Maneb

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Contents

Maneb
Maneb.svg
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 OOjs UI icon edit-ltr-progressive.svg
MeSH Maneb
PubChem CID
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
AppearanceYellow 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:
GHS-pictogram-exclam.svg GHS-pictogram-silhouette.svg GHS-pictogram-pollu.svg
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

Exposure to maneb can occur when breathed in; it can irritate the eyes, nose, and throat as well as cause headache, fatigue, nervousness, dizziness, seizures and even unconsciousness. Prolonged or long-term exposure may interfere with the function of the thyroid. Exposure to maneb is also shown to induce a Parkinson's disease like neurotoxicity in mice. [2] The link between maneb and Parkinson's disease had been suspected since the early 2000s; [3] [4] however, a 2022 review concluded that maneb, alongside other pesticides like MPTP, paraquat, and rotenone, play a prominent role in the development of the disease. More investigation is needed to investigate its underlying mechanism of action. [5]

Production

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

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. [6] [7]

Environmental effects

Regulation

Maneb was included in a pesticide ban proposed by the Swedish Chemicals Agency [8] and approved by the European Parliament on January 13, 2009. [9]

See also

References

  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. ↑ Liu C, Liu Z, Fang Y, Du Z, Yan Z, Yuan X, et al. (2022-12-01). "Exposure to the environmentally toxic pesticide maneb induces Parkinson's disease-like neurotoxicity in mice: A combined proteomic and metabolomic analysis" . Chemosphere. 308 (Pt 2) 136344. Bibcode:2022Chmsp.30836344L. doi:10.1016/j.chemosphere.2022.136344. ISSN   0045-6535. PMID   36087732.
  3. ↑ "MANEB" (PDF). Hazardous Substance Fact Sheet. New Jersey Department of Health and Senior Services.
  4. ↑ 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.
  5. ↑ Vellingiri B, Chandrasekhar M, Sri Sabari S, Gopalakrishnan AV, Narayanasamy A, Venkatesan D, et al. (September 2022). "Neurotoxicity of pesticides - A link to neurodegeneration". Ecotoxicol Environ Saf. 243 113972. Bibcode:2022EcoES.24313972V. doi: 10.1016/j.ecoenv.2022.113972 . PMID   36029574.
  6. ↑ 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.
  7. ↑ 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.
  8. ↑ "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.
  9. ↑ "MEPs approve pesticides legislation". 2009-01-13. Archived from the original on 2009-01-25. Retrieved 2009-01-14.
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