Hymexazol CAS 10004-44-1
Introduction：Basic information about Hymexazol CAS 10004-44-1, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Hymexazol Basic information
| Product Name: | Hymexazol |
| Synonyms: | TACHIGALOZE;TACHIGAREN;5-METHYLISOXAZOL-3-OL;5-Methyl-3(2H)-isoxazolone;AGRIZOL;3-hydroxy-5-methyl-isoxazol;5-Hydroxy-3-methylisoxazole;HYDROXYISOXAZOLE |
| CAS: | 10004-44-1 |
| MF: | C4H5NO2 |
| MW: | 99.09 |
| EINECS: | 233-000-6 |
| Product Categories: | Agro-Products;FUNGICIDE;Heterocycles;Oxazoles, Isoxazoles & Benzoxazoles;Heterocyclic Compounds;Oxazoles, Isoxazoles & Benzoxazoles;Oxazole&Isoxazole |
| Mol File: | 10004-44-1.mol |
Hymexazol Chemical Properties
| Melting point | 80°C |
| Boiling point | 185.54°C (rough estimate) |
| density | 1.2992 (rough estimate) |
| vapor pressure | 0.182 Pa (25 °C) |
| refractive index | 1.4170 (estimate) |
| storage temp. | 2-8°C |
| solubility | Soluble in alcohol, acetone, THF, chloroform |
| form | Powder |
| pka | 5.91 (weak acid) |
| Water Solubility | 65,100 mg l-1 (20 °C) |
| color | White to Orange |
| Sensitive | Light Sensitive |
| Merck | 14,4856 |
| InChI | 1S/C4H5NO2/c1-3-2-4(6)5-7-3/h2H,1H3,(H,5,6) |
| InChIKey | KGVPNLBXJKTABS-UHFFFAOYSA-N |
| SMILES | CC1=CC(=O)NO1 |
| CAS DataBase Reference | 10004-44-1(CAS DataBase Reference) |
| EPA Substance Registry System | Hymexazol (10004-44-1) |
Safety Information
| Hazard Codes | Xn,Xi |
| Risk Statements | 22-41-52/53 |
| Safety Statements | 26-39-61 |
| WGK Germany | 3 |
| RTECS | NY2932000 |
| HS Code | 29349990 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Acute Tox. 4 Oral Aquatic Chronic 2 Eye Dam. 1 Repr. 2 Skin Sens. 1 |
| Toxicity | LD50 in male, female mice, rats (mg/kg): 2148, 1968, 4678, 3909 orally; 1297, 1167, 1924, 1884 s.c.; 445, 514, >1000, >1000 i.v.; in rats, rabbits (mg/kg): >10000, >2000 dermally (Nakamura, 1978) |
| Chemical Properties | White Solid |
| Uses | Pesticide. |
| Uses | Hymexazol is used to control soil-borne diseases caused byFusarium, Aphanomyces, Pythium, Corficium and Typhula spp. in rice, sugarbeet, fodder beet, vegetables, cucurbits, ornamentals, carnations andforest tree seedlings. It is also used as a seed dressing and stimulates someplant growth. |
| Uses | Agricultural fungicide and plant growth regulator. |
| Definition | ChEBI: A member of the class of isoxazoles carrying hydroxy and methyl substituents at positions 3 and 5 respectively. It is used worldwide as a systemic soil and seed fungicide for the control of diseases caused by Fusarium, Aphanomyces Pythium, and Corticium spp. in rice, sugarbeet, fodderbeet, vegetables, cucurbits, and ornamentals. |
| Synthesis Reference(s) | The Journal of Organic Chemistry, 48, p. 4307, 1983 DOI: 10.1021/jo00171a030 |
| Mechanism of action | Hymexazol works by inhibiting RNA synthesis in pathogenic fungi, disrupting their growth and reproduction. |
| Metabolic pathway | Degradation of hymexazol in soil gave acetoacetamide and the productof rearrangement, 5-methyl-2(3H)-oxazolone.H owever, in plants the fungicidewas principally converted into its O- and N-glucoside conjugates inthe roots and shoots. The two main metabolites of hymexazol found in theurine of rats were the O-glucuronide and sulfate conjugates. |
| Degradation | Hymexazol is stable under alkaline conditions and relatively stable inacidic conditions. It is stable to sunlight and heat (PM). It should be notedthat the parent molecule is tautomeric. Hymexazol is highly volatile andwill be lost by volatilisation unless it is covered or incorporated into soil.The fungicide was completely biodegraded in natural water at 30 °C in2 weeks and at 10-13 °C in 2 months (Rebenok and Kolesnikova, 1983).Hymexazol is stable in sunlight but it is readily degraded by ultravioletlight. Photolysis of an aqueous solution of the fungicide at 253.7 nm, usinga low pressure Hg lamp, afforded the oxazolinone (2) as the major productand at least two unidentified minor components. The oxazolinone (2)has been found in soil studies as described below and is a product ofrearrangement formed via an aziridinone intermediate as shown inScheme 1 (Nakagawa et al., 1974). |
Hymexazol Preparation Products And Raw materials
| Raw materials | Phosphorus oxitrichloride-->Hydroxylamine hydrochloride-->Ethyl acetoacetate-->Phosphorus pentachloride-->Butyryl chloride-->Ethyl butyrate-->Butyramide-->Ethyl crotonate |
| Preparation Products | Hymexazol aqueous solution-->4-BROMOMETHYL-2-METHOXYMETHYL-5-METHYLISOXAZOLIN-3-ONE |
