Fungicides, ethylene bisdithiocarbamate

ETU is a trace contaminant and metabolic degradation product of a widely used class of ethylene bisdithiocarbamate fungicides such as Maneb and Zineb. Half-life in H20 is 7-13 days. Octanol/water partition coefficient as log Pow -0.66 (calculated). 

Ethvlenethiourea (2-mercaptoimidazolinej imidazolidine-2-thione imidazoline-2-thiol, VIII) is a water-soluble white crystalline solid used extensively in curing elastomers (rubbers, e.g., polychloroprenes, polyacrylates, etc.) It is also present as an impurity in the ethylene bisdithiocarbamates widely used as fungicides. When the fungicides are present as a contaminant in heated foods, they may be converted to the ethylenethiourea (ref. 

Chlorthalonil, 2,4,5,6-tetrachloro-isophthalonitrile (13), is a fungicide with a wide range of action similar to ethylene bisdithiocarbamates, and is effective against Phytophthora and rust fungi (Turner et al., 1964). 

The members of the second subgroup are prepared from ethylene diamine (20) or its derivatives by reaction with carbon disulfide. In a sodium hydroxyde medium the disodium salt nabam, in an ammonium hydroxide medium, the diammonium salt amobam is formed (21). The sodium-ammonium salt, nambam, can also be prepared. These active substances are soluble in water. They cannot be used as foliage fungicides because of their phytotoxicity. On the other hand, they can be applied with good results for seed treatment. These compounds are intermediate products of the water-insoluble metal salts of N,N-ethylene-bisdithiocarbamic acid. c... 

Matolcsy et al. (1977) prepared the copolymer of linear structure (28) by the reaction of the piperazinium salt of ethylene-bisdithiocarbamic acid with formaldehyde. The preparation of this product (proposed common name pireb) was motivated partly by their earlier finding that the S-aminomethyl derivatives of biologically active dithiocarbamic acids have a strong fungicidal effect, in contrast to the S-alkyl derivatives, because the atomic group =N—CS—S—CHj—N= facilitates the cleavage of the dithiocarbamate ion ultimately responsible for the action (Matolcsy et al., 1973). The product they obtained is the first pesticide with copolymer structure. 

The fungicidal dithiocarbamates Maneb and Zineb are the manganese and zinc salts, respectively of ethylene -1,2- bisdithiocarbamic acid ... 

Synonym Dithane Z-78, Parzate Zineb, Lonaol, Aspor Chemical Name zinc ethylene-1,2-bisdithiocarbamate CAS Registry No 12122-67-7 Uses fungicide... 

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