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Substance Name: Dimethoate [ANSI:BSI:ISO]
RN: 60-51-5
UNII: W6U08B045O
InChIKey: MCWXGJITAZMZEV-UHFFFAOYSA-N

Note

  • An organothiophosphorus cholinesterase inhibitor that is used as a systemic and contact insecticide.

Molecular Formula

  • C5-H12-N-O3-P-S2

Molecular Weight

  • 229.2598
 

Classification Codes

Classification Codes

  • Acaricide
  • Agricultural Chemical
  • Cholinergic Agents
  • Cholinesterase Inhibitors
  • Enzyme Inhibitors
  • Human Data
  • Insecticide
  • Insecticides
  • Mutation Data
  • Neurotransmitter Agents
  • Pesticides
  • Reproductive Effect
  • Tumor Data

Superlist Classification Codes

  • 2007 CERCLA Priority List, Rank: 229
  • 2011 CERCLA Priority List, Rank: 230
  • Reportable Quantity (RQ) = 10 lb
  • Threshold Planning Quantity (TPQ) = 500/10000 lb

Names and Synonyms

Results Name

  • Dimethoate [ANSI:BSI:ISO]

Name of Substance

  • Dimethoate
  • Dimethoate [ANSI:BSI:ISO]

MeSH Heading

  • Dimethoate

Synonyms

  • 2-Dimethoxyphosphinothioylthio-N-methylacetamide
  • 4-04-00-00252 (Beilstein Handbook Reference)
  • 8014 Bis HC
  • Aadimethoal
  • AC-12880
  • AC-18682
  • Acetic acid, O,O-dimethyldithiophosphoryl-, N-monomethylamide salt
  • AI3-24650
  • American cyanamid 12880
  • BI 58
  • BI 58 EC
  • BI-58
  • BRN 1785339
  • Caswell No. 358
  • CCRIS 245
  • Cekuthoate
  • CL 12880
  • Cygon
  • Cygon 2-E
  • Cygon 400
  • Cygon 4E
  • Cygon insecticide
  • Daphene
  • De-fend
  • Demos-L40
  • Devigon
  • Dimate 267
  • Dimetate
  • Dimethoaat
  • Dimethoaat [Dutch]
  • Dimethoat
  • Dimethoat Tech 95%
  • Dimethoat [German]
  • Dimethoate
  • Dimethoate 30 EC
  • Dimethogen
  • Dimeton
  • Dimevur
  • Dithiophosphate de O,O-dimethyle et de S(-N-methylcarbamoyl-methyle)
  • Dithiophosphate de O,O-dimethyle et de S(-N-methylcarbamoyl-methyle) [French]
  • EI-12880
  • EINECS 200-480-3
  • ENT 24,650
  • EPA Pesticide Chemical Code 035001
  • Experimental insecticide 12,880
  • Ferkethion
  • FIP
  • Fortion NM
  • Fosfamid
  • Fosfamid (USSR)
  • Fosfatox R
  • Fosfotox
  • Fosfotox R
  • Fosfotox R 35
  • Fostion MM
  • HSDB 1586
  • L-395
  • Lurgo
  • N-Monomethylamide of O,O-dimethyldithiophosphorylacetic acid
  • NCI-C00135
  • O,O-Dimethyl methylcarbamoylmethyl phosphorodithioate
  • O,O-Dimethyl phosphorodithioate S-ester with 2-mercapto-N-methylacetamide (8CI)
  • O,O-Dimethyl S-((methylcarbamoyl)methyl)phosphorodithioate
  • O,O-Dimethyl S-(2-(methylamino)-2-oxoethyl) phosphorodithioate
  • O,O-Dimethyl S-(N-methylcarbamoylmethyl) dithiophosphate
  • O,O-Dimethyl S-(N-methylcarbamoylmethyl) phosphorodithioate
  • O,O-Dimethyl S-(N-methylcarbamylmethyl) thiothionophosphate
  • O,O-Dimethyl S-methylcarbamoylmethyl phosphorodithioate
  • O,O-Dimethyl-dithiophosphorylessigsaeure monomethylamid
  • O,O-Dimethyl-dithiophosphorylessigsaeure monomethylamid [German]
  • O,O-Dimethyl-S-(2-oxo-3-aza-butyl)-dithiophosphat
  • O,O-Dimethyl-S-(2-oxo-3-aza-butyl)-dithiophosphat [German]
  • O,O-Dimethyl-S-(N-methyl-carbamoyl)-methyl-dithiofosfaat
  • O,O-Dimethyl-S-(N-methyl-carbamoyl)-methyl-dithiofosfaat [Dutch]
  • O,O-Dimethyl-S-(N-methyl-carbamoyl-methyl)-dithiophosphat
  • O,O-Dimethyl-S-(N-methyl-carbamoyl-methyl)-dithiophosphat [German]
  • O,O-Dimethyl-S-(N-monomethyl)-carbamyl methyl dithiophosphate
  • O,O-Dimethyldithiophosphorylacetic acid, N-monomethylamide salt
  • O,O-Dimetil-S-(N-metil-carbamoil-metil)-ditiofosfato
  • O,O-Dimetil-S-(N-metil-carbamoil-metil)-ditiofosfato [Italian]
  • OMS 94
  • PEI 75
  • Perfecthion
  • Perfekthion
  • Phosphamid
  • Phosphamide
  • Phosphorodithioic acid O,O-dimethyl ester, ester with 2-mercapto-N-methylacetamide
  • Phosphorodithioic acid, O,O-dimethyl ester, S-ester with 2-mercapto-N-methylacetamide
  • Racusan
  • RCRA waste number P044
  • Rebelate
  • Rogodan
  • Rogor
  • Rogor 20L
  • Rogor 40
  • Rogor L
  • Rogor P
  • Roxion
  • Roxion UA
  • S-Methylcarbamoylmethyl O,O-dimethyl phosphorodithioate
  • Salut
  • Sevigor
  • Sinoratox
  • Sistemin
  • Solut
  • Systemin
  • Systoate
  • Tara
  • Tara 909
  • Trimetion
  • UNII-W6U08B045O

Systematic Names

  • Dimethoate
  • Phosphorodithioic acid, O,O-dimethyl ester, S-ester with 2-mercapto-N-methylacetamide
  • Phosphorodithioic acid, O,O-dimethyl S-(2-(methylamino)-2-oxoethyl) ester

Superlist Names

  • Dimethoate
  • Phosphorodithioic acid, O,O-dimethyl S-(2-(methylamino)-2-oxoethyl) ester
  • RCRA waste no. P044

Registry Numbers

CAS Registry Number

  • 60-51-5

FDA UNII

  • W6U08B045O

Other Registry Numbers

  • 11003-53-5
  • 11096-20-1
  • 56833-73-9
  • 79956-18-6

System Generated Number

  • 0000060515

Structure Descriptors

InChI

1S/C5H12NO3PS2/c1-6-5(7)4-12-10(11,8-2)9-3/h4H2,1-3H3,(H,6,7)

InChIKey

MCWXGJITAZMZEV-UHFFFAOYSA-N

Smiles

P(=S)(SCC(=O)NC)(OC)OC

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - wild LD50 oral 6600ug/kg (6.6mg/kg)   Toxicology and Applied Pharmacology. Vol. 21, Pg. 315, 1972.
cat LD50 oral 100mg/kg (100mg/kg) BEHAVIORAL: EXCITEMENT Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 28(3), Pg. 21, 1963.
chicken LD50 oral 25mg/kg (25mg/kg)   Journal of Agricultural and Food Chemistry. Vol. 11, Pg. 91, 1963.
dog LD50 oral 400mg/kg (400mg/kg)   Special Publication of the Entomological Society of America. Vol. 78-1, Pg. 31, 1978.
duck LD50 oral 42mg/kg (42mg/kg)   Down to Earth. Vol. 35, Pg. 25, 1979.
guinea pig LD10 intraperitoneal 390mg/kg (390mg/kg)   Toxicology and Applied Pharmacology. Vol. 8, Pg. 259, 1966.
guinea pig LD50 oral 350mg/kg (350mg/kg)   Pesticide Chemicals Official Compendium, Association of the American Pesticide Control Officials, Inc., 1966. Vol. -, Pg. 395, 1966.
guinea pig LD50 skin 965mg/kg (965mg/kg)   Toxicology and Applied Pharmacology. Vol. 3, Pg. 210, 1961.
hamster LD50 intraperitoneal 160mg/kg (160mg/kg)   Archives of Toxicology. Vol. 58, Pg. 152, 1986.
hamster LD50 oral 200mg/kg (200mg/kg) GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
British Journal of Industrial Medicine. Vol. 21, Pg. 52, 1964.
hamster LD50 subcutaneous 60mg/kg (60mg/kg) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
British Journal of Industrial Medicine. Vol. 21, Pg. 52, 1964.
human LD50 oral 30mg/kg (30mg/kg)   Guide to the Chemicals Used in Crop Protection. Vol. 6, Pg. 209, 1973.
man TDLo oral 286mg/kg (286mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

PERIPHERAL NERVE AND SENSATION: FASCICULATIONS

BEHAVIORAL: COMA
Intensive Care Medicine. Vol. 12, Pg. 110, 1986.
man TDLo oral 300mg/kg (300mg/kg) CARDIAC: PULSE RATE

VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION

BEHAVIORAL: COMA
Journal of Toxicology, Clinical Toxicology. Vol. 24, Pg. 69, 1986.
man TDLo oral 357mg/kg (357mg/kg) BRAIN AND COVERINGS: OTHER DEGENERATIVE CHANGES

KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)"

CARDIAC: CARDIOMYOPATHY INCLUDING INFARCTION
Journal of Toxicology, Clinical Toxicology. Vol. 32, Pg. 61, 1994.
mouse LD50 intraperitoneal 45mg/kg (45mg/kg) GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
British Journal of Industrial Medicine. Vol. 21, Pg. 52, 1964.
mouse LD50 oral 60mg/kg (60mg/kg) GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE
British Journal of Industrial Medicine. Vol. 21, Pg. 52, 1964.
mouse LD50 skin 1gm/kg (1000mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 33(6), Pg. 6, 1968.
mouse LD50 subcutaneous 60mg/kg (60mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE
British Journal of Industrial Medicine. Vol. 21, Pg. 52, 1964.
mouse LD50 unreported 158mg/kg (158mg/kg)   Rinsho Shinkeigaku. Clinical Neurology. Vol. 23, Pg. 101, 1983.
quail LD50 oral 25mg/kg (25mg/kg)   Journal of Agricultural and Food Chemistry. Vol. 29, Pg. 772, 1981.
rabbit LD50 oral 300mg/kg (300mg/kg)   Special Publication of the Entomological Society of America. Vol. 78-1, Pg. 31, 1978.
rabbit LD50 skin 1gm/kg (1000mg/kg) BEHAVIORAL: EXCITEMENT Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 28(3), Pg. 21, 1963.
rat LD50 intraperitoneal 100mg/kg (100mg/kg) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
British Journal of Industrial Medicine. Vol. 21, Pg. 52, 1964.
rat LD50 intravenous 450mg/kg (450mg/kg) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
British Journal of Industrial Medicine. Vol. 21, Pg. 52, 1964.
rat LD50 oral 60mg/kg (60mg/kg)   Yakkyoku. Pharmacy. Vol. 30, Pg. 623, 1979.
rat LD50 skin 353mg/kg (353mg/kg)   British Journal of Industrial Medicine. Vol. 26, Pg. 59, 1969.
rat LD50 subcutaneous 350mg/kg (350mg/kg) SENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYE

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
British Journal of Industrial Medicine. Vol. 21, Pg. 52, 1964.
rat LD50 unreported 215mg/kg (215mg/kg)   Yakkyoku. Pharmacy. Vol. 28, Pg. 225, 1977.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 52 deg C   EXP
log P (octanol-water) 0.78 (none)   EXP
Water Solubility 2.50E+04 mg/L 21 EXP
Vapor Pressure 8.25E-06 mm Hg 25 EXP
Henry's Law Constant 1.05E-10 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 7.90E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.