The Registry of Toxic Effects of Chemical Substances

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

RTECS #: TC3850000

CAS #: 141-66-2

UPDATE: November 2004 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 µg/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 µmol/L JTEHD6 8,939,1981


REPRODUCTIVE EFFECTS DATA AND REFERENCES:

ROUTE/
ORGANISM 		DOSE
EFFECT

 REFERENCE
oral
rat 		lowest published toxic dose: 375 µg/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 µg/kg N/R TXAPA9 16,446,1970
intravenous
mouse 		lethal dose (50 percent kill): 9,900 µg/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 µg/kg Behavioral: Convulsions or effect on seizure threshold TXAPA9 7,606,1965
oral
duck 		lethal dose (50 percent kill): 4,140 µg/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 µg/kg N/R JPPMAB 19,612,1967
subcutaneous
rat 		lethal dose (50 percent kill): 8,137 µg/kg N/R BJPCBM 40,124,1970
skin
wild bird 		lethal dose (50 percent kill): 1,300 µg/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 µg/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 (skin) ( intermittent,V) DTLVS* TLV/BEI,2003
American Conference of Governmental Industrial Hygienists (ACGIH) Threshold Limit Value Not Classifiable as a Human Carcinogen DTLVS* TLV/BEI,2003
TOXICOLOGY REVIEW
RREVAH 46,1,1973


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, Skin, JAN1993
Occupational Exposure Limit - BELGIUM time-weighted average 0.25 mg/m3, Skin, JAN1993
Occupational Exposure Limit - DENMARK time-weighted average 0.25 mg/m3, Skin, JAN1999
Occupational Exposure Limit - FINLAND time-weighted average 0.25 mg/m3, JAN1999
Occupational Exposure Limit - FRANCE VME 0.25 mg/m3, Skin, JAN1999
Occupational Exposure Limit - SWITZERLAND MAK- week 0.25 mg/m3, Skin, JAN1999
Occupational Exposure Limit - THE NETHERLANDS MAC-TGG 0.25 mg/m3, Skin, 2003
Occupational Exposure Limit IN ARGENTINA, BULGARIA, COLOMBIA, JORDAN, KOREA American Conference of Governmental Industrial Hygienists (ACGIH) Threshold Limit Value;

Not Classifiable as a Human Carcinogen
Occupational Exposure Limit IN NEW ZEALAND, SINGAPORE, VIETNAM American Conference of Governmental Industrial Hygienists (ACGIH) Threshold Limit Value
Not Classifiable as a 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
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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