The Registry of Toxic Effects of Chemical Substances

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

RTECS #: GZ1255000

CAS #: 52645-53-1


UPDATE: May 2005 MW: 391.31 MF: C21H20Cl2O3


NOTE:

TABLE OF CONTENTS:
  1. SYNONYMS:
  2. SKIN AND EYE IRRITATION DATA:
  3. MUTATION DATA:
  4. REPRODUCTIVE EFFECTS DATA:
  5. ACUTE TOXICITY DATA:
  6. OTHER MULTIPLE DOSE DATA:
  7. REVIEWS:
  8. STANDARDS AND REGULATIONS:
  9. STATUS IN FEDERAL AGENCIES:
  10. REFERENCES:

SYNONYMS:

  1. (3 - Phenoxyphenyl) methyl 3 - (2,2 - dichlorethenyl) - 2,2 - dimethylcyclopropanecarboxylate
  2. 3 - (2,2 - Dichloroethenyl) - 2,2 - dimethylcyclopropanecarboxylic acid
  3. 3 - Phenoxybenzyl (+ - ) - 3 - (2,2 - dichlorovinyl) - 2,2 - dimethylcyclopropanecarboxylate
  4. 3 - Phenoxybenzyl dl - cis/trans - 3 - (2,2 - dichlorovinyl) - 2,2 - dimethyl - 1 - cyclopropanecarboxylate
  5. 3 - Phenoxybenzyl (+ - ) - cis, trans - 3 - (2,2 - dichlorovinyl) - 2,2 - dimethylcyclopropane - 1 - carboxylate
  6. 3 - Phenoxybenzyl - (+) - cis,trans3 - (2,2 - dichloroethenyl) - 2,2 - dimethylcyclopropane - 1 - carboxylate
  7. AI3 - 29158
  8. Ambush
  9. Ambushfog
  10. Anomethrin N
  11. Antiborer 3768
  12. BW - 21 - Z
  13. Bematin 987
  14. Chinetrin
  15. Coopex
  16. Corsair
  17. Damminix
  18. Diffusil H
  19. Dragnet
  20. Dragnet FT
  21. Dragon
  22. Ecsumin
  23. Ectiban
  24. Efmethrin
  25. Exmin
  26. Exsmin
  27. FMC 33297
  28. FMC 41655
  29. ICI - PP 557
  30. Indothrin
  31. Ipitox
  32. Kafil
  1. Kaleait
  2. Kestrel (pesticide)
  3. Kudos
  4. LE 79 - 519
  5. MP79
  6. NIA 33297
  7. NRDC 143
  8. OMS 1821
  9. Outflank
  10. Outflank - stockade
  11. PP 557
  12. Peregin
  13. Peregin W
  14. Permasect
  15. Permasect - 25EC
  16. Permethrin
  17. Permethrin, commercial
  18. Permetrin (Hungarian)
  19. Permetrina (Portuguese)
  20. Permitrene (Hungarian)
  21. Picket
  22. Picket G
  23. Pounce
  24. Pramex
  25. S - 3151
  26. SBP - 1513
  27. SBP - 1513TEC
  28. Stomoxin
  29. Stomoxin P
  30. Stomozan
  31. Technical - grade permethrin
  32. WL 43479


SKIN AND EYE IRRITATION DATA AND REFERENCES:

ROUTE/
ORGANISM
DOSE
EFFECT

REFERENCE
skin
rabbit
500 mg/24 hour mild NTIS** AD-A047-284


MUTATION DATA AND REFERENCES:

SYSTEM TEST ROUTE/
ORGANISM/
TISSUE
DOSE REFERENCE
cytogenetic analysis oral
mouse
150 mg/kg PHABDI 21,227,1981
DNA inhibition human lymphocyte 140 µmol/L DCTODJ 10,291,1987
DNA inhibition mouse leukocyte 110 µmol/L DCTODJ 10,291,1987
micronucleus test human lymphocyte 10 mg/L EMMUEG 20,218,1992
micronucleus test oral
rat
139 µg/kg DCTODJ 10,291,1987
sister chromatid exchange human lymphocyte 50 mg/L EMMUEG 20,218,1992
specific locus test multiple
Drosophila melanogaster
100 ppb EMMUEG 25,148,1995


REPRODUCTIVE EFFECTS DATA AND REFERENCES:

ROUTE/
ORGANISM
DOSE
EFFECT

REFERENCE
oral
rat
lowest published toxic dose: 250 mg/kg (6-15 day pregnant) Reproductive: Effects on fertility: Post- implantation mortality (e.g., dead and/or resorbed implants per total number of implants) BECTA6 29,84,1982


TUMORIGENIC DATA AND REFERENCES:

ROUTE/
ORGANISM
DOSE
EFFECT

REFERENCE
N/R
N/R N/R N/R


ACUTE TOXICITY DATA AND REFERENCES:

ROUTE/
ORGANISM
DOSE
EFFECT

REFERENCE
intracerebral
mouse
lowest published lethal dose: 600 µg/kg N/R TXAPA9 66,290,1982
inhalation
mouse
lethal concentration (50 percent kill): 685 mg/m3 N/R YKYUA6 30,1635,1979
inhalation
rat
lethal concentration (50 percent kill): 485 mg/m3 N/R GISAAA 55(12),21,1990
intraperitoneal
mouse
lethal dose (50 percent kill): 429 mg/kg N/R EESADV 18,27,1989
intraperitoneal
rat
lowest published toxic dose: 60 mg/kg Behavioral: Change in motor activity (specific assay) VHTODE 42,65,2000
intravenous
mouse
lethal dose (50 percent kill): 31 mg/kg Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Other enzymes TXAPA9 66,153,1982
intravenous
rat
lethal dose : >270 mg/kg N/R NATUAS 246,169,1973
oral
domestic bird
lethal dose (50 percent kill): 32 gm/kg N/R DEVEAA 32,168,1978
oral
chicken
lethal dose (50 percent kill): 7 gm/kg Behavioral: Tremor

Behavioral: Irritability

Gastrointestinal: Changes in structure or function of salivary glands
JJATDK 7,367,1987
oral
duck
lethal dose (50 percent kill): 11,300 mg/kg N/R DEVEAA 32,168,1978
oral
guinea pig
lethal dose (50 percent kill): 4 gm/kg N/R 85JFAN A316,1984
oral
man
lowest published toxic dose: 2,270 mg/kg Behavioral: 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/kg N/R EESADV 18,27,1989
oral
quail
lethal dose (50 percent kill): 13,500 mg/kg N/R DEVEAA 32,168,1978
oral
rat
lethal dose (50 percent kill): 383 mg/kg N/R NTIS** AD-A047-284
oral
rat
lowest published toxic dose: 180 mg/kg Endocrine: Other changes

Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Other enzymes
NRTXDN 8,15,1987
oral
rabbit
lethal dose (50 percent kill): 4 gm/kg N/R 85JFAN A316,1984
subcutaneous
mouse
lethal dose (50 percent kill): 10 gm/kg Behavioral: Tremor

Behavioral: Ataxia
BOCKAF 41,143,1976
subcutaneous
rat
lethal dose (50 percent kill): 6,600 mg/kg Behavioral: Tremor

Behavioral: Ataxia
BOCKAF 41,143,1976
skin
mouse
lethal dose (50 percent kill): >10 gm/kg N/R YKYUA6 30,1635,1979
skin
mouse
lowest published toxic dose: 440 mg/kg Endocrine: Changes in spleen weight FCTOD7 40,1863,2002
skin
mouse
lowest published toxic dose: 660 mg/kg Endocrine: Changes in spleen weight

Endocrine: Changes in thymus weight
FCTOD7 40,1863,2002
skin
mouse
lowest published toxic dose: 660 mg/kg Endocrine: 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: 1,650 µL/kg Behavioral: Ataxia

Endocrine: Changes in thymus weight

Immunological Including Allergic: Decrease in cellular immune response
IJOTO* 22,35,2003
skin
rat
lethal dose (50 percent kill): 1,750 mg/kg N/R GISAAA 53(9),69,1988
skin
rabbit
lethal dose (50 percent kill): >2 gm/kg N/R FMCHA2 -,C233,1991
unreported route
man
lethal dose (50 percent kill): >4 gm/kg N/R DEVEAA 32,168,1978
unreported route
mouse
lethal dose (50 percent kill): 680 mg/kg Behavioral: 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/kg Behavioral: Convulsions or effect on seizure threshold

Behavioral: Ataxia

Behavioral: Coma
GISAAA 53(9),69,1988


OTHER MULTIPLE DOSE DATA AND REFERENCES:

ROUTE/
ORGANISM
DOSE
EFFECT

REFERENCE
inhalation
rat
lowest published toxic concentration: 1,500 µg/m3/24 hour/13 week- continuous Brain 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/2 week- intermittent Brain 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/2 week- intermittent Brain 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/2 week- intermittent Brain and Coverings: Other degenerative changes

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

Biochemical: Neurotransmitters or modulators (putative): Dopamine in striatum
NRTXDN 23,537,2002
oral
mouse
lowest published toxic dose: 4 mg/kg/10 day- intermittent Immunological Including Allergic: Decrease in cellular immune response BECTA6 54,768,1995
oral
mouse
lowest published toxic dose: 2,184 mg/kg/104 week- continuous Lung, Thorax, or Respiration: Tumors HBPTO* 1,814,2001
oral
quail
lowest published toxic dose: 1,098 mg/kg/7 day- continuous Liver: 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: 5,166 mg/kg/14 day- continuous Behavioral: Tremor

Liver: Changes in liver weight
NTIS** AD-A047284
oral
rat
lowest published toxic dose: 33,855 mg/kg/26 week- continuous Liver: Changes in liver weight BOCKAF 41,143,1976
oral
rat
lowest published toxic dose: 72 gm/kg/2 year- continuous Liver: 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: 2,800 mg/kg/7 day- intermittent Peripheral 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
oral
rat
lowest published toxic dose: 2,700 mg/kg/90 day- continuous Behavioral: 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: 9,000 mg/kg/60 day- intermittent Blood: 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/28 day- intermittent Liver: Changes in liver weight INIMP* 1,925,2001
oral
rat
lowest published toxic dose: 2,520 mg/kg/28 day- intermittent Blood: Changes in bone marrow not included in above INIMP* 1,925,2001
skin
mouse
lowest published toxic dose: 660 mg/kg/10 day- intermittent Immunological Including Allergic: Decrease in cellular immune response FCTOD7 39,133,2001
skin
mouse
lowest published toxic dose: 924 mg/kg/14 day- intermittent Immunological Including Allergic: Decrease in cellular immune response FCTOD7 39,133,2001
skin
mouse
lowest published toxic dose: 6,160 mg/kg/28 day- intermittent Immunological Including Allergic: Decrease in cellular immune response FCTOD7 39,133,2001
skin
mouse
lowest published toxic dose: 660 mg/kg/30 day- intermittent Immunological Including Allergic: Decrease in cellular immune response FCTOD7 39,133,2001
skin
rat
lowest published toxic dose: 0.39 mg/kg/30 day- intermittent Behavioral: Change in psychophysiological tests JTEHD6 62,523,2001
skin
rat
lowest published toxic dose: 5.85 mg/kg/45 day- intermittent Brain 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


REVIEWS:

ORGANIZATION STANDARD
REFERENCE

International Agency for Research on Cancer (IARC) Cancer Review Animal Inadequate Evidence IMEMDT 53,329,1991
International Agency for Research on Cancer (IARC) Cancer Review Human No Available Data IMEMDT 53,329,1991
International Agency for Research on Cancer (IARC) Cancer Review Group 3 IMEMDT 53,329,1991
TOXICOLOGY REVIEW
JTCTDW 38,103,2000
TOXICOLOGY REVIEW
TOLED5 127,29,2002
TOXICOLOGY REVIEW
MUREAV 488,151,2001
TOXICOLOGY REVIEW
MUREAV 562,77,2004


STANDARDS AND REGULATIONS:

ORGANIZATION STANDARD
REFERENCE

Environmental Protection Agency (EPA) Federal Insecticide, Fungicide, and Rodenticide Act (FIFRA) 1988 PESTICIDE SUBJECT TO REGISTRATION OR RE-REGISTRATION FEREAC 54,7740,1989
Environmental Protection Agency (EPA) Federal Insecticide, Fungicide, and Rodenticide Act (FIFRA) 1998 STATUS OF PESTICIDES: Supported RBREV* -,198,1998


NIOSH DOCUMENTATION AND SURVEILLANCE:

ORGANIZATION STANDARD or SURVEY
REFERENCE

N/R N/R N/R


STATUS IN FEDERAL AGENCIES:

ORGANIZATION
REFERENCE

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


REFERENCES:

CODEN
REFERENCE

85JFAN "Agrochemicals Handbook," with updates, Hartley, D., and H. Kidd, eds., Nottingham, Royal Soc. of Chemistry, 1983-86
ARTODN Archives of Toxicology. (Springer-Verlag, Heidelberger Pl. 3, D-1000 Berlin 33, Fed. Rep. Ger.) V.32- 1974-
BECTA6 Bulletin of Environmental Contamination and Toxicology. (Springer-Verlag New York, Inc., Service Center, 44 Hartz Way, Secaucus, NJ 07094) V.1- 1966-
BOCKAF Bochu Kagaku. Scientific Pest Control. (Kyoto, Japan) V.1-42, 1937-77. Discontinued.
DCTODJ Drug and Chemical Toxicology. (Marcel Dekker, 270 Madison Ave., New York, NY 10016) V.1- 1977/78-
DEVEAA Defense des Vegetaux. (Federation Nationale des Groupements de Protection des Cultures, 149, rue de Bercy, 75595 Paris Cedex, 12, France) V.1- 1947-
EESADV Ecotoxicology and Environmental Safety. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1977-
EMMUEG Environmental and Molecular Mutagenesis. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.10- 1987-
FAATDF Fundamental and Applied Toxicology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1-40, 1981-97. For publisher information, see TOSCF2
FCTOD7 Food and Chemical Toxicology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.20- 1982-
FEREAC Federal Register. (U.S. Government Printing Office, Supt. of Documents, Washington, DC 20402) V.1- 1936-
FMCHA2 Farm Chemicals Handbook. (Meister Pub., 37841 Euclid Ave., Willoughy, OH 44094)
GISAAA Gigiena i Sanitariya. For English translation, see HYSAAV. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.1- 1936-
HBPTO* Handbook of pesticide toxicology. Robert Krieger ed, Academic press, 2001
IJOTO* International Journal of Toxicology (Continous: Journal of the American College of Toxicology,Taylor & Francis Health Sciences) V.16- 1997-
IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972-
INIMP* International Immunopharmacology (http://www.elsevier.com/locate/intimp) V.1- 2001-
JJATDK JAT, Journal of Applied Toxicology. (John Wiley & Sons Ltd., Baffins Lane, Chichester, W. Sussex PO19 1UD, UK) V.1- 1981-
JTCTDW Journal of Toxicology, Clinical Toxicology. (Marcel Dekker, 270 Madison Ave., New York, NY 10016) V.19- 1982-
JTEHD6 Journal of Toxicology and Environmental Health. (Hemisphere Pub., 1025 Vermont Ave., NW, Washington, DC 20005) V.1- 1975/76-
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964-
NATUAS Nature. (Nature Subscription Dept., POB 1018, Manasguan, NJ 08736) V.1- 1869-
NAYXEW Nanjing Yixueyuan Xuebao. Journal of Nanjing Medical College. (Nanjing Yixueyuan, 140 Hanzhonglu, Nanjing, Peop. Rep. China) V.1- 1981(?)-
NRTXDN Neurotoxicology. (Intox Press, Inc., POB 34075, Little Rock, AR 72203) V.1- 1979-
NTIS** National Technical Information Service. (Springfield, VA 22161) Formerly U.S. Clearinghouse for Scientific & Technical Information.
PHABDI Proceedings of the Hungarian Annual Meeting for Biochemistry. (Magyar Kemikusok Egyesulete, Anker Koz 1, 1061 Budapest, Hungary) V.1- 1961-
RBREV* Status of Pesticides in Registration, Reregistration, and Special Review (Rainbow Report), Special Review and Reregistration Division Office of Pesticide Programs U.S. Environmental Protection Agency, 401 M. Street, S.W., Washington, D.C. 20460, Spring 1998
TOLED5 Toxicology Letters. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1977-
TOSCF2 Toxicological Sciences (Oxford University Press, 6277 Sea Harbor Drive, Orlando, FL 32887 ) V. 41, Jan. 1998-
TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959-
TXCYAC Toxicology. (Elsevier Scientific Pub. Ireland, Ltd., POB 85, Limerick, Ireland) V.1- 1973-
VHTODE Veterinary and Human Toxicology. (American College of Veterinary and Comparative Toxicology, Publication Office, Comparative Toxicology, Manhattan, KS 66506) V.19- 1977-
YKYUA6 Yakkyoku. Pharmacy. (Nanzando, 4-1-11, Yushima, Bunkyo-ku, Tokyo, Japan) V.1- 1950-

Used in insecticides

RTECS Compound Description:
   Agricultural Chemical
   Tumorigen
   Mutagen
   Reproductive Effector
   Human Data
   Primary Irritant

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