1092 (±)-Metalaxyl (±)-Metalaxyl is a systemic agricultural fungicide belonging to the family of Depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually I-amino and I-hydroxy acids), commonly but not necessarily regularly alternating. 57837-19-1 42586 C15H21NO4 279.147060 Colorless, odorless crystal (L917). 71 - 72°C 8.4 mg/mL at 22°C [TOMLIN,C (1997)] Inhalation (L917) ; oral (L917) ; dermal (L917) ; eye contact (L917). Binds to nAChRs in nervous systems. It also causes endocrine disruption in humans by binding to and inhibiting the estrogen receptor. (T10, A590) Three major and one minor metabolic pathways are proposed. One pathway involves hydrolysis of the ether, followed by oxidation of the resulting alcohol, ester hydrolysis, or N-dealkylation of the ester chain. A second pathway involves oxidation of an aromatic methyl to the benzylic acid or ester hydrolysis. The third major pathway is ester hydrolysis, sometimes followed by benzylic acid formation. The minor pathway involves hydroxylation at the meta position of the phenyl ring. The majority of urinary metabolites are conjugated (glucuronide or sulfate) whereas fecal metabolites are mostly unconjugated. The major metabolite in urine & feces is N-(2,6-dimethylphenyl)-N-(hydroxyacetyl) alanine. Metalaxyl is excreted in urine and the feces. (L918) LD50: 669 mg/kg (Oral, Rat) (L918) LD50: 7120 mg/kg (Oral, hamster) (L918) LD50: >6000 mg/kg (Dermal, Rabbit) (L918) No indication of carcinogenicity to humans (not listed by IARC). Widely used selective herbicide worldwide in corn, soybean and other crop cultures. Elevated concentrations of this herbicide and its degradation products have been detected in surface and groundwater. (A252) ARDS/acute lung injury, burns of the esophagus or gastrointestinal tract can result from metalaxyl poisoning. (T36) Metalaxyl is mildly irritating to the skin and eyes. Exposure to metalaxyl often results in such nonspecific symptoms as headache, dizziness, weakness, and nausea. Metaxyl poisoning can produce an allergic hypersensitivity dermatitis or asthma with bronchospasm and wheezing with chronic exposure. (T36) Consider gastric lavage, as well was dilution with milk or water after ingestion. Administer charcoal as a slurry following ingestion; however, activated charcoal should not be given to patients ingesting strong acidic or basic caustic chemicals. In case of inhalation, move patient to fresh air. Monitor for respiratory distress. If cough or difficulty breathing develops, evaluate for respiratory tract irritation, bronchitis, or pneumonitis. Administer oxygen and assist ventilation as required. Treat bronchospasm with inhaled beta2 agonist and oral or parenteral corticosteroids. Irrigate exposed eyes with copious amounts of room temperature water for at least 15 minutes. Following dermal exposure, remove contaminated clothing and wash exposed area thoroughly with soap and water. Treat dermal irritation or burns with standard topical therapy. Patients developing dermal hypersensitivity reactions may require treatment with systemic or topical corticosteroids or antihistamines. Administer symptomatic treatment as necessary. (T36) 2009-06-18T21:54:33Z 2014-12-24T20:23:07Z Binds to nAChRs in nervous systems (T10). C10947 6790 CPD0-1558 Metalaxyl 6479 true COCC(=O)N(C(C)C(=O)OC)C1=C(C)C=CC=C1C C15H21NO4 InChI=1/C15H21NO4/c1-10-7-6-8-11(2)14(10)16(13(17)9-19-4)12(3)15(18)20-5/h6-8,12H,9H2,1-5H3 InChIKey=ZQEIXNIJLIKNTD-UHFFFAOYNA-N 279.3315 279.147058165 Exogenous Solid HMDB31802 38839