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| | Methabenzthiazuron Basic information |
| Product Name: | Methabenzthiazuron | | Synonyms: | 1-(2-benzothiazolyl)-1,3-dimethyl-ure;1,3-dimethyl-3-(2-benzthiazolyl)-harnstoff;bay74283;bayer5633;metabenzthiazuron;methbenzthiazuron;n-methyl-n’-methyl-n’-(2-benzothiazolyl)urea;preparation5633 | | CAS: | 18691-97-9 | | MF: | C10H11N3OS | | MW: | 221.28 | | EINECS: | 242-505-0 | | Product Categories: | BENZOTHIAZOLE | | Mol File: | 18691-97-9.mol |  |
| | Methabenzthiazuron Chemical Properties |
| Melting point | 119-120.5° | | density | 1.2527 (rough estimate) | | refractive index | 1.6740 (estimate) | | Fp | 11 °C | | storage temp. | APPROX 4°C | | solubility | DMSO, Methanol (Sparingly) | | pka | 12.83±0.46(Predicted) | | color | Off-White to Pale Beige | | Water Solubility | 59mg/L(20 ºC) | | Merck | 14,5939 | | BRN | 196633 | | Henry's Law Constant | 1.8×104 mol/(m3Pa) at 25℃, Duchowicz et al. (2020) | | InChI | 1S/C10H11N3OS/c1-11-9(14)13(2)10-12-7-5-3-4-6-8(7)15-10/h3-6H,1-2H3,(H,11,14) | | InChIKey | RRVIAQKBTUQODI-UHFFFAOYSA-N | | SMILES | CNC(=O)N(C)c1nc2ccccc2s1 | | EPA Substance Registry System | Methabenzthiazuron (18691-97-9) |
| Hazard Codes | N,T,F | | Risk Statements | 50/53-39/23/24/25-23/24/25-11 | | Safety Statements | 60-61-45-16-7 | | RIDADR | UN 3077 9/PG 3 | | WGK Germany | 2 | | RTECS | YR8980000 | | HazardClass | 9 | | PackingGroup | III | | HS Code | 29342000 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Aquatic Acute 1
Aquatic Chronic 1 | | Toxicity | LD50 in mice (mg/kg): >1000 orally; in male, female rats (mg/kg): >2500, >2500 orally; 540, 315 i.p. (Kimmerle, Lser) |
| | Methabenzthiazuron Usage And Synthesis |
| Chemical Properties | White crystalline solid; melts at 120°C(248°F); insoluble in water [～59 ppm at20°C (68°F)], soluble in organic solvents. | | Uses | Methabenzthiazuron is a benzothiazole and urea based herbicide used to control a spectrum of broad-leaved weeds and grasses crops. Methabenzthiazuron works via the inhibition of photosynthetic electron transport chain. | | Uses | Selective herbicide. | | Production Methods | The industrial synthesis of methabenzthiazuron begins with the construction of the benzothiazole ring, typically derived from 2-aminothiophenol and formic acid or similar aldehydes under cyclization conditions. This intermediate is then reacted with dimethylurea or its derivatives to form the final urea-based herbicidal compound. The coupling reaction is carried out in organic solvents such as acetone or toluene, with temperature and pH carefully controlled to ensure high yield and purity. | | Definition | ChEBI: Methabenzthiazuron is a member of benzothiazoles. | | Health Hazard | Gupta and Singh (1985) investigated thetoxicity of tribunil in calves. Animals treatedwith 500 mg/kg orally developed toxicityin 36–48 hours. The symptoms includedincrease in body temperature, depression,and a progressive decrease in respiration rateand pulse rate. Necropsy findings in animalsthat died showed congestion of the lungs.Other organs affected were liver, kidney,urinary bladder, spleen, heart, and brain.A 75-mg/kg dose produced toxicity after2–3 weeks. | | Mechanism of action | Selective, absorbed through roots and leaves. Photosynthetic electron transport inhibitor at the photosystem II. | | Metabolic pathway | When methabenzthiazuron is presowing applied to the
soil of pea fields, three degradation products are
detected as (2-benzothiazoyl)urea, 2-
(methylamino)benzothiazole and 2-
aminobenzothiazole. The latter two amines represent
a majority of the soil bound residues. | | Pesticide Type | Herbicide |
| | Methabenzthiazuron Preparation Products And Raw materials |
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