ETHIRIMOL

ETHIRIMOL Basic information
Product Name:ETHIRIMOL
Synonyms:MILGO;5-BUTYL-2-ETHYLAMINO-4-HYDROXY-6-METHYL PYRIMIDINE;ethirimol (bsi,iso);ethirimol (ISO) 5-butyl-2-ethylamino-6-methylpyrimidin-4-ol;2-Ethylamino-4-methyl-5-n-butyl-6-hydroxypyrimidine;4(1H)-Pyrimidinone, 5-butyl-2-(ethylamino)-6-methyl-;4(3H)-Pyrimidinone, 5-butyl-2-(ethylamino)-6-methyl-;4(3H)-pyrimidinone,5-butyl-2-(ethylamino)-6-methyl-
CAS:23947-60-6
MF:C11H19N3O
MW:209.29
EINECS:245-949-3
Product Categories:Alpha sort;E;E-GAlphabetic;EQ - EZPesticides;Fungicides;Pesticides&Metabolites;Pyrimidines
Mol File:23947-60-6.mol
ETHIRIMOL Structure
ETHIRIMOL Chemical Properties
Melting point 159-160°
Boiling point 348.66°C (rough estimate)
density 1.2100
vapor pressure 2.7 x 10-4 Pa at 25 °C
refractive index 1.5700 (estimate)
storage temp. -20°C Freezer
solubility Chloroform (Sparingly), Ethanol (Slightly), Methanol (Slightly)
pka5
Water Solubility 253 mg l-1 (pH 5.2), 150 mg l-1 (pH 7.3), 153 mg l-1 (pH 9.3) at 20 °C
form neat
color White to Off-White
Merck 13,3776
BRN 882476
EPA Substance Registry SystemEthirimol (23947-60-6)
Safety Information
Hazard Codes Xn
Risk Statements 21
Safety Statements 36/37
WGK Germany 1
RTECS UW7380000
ToxicityLD50 orally in rats: 4000 mg/kg (Bebbington)
MSDS Information
ETHIRIMOL Usage And Synthesis
UsesFungicide.
UsesEthirimol is a systemic fungicide with both protective and curative actions. It controls mainly powdery mildew (Erysiphe gmminis) on barley, wheat and oats. Ethirimol can be applied as a seed dressing, as a foliar spray or directly to the soil in the root zone.
UsesEthirimol is a pyrimidine based fungicide with wide applications such as controlling leaf spot of sugar beet.
DefinitionChEBI: An aminopyrimidine that is 2-ethylaminopyrimidin-4-one carrying butyl and methyl substituents at positions 5 and 6 respectively. A fungicide first marketed in 1970 and used as a seed treatment for diseaases such as damping-off, it is not licensed for use w thin the European Union.
Metabolic pathwayEthirimol is susceptible to photodegradation and it also degrades extensively in soil to yield CO2 and unextractable soil-bound residues. Metabolism in plants and animals is extensive to yield up to 16 metabolites. Elimination in animals was rapid following oral dosing. Metabolism in soil, plants and animals follows common pathways which include N-dealkylation, hydroxylation of the butyl group and conjugation.
DegradationEthirimol (1) is stable to hydrolytic degradation in buffered solutions at pH 5, 7 and 9 at 22°C. It degraded under aqueous photolysis test conditions with a half-life (DT50) of ca. 3 weeks. The primary photolytic degradation reactions include the opening of the pyrimidine ring to yield ethylguanidine (2), urea (3) and 4-butylpyrazolidine-3,5-dione (4) (Cavell et al., 1974c).
BUPIRIMATE 2-Pyrimidinamine, N-methyl- (9CI) 6-METHYL-2-(METHYLAMINO)PYRIMIDIN-4-OL 5-PROPYL-2-PYRIMIDINAMINE 2-Pyrimidinamine, 5-methyl- (9CI) 5-METHYLPYRIMIDIN-4-OL 6-METHYL-5-PROPYL-4(1H)-PYRIMIDINONE 5-ETHYL-2-PYRIMIDINAMINE 5-ethylpyrimidin-4-ol 4(1H)-Pyrimidinone, 2-amino-5-ethyl- (9CI) 4(1H)-Pyrimidinone, 2-amino-5-methyl- (7CI,8CI,9CI) 5,6-DIMETHYL-PYRIMIDIN-4-OL 2-AMINO-5,6-DIMETHYL-4-HYDROXYPYRIMIDINE 2-Amino-6-methyl-4-pyrimidinol 2-AMINO-5-ETHYL-6-METHYLPYRIMIDIN-4-OL 5-Butyl-6-methyl-4-pyrimidinol ETHIRIMOL CHEMBRDG-BB 9072033

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