984 Mecarbinzid Mecarbinzid is a systemic benzimidazole fungicide that is selectively toxic to microorganisms and invertebrates, especially earthworms. It is not widely used anymore due to widespread fungal resistance. The in vitro antifungal activity of benzimidazole compounds was first observed in 1944. Some of the benzimidazole derivatives which have been exploited for commercial use as agricultural pesticides are carbendazim, benomyl, mecarbinzid, debacarb, fuberidazole, and rabenzazole. Of these, carbendazim, benomyl, debacarb and mecarbinzid are benzimidazole-2-carbamates. benzimidazol-2-yl carbamates like Mecarbinzid bind to microtubules, interfering with cell functions, such as meiosis and intracellular transportation. Due to the widespread use of these fungicidal agents and their specific action, resistance is common in many fungal species. For instance, strains of Botrytis which cause gray mold in ornamental crops are now largely resistant to methyl benzimidazole carbamate fungicides. Solubility problems of these compounds have contributed to their low bioavailability which has restricted their use in the treatment of fungal diseases in plants and have now lost effectiveness for many important diseases. 27386-64-7 20055210 C13H16N4O3S 290.137890 White powder. Inhalation (L793) ; oral (L793); dermal (L793) Mecarbinzid targets beta tubulin in actively dividing cells. It binds to microtubules, interfering with cell functions, such as meiosis and intracellular transportation (A15332). The carbamates are hydrolyzed enzymatically by the liver; degradation products are excreted by the kidneys and the liver. (L793) No indication of carcinogenicity to humans (not listed by IARC). It is a systemic fungicide that is selectively toxic to microorganisms and invertebrates. It is also employed as a casting worm control agent in amenity turf situations such as golf greens and tennis courts. It is also used to control plant diseases in cereals and fruits, including citrus, bananas, strawberries, pineapples, and pomes. The MRLs for fresh produce in the European Union are between 0.1 and 0.7 mg/kg Mecarbinzid is a suspected endocrine disruptor. It is also a developmental toxin. Animals exposed to Mecarbinzid in the womb to have serious deformities such as lack of eyes and hydrocephalus (water on the brain). Mecarbinzid can disrupt the development of sperm and damage testicular development in adult rats. Skin redness and skin irritation. Fetuses exposed to high levels may exhibit microphthalmia (small eyes) or anaphthalmia (no eyes). For acute exposures and first aid: EYES: irrigate opened eyes for several minutes under running water. INGESTION: do not induce vomiting. Rinse mouth with water (never give anything by mouth to an unconscious person). Seek immediate medical advice. SKIN: should be treated immediately by rinsing the affected parts in cold running water for at least 15 minutes, followed by thorough washing with soap and water. If necessary, the person should shower and change contaminated clothing and shoes, and then must seek medical attention. INHALATION: supply fresh air. If required provide artificial respiration. 2009-06-17T23:53:04Z 2014-12-24T20:23:00Z C18942 82083 Mecarbinzid true COC(O)=NC1=NC2=CC=CC=C2N1C(O)=NCCSC C13H16N4O3S InChI=1S/C13H16N4O3S/c1-20-13(19)16-11-15-9-5-3-4-6-10(9)17(11)12(18)14-7-8-21-2/h3-6H,7-8H2,1-2H3,(H,14,18)(H,15,16,19) InChIKey=ZCAHBOURBFRXOT-UHFFFAOYSA-N 308.356 308.094311088 Exogenous Solid 16736373