GUTHION®, azinphos-methyl

So far no compound containing the 1,2,3-triazine system has been isolated from natural sources. The most important compound in the 1,2,3-benzotriazine series seems to be the plant protection agent (156) (Bayer 17147, Guthion, Azinphos methyl). There are a very large number of papers and patents dealing with the chemical and biochemical properties of this compound the references up to Chemical Abstracts, volume 81, can be found in the earlier monograph (78HC(33)165). 

Phosphorodithioic acid, 0,0-dimethyI S-[(4-0X0-1,2,3-benzotriazin-3(4H)-yl)methyl] ester Guthion Azinphos-Methyl ... 

Historically, OP insecticides have not been frequently detected in surface waters of the USA [79]. However, occurrence of several OP insecticides in US tributaries to Lake Erie has been reported [60]. Several of the sites monitored included urban storm-water inputs, which might explain the increased presence of diazinon and chlorpyrifos in these tributaries. Diazinon had been measured on numerous occasions in urban tributaries to Lakes Ontario and Erie [68]. Struger [67] also reported frequent detections of azinphos-methyl (guthion), chlorpyrifos, and diazinon in two small streams draining the Niagara fruit belt region of Lake Ontario. 

Azinphos-methyl (Guthion, Gusathion) Thiometon (Ekatin)... 

Of the three possible triazine systems the 1,2,3-triazines is by far the least studied class of compounds. Besides the name 1,2,3-triazine, v-triazine and /i-triazine were used in the older literature. The number of known monocyclic 1,2,3-triazines is still limited. The parent compound 1 was first prepared in 1981.1 In contrast, condensed 1,2,3-triazines, condensed with carbocycles or heterocycles, and especially 1,2,3-benzotriazines, are well-known compounds. The first 1,2,3-benzotriazine was prepared in 1887,2 while the first synthesis of the unsubstituted 1,2,3-benzotriazine (2) was published in 1971.3 More than 50% of almost 3000 publications up to 1992, dealing with different aspects of 1,2.3-triazines and condensed 1,2,3-triazines, discuss chemical, biological and analytical aspects of compound 3 (azinphos methyl, Guthion, Bayer 17147), a widely used plant protection agent.344... 

Finally, an electroanalytical study based on direct current and differential pulse polarography and coulometry of Azinphos methyl (19b, also named Guthion ) in 20% (v/v) MeOH/H20 has been interpreted in terms of two discrete two-electron reduction steps <1988JEC221>. 

Azinphos-methyl (Guthion [CAS 86-50-0] Low-potency organo-phosphate anticholinesterase insecticide (see p 291). Requires metabolic activation. 0.2 mg/m S, SEN lOmg/m Brown waxy solid with a negligible vapor pressure. Not combustible. Breakdown products include sulfur dioxide, oxides of nitrogen, and phosphoric acid. 

Methylethyl phenylcarbamate, see Propham Methyl guthion, see Azinphos-methyl... 

AZINPHOS AZINFOS-M ETHYL AZINFOS AZIMPHOS GUSATHION METHYL HORODPTHOIC ACID METHYL GUTHION... 

SYNONYMS benzotriazine dithiophosphoric acid dimethoxy ester, S-(3,4-dihydro-4-0X0-1,2,3-benzotriazin-3-ylmethyl)-0,0-dimethyl phosphorodithio-ylmethyl phosphorodithioate, guthion , methyl azinphos. 

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