| Identification | Back Directory | [Name]
ETRIMFOS | [CAS]
38260-54-7 | [Synonyms]
san197
EKAMET
san197i
ekametg
oms1806
ent29126
SATISFAR
Ekamet G
OMS 1806
SAN 1971
ETRIMFOS
SAN-I 197
SAN 197 I
Etrimphos
ekametulv
ENT 29126
Ekamet ulv
satisfarls3
satisfarls5
satisfardp-2
ETRIMFOS 95%
Ethoxypyrithion
ETRIMFOS(EKAMET)
EtriMfos solution
Etrimfos Solution, 100ppm
etrimfos (ansi,bsi,iso,esa)
Etrimfos @100 μg/mL in MeOH
Etrimfos (technical mixture)
Etrimfos Standard Solution
Etrimfos@1000 μg/mL in Acetonitrile
ETRIMFOS TECHNICAL MIXTURE, PESTANAL, 25
2-Ethyl-6-ethoxypyrimidin-4-yl dimethyl phosphorothionate
O-(6-ETHOXY-2-ETHYL-4-PYRIMIDINYL)-O,O-DIMETHYL-PHOSPHOROT.
Dimethyl-O-(2-ethyl-4-ethoxy-pyrimidinyl-6)-thionophosphate
o-6-ethoxy-2-ethylpyrimidin-4-ylo,o-dimethylphosphorothioate
O-(6-ETHOXY-2-ETHYL-4-PYRIMIDINYL)-O,O-DIMETHYLTHIOPHOSPHATE
o,o-dimethylo-(2-ethyl-4-ethoxypyrimidinyl)-6-thionophosphate
O-6-Ethoxy-2-ethylpyrimidin-4-yl O,O-dimethyl phosphorothioate
o-(6-ethoxy-2-ethyl-4-pyrimidinyl)o,o-dimethylphosphorothioate
O-6-ethoxy-2-ethylpyrimidin-4-yl O,O-dimethylphosphorothioat...
O-(6-Ethoxy-2-ethyl-4-pyrimidinyl) O,O-dimethyl phosphorothioate
O， O-dimethyl-O-(6-ethoxy-2-ethyl-4-pyrimidinyl)-phosphorothioate
Phosphorothioic acid O-(6-ethoxy-2-ethylpyrimidin-4-yl) O,O-dimethyl
O-6-ethoxy-2-ethylpyrimidin-4-yl O,O-dimethylphosphorothioate etrimfos
Etrimfos,O-(6-Ethoxy-2-ethyl-4-pyrimidinyl) O,O-dimethyl thiophosphate
phosphorothioicacid,o,o-dimethylo-(6-ethoxy-2-ethyl-4-pyrimidinyl)ester
o-(6-ethoxy-2-ethyl-4-pyrimidinyl)-phosphorothioicacido,o-dimethylester
Phosphorothioic acid, O-(6-ethoxy-2-ethyl-4-pyrimidinyl) O,O-dimethyl ester
Phosphorothioic acid, O,O-dimethyl O-(6-ethoxy-2-ethyl-4-pyrimidinyl) ester | [EINECS(EC#)]
253-855-9 | [Molecular Formula]
C10H17N2O4PS | [MDL Number]
MFCD00055516 | [MOL File]
38260-54-7.mol | [Molecular Weight]
292.29 |
| Chemical Properties | Back Directory | [Melting point ]
-3.35℃ | [Boiling point ]
approximate 77℃ | [density ]
1.195 g/cm3 (20℃) | [vapor pressure ]
6.5 x 10-3 Pa (24 °C) | [refractive index ]
nD20 1.5068 | [Fp ]
>100 °C | [storage temp. ]
APPROX 4°C
| [solubility ]
Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly) | [form ]
liquid | [pka]
-0.67±0.32(Predicted) | [Water Solubility ]
40 mg l-1 (23-24 °C) | [color ]
Colourless | [Merck ]
13,3923 | [BRN ]
7136389 | [Henry's Law Constant]
1.6×101 mol/(m3Pa) at 25℃, HSDB (2015) | [InChI]
1S/C10H17N2O4PS/c1-5-8-11-9(15-6-2)7-10(12-8)16-17(18,13-3)14-4/h7H,5-6H2,1-4H3 | [InChIKey]
FGIWFCGDPUIBEZ-UHFFFAOYSA-N | [SMILES]
CCOc1cc(OP(=S)(OC)OC)nc(CC)n1 | [CAS DataBase Reference]
38260-54-7 | [EPA Substance Registry System]
Etrimfos (38260-54-7) |
| Hazard Information | Back Directory | [Uses]
Satisfar is a pesticide sprayed on plants and vegetables as insecticide to fend off pests. | [Uses]
Agricultural insecticide. | [Hazard]
Toxic. | [Description]
Etrimfos is a colorless liquid, mp ?3.35 ?C, vp 6.5 mPa
(20 ?C). Solubility in water is 40 mg/L (23–24 ?C). It is
miscible with most organic solvents. Log Kow > 3.3. Neat
etrimfos is unstable and degrades ca. 40% in 28 d at
50 ?C, but the dilute solutions in nonpolar solvents and its
formulations are stable (about 5% loss in 1 y at ca. 20 ?C).
It is hydrolyzed in aqueous media; DT50 (25 ?C) at pH 3, 6,
and 9 are 0.4, 16, and 14 d, respectively. | [Chemical Properties]
The pure product is a colorless oil with an mp of -3.4°C, a relative density of 1.195 (20°C), and a refractive index n20D of 1.5068. It is miscible in acetone, chloroform, methanol, ethanol, hexanol, dimethyl sulfoxide, and xylene. Its solubility in water is 10 g/L, and its hydrolysis half-lives at 25°C are 0.4 days (pH = 3), 16 days (pH = 6), and 14 days (pH = 9). While pure pyrimethamine is unstable, it is stable in dilute solutions in nonpolar solvents. A suitable stabilizer has reportedly been identified. | [Definition]
ChEBI: Etrimfos is an organic thiophosphate. | [Production Methods]
The commercial production of etrimfos typically starts with the preparation of the pyrimidine derivative, which is then reacted with dimethyl phosphorochloridothioate under controlled conditions to form the final phosphorothioate ester. The reaction is carried out in organic solvents such as acetone or ethanol, where etrimfos is fully miscible, and the product is purified through distillation or crystallisation to achieve the desired technical grade. | [Mechanism of action]
Contact and stomach action, non-systemic. Acetylcholinesterase (AChE) inhibitor. | [Metabolic pathway]
Etrimfos is principally degraded in soil and plants via dearylation of
etrimfos itself or by hydrolysis of etrimfos oxon to the pyrimidinol
(6-ethoxy-4-hydroxy-2-ethylpyrimidine), further metabolism of which
involves de-ethylation to a dihydroxypyrimidine (2-ethyl-4,6-dihydroxypyrimidine).
In mammals both hydrolysis and demethylation to desmethyl
etrimfos are involved in detoxification. Additionally, the ethyl and
ethoxy groups of the pyrimidinol hydrolysis product may be hydroxylated
and conjugated. Etrimfos oxon is metabolically highly unstable and
is often not detected. | [Degradation]
Etrimfos is unstable when pure but dilute solutions in non-polar solvents
and formulations are stable. Half-lives in water at pH 3,6 and 9 were 0.4,
16 and 14 days, respectively. Etrimfos is stable to light (PM). | [Toxicity evaluation]
The acute oral LD50 for rats is 1,600–1,800 mg/kg.
Inhalation LC50 (1 h) for rats is >200 mg/L air. NOEL
(2 yr) for rats is 6 mg/kg diet (0.3 mg/kg/d). ADI is
3 μg/kg b.w. The principal degradation pathway in
mammals, plants, and soils is pyrimidinyl ester bond
cleavage: the major metabolites are 6-ethoxy-4-hydroxy-
2-ethylpyrimidine and its further transformed products.
Degradation in mammals involves demethylation to
desmethyl etrimfos. The DT50 in soils at pH 6.8 was
3–10 d. | [Pesticide Type]
Insecticide |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,N | [Risk Statements ]
22-50/53 | [Safety Statements ]
60-61 | [RIDADR ]
UN3082 9/PG 3 | [WGK Germany ]
3 | [RTECS ]
TF8350000 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Dermal
Aquatic Acute 1 | [Hazardous Substances Data]
38260-54-7(Hazardous Substances Data) | [Toxicity]
LD50 in male rats, mice (mg/kg): 1800, 437 orally; LC50 in carp (mg/l): 13.6 (48 hr); 13.3 (96 hr) (Knutti) |
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