Maneb

Maneb
Names
	IUPAC name [[2-[(Dithiocarboxy)amino]ethyl]carbamodithioato]](2-)-kS,kS']manganese
	Other names Manganese ethylene-1,2-bisdithiocarbamate, polymer
Identifiers
CAS Number	12427-38-2 ;
3D model (JSmol)	Interactive image;
ChemSpider	2297517 ;
ECHA InfoCard	100.032.400
MeSH	Maneb
PubChem CID	3032581;
UNII	K221E12G7T ;
CompTox Dashboard (EPA)	DTXSID9020794 ;
	InChI 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;
	SMILES [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
Chemical formula	(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)
Solubility in water	160 mg/L
Hazards
	GHS labelling:
Pictograms
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

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 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] It is still challenged whether maneb, along with Paraquat, is an environmental risk factor for Parkinson's disease.^[3]^[4]

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.^[5]^[6]

Environmental effects

Regulation

It was included in a pesticide ban proposed by the Swedish Chemicals Agency^[7] and approved by the European Parliament on January 13, 2009.^[8]

References

^ Reidies AH (June 2000). "Manganese compounds.". Ullmann's Encyclopedia of Industrial Chemistry. doi:10.1002/14356007.a16_123. ISBN 978-3-527-30385-4.
^ 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: 136344. doi:10.1016/j.chemosphere.2022.136344. ISSN 0045-6535.
^ "MANEB" (PDF). Hazardous Substance Fact Sheet. New Jersey Department of Health and Senior Services.
^ 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.
^ 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.
^ 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.
^ "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.
^ "MEPs approve pesticides legislation". 2009-01-13. Archived from the original on 2009-01-25. Retrieved 2009-01-14.

External links

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

[Reidies-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: 136344. doi:10.1016/j.chemosphere.2022.136344. ISSN 0045-6535.

[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] 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.

[pmid19729209-6] 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.

[7] "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.

[8] "MEPs approve pesticides legislation". 2009-01-13. Archived from the original on 2009-01-25. Retrieved 2009-01-14.

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