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Maneb

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Maneb
Names
IUPAC name
[[2-[(Dithiocarboxy)amino]ethyl]carbamodithioato]](2-)-kS,kS']manganese
Other names
Manganese ethylene-1,2-bisdithiocarbamate, polymer
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.032.400 Edit this at Wikidata
MeSH Maneb
UNII
  • InChI=1S/C4H8N2S4.Mn/c7-3(8)5-1-2-6-4(9)10;/h1-2H2,(H2,5,7,8)(H2,6,9,10);/q;+2/p-2
    Key: YKSNLCVSTHTHJA-UHFFFAOYSA-L
  • [Mn+]SC(=S)NCCNC(=S)S[Mn]SC(=S)NCCNC(=S)S[Mn]SC(=S)NCCNC(=S)S[Mn]SC(=S)NCCNC(=S)S[Mn]SC(=S)NCCNC(=S)[S-]
Properties
(C4H6MnN2S4)n
Appearance Yellow to brown colored crystalline solid
Density 1.92 g/cm3
Melting point 192 to 204 °C (378 to 399 °F; 465 to 477 K) (decomposes)
160 mg/L
Hazards
GHS labelling:
GHS07: Exclamation markGHS08: Health hazardGHS09: Environmental hazard
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Maneb (manganese ethylene-bis-dithiocarbamate) is a fungicide and a polymeric complex of manganese with the ethylene bis (dithiocarbamate) anionic ligand.[1]

Health effects

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Exposure to Maneb can occur when breathed in, it can irritate the eyes, nose, and throat as well as headache, fatigue, nervousness, dizziness, seizures and even unconsciousness. Prolonged or long-term exposure may interfere with the function of the thyroid. Exposure to Maneb along with Paraquat is also linked to Parkinson's disease, although the statement is still challenged.[2][3]

Production

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Manganese(II) ethylenebis(dithiocarbamate) of low ethylenethiourea (ETU) content is prepared by mixing disodium ethylenebis (dithiocarbamate) with formaldehyde in aqueous medium then mixing a water-soluble manganese(II) salt to precipitate the maneb. The product can be further formulated with a metal salt and also with paraformaldehyde. (See External links for the patent citation)

Applications

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Maneb, is a broad spectrum fungicide that is extensively applied against a wide range of fungal pathogens affecting ornamental plants, food and feed crops. It can also be used to create a toxin-based animal model of Parkinson's disease, usually in primates.[4][5]

Environmental effects

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Regulation

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It was included in a pesticide ban proposed by the Swedish Chemicals Agency[6] and approved by the European Parliament on January 13, 2009.[7]

See also

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References

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  1. ^ Reidies AH (June 2000). "Manganese compounds.". Ullmann's Encyclopedia of Industrial Chemistry. doi:10.1002/14356007.a16_123. ISBN 978-3-527-30385-4.
  2. ^ "MANEB" (PDF). Hazardous Substance Fact Sheet. New Jersey Department of Health and Senior Services.
  3. ^ Costello S, Cockburn M, Bronstein J, Zhang X, Ritz B (April 2009). "Parkinson's disease and residential exposure to maneb and paraquat from agricultural applications in the central valley of California". American Journal of Epidemiology. 169 (8): 919–926. doi:10.1093/aje/kwp006. PMC 2727231. PMID 19270050.
  4. ^ Garcinuño RM, Fernández-Hernando P, Cámara C (July 2004). "Simultaneous determination of maneb and its main metabolites in tomatoes by liquid chromatography using diode array ultraviolet absorbance detection". Journal of Chromatography A. 1043 (2): 225–229. doi:10.1016/j.chroma.2004.05.059. PMID 15330096.
  5. ^ Cicchetti F, Drouin-Ouellet J, Gross RE (September 2009). "Environmental toxins and Parkinson's disease: what have we learned from pesticide-induced animal models?". Trends in Pharmacological Sciences. 30 (9): 475–483. doi:10.1016/j.tips.2009.06.005. PMID 19729209.
  6. ^ "Interpretation of criteria for approval of active substances in the proposed EU plant protection regulation". Swedish Chemicals Agency (KemI). 2008-09-23. Archived from the original on 2009-01-01. Retrieved 2009-01-14.
  7. ^ "MEPs approve pesticides legislation". 2009-01-13. Archived from the original on 2009-01-25. Retrieved 2009-01-14.
[edit]
  • Maneb in the Pesticide Properties DataBase (PPDB)
  • US 4217293A, Adams, John B, "Stabilized maneb and preparation thereof", published 1980-08-12, issued 1980-08-12 and EIDP Inc