BUPIRIMATE CAS 41483-43-6
Introduction：Basic information about BUPIRIMATE CAS 41483-43-6, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
BUPIRIMATE Basic information
| Product Name: | BUPIRIMATE |
| Synonyms: | Bupirimate 25%;BUPIRIMATE PESTANAL, 250 MG;Sulfamic acid, dimethyl-, 5-butyl-2-(ethylamino)-6-methyl-4-pyrimidinyl ester;bupirimate (bsi,iso,ansi);BUPIRAMATE;5-Butyl-2-ethylamino-6-methylpyrimidin-4-yl dimethylsulfamate;5-BUTYL-2-ETHYLAMINO-6-METHYLPYRIMIDIN-4-YL-DIMETHYLSULPHAMATE;BUPIRIMATE |
| CAS: | 41483-43-6 |
| MF: | C13H24N4O3S |
| MW: | 316.42 |
| EINECS: | 255-391-2 |
| Product Categories: | BI - BZBuilding Blocks;PyrimidinesPesticides;A-BAlphabetic;Alpha sort;B;Fungicides;Heterocyclic Building Blocks;Pesticides&Metabolites;Pyrimidines |
| Mol File: | 41483-43-6.mol |
BUPIRIMATE Chemical Properties
| Melting point | 50-51° |
| Boiling point | 463.2±55.0 °C(Predicted) |
| density | 1.2120 (rough estimate) |
| vapor pressure | 1.0 x 10-4 Pa at 25 °C |
| refractive index | 1.6200 (estimate) |
| Fp | 100 °C |
| storage temp. | 0-6°C |
| solubility | Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly) |
| Water Solubility | 22 mg l-1 (pH 5.2), 18 mg l-1 (pH 7.3),17 mg l-1 (pH 9.3) at 25 °C |
| pka | 5 |
| form | Solid |
| color | White to Pale Beige |
| Merck | 13,1482 |
| BRN | 758056 |
| Major Application | agriculture environmental |
| InChI | 1S/C13H24N4O3S/c1-6-8-9-11-10(3)15-13(14-7-2)16-12(11)20-21(18,19)17(4)5/h6-9H2,1-5H3,(H,14,15,16) |
| InChIKey | DSKJPMWIHSOYEA-UHFFFAOYSA-N |
| SMILES | CCCCc1c(C)nc(NCC)nc1OS(=O)(=O)N(C)C |
| LogP | 2.700 |
| EPA Substance Registry System | Bupirimate (41483-43-6) |
Safety Information
| Hazard Codes | Xn |
| Risk Statements | 21 |
| Safety Statements | 36/37 |
| WGK Germany | 2 |
| RTECS | WO5970000 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Acute Tox. 4 Dermal Aquatic Chronic 1 Carc. 2 Skin Sens. 1B |
| Toxicity | LD50 orally in rats: 4000 mg/kg (Finney) |
| Uses | Fungicide. |
| Uses | Bupirimate is a systemic fungicide that provides protective andcurative control of powdery mildew (Podosphaera leucotricha) mainly inpome fruits, stone fruits and glasshouse roses. Other uses include berries,vines and cucurbits. |
| Uses | Bupirimate is a pyrimidine based fungicide with protective and curative activity for the control of fungal diseases by interfearing with nucleic acid synthesis. |
| Definition | ChEBI: A member of the class of aminopyrimidines that is 2-ethylaminopyrimidine carrying methyl, butyl and dimethylaminosulfooxy substituents at posiitons 4, 5 and 6 respectively. |
| Metabolic pathway | Bupirimate degrades rapidly when exposed to sunlight. Minimal penetrationof bupirimate residues in treated apples was observed. Degradationof bupirimate in/on fruit surfaces was mainly due to photolytic processes.Metabolism in plants and animals is similar and includes the initialcleavage of the dimethylsulfamate-pyrimidine linkage to yield ethirimolwhich is also an active fungicide. Numerous degradation products weregenerated from N-dealkylation, hydroxylation and conjugation reactionsand the opening of the pyrimidine ring (Scheme 1). |
| Degradation | Bupirimate (1) is stable in dilute alkaline solution, but readily hydrolysedin dilute acidic solution. Bupirimate was rapidly decomposed in aqueoussolution when exposed to sunlight (Hassall, 1982). Cleavage of thedimethylsulfamate-pyrimidine linkage yielded ethirimol [5-butyl-2-ethylamino-6-methylpyrimidin-4-ol (2)] as the major product. Ethirimol,an active fungicide, was degraded slowly under these test conditions.Four additional minor products were also detected. Three of theseproducts were identified aS isomers of bupirimate, resulting from themigration of the dimethylsulfamate moiety to the various nitrogenmolecules (compounds 3, 4 and 5; Cavell and Lincoln, 1974; Teal andSkidmore, 1976). |
BUPIRIMATE Preparation Products And Raw materials
| Raw materials | ETHIRIMOL-->Dimethylsulfamoyl chloride |
