weakness

Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Other enzymes
ARTODN 53,297,1983
skin/mouse lowest published toxic dose: 660 mg/kg/10D- intermittentImmunological Including Allergic: Decrease in cellular immune responseFCTOD7 39,133,2001
skin/mouse lowest published toxic dose: 924 mg/kg/14D- intermittentImmunological Including Allergic: Decrease in cellular immune responseFCTOD7 39,133,2001
skin/mouse lowest published toxic dose: 6160 mg/kg/28D- intermittentImmunological Including Allergic: Decrease in cellular immune responseFCTOD7 39,133,2001
skin/mouse lowest published toxic dose: 660 mg/kg/30D- intermittentImmunological Including Allergic: Decrease in cellular immune responseFCTOD7 39,133,2001
skin/rat lowest published toxic dose: 0.39 mg/kg/30D- intermittentBehavioral: Change in psychophysiological testsJTEHD6 62,523,2001
skin/rat lowest published toxic dose: 5.85 mg/kg/45D- intermittentBrain and Coverings: Other degenerative changes

Behavioral: Change in motor activity (specific assay)

Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: True cholinesterase
TOSCF2 60,305,2001
skin/rat lowest published toxic dose: 3.9 mg/kg/30D- intermittentBrain and Coverings: Other degenerative changes

Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: True cholinesterase
TOXID9 78,86,2004
skin/rat lowest published toxic dose: 7.8 mg/kg/60D- intermittentBrain and Coverings: Recordings from specific areas of CNS

Brain and Coverings: Other degenerative changes
TOXID9 66,319,2002
skin/rat lowest published toxic dose: 3.64 mg/kg/28D- intermittentBrain and Coverings: Other degenerative changesTOXID9 60,238,2001
skin/rat lowest published toxic dose: 5.85 mg/kg/45D- intermittentBehavioral: Alteration of classical conditioningTOXID9 60,376,2001
skin/rat lowest published toxic dose: 3.9 mg/kg/30D- intermittentBrain and Coverings: Other degenerative changes

Behavioral: Change in motor activity (specific assay)

Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: True cholinesterase
JTEHF8 67,331,2004

Reviews

OrganizationStandardReference
International Agency for Research on Cancer (IARC)Cancer Review:Animal Inadequate EvidenceIMEMDT 53,329,1991
International Agency for Research on Cancer (IARC)Cancer Review:Human No Available DataIMEMDT 53,329,1991
International Agency for Research on Cancer (IARC)Cancer Review:Group 3IMEMDT 53,329,1991
TOXICOLOGY REVIEWJTCTDW 38,103,2000
TOXICOLOGY REVIEWTOLED5 127,29,2002
TOXICOLOGY REVIEWMUREAV 488,151,2001
TOXICOLOGY REVIEWMUREAV 562,77,2004
TOXICOLOGY REVIEWEMMUEG 43,143,2004
TOXICOLOGY REVIEWMUTAEX 21,93,2006
TOXICOLOGY REVIEWNRTXDN 27,628,2006
TOXICOLOGY REVIEWENTOX* -,358,2005
TOXICOLOGY REVIEWTOXIA6 49,452,2007
TOXICOLOGY REVIEWFEREAC 72,52013,2007
TOXICOLOGY REVIEWFEREAC 72,31221,2007
TOXICOLOGY REVIEWJTPAE7 19,1,2006
TOXICOLOGY REVIEWHUTOX* -,541,1996
TOXICOLOGY REVIEWNETEEC 30,55,2008
TOXICOLOGY REVIEWTPHSDY 29,322,2008
TOXICOLOGY REVIEWFCTOD7 47,1287,2009
TOXICOLOGY REVIEWHETOEA 26,321,2007
TOXICOLOGY REVIEWNEUCL* 23,321,2005
TOXICOLOGY REVIEWMUTAEX 26,231,2011
TOXICOLOGY REVIEWREPTED 31,392,2011
TOXICOLOGY REVIEWNRTXDN 32,383,2011

Standards and Regulations

OrganizationStandardReference
Environmental Protection Agency (EPA) Federal Insecticide, Fungicide, and Rodenticide Act (FIFRA) 1988 PESTICIDE SUBJECT TO REGISTRATION OR RE-REGISTRATIONFEREAC 54,7740,1989
Environmental Protection Agency (EPA) Federal Insecticide, Fungicide, and Rodenticide Act (FIFRA) 1998 STATUS OF PESTICIDESSupportedRBREV* -,198,1998
Occupational Exposure Limit-RUSSIAshort term exposure limit 1 mg/m3, JUN2003

Status in Federal Agencies

OrganizationReference
EPA GENETOX PROGRAM 1988, Negative: In vitro UDS-human fibroblast; S cerevisiae-homozygosis
EPA TSCA TEST SUBMISSION (TSCATS) DATA BASE, JANUARY 2001
On EPA IRIS database
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