Introduction：Basic information about ETHIRIMOL CAS 23947-60-6, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
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 |
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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) |
| 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 |
| 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 Information
| 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) |
ETHIRIMOL Usage And Synthesis
| Chemical Properties | White crystal. Melting point 159-160°C. Vapor pressure at 25°C is 0.267×10-3Pa. Solubility in water at 25°C is 200mg/L. Soluble in chloroform, trichloroethylene, strong acid and strong alkali solution, slightly soluble in ethanol, almost insoluble in acetone, stable to heat. |
| Uses | Ethirimol is a systemic fungicide with both protective and curativeactions. It controls mainly powdery mildew (Erysiphe gmminis) on barley,wheat and oats. Ethirimol can be applied as a seed dressing, as a foliarspray or directly to the soil in the root zone. |
| Uses | Ethirimol is a pyrimidine based fungicide with wide applications such as controlling leaf spot of sugar beet. |
| 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 wthin the European Union. |
| Metabolic pathway | Ethirimol is susceptible to photodegradation and it also degradesextensively 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. Metabolismin soil, plants and animals follows common pathways which includeN-dealkylation, hydroxylation of the butyl group and conjugation. |
| Degradation | Ethirimol (1) is stable to hydrolytic degradation in buffered solutionsat pH 5, 7 and 9 at 22°C. It degraded under aqueous photolysis testconditions with a half-life (DT50) of ca. 3 weeks. The primary photolyticdegradation reactions include the opening of the pyrimidine ring to yieldethylguanidine (2), urea (3) and 4-butylpyrazolidine-3,5-dione (4) (Cavellet al., 1974c). |
ETHIRIMOL Preparation Products And Raw materials
| 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 |
