Phosphoric acid, dimethyl ester, ester with (E)-3-hydroxy-N,N-dimethylcrotonamide
RTECS #
TC3850000
CAS #
Updated
December 2017
Molecular Weight
237.22
Molecular Formula
C8H16NO5P
Synonyms
2-Dimethyl cis-2-dimethyl-carbamoyl-1-methylvinyl phosphate
3-(Dimethoxyphosphinyloxy)-N,N dimethylisocrotonamide
3-(Dimethoxyphosphinyloxy)-N,N-dimethyl-cis-crotonamide
3-(Dimethylamino)-1-methyl-3-oxo-1-propenyl dimethyl phosphate
3-Hydroxydimethyl crotonamide dimethyl phosphate
3-Hydroxy-N,N-dimethyl-cis-crotonamide dimethyl phosphate
Bidirl
Bidrin
C 709
Carbicron
Ciba 709
cis-2-Dimethylcarbamoyl-1-methylvinyl dimethylphosphate
Crotonamide, 3-hydroxy-N,N-dimethyl-, cis-, dimethyl phosphate
Crotonamide, 3-hydroxy-N-N-dimethyl-, dimethyl phosphate, (E)-
Crotonamide, 3-hydroxy-N-N-dimethyl-, dimethyl phosphate, cis-
Diapadrin
Dicrotofos (Dutch)
Dicrotophos
Dicrotophos (ACGIH)
Dimethyl phosphate ester with 3-hydroxy-N,N-dimethyl-cis-crotonamide
Dimethyl phosphate of 3-hydroxy-N,N-dimethyl-cis-crotonamide
Ektafos
ENT 24,482
O,O-Dimethyl O-(N,N-dimethylcarbamoyl-1-methylvinyl) phosphate
O,O-Dimethyl-O-(1,4-dimethyl-3-oxo-4-aza-pent-1-enyl)fosfaat (Dutch)
O,O-Dimethyl-O-(1,4-dimethyl-3-oxo-4-aza-pent-1-enyl)phosphate
O,O-Dimethyl-O-(1-methyl-2-N,N-dimethyl-carbamoyl)-vinyl-phosphat (German)
O,O-Dimethyl-O-(2-dimethyl-carbamoyl-1-methyl-vinyl)phosphat (German)
O,O-Dimetil-O-(1,4-dimetil-3-oxo-4-aza-pent-1-enil)-fosfato (Italian)
OMS 253
Phosphate de dimethyle et de 2-dimethylcarbamoyl 1-methyl vinyle (French)
Phosphoric acid 3-(dimethylamino)-1-methyl-3-oxo-1-propenyl dimethyl ester
Phosphoric acid, dimethyl 1-methyl-N,N-(dimethylamino)-3-oxo-1-propenyl ester, (E)- (9CI)
Phosphoric acid, dimethyl ester, ester with cis-3-hydroxy-N,N-dimethylcrotonamide
SD 3562
Shell SD-3562
3-(Dimethoxyphosphinyloxy)-N,N dimethylisocrotonamide
3-(Dimethoxyphosphinyloxy)-N,N-dimethyl-cis-crotonamide
3-(Dimethylamino)-1-methyl-3-oxo-1-propenyl dimethyl phosphate
3-Hydroxydimethyl crotonamide dimethyl phosphate
3-Hydroxy-N,N-dimethyl-cis-crotonamide dimethyl phosphate
Bidirl
Bidrin
C 709
Carbicron
Ciba 709
cis-2-Dimethylcarbamoyl-1-methylvinyl dimethylphosphate
Crotonamide, 3-hydroxy-N,N-dimethyl-, cis-, dimethyl phosphate
Crotonamide, 3-hydroxy-N-N-dimethyl-, dimethyl phosphate, (E)-
Crotonamide, 3-hydroxy-N-N-dimethyl-, dimethyl phosphate, cis-
Diapadrin
Dicrotofos (Dutch)
Dicrotophos
Dicrotophos (ACGIH)
Dimethyl phosphate ester with 3-hydroxy-N,N-dimethyl-cis-crotonamide
Dimethyl phosphate of 3-hydroxy-N,N-dimethyl-cis-crotonamide
Ektafos
ENT 24,482
O,O-Dimethyl O-(N,N-dimethylcarbamoyl-1-methylvinyl) phosphate
O,O-Dimethyl-O-(1,4-dimethyl-3-oxo-4-aza-pent-1-enyl)fosfaat (Dutch)
O,O-Dimethyl-O-(1,4-dimethyl-3-oxo-4-aza-pent-1-enyl)phosphate
O,O-Dimethyl-O-(1-methyl-2-N,N-dimethyl-carbamoyl)-vinyl-phosphat (German)
O,O-Dimethyl-O-(2-dimethyl-carbamoyl-1-methyl-vinyl)phosphat (German)
O,O-Dimetil-O-(1,4-dimetil-3-oxo-4-aza-pent-1-enil)-fosfato (Italian)
OMS 253
Phosphate de dimethyle et de 2-dimethylcarbamoyl 1-methyl vinyle (French)
Phosphoric acid 3-(dimethylamino)-1-methyl-3-oxo-1-propenyl dimethyl ester
Phosphoric acid, dimethyl 1-methyl-N,N-(dimethylamino)-3-oxo-1-propenyl ester, (E)- (9CI)
Phosphoric acid, dimethyl ester, ester with cis-3-hydroxy-N,N-dimethylcrotonamide
SD 3562
Shell SD-3562
Mutation Data and Reference
System Test | Route/Organism/Tissue | Dose | Reference |
---|---|---|---|
DNA Damage | other cell types/human | 50 µmol/L/24H | FCTOD7 103,253,2017 |
gene conversion and mitotic recombination | /Saccharomyes cerevisiae | 150 mmol/L/24H | IARCCD 10,161,1974 |
mutation in microorganisms | /Salmonella typhimurium | 500 µg/plate (-enzymatic activation step) | JTEHD6 16,403,1985 |
mutation in microorganisms | /Escherichia coli | 2 mmol/L/4H (-enzymatic activation step) | MUREAV 20,7,1973 |
sister chromatid exchange | ovary/hamster | 300 µmol/L | JTEHD6 8,939,1981 |
Reproductive Effects Data and References
Route/Organism | Dose | Effect | Reference |
---|---|---|---|
oral/rat | 375 µg/kg (12-14D pregnant) | Reproductive: Effects on newborn: Other postnatal measures or effects | EVMJB9 39,181,1979 |
Acute Toxicity Data and References
Route/Organism | Dose | Effect | Reference |
---|---|---|---|
inhalation/rat | lethal concentration (50 percent kill): 90 mg/m3/4H | PSDTAP 15,239,1974 | |
intraperitoneal/mouse | lethal dose (50 percent kill): 9500 µg/kg | TXAPA9 16,446,1970 | |
intravenous/mouse | lethal dose (50 percent kill): 9900 µg/kg | JPPMAB 19,612,1967 | |
oral/chicken | lethal dose (50 percent kill): 7970 µg/kg | Behavioral: Convulsions or effect on seizure threshold | TXAPA9 7,606,1965 |
oral/duck | lethal dose (50 percent kill): 4140 µg/kg | TXAPA9 22,556,1972 | |
oral/mouse | lethal dose (50 percent kill): 11 mg/kg | GUCHAZ 6,196,1973 | |
oral/pigeon | lethal dose (50 percent kill): 2 mg/kg | TXAPA9 20,57,1971 | |
oral/quail | lethal dose (50 percent kill): 4 mg/kg | TXAPA9 20,57,1971 | |
oral/rat | lowest published toxic dose: 0.107 mg/kg | Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: True cholinesterase | NETEEC 33,451,2011 |
oral/rat | lowest published toxic dose: 1.06 mg/kg | Behavioral: Change in motor activity (specific assay) | NETEEC 33,451,2011 |
oral/rat | lethal dose (50 percent kill): 13 mg/kg | ARSIM* 20,6,1966 | |
oral/wild bird | lethal dose (50 percent kill): 1 mg/kg | ASTTA8 (680),157,1979 | |
skin/rabbit | lethal dose (50 percent kill): 168 mg/kg | GUCHAZ 6,196,1973 | |
skin/rat | lethal dose (50 percent kill): 42 mg/kg | WRPCA2 9,119,1970 | |
skin/wild bird | lethal dose (50 percent kill): 1300 µg/kg | TXAPA9 26,154,1973 | |
subcutaneous/mouse | lethal dose (50 percent kill): 11500 µg/kg | JPPMAB 19,612,1967 | |
subcutaneous/rat | lethal dose (50 percent kill): 8137 µg/kg | BJPCBM 40,124,1970 | |
unreported route/rat | lethal dose (50 percent kill): 22 mg/kg | 30ZDA9 -,314,1971 |
Other Multiple Dose Data and References
Route/Organism | Dose | Effect | Reference |
---|---|---|---|
oral/domestic bird | lowest published toxic dose: 3500 µg/kg/5D- 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 (inhal, vapor, skin) | DTLVS* TLV/BEI,2013 |
American Conference of Governmental Industrial Hygienists (ACGIH) | Threshold Limit Value-Not classifiable as a human carcinogen | DTLVS* TLV/BEI,2013 |
TOXICOLOGY REVIEW | RREVAH 46,1,1973 | |
TOXICOLOGY REVIEW | ENTOX* -,306,2005 | |
TOXICOLOGY REVIEW | FEREAC 73,29456,2008 | |
TOXICOLOGY REVIEW | FEREAC 73,52607,2008 | |
TOXICOLOGY REVIEW | HETOEA 26,321,2007 |
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 IN ARGENTINA, BULGARIA, COLOMBIA, JORDAN check ACGIH TLV; | ||
Occupational Exposure Limit IN SINGAPORE, VIETNAM check ACGIH TLV | ||
Occupational Exposure Limit-AUSTRALIA | time-weighted average 0.25 mg/m3, JUL2008 | |
Occupational Exposure Limit-AUSTRIA | MAK-TMW 0.25 mg/m3;KZW 0.5 mg/m3, skin, 2007 | |
Occupational Exposure Limit-BELGIUM | time-weighted average 0.25 mg/m3, Skin, MAR2002 | |
Occupational Exposure Limit-DENMARK | time-weighted average 0.25 mg/m3, skin, MAY2011 | |
Occupational Exposure Limit-FINLAND | time-weighted average 0.25 mg/m3, skin, NOV2011 | |
Occupational Exposure Limit-FRANCE | VME 0.25 mg/m3, Skin, FEB2006 | |
Occupational Exposure Limit-ICELAND | time-weighted average 0.25 mg/m3, skin, NOV2011 | |
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-NEW ZEALAND | time-weighted average 0.25 mg/m3, skin, JAN2002 | |
Occupational Exposure Limit-PERU | time-weighted average 0.05 mg/m3, JUL2005 | |
Occupational Exposure Limit-SWITZERLAND | MAK-week 0.25 mg/m3, skin, JAN2011 | |
Occupational Exposure Limit-THE NETHERLANDS | MAC-TGG 0.25 mg/m3, Skin, 2003 |
NIOSH Documentation and Surveillance
Organization | Standard | Reference |
---|---|---|
National Institute for Occupational Safety and Health (NIOSH) Recommended Exposure Level TO DICROTOPHOS-air | 10H 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 | |
NIOSH Analytical Method, 1994: Organophosphorus pesticides, 5600 | |
On EPA IRIS database |
Page last reviewed: November 16, 2018
Content
source: National Institute for Occupational Safety and Health