| Identification | Back Directory | [Name]
ETHIRIMOL | [CAS]
23947-60-6 | [Synonyms]
MILGO
pp149
PP 149
milgoe
Milstem
Milgo E
Ethirimal
Ethrimiol
Ethyrimol
ETHIRIMOL
23947-60-6
newmilstem
NEW MILSTEM
'LGC' (1634)
Milcurb super
milstemseeddressing
ethirimol (bsi,iso)
Milstem seed dressing
TIANFU-CHEM -ETHIRIMOL
Ethirimol Solution, 1000ppm
Ethirimol @100 μg/mL in MeOH
ETHIRIMOL PESTANAL (5-BUTYL-2-ETHYL-AMIN
5-Butyl-2-ethylamino-6-methylpyrimidin-4-ol
5-butyl-2-(ethylamino)-6-methyl-4(1h)-pyrimidinon
5-Butyl-2-(ethylamino)-6-methyl-4(1H)-pyrimidinone
5-BUTYL-2-ETHYLAMINO-4-HYDROXY-6-METHYL PYRIMIDINE
5-Butyl-2-(ethylamino)-6-methyl-4(1H)-pyrim-idinone
5-n-Butyl-2-ethylamino-4-hydroxy-6-methylpyrimidine
4(3H)-pyrimidinone,5-butyl-2-(ethylamino)-6-methyl-
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-
5-Butyl-2-ethylamino-4-hydroxy-6-methylpyrimidine-4-ol
ethirimol (ISO) 5-butyl-2-ethylamino-6-methylpyrimidin-4-ol | [EINECS(EC#)]
245-949-3 | [Molecular Formula]
C11H19N3O | [MDL Number]
MFCD00055519 | [MOL File]
23947-60-6.mol | [Molecular Weight]
209.29 |
| Chemical Properties | Back Directory | [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) | [form ]
neat | [pka]
5 | [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 | [color ]
White to Off-White | [Merck ]
13,3776 | [BRN ]
882476 | [Henry's Law Constant]
3.6×103 mol/(m3Pa) at 25℃, Mackay et al. (2006) | [Major Application]
agriculture
environmental | [InChI]
InChI=1S/C11H19N3O/c1-4-6-7-9-8(3)13-11(12-5-2)14-10(9)15/h4-7H2,1-3H3,(H2,12,13,14,15) | [InChIKey]
BBXXLROWFHWFQY-UHFFFAOYSA-N | [SMILES]
C1(NCC)=NC(C)=C(CCCC)C(=O)N1 | [EPA Substance Registry System]
Ethirimol (23947-60-6) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
21 | [Safety Statements ]
36/37 | [WGK Germany ]
1 | [RTECS ]
UW7380000 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Dermal | [Toxicity]
LD50 orally in rats: 4000 mg/kg (Bebbington) |
| Hazard Information | Back Directory | [Description]
Ethrimol is a pyrimidine fungicide which is not approved for use in the UK nor the EU. It has a moderate water solubility and a low volatility. It is moderately persistent in soils and water bodies. It is moderately mobile. It demonstrates a low to moderate level of toxicity for most species. Data relating to human toxicity is scant. It las a low human toxicity via the oral route. | [Chemical Properties]
White crystals. Melting point: 159-160°C. Vapor pressure: 0.267×10-3 Pa at 25°C. Solubility in water: 200 mg/L at 25°C. Soluble in chloroform, trichloroethylene, strong acid and strong base solutions, slightly soluble in ethanol, practically insoluble in acetone, and relatively stable to heat. | [Uses]
Ethirimol is a pyrimidine based fungicide with wide applications such as controlling leaf spot of sugar beet. | [Uses]
Ethirimol 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. | [Uses]
Fungicide. | [Definition]
ChEBI: 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. | [Production Methods]
Ethirimol is commercially produced through a synthesis involving pyrimidine chemistry. The process typically starts with the construction of a substituted pyrimidone ring, specifically 5-butyl-2-ethylamino-6-methylpyrimidin-4-ol. This involves alkylation and amination steps using butyl and ethyl groups on a pyrimidine backbone, followed by hydroxylation at the 4-position. | [Mechanism of action]
Systemic, absorbed by roots and translocated. Inhibits nucleic acid synthesis (adenosine deaminase). | [Metabolic pathway]
Ethirimol 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. | [Degradation]
Ethirimol (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). | [Pesticide Type]
Fungicide; Metabolite |
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