Benzeneacetic acid, 4-chloro-alpha-(1-methylethyl)-, cyano(3-phenoxyphenyl)methyl ester

RTECS #
CY1576350
CAS #
51630-58-1
See: NMAM or OSHA Methods
Updated
March 2019
Molecular Weight
419.93
Molecular Formula
C25H22ClNO3
Synonyms
(RS)-alpha-Cyano-3-phenoxybenzyl (RS)-2-(4-chlorophenyl)-3-methylbutyrate
Agrofen
alpha-Cyano-3-phenoxybenzyl 2-(4-chlorophenyl)isovalerate
alpha-Cyano-3-phenoxybenzyl-2-(4-chlorophenyl)-3-methylbutyrate
Aqmatrine
Belmark
Cyano(3-phenoxyphenyl)methyl 4-chloro-alpha-(1-methylethyl)benzeneacetate
Ectrin
Evercide 2362
Fenkem
Fenkill
Fenval
Fenvalerate
Furitrothion
Gold crest tribute
Insectral
OMS-2000
Phenvalerate
Pydrin
S 5602
Sanmarton
SD 43775
Sumibac
Sumicidin
Sumicidin 20E
Sumifleece
Sumifly
Sumipower
Sumitick
Tribute
WL 43775

Mutation Data and Reference

System TestRoute/Organism/TissueDoseReference
Cytogenetic Analysislymphocyte/human2 mg/LMUTAEX 4,72,1989
Cytogenetic Analysisoral/rat1050 mg/kg/3W-continuousMUREAV 105,101,1982
Cytogenetic Analysisintraperitoneal/mouse200 mg/kgMUREAV 222,149,1989
Cytogenetic Analysisoral/mouse200 mg/kgMUREAV 222,149,1989
Cytogenetic Analysissubcutaneous/mouse200 mg/kgMUREAV 222,149,1989
Cytogenetic Analysisintraperitoneal/mouse20 mg/kg/5DMUREAV 520,125,2002
Cytogenetic Analysisinhalation/hamster23.8 µmol/LMUREAV 608,28,2006
Cytogenetic Analysis/hamster23.8 µmol/LMUREAV 608,28,2006
micronucleus testunreported route/mouse10 mg/kgCHYCDW 20,238,1986
micronucleus testintraperitoneal/mouse300 mg/kg/24H- intermittentMUREAV 222,149,1989
morphological transformoral/rat3750 mg/kg/10W- intermittentARTODN 61,218,1988
other mutation test systemsliver/rabbit2 mg/LJPFCD2 23,439,1988
other mutation test systemsother cell types/rabbit200 µg/LJPFCD2 23,439,1988
sister chromatid exchangeintraperitoneal/mouse5 mg/kgMUREAV 520,125,2002
sister chromatid exchangelymphocyte/human10 mg/LMUTAEX 4,72,1989
sperm morphologyunreported route/mouse20 mg/kgCHYCDW 20,238,1986
sperm morphologyparenteral/mouse100 mg/kgMUREAV 222,149,1989

Reproductive Effects Data and References

Route/OrganismDoseEffectReference
intraperitoneal/rat 60 mg/kg (18D preg/1-5D after birth)Reproductive: Effects on newborn: Biochemical and metabolic

Reproductive: Effects on newborn: Behavioral

Reproductive: Effects on newborn: Physical
NETEEC 21,611,1999
intraperitoneal/rat 60 mg/kg (18D preg/5D after birth)Reproductive: Specific developmental abnormalities: Urogenital system

Reproductive: Effects on newborn: Behavioral

Reproductive: Effects on newborn: Delayed effects
NETEEC 27,609,2005
oral/mouse 1320 mg/kg (22D after birth)Reproductive: Effects on newborn: Delayed effects

Reproductive: Specific developmental abnormalities: Urogenital system

Reproductive: Effects on newborn: Germ cell effects (in offspring)
TOLED5 191,47,2009
oral/mouse 180 mg/kg (13-18D pregnant)Reproductive: Specific developmental abnormalities: Endocrine system

Reproductive: Specific developmental abnormalities: Urogenital system

Reproductive: Effects on newborn: Physical
FCTOD7 48,1160,2010
parenteral/mouse 100 mg/kg (5D male)Reproductive: Paternal effects: Spermatogenesis (including genetic material, sperm morphology, motility, and count)MUREAV 222,149,1989

Acute Toxicity Data and References

Route/OrganismDoseEffectReference
In Vitro/Human, kidney Inhibitor Concentration (20 percent kill): >100 µmol/L/2HIn Vitro Toxicity Studies: Cell metabolic activity: Alamar Blue assay etc.TIVIEQ 40,66,2017
In Vitro/Human, kidney Inhibitor Concentration (20 percent kill): >100 µmol/L/2HEndocrine: Other changesTIVIEQ 40,66,2017
In Vitro/jpcInhibitor Concentration Low: 100 mg/L/24HIn Vitro Toxicity Studies: Cell morphology: overgrowth of cell appendixes etc.TXCYAC 285,126,2011
In Vitro/jpcInhibitor Concentration Low: 1000 mg/L/24HIn Vitro Toxicity Studies: Cell morphology: overgrowth of cell appendixes etc.

In Vitro Toxicity Studies: Apoptosis in vitro
TXCYAC 285,126,2011
In Vitro/jrdInhibitor Concentration Low: >25 µmol/L/24HIn Vitro Toxicity Studies: Cell viability (mitochondrial reductase assays): MTT, XTT, MTS, WSTs assays etc.TOLED5 226,132,2014
In Vitro/mtiInhibitor Concentration Low: 1 µmol/L/24HIn Vitro Toxicity Studies: Other assaysTXCYAC 292,151,2012
In Vitro/Rat, neurons Inhibitor Concentration Low: 40 µmol/L/1HIn Vitro Toxicity Studies: Other assaysNRTXDN 44,204,2014
inhalation/rat lethal concentration (50 percent kill): >2.9 gm/m3ENTOX* -,328,2005
intracerebral/mouse lowest published lethal dose: 200 µg/kgTXAPA9 66,290,1982
intraperitoneal/mouse lethal dose (50 percent kill): >500 mg/kgJAFCAU 26,954,1978
intraspinal/mouse lowest published toxic dose: 4 µg/kgPeripheral Nerve and Sensation: Sensory change involving peripheral nerveEJPHAZ 534,123,2006
intravenous/rat lowest published lethal dose: 50 mg/kgBehavioral: Tremor

Behavioral: Change in motor activity (specific assay)

Behavioral: Muscle contraction or spasticity
ARTODN 45,325,1980
oral/chicken lowest published lethal dose: 2400 mg/kgBehavioral: Somnolence (general depressed activity)

Gastrointestinal: Hypermotility, diarrhea

Gastrointestinal: Other changes
IVEJAC 58,941,1981
oral/chicken lethal dose (50 percent kill): >1 gm/kgENTOX* -,328,2005
oral/Dog lethal dose (50 percent kill): >1 gm/kgSPEADM 78-1,6,1978
oral/domestic animal lethal dose (50 percent kill): >1600 mg/kg85JFAN A207,1984
oral/mouse lethal dose (50 percent kill): 185 mg/kgBehavioral: Tremor

Behavioral: Convulsions or effect on seizure threshold

Behavioral: Ataxia
FAATDF 5,278,1985
oral/quail lethal dose (50 percent kill): >4 gm/kgBehavioral: Convulsions or effect on seizure threshold

Behavioral: Muscle weakness

Behavioral: Muscle contraction or spasticity
JTEHD6 10,307,1982
oral/rat lethal dose (50 percent kill): >400 mg/kgENTOX* -,328,2005
oral/rat lowest published toxic dose: 389 mg/kgBlood: Changes in erythrocyte (RBC) count

Blood: Changes in leukocyte (WBC) count
BECTA6 70,839,2003
oral/rat lowest published lethal dose: 1949 mg/kgBECTA6 70,839,2003
oral/rat lethal dose (50 percent kill): 70200 µg/kgEye: Lacrimation

Behavioral: Excitement

Behavioral: Ataxia
CHYCDW 21,215,1987
oral/wild bird lethal dose (50 percent kill): >1 gm/kgENTOX* -,328,2005
skin/rabbit lethal dose (50 percent kill): >2 gm/kgENTOX* -,328,2005
skin/rat lethal dose (50 percent kill): >5 gm/kgPEMNDP 9,388,1991
unreported route/mammal (species unspecified) lethal dose (50 percent kill): 451 mg/kgBrain and Coverings: Recordings from specific areas of CNSGISAAA 53(4),70,1988
unreported route/rat lethal dose (50 percent kill): 202 mg/kgIJEBA6 29,176,1991

Other Multiple Dose Data and References

Route/OrganismDoseEffectReference
inhalation/rat lowest published toxic concentration: 290 µg/m3/24H/13W- continuousBlood: Other changes

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

Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Catalases
GISAAA 53(4),70,1988
intraperitoneal/rat lowest published toxic dose: 700 mg/kg/7D- intermittentBehavioral: TremorTOLED5 89,29,1996
intraperitoneal/rat lowest published toxic dose: 2400 mg/kg/12D- intermittentPeripheral Nerve and Sensation: Flaccid paralysis with appropriate anesthesiaTOLED5 89,29,1996
intraperitoneal/rat lowest published toxic dose: 1700 mg/kg/17D- intermittentPeripheral Nerve and Sensation: Flaccid paralysis with appropriate anesthesiaTOLED5 89,29,1996
intraperitoneal/rat lowest published toxic dose: 1500 mg/kg/15D- intermittentEndocrine: Other changes

Blood: Changes in serum composition (e.g. TP, bilirubin, cholesterol)
TOLED5 89,29,1996
intraperitoneal/rat lowest published toxic dose: 4500 mg/kg/45D- intermittentBrain and Coverings: Other degenerative changesTOLED5 89,29,1996
oral/chicken lowest published toxic dose: 196 mg/kg/8W- continuousMusculoskeletal: Other changes

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

Biochemical: Metabolism (intermediary): Plasma proteins not involving coagulation
TOPADD 32,364,2004
oral/chicken lowest published toxic dose: 14717 mg/kg/28D- intermittentBlood: Other changes

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

Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Transaminases
IJEBA6 32,752,1994
oral/Dog lowest published toxic dose: 4550 mg/kg/26W- intermittentBlood: Changes in cell count (unspecified)

Nutritional and Gross Metabolic: Weight loss or decreased weight gain

Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Phosphatases
FAATDF 4,577,1981
oral/mouse lowest published toxic dose: 870 mg/kg/29D- intermittentBrain and Coverings: Other degenerative changes

Endocrine: Other changes
TOLED5 201,181,2011
oral/mouse lowest published toxic dose: 217.5 mg/kg/29D- intermittentBrain and Coverings: Other degenerative changes

Endocrine: Androgenic
TOLED5 201,181,2011
oral/mouse lowest published toxic dose: 870 mg/kg/29D- intermittentBrain and Coverings: Other degenerative changes

Endocrine: Estrogenic
TOLED5 201,181,2011
oral/mouse lowest published toxic dose: 810 mg/kg/27D- intermittentBehavioral: Change in motor activity (specific assay)

Behavioral: Antianxiety

Behavioral: Change in psychophysiological tests
TOLED5 203,245,2011
oral/mouse lowest published toxic dose: 202.5 mg/kg/27D- intermittentBehavioral: Alteration of operant conditioningTOLED5 203,245,2011
oral/mouse lowest published toxic dose: 810 mg/kg/27D- intermittentBehavioral: Change in motor activity (specific assay)

Behavioral: Alteration of operant conditioning

Behavioral: Change in psychophysiological tests
TOLED5 203,245,2011
oral/mouse lowest published toxic dose: 109 gm/kg/2Y- continuousKidney, Ureter, and Bladder: Changes in bladder weight

Nutritional and Gross Metabolic: Weight loss or decreased weight gain

Related to Chronic Data: Death in the "MULTIPLE DOSE" data type field
FAATDF 3,114,1983
oral/quail lowest published toxic dose: 180 gm/kg/5D- continuousNutritional and Gross Metabolic: Weight loss or decreased weight gain

Related to Chronic Data: Death in the "MULTIPLE DOSE" data type field
JTEHD6 10,307,1982
oral/quail lowest published toxic dose: 1152 mg/kg/7D- continuousGastrointestinal: Other changes

Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Hepatic microsomal mixed oxidase (dealkylation, hydroxylation, etc.)

Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Other oxidoreductases
BECTA6 31,479,1983
oral/rat lowest published toxic dose: 36400 mg/kg/2Y- continuousNutritional and Gross Metabolic: Weight loss or decreased weight gainJTEHD6 13,83,1984
oral/rat lowest published toxic dose: 2002 mg/kg/13W- continuousRelated to Chronic Data: Death in the "MULTIPLE DOSE" data type fieldTOXID9 8,175,1988
oral/rat lowest published toxic dose: 129.5 mg/kg/7D- intermittentBlood: Changes in erythrocyte (RBC) count

Blood: Changes in leukocyte (WBC) count
BECTA6 70,839,2003
oral/rat lowest published toxic dose: 388.5 mg/kg/21D- intermittentBlood: Macrocytosis

Blood: Changes in leukocyte (WBC) count
BECTA6 70,839,2003

Reviews

OrganizationStandardReference
International Agency for Research on Cancer (IARC)Cancer Review:Animal Inadequate EvidenceIMEMDT 53,309,1991
International Agency for Research on Cancer (IARC)Cancer Review:Human No Available DataIMEMDT 53,309,1991
International Agency for Research on Cancer (IARC)Cancer Review:Group 3IMEMDT 53,309,1991
TOXICOLOGY REVIEWJTCTDW 38,103,2000
TOXICOLOGY REVIEWMUTAEX 21,93,2006
TOXICOLOGY REVIEWENTOX* -,328,2005
TOXICOLOGY REVIEWMUREAV 584,1,2005
TOXICOLOGY REVIEWJTPAE7 19,1,2006
TOXICOLOGY REVIEWHUTOX* -,541,1996
TOXICOLOGY REVIEWMUREAV 681,3,2009
TOXICOLOGY REVIEWMUREAV 681,93,2009
TOXICOLOGY REVIEWFEREAC 73,80317,2008
TOXICOLOGY REVIEWFEREAC 74,46689,2009
TOXICOLOGY REVIEWTXCYAC 267,1,2010
TOXICOLOGY REVIEWMUREAV 721,27,2011
TOXICOLOGY REVIEWTXAPA9 258,309,2012
TOXICOLOGY REVIEWNRTXDN 33,1473,2012
TOXICOLOGY REVIEWTXCYAC 307,66,2013
TOXICOLOGY REVIEWTOLED5 230,85,2014
TOXICOLOGY REVIEWTXAPA9 268,157,2013
TOXICOLOGY REVIEWMUREAV 802,1,2016
TOXICOLOGY REVIEWMUTAEX 32,491,2017
TOXICOLOGY REVIEWTIVIEQ 34,321,2016
TOXICOLOGY REVIEWFCTOD7 108,365,2017
TOXICOLOGY REVIEWVETODR ,197,2018

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* -,182,1998
Occupational Exposure Limit-RUSSIAshort term exposure limit 0.3 mg/m3, Skin, JUN2003

NIOSH Documentation and Surveillance

OrganizationStandardReference
National Occupational Exposure Survey 1983Hazard Code X2212; Number of Industries 8; Total Number of Facilities 429; Number of Occupations 9; Total Number of Employees Exposed 4830; Total Number of Female Employees Exposed 1319

Status in Federal Agencies

OrganizationReference
EPA TSCA Section 8(d) unpublished health/safety studies
EPA TSCA TEST SUBMISSION (TSCATS) DATA BASE, JANUARY 2001
On EPA IRIS database
Page last reviewed: November 16, 2018