NIOSH logo and tagline

Phosphoramidic acid, methyl-, 4-tert-butyl-2-chlorophenyl methyl ester

RTECS #
TB3850000
CAS #
299-86-5
See: NMAM or OSHA Methods
Updated
September 2013
Molecular Weight
291.74
Molecular Formula
C12H19ClNO3P
Synonyms
4-t-Butyl-2-chlorophenyl methyl methylphosphoramidate
4-Tert. butyl 2-chlorophenyl methylphosphoramidate de methyle (French)
Amidofos
Amidophos
Crufomat
Crufomate
Crufomate (ACGIH)
Crufomate A
Dowco 132
ENT 25,602-X
M-1261
Methylphosphoramidic acid, 4-t-butyl-2-chlorophenyl methyl ester
Montrel
O-(4-Tert butyl-2-chloor-fenyl)-O-methyl-fosforzuur-N-methyl-amide (Dutch)
O-(4-tert-Butyl-2-chlorophenyl) O-methyl N-methylamido phosphate
O-(4-Tert-butyl-2-chlor-phenyl)-O-methyl-phosphorsaeure-N-methylamid (German)
O-(4-Terz.-butil-2-cloro-fenil)-O-metil-fosforammide (Italian)
O-Methyl O-2-chloro-4-tert-butylphenyl N-methylamidophosphate
Phenol, 4-t-butyl-2-chloro-, ester with methyl methylphosphoramidate
Phosphoramidic acid, 4-tert-butyl-2-chlorophenylphosphoramidate
Phosphoramidic acid, methyl-, 2-chloro-4-(1,1-dimethylethyl)phenyl methyl ester
Ruelene
Ruelene 25E
Ruelene drench
Rulene

Reproductive Effects Data and References

Route/OrganismDoseEffectReference
skin/mouse 100 mg/kg (2D prior to copulation)Reproductive: Effects on fertility: Mating performance (e.g., # sperm positive females per # females mated; # copulations per # estrus cycles)

Reproductive: Effects on fertility: Female fertility index (e.g., # females pregnant per # sperm positive females; # females pregnant per # females mated)
JPFCD2 13,169,1978
skin/mouse 100 mg/kg (2D prior to copulation)Reproductive: Maternal effects: Parturition

Reproductive: Effects on newborn: Weaning or lactation index (e.g., # alive at weaning per # alive at day 4)

Reproductive: Effects on newborn: Growth statistics (e.g., reduced weight gain)
JPFCD2 16,141,1981
skin/mouse 200 mg/kg (2D prior to copulation)Reproductive: Effects on newborn: Live birth index (Litter size (e.g., # fetuses per litter; measured after birth)JPFCD2 16,141,1981

Acute Toxicity Data and References

Route/OrganismDoseEffectReference
inhalation/rat Lowest published lethal concentration: 12 mg/m3/4H85GMAT -,29,1982
oral/Dog lethal dose (50 percent kill): 1 gm/kgVTYMAC 74,1119,1979
oral/guinea pig lethal dose (50 percent kill): 1 gm/kgAutonomic Nervous System: Other (direct) parasympathomimetic

Gastrointestinal: Hypermotility, diarrhea

Kidney, Ureter, and Bladder: Urine volume increased
FCTXAV 6,185,1968
oral/mammal (species unspecified) lethal dose (50 percent kill): 251 mg/kgBehavioral: Somnolence (general depressed activity)

Behavioral: Food intake (animal)

Behavioral: Muscle contraction or spasticity
VETNAL 54(12),94,1978
oral/rabbit lethal dose (50 percent kill): 400 mg/kg28ZEAL 5,59,1976
oral/rat lethal dose (50 percent kill): 460 mg/kgTXAPA9 14,515,1969
oral/wild bird lethal dose (50 percent kill): 100 mg/kgTXAPA9 21,315,1972
skin/rabbit lethal dose (50 percent kill): 2 gm/kgSPEADM 78-1,37,1978
subcutaneous/guinea pig lowest published lethal dose: 50 mg/kgSTCC**
unreported route/rat lethal dose (50 percent kill): 770 mg/kg30ZDA9 -,317,1971

Other Multiple Dose Data and References

Route/OrganismDoseEffectReference
oral/Dog lowest published toxic dose: 36 gm/kg/2Y- continuousBiochemical: Enzyme inhibition, induction, or change in blood or tissue levels: True cholinesteraseFCTXAV 6,185,1968
oral/rat lowest published toxic dose: 44 gm/kg/2Y- continuousMusculoskeletal: Other changes

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

Related to Chronic Data: Changes in testicular weight
FCTXAV 6,185,1968

Reviews

OrganizationStandardReference
American Conference of Governmental Industrial Hygienists (ACGIH)Threshold Limit Value-time-weighted average 5 mg/m3DTLVS* TLV/BEI,2013
American Conference of Governmental Industrial Hygienists (ACGIH)Threshold Limit Value-Not classifiable as a human carcinogenDTLVS* TLV/BEI,2013
TOXICOLOGY REVIEWRREVAH 46,1,1973
TOXICOLOGY REVIEWRREVAH 63,1,1976

Standards and Regulations

OrganizationStandardReference
Occupational Exposure Limit IN ARGENTINA, BULGARIA, COLOMBIA, JORDAN check ACGIH TLV;
Occupational Exposure Limit IN SINGAPORE, VIETNAM check ACGIH TLV
Occupational Exposure Limit-AUSTRALIAtime-weighted average 5 mg/m3, JUL2008
Occupational Exposure Limit-AUSTRIAMAK-TMW 5 mg/m3;KZW 10 mg/m3, inhal, skin, 2007
Occupational Exposure Limit-BELGIUMtime-weighted average 5 mg/m3, MAR2002
Occupational Exposure Limit-DENMARKtime-weighted average 5 mg/m3, MAY2011
Occupational Exposure Limit-FRANCEVME 5 mg/m3, FEB2006
Occupational Exposure Limit-ICELANDtime-weighted average 5 mg/m3, NOV2011
Occupational Exposure Limit-KOREAtime-weighted average 5 mg/m3, short term exposure limit 20 mg/m3, 2006
Occupational Exposure Limit-MEXICOtime-weighted average 5 mg/m3;short term exposure limit 20 mg/m3, 2004
Occupational Exposure Limit-NEW ZEALANDtime-weighted average 5 mg/m3, JAN2002
Occupational Exposure Limit-PERUtime-weighted average 5 mg/m3, JUL2005
Occupational Exposure Limit-RUSSIAshort term exposure limit 0.5 mg/m3, Skin, JUN2003
Occupational Exposure Limit-SWITZERLANDMAK-week 5 mg/m3, JAN2011
Occupational Exposure Limit-THE NETHERLANDSMAC-TGG 5 mg/m3, 2003

NIOSH Documentation and Surveillance

OrganizationStandardReference
National Institute for Occupational Safety and Health (NIOSH) Recommended Exposure Level TO CRUFOMATE-air10H time-weighted average 5 mg/m3;short term exposure limit 20 mg/m3NIOSH* DHHS #95-121,1995
Page last reviewed: November 16, 2018