Acetimidic acid, thio-N-((methylcarbamoyl)oxy)-, methyl ester

RTECS #

AK2975000

CAS #

16752-77-5
See: NMAM or OSHA Methods

Updated

September 2018

Molecular Weight

162.23

Molecular Formula

C₅H₁₀N₂O₂S

Synonyms

1N-X1179-412
2-Methylthio-acetaldehyd-O-(methylcarbamoyl)-oxim (German)
2-Methylthio-propionaldehyd-O-(methylcarbamoyl)-oxim (German)
3-Thiabutan-2-one, O-(methylcarbamoyl)oxime
Acetimidic acid, N-((methylcarbamoyl)oxy)thio-, methyl ester (8CI)
Acetimidothioic acid, methyl-, N-(methylcarbamoyl) ester
DPX-X1179-412
Du Pont insecticide 1179
Dupont 1179
ENT 27,341
Ethanimidothioic acid, N-(((methylamino)carbonyl)oxy)-, methyl ester (9CI)
IN 1179
Insecticide 1,179
Lannate
Lannate 10L candidate
Lannate L
Lannate LV
Mesomile
Methomex
Methomyl
Methomyl (ACGIH)
Methyl N-(((methylamino)carbonyl)oxy)ethanimidothioate
Methyl O-(methylcarbamoyl)thiolacethohydroxamate
Methyl-N-((methylcarbamoyl)oxy)thioacetimidate
Metomil (Italian)
N-(((Methylamino)carbonyl)oxy)ethanimidothioic acid methyl ester
N-((Methylcarbamoyl)oxy)thioacetimidic acid methyl ester
NU-Bait II
Nudrin
RCRA waste number P066
SD 14999
S-Methyl N-(methylcarbamoyloxy) thioacetimidate
S-Methyl N-(methylcarbamoyloxy)thioacetimidate
WL 18236

Mutation Data and Reference

System Test	Route/Organism/Tissue	Dose	Reference
Cytogenetic Analysis	lymphocyte/human	180 µmol/L	EMMUEG 23,306,1994
Cytogenetic Analysis	oral/mouse	20 mg/kg	ENVRAL 42,362,1987
Cytogenetic Analysis	ovary/hamster	1.3 mg/L/2H	FCTOD7 45,928,2007
DNA Damage	other cell types/Drosophila melanogaster	4 mmol/L/48H	FCTOD7 53,352,2013
DNA Damage	HeLa cell/human	8 mmol/L/24H	FCTOD7 53,352,2013
DNA Damage	kidney/human	8 mmol/L/24H	FCTOD7 53,352,2013
DNA Damage	HeLa cell/human	8 mmol/L/30M	FCTOD7 53,352,2013
DNA Damage	intraperitoneal/mouse	5 mg/kg	EMMUEG 24,235,1994
DNA Damage	intraperitoneal/mouse	10 mg/kg	EMMUEG 24,235,1994
DNA Damage	lymphocyte/human	500 µmol/L	EMMUEG 23,306,1994
DNA Damage	lymphocyte/human	1 mmol/L	EMMUEG 23,306,1994
micronucleus test	lymphocyte/human	10 µmol/L	EMMUEG 23,306,1994
mutation in microorganisms	/Saccharomyes cerevisiae	50 ppm (-enzymatic activation step)	RSTUDV 6,161,1976
sperm morphology	oral/mouse	20 mg/kg	ENVRAL 42,362,1987

Reproductive Effects Data and References

Route/Organism	Dose	Effect	Reference
oral/rat	32.5 mg/kg (65D male)	Reproductive: Paternal effects: Spermatogenesis (including genetic material, sperm morphology, motility, and count) Reproductive: Paternal effects: Testes, epididymis, sperm duct Reproductive: Paternal effects: Prostate, seminal vesicle, Cowper's gland, accessory glands	FCTOD7 48,3221,2010
oral/rat	32.5 mg/kg (65D male)	Reproductive: Effects on fertility: Female fertility index (e.g., # females pregnant per # sperm positive females; # females pregnant per # females mated)	FCTOD7 48,3221,2010

Acute Toxicity Data and References

Route/Organism	Dose	Effect	Reference
In Vitro/Human, HeLa cell	Inhibitor Concentration (50 percent kill): 21.46 mmol/L/24H	In Vitro Toxicity Studies: Cell viability (dye exclusion): trypan blue assay etc.	FCTOD7 53,352,2013
In Vitro/Human, HeLa cell	Inhibitor Concentration Low: 5 mmol/L/12H	In Vitro Toxicity Studies: Cell viability (dye exclusion): trypan blue assay etc.	FCTOD7 53,352,2013
In Vitro/Human, kidney	Inhibitor Concentration Low: 10 mmol/L/12H	In Vitro Toxicity Studies: Cell viability (dye exclusion): trypan blue assay etc.	FCTOD7 53,352,2013
In Vitro/Human, kidney	Inhibitor Concentration (50 percent kill): 8.2 mmol/L/24H	In Vitro Toxicity Studies: Cell viability (dye exclusion): trypan blue assay etc.	FCTOD7 53,352,2013
In Vitro/ntb	Inhibitor Concentration Low: 10 mmol/L/12H	In Vitro Toxicity Studies: Cell viability (dye exclusion): trypan blue assay etc.	FCTOD7 53,352,2013
In Vitro/ntb	Inhibitor Concentration (50 percent kill): 9.74 mmol/L/48H	In Vitro Toxicity Studies: Cell viability (dye exclusion): trypan blue assay etc.	FCTOD7 53,352,2013
inhalation/duck	lethal concentration (50 percent kill): 1890 ppm		TXAPA9 40,1,1977
inhalation/quail	lethal concentration (50 percent kill): 3680 ppm		TXAPA9 40,1,1977
inhalation/rat	lethal concentration (50 percent kill): 77 ppm/4H	Eye: Lacrimation Behavioral: Tremor Lung, Thorax, or Respiration: Dyspnea	TXAPA9 40,1,1977
inhalation/rat	lethal concentration (50 percent kill): 450 mg/m³		HBPTO* 2,1094,2001
inhalation/rat	lethal concentration (50 percent kill): 0.3 gm/m³/4H		ENTOX* -,57,2005
intraperitoneal/mouse	lowest published toxic dose: 5.2 mg/kg	Behavioral: Convulsions or effect on seizure threshold	TOSCF2 72,289,2003
intraperitoneal/mouse	lowest published lethal dose: 6.4 mg/kg	Behavioral: Convulsions or effect on seizure threshold	TOSCF2 72,289,2003
intraperitoneal/rat	lowest published toxic dose: 2.3 mg/kg	Lung, Thorax, or Respiration: Respiratory depression Nutritional and Gross Metabolic: Body temperature decrease	CTOXAO 47,725,2009
intraperitoneal/rat	lowest published toxic dose: 7.5 mg/kg	Brain and Coverings: Changes in surface EEG Behavioral: Convulsions or effect on seizure threshold Behavioral: Ataxia	TXAPA9 219,122,2007
intraperitoneal/rat	lowest published toxic dose: 2.3 mg/kg	Lung, Thorax, or Respiration: Respiratory depression Lung, Thorax, or Respiration: Other changes Nutritional and Gross Metabolic: Body temperature decrease	TOXID9 -,444,2009
intraperitoneal/rat	lowest published toxic dose: 2.3 mg/kg	Brain and Coverings: Other degenerative changes Lung, Thorax, or Respiration: Respiratory depression Nutritional and Gross Metabolic: Body temperature decrease	FCLPH* 23(Suppl 1),8,2009
intraperitoneal/rat	lethal dose (50 percent kill): 6290 µg/kg	Behavioral: Tremor Behavioral: Convulsions or effect on seizure threshold Behavioral: Straub Tail	ETOPFR 7,119,1999
oral/chicken	lethal dose (50 percent kill): 28 mg/kg	Eye: Lacrimation Behavioral: Convulsions or effect on seizure threshold Lung, Thorax, or Respiration: Dyspnea	TXAPA9 40,1,1977
oral/chicken	lethal dose (50 percent kill): 28 mg/kg		ENTOX* -,57,2005
oral/Dog	lethal dose (50 percent kill): 20 mg/kg		85INA8 6,906,1991
oral/duck	lethal dose (50 percent kill): 15 mg/kg		SHELL*
oral/guinea pig	lowest published lethal dose: 15 mg/kg		TXAPA9 40,1,1977
oral/human	lowest published lethal dose: 12 mg/kg	Brain and Coverings: Other degenerative changes Peripheral Nerve and Sensation: Flaccid paralysis without anesthesia (usually neuromuscular blockage) Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: True cholinesterase	HBPTO* 2,1097,2001
oral/monkey	lowest published lethal dose: 40 mg/kg		TXAPA9 40,1,1977
oral/mouse	lethal dose (50 percent kill): 10 mg/kg		JAFCAU 26,550,1978
oral/pigeon	lethal dose (50 percent kill): 10 mg/kg		ASTTA8 (680),157,1979
oral/quail	lethal dose (50 percent kill): 23700 µg/kg		ASTTA8 (680),157,1979
oral/rat	lethal dose (50 percent kill): 12 mg/kg		HBPTO* 2,1094,2001
oral/rat	lethal dose (50 percent kill): 20 mg/kg	Behavioral: Tremor Cardiac: Change in rate Skin and Appendages: Other: Sweating	FCTOD7 48,3221,2010
oral/rat	lowest published toxic dose: 0.6 mg/kg	Brain and Coverings: Other degenerative changes Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: True cholinesterase	TOXID9 44,395,2005
oral/rat	lowest published toxic dose: 0.1 mg/kg	Behavioral: Change in motor activity (specific assay)	TOXID9 44,397,2005
oral/rat	lowest published toxic dose: 0.25 mg/kg	Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: True cholinesterase	TXCYAC 331,1,2015
oral/wild bird	lethal dose (50 percent kill): 10 mg/kg		TXAPA9 21,315,1972
skin/rabbit	lethal dose (50 percent kill): 556 mg/kg		HBPTO* 2,1094,2001
skin/rat	lethal dose (50 percent kill): 1000 mg/kg		HBPTO* 2,1094,2001
subcutaneous/rat	lethal dose (50 percent kill): 9 mg/kg		TXAPA9 25,569,1973
unreported route/rat	lethal dose (50 percent kill): 17 mg/kg		VCVGK* -,512,1994

Other Multiple Dose Data and References

Route/Organism	Dose	Effect	Reference
oral/Dog	lowest published toxic dose: 18200 mg/kg/2Y- continuous	Kidney, Ureter, and Bladder: Changes in tubules (including acute renal failure, acute tubular necrosis) Blood: Changes in bone marrow not included in above Related to Chronic Data: Death in the "MULTIPLE DOSE" data type field	TXAPA9 40,1,1977
oral/rat	lowest published toxic dose: 32.5 mg/kg/65D- intermittent	Endocrine: Androgenic Related to Chronic Data: Changes in prostate weight Related to Chronic Data: Changes in testicular weight	FCTOD7 48,3221,2010
oral/rat	lowest published toxic dose: 14700 µg/kg/5D- intermittent	Peripheral Nerve and Sensation: Structural change in nerve or sheath Liver: Other changes Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: True cholinesterase	WDZAEK 6,37,1992
oral/rat	lowest published toxic dose: 102 mg/kg/60D- intermittent	Liver: Other changes Blood: Changes in serum composition (e.g. TP, bilirubin, cholesterol) Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Other transferases	JDGRAX 22,259,1998
oral/rat	lowest published toxic dose: 15960 mg/kg/95W- continuous	Blood: Changes in bone marrow not included in above Nutritional and Gross Metabolic: Weight loss or decreased weight gain Related to Chronic Data: Changes in testicular weight	TXAPA9 40,1,1977
oral/rat	lowest published toxic dose: 264 mg/kg/33D- intermittent	Brain and Coverings: Other degenerative changes Blood: Changes in serum composition (e.g. TP, bilirubin, cholesterol) Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: True cholinesterase	CMSHAF 23,375,1991
oral/rat	lowest published toxic dose: 9 mg/kg/90D- intermittent	Nutritional and Gross Metabolic: Weight loss or decreased weight gain	JDGRAX 18,145,1989
skin/rabbit	lowest published toxic dose: 3 gm/kg/3W- intermittent	Behavioral: Somnolence (general depressed activity) Lung, Thorax, or Respiration: Dyspnea Related to Chronic Data: Death in the "MULTIPLE DOSE" data type field	TXAPA9 40,1,1977

Reviews

Organization	Standard	Reference
American Conference of Governmental Industrial Hygienists (ACGIH)	Threshold Limit Value-time-weighted average 2.5 mg/m³	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		MUREAV 557,109,2004
TOXICOLOGY REVIEW		MUTAEX 21,93,2006
TOXICOLOGY REVIEW		ENTOX* -,57,2005
TOXICOLOGY REVIEW		JTEHD6 7,1,2004
TOXICOLOGY REVIEW		FEREAC 71,43906,2006
TOXICOLOGY REVIEW		HTOPA* 1,501,2002
TOXICOLOGY REVIEW		FEREAC 73,47184,2008
TOXICOLOGY REVIEW		MUTAEX 21,343,2006
TOXICOLOGY REVIEW		MUREAV 721,27,2011
TOXICOLOGY REVIEW		TXAPA9 258,309,2012
TOXICOLOGY REVIEW		TOLED5 230,146,2014
TOXICOLOGY REVIEW		MUREAV 767,67,2016
TOXICOLOGY REVIEW		TXAPA9 268,157,2013
TOXICOLOGY REVIEW		FCTOD7 83,300,2015
TOXICOLOGY REVIEW		FCTOD7 105,456,2017

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* -,131,1998
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 2.5 mg/m³, JUL2008
Occupational Exposure Limit-AUSTRIA	MAK-TMW 2.5 mg/m³;KZW 5 mg/m³, inhal, skin, 2007
Occupational Exposure Limit-BELGIUM	time-weighted average 2.5 mg/m³, MAR2002
Occupational Exposure Limit-DENMARK	time-weighted average 2.5 mg/m³, skin, MAY2011
Occupational Exposure Limit-FRANCE	VME 2.5 mg/m³, Skin, FEB2006
Occupational Exposure Limit-ICELAND	time-weighted average 2.5 mg/m³, skin, NOV2011
Occupational Exposure Limit-KOREA	time-weighted average 2.5 mg/m³, 2006
Occupational Exposure Limit-MEXICO	time-weighted average 2.5 mg/m³, 2004
Occupational Exposure Limit-NEW ZEALAND	time-weighted average 2.5 mg/m³, JAN2002
Occupational Exposure Limit-NORWAY	time-weighted average 2.5 mg/m³, JAN1999
Occupational Exposure Limit-PERU	time-weighted average 2,5 mg/m³, JUL2005
Occupational Exposure Limit-RUSSIA	short term exposure limit 0.5 mg/m³, MAR2004
Occupational Exposure Limit-SWITZERLAND	MAK-week 2.5 mg/m³, inhal, skin, JAN2011
Occupational Exposure Limit-THE NETHERLANDS	MAC-TGG 2.5 mg/m³, Skin, 2003

NIOSH Documentation and Surveillance

Organization	Standard	Reference
National Institute for Occupational Safety and Health (NIOSH) Recommended Exposure Level TO METHOMYL-air	10H time-weighted average 2.5 mg/m³	NIOSH* DHHS #92-100,1992
National Occupational Exposure Survey 1983	Hazard Code B0027; Number of Industries 1; Total Number of Facilities 15; Number of Occupations 1; Total Number of Employees Exposed 2367; Total Number of Female Employees Exposed 1288

Status in Federal Agencies

Organization	Reference
EPA GENETOX PROGRAM 1988, Inconclusive: B subtilis rec assay; E coli polA without S9
EPA GENETOX PROGRAM 1988, Inconclusive: Histidine reversion-Ames test
EPA GENETOX PROGRAM 1988, Negative: D melanogaster Sex-linked lethal
EPA GENETOX PROGRAM 1988, Negative: In vitro UDS-human fibroblast; TRP reversion
EPA GENETOX PROGRAM 1988, Negative: S cerevisiae-homozygosis
EPA TSCA Section 8(d) unpublished health/safety studies
EPA TSCA TEST SUBMISSION (TSCATS) DATA BASE, JANUARY 2001
On EPA IRIS database

Page last reviewed: November 16, 2018

Content source: National Institute for Occupational Safety and Health