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Phosphoric acid, dimethyl ester, ester with (E) - 3 - hydroxy - N,N - dimethylcrotonamide

RTECS #: TC3850000

CAS #: 141-66-2


UPDATE: May 2009 MW: 237.22 MF: C8H16NO5P


NOTE:

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

SYNONYMS:

  1. 2 - Dimethyl cis - 2 - dimethyl - carbamoyl - 1 - methylvinyl phosphate
  2. 3 - (Dimethoxyphosphinyloxy) - N,N dimethylisocrotonamide
  3. 3 - (Dimethoxyphosphinyloxy) - N,N - dimethyl - cis - crotonamide
  4. 3 - (Dimethylamino) - 1 - methyl - 3 - oxo - 1 - propenyl dimethyl phosphate
  5. 3 - Hydroxy - N,N - dimethyl - cis - crotonamide dimethyl phosphate
  6. 3 - Hydroxydimethyl crotonamide dimethyl phosphate
  7. Bidirl
  8. Bidrin
  9. C 709
  10. Carbicron
  11. Ciba 709
  12. Crotonamide, 3 - hydroxy - N,N - dimethyl - , cis - , dimethyl phosphate
  13. Crotonamide, 3 - hydroxy - N - N - dimethyl - , dimethyl phosphate, (E) -
  14. Crotonamide, 3 - hydroxy - N - N - dimethyl - , dimethyl phosphate, cis -
  15. Diapadrin
  16. Dicrotofos (Dutch)
  17. Dicrotophos
  18. Dicrotophos (ACGIH)
  1. Dimethyl phosphate ester with 3 - hydroxy - N,N - dimethyl - cis - crotonamide
  2. Dimethyl phosphate of 3 - hydroxy - N,N - dimethyl - cis - crotonamide
  3. ENT 24,482
  4. Ektafos
  5. O,O - Dimethyl O - (N,N - dimethylcarbamoyl - 1 - methylvinyl) phosphate
  6. O,O - Dimethyl - O - (1,4 - dimethyl - 3 - oxo - 4 - aza - pent - 1 - enyl) fosfaat (Dutch)
  7. O,O - Dimethyl - O - (1,4 - dimethyl - 3 - oxo - 4 - aza - pent - 1 - enyl) phosphate
  8. O,O - Dimethyl - O - (1 - methyl - 2 - N,N - dimethyl - carbamoyl) - vinyl - phosphat (German)
  9. O,O - Dimethyl - O - (2 - dimethyl - carbamoyl - 1 - methyl - vinyl) phosphat (German)
  10. O,O - Dimetil - O - (1,4 - dimetil - 3 - oxo - 4 - aza - pent - 1 - enil) - fosfato (Italian)
  11. OMS 253
  12. Phosphate de dimethyle et de 2 - dimethylcarbamoyl 1 - methyl vinyle (French)
  13. Phosphoric acid 3 - (dimethylamino) - 1 - methyl - 3 - oxo - 1 - propenyl dimethyl ester
  14. Phosphoric acid, dimethyl 1 - methyl - N,N - (dimethylamino) - 3 - oxo - 1 - propenyl ester, (E) - (9CI)
  15. Phosphoric acid, dimethyl ester, ester with cis - 3 - hydroxy - N,N - dimethylcrotonamide
  16. SD 3562
  17. Shell SD - 3562
  18. cis - 2 - Dimethylcarbamoyl - 1 - methylvinyl dimethylphosphate


SKIN AND EYE IRRITATION DATA AND REFERENCES:

ROUTE/
ORGANISM
DOSE
EFFECT

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


MUTATION DATA AND REFERENCES:

SYSTEM TEST ROUTE/
ORGANISM/
TISSUE
DOSE REFERENCE
mutation in microorganisms Escherichia coli 2 mmol/L/4 hour (-enzymatic activation step) MUREAV 20,7,1973
mutation in microorganisms Salmonella typhimurium 500 g/plate (-enzymatic activation step) JTEHD6 16,403,1985
gene conversion and mitotic recombination Saccharomyes cerevisiae 150 mmol/L/24 hour IARCCD 10,161,1974
sister chromatid exchange hamster ovary 300 mol/L JTEHD6 8,939,1981


REPRODUCTIVE EFFECTS DATA AND REFERENCES:

ROUTE/
ORGANISM
DOSE
EFFECT

REFERENCE
oral
rat
lowest published toxic dose: 375 g/kg (12-14 day pregnant) Reproductive: Effects on newborn: Other postnatal measures or effects EVMJB9 39,181,1979


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
inhalation
rat
lethal concentration (50 percent kill): 90 mg/m3/4 hour N/R PSDTAP 15,239,1974
intraperitoneal
mouse
lethal dose (50 percent kill): 9,500 g/kg N/R TXAPA9 16,446,1970
intravenous
mouse
lethal dose (50 percent kill): 9,900 g/kg N/R JPPMAB 19,612,1967
oral
wild bird
lethal dose (50 percent kill): 1 mg/kg N/R ASTTA8 (680),157,1979
oral
chicken
lethal dose (50 percent kill): 7,970 g/kg Behavioral: Convulsions or effect on seizure threshold TXAPA9 7,606,1965
oral
duck
lethal dose (50 percent kill): 4,140 g/kg N/R TXAPA9 22,556,1972
oral
mouse
lethal dose (50 percent kill): 11 mg/kg N/R GUCHAZ 6,196,1973
oral
pigeon
lethal dose (50 percent kill): 2 mg/kg N/R TXAPA9 20,57,1971
oral
quail
lethal dose (50 percent kill): 4 mg/kg N/R TXAPA9 20,57,1971
oral
rat
lethal dose (50 percent kill): 13 mg/kg N/R ARSIM* 20,6,1966
subcutaneous
mouse
lethal dose (50 percent kill): 11,500 g/kg N/R JPPMAB 19,612,1967
subcutaneous
rat
lethal dose (50 percent kill): 8,137 g/kg N/R BJPCBM 40,124,1970
skin
wild bird
lethal dose (50 percent kill): 1,300 g/kg N/R TXAPA9 26,154,1973
skin
rat
lethal dose (50 percent kill): 42 mg/kg N/R WRPCA2 9,119,1970
skin
rabbit
lethal dose (50 percent kill): 168 mg/kg N/R GUCHAZ 6,196,1973
unreported route
rat
lethal dose (50 percent kill): 22 mg/kg N/R 30ZDA9 -,314,1971


OTHER MULTIPLE DOSE DATA AND REFERENCES:

ROUTE/
ORGANISM
DOSE
EFFECT

REFERENCE
oral
domestic bird
lowest published toxic dose: 3,500 g/kg/5 day- continuous Behavioral: Food intake (animal)

Nutritional and Gross Metabolic: Weight loss or decreased weight gain

Related to Chronic Data: Death in the "MULTIPLE DOSE" data type field
AECTCV 11,617,1982


REVIEWS:

ORGANIZATION STANDARD
REFERENCE

American Conference of Governmental Industrial Hygienists (ACGIH) Threshold Limit Value time-weighted average 0.05 mg/m3 (inhalable, vapor, skin) DTLVS* TLV/BEI,2007
American Conference of Governmental Industrial Hygienists (ACGIH) Threshold Limit Value Not classifiable as human carcinogen DTLVS* TLV/BEI,2007
TOXICOLOGY REVIEW
RREVAH 46,1,1973
TOXICOLOGY REVIEW
ENTOX* -,306,2005
TOXICOLOGY REVIEW
FEREAC 73,29456,2008


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* -,112,1998
Occupational Exposure Limit - AUSTRALIA time-weighted average 0.25 mg/m3, JUL2008
Occupational Exposure Limit - BELGIUM time-weighted average 0.25 mg/m3, Skin, MAR2002
Occupational Exposure Limit - DENMARK time-weighted average 0.25 mg/m3, OCT 2002
Occupational Exposure Limit - FINLAND time-weighted average 0.25 mg/m3, JAN1999
Occupational Exposure Limit - FRANCE VME 0.25 mg/m3, Skin, FEB2006
Occupational Exposure Limit - KOREA time-weighted average 0.25 mg/m3, skin, 2006
Occupational Exposure Limit - MEXICO time-weighted average 0.25 mg/m3 (skin), 2004
Occupational Exposure Limit - THE NETHERLANDS MAC-TGG 0.25 mg/m3, Skin, 2003
Occupational Exposure Limit - NEW ZEALAND time-weighted average 0.25 mg/m3, skin, JAN2002
Occupational Exposure Limit - SWITZERLAND MAK- week 0.25 mg/m3, Skin, DEC2006
Occupational Exposure Limit IN ARGENTINA, BULGARIA, COLOMBIA, JORDAN American Conference of Governmental Industrial Hygienists (ACGIH) Threshold Limit Value;

Not classifiable as human carcinogen
Occupational Exposure Limit IN SINGAPORE, VIETNAM American Conference of Governmental Industrial Hygienists (ACGIH) Threshold Limit Value
Not classifiable as human carcinogen


NIOSH DOCUMENTATION AND SURVEILLANCE:

ORGANIZATION STANDARD or SURVEY
REFERENCE

National Institute for Occupational Safety and Health (NIOSH) Recommended Exposure Level TO DICROTOPHOS-air 10 hour time-weighted average 0.25 mg/m3 (Sk) NIOSH* DHHS #95-121,1995


STATUS IN FEDERAL AGENCIES:

ORGANIZATION
REFERENCE

EPA GENETOX PROGRAM 1988, Positive: S cerevisiae gene conversion
Used to control the coffee borer and certain economically important pests of cotton
On EPA IRIS database
NIOSH Analytical Method, 1994: Organophosphorus pesticides, 5600


REFERENCES:

CODEN
REFERENCE

30ZDA9 "Chemistry of Pesticides," Melnikov, N.N., New York, Springer-Verlag New York, Inc., 1971
AECTCV Archives of Environmental Contamination and Toxicology. (Springer-Verlag New York, Inc., Service Center, 44 Hartz Way, Secaucus, NJ 070944) V.1- 1973-
ARSIM* Agricultural Research Service, USDA Information Memorandum. (Beltsville, MD 20705)
ASTTA8 ASTM Special Technical Publication. (American Soc. for Testing Materials, 1916 Race St., Philadelphia, PA 19103) No.1- 1911-
BJPCBM British Journal of Pharmacology. (Macmillan Press Ltd., Houndmills, Basingstoke, Hants. RG21 2XS, UK) V.34- 1968-
DTLVS* The Threshold Limit Values (TLVs) and Biological Exposure Indices (BEIs) booklet issues by American Conference of Governmental Industrial Hygienists (ACGIH), Cincinnati, OH, 1996
ENTOX* Encyclopedia of Toxicology: Reference Book, Elsevier, 2005
EVMJB9 Journal of the Egyptian Veterinary Medical Association. (Egyptian Veterinary Medical Association, 8, 26 July St., Cairo, Egypt) V.27- 1967-
FEREAC Federal Register. (U.S. Government Printing Office, Supt. of Documents, Washington, DC 20402) V.1- 1936-
GUCHAZ Guide to the Chemicals Used in Crop Protection. (Information Canada, 171 Slater St., Ottawa, Ont., Canada)
IARCCD IARC Scientific Publications. (Geneva, Switzerland) No.1-26, 1971-78. For publisher information, see IAPUDO.
JPPMAB Journal of Pharmacy and Pharmacology. (Pharmaceutical Soc. of Great Britain, 1 Lambeth High St., London SEI 7JN, UK) V.1- 1949-
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-
NIOSH* National Institute of Occupational Safety and Health, U.S. Dept. of Health, Education, and Welfare, Reports and Memoranda.
PSDTAP Proceedings of the European Society for the Study of Drug Toxicity. (Princeton, NJ 08540) V.1-15, 1963-74. For publisher information, see PESTD5.
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
RREVAH Residue Reviews. (Springer-Verlag New York, Inc., Service Center, 44 Hartz Way, Secaucus, NJ 07094) V.1- 1962-
TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959-
WRPCA2 World Review of Pest Control. (London, UK) V.1-10, 1962-71. Discontinued.

Used to control the coffee borer and certain economically important pests of cotton

RTECS Compound Description:
   Agricultural Chemical
   Mutagen
   Reproductive Effector

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