ChemicalBook--->CAS DataBase List--->23947-60-6

23947-60-6

23947-60-6 Structure

23947-60-6 Structure
IdentificationBack 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 PropertiesBack 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
[EPA Substance Registry System]

Ethirimol (23947-60-6)
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

21
[Safety Statements ]

36/37
[WGK Germany ]

1
[RTECS ]

UW7380000
[Toxicity]

LD50 orally in rats: 4000 mg/kg (Bebbington)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Hexanoic acid, 2-acetyl-, methyl ester-->N-ethylguanidine-->2-Ethylamino-6-methyl-4-pyrimidinol-->Ethyl 2-acetylhexanoate-->Butyraldehyde
[Preparation Products]

4(3H)-Pyrimidinone, 2-amino-5-butyl-3-ethyl-6-methyl--->BUPIRIMATE
Hazard InformationBack Directory
[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.
[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).
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