MANCOZEB

Details

Stereochemistry	ACHIRAL
Molecular Formula	10C4H6N2S4.9Mn.Zn
Molecular Weight	2663.49
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[Mn++].[Mn++].[Mn++].[Mn++].[Mn++].[Mn++].[Mn++].[Mn++].[Mn++].[Zn++].[S-]C(=S)NCCNC([S-])=S.[S-]C(=S)NCCNC([S-])=S.[S-]C(=S)NCCNC([S-])=S.[S-]C(=S)NCCNC([S-])=S.[S-]C(=S)NCCNC([S-])=S.[S-]C(=S)NCCNC([S-])=S.[S-]C(=S)NCCNC([S-])=S.[S-]C(=S)NCCNC([S-])=S.[S-]C(=S)NCCNC([S-])=S.[S-]C(=S)NCCNC([S-])=S

InChI

InChIKey=UYNPYIFEUKYCHF-UHFFFAOYSA-A

InChI=1S/10C4H8N2S4.9Mn.Zn/c10*7-3(8)5-1-2-6-4(9)10;;;;;;;;;;/h10*1-2H2,(H2,5,7,8)(H2,6,9,10);;;;;;;;;;/q;;;;;;;;;;10*+2/p-20

HIDE SMILES / InChI

Molecular Formula	Mn
Molecular Weight	54.938045
Charge	2
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	C4H8N2S4
Molecular Weight	212.38
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	Zn
Molecular Weight	65.409
Charge	2
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www3.epa.gov/pesticides/chem_search/reg_actions/reregistration/fs_PC-014504_1-Sep-05.pdf | https://www.ncbi.nlm.nih.gov/pubmed/30743728 | https://www.ncbi.nlm.nih.gov/pubmed/27887783

Mancozeb is a broad spectrum fungicide used in agriculture, professional turf management, and horticulture. Mancozeb is a member of the ethylene bisdithiocarbamate (EBDC) group of fungicides. Mancozeb itself is not fungicidal and can effectively be considered a profungicide which, when exposed to water, breaks down to release ethylene bisisothiocyanate sulfide (EBIS), which is then converted via the action of UV light into ethylene bisisothiocyanate (EBI). Both EBIS and EBI are believed to be the active toxicants and are thought to interfere with enzymes containing sulphydryl groups. This fatal disruption of core enzymatic processes is postulated to inhibit or interfere with at least six different biochemical processes within the fungal cell cytoplasm and mitochondria. Mancozeb should be regarded as a suspected developmental hazard and a presumed reproductive hazard in humans.

Originator

Approval Year

PubMed

Title	Date	PubMed
Elucidating mechanisms of toxicity using phenotypic data from primary human cell systems--a chemical biology approach for thrombosis-related side effects.	2015-01-05	25569083
RTP801 regulates maneb- and mancozeb-induced cytotoxicity via NF-κB.	2014-07	24764117
Quercetin protected isolated human erythrocytes against mancozeb-induced oxidative stress.	2014-07	23024109
Currently used pesticides and their mixtures affect the function of sex hormone receptors and aromatase enzyme activity.	2013-10-15	23871939
The effect of perinatal exposure to ethinyl oestradiol or a mixture of endocrine disrupting pesticides on kisspeptin neurons in the rat hypothalamus.	2013-07	23660487
The ethylene bis-dithiocarbamate fungicide Mancozeb activates voltage-gated KCNQ2 potassium channel.	2013-06-07	23542819
Mancozeb-induced behavioral deficits precede structural neural degeneration.	2013-01	23103283
Ethylene bisdithiocarbamate pesticides cause cytotoxicity in transformed and normal human colon cells.	2012-09	22824503
The role of mycelium production and a MAPK-mediated immune response in the C. elegans-Fusarium model system.	2012-07	22225407
Mancozeb-induced genotoxicity and apoptosis in cultured human lymphocytes.	2012-06-06	22289270
The fungicide mancozeb induces toxic effects on mammalian granulosa cells.	2012-04-15	22369882
Exposure to glyphosate- and/or Mn/Zn-ethylene-bis-dithiocarbamate-containing pesticides leads to degeneration of γ-aminobutyric acid and dopamine neurons in Caenorhabditis elegans.	2012-04	21922334
Environmental impact on vascular development predicted by high-throughput screening.	2011-11	21788198
Zebrafish eleutheroembryos provide a suitable vertebrate model for screening chemicals that impair thyroid hormone synthesis.	2011-09-01	21800831
Exposure to Mn/Zn ethylene-bis-dithiocarbamate and glyphosate pesticides leads to neurodegeneration in Caenorhabditis elegans.	2011-06	21376751
Exposure to the widely used fungicide mancozeb causes thyroid hormone disruption in rat dams but no behavioral effects in the offspring.	2011-04	21266532
Activity profiles of 309 ToxCast™ chemicals evaluated across 292 biochemical targets.	2011-03-28	21251949
Neoplastic alterations induced in mammalian skin following mancozeb exposure using in vivo and in vitro models.	2011-03	21375462
Reversible Parkinsonism after accidental oral intake of mancozeb.	2011-02-15	20960484
Pesticide use and cutaneous melanoma in pesticide applicators in the agricultural heath study.	2010-06	20164001
Pesticide use and thyroid disease among women in the Agricultural Health Study.	2010-02-15	20061368
Gender-linked haematopoietic and metabolic disturbances induced by a pesticide mixture administered at low dose to mice.	2010-01-12	19883720
Different responses of biochemical markers in frogs (Rana ridibunda) from urban and rural wetlands to the effect of carbamate fungicide.	2008-09	18585479
Inhibition of aldehyde detoxification in CNS mitochondria by fungicides.	2007-01	17010440
Effect of the co-administration of phenobarbital, quercetin and mancozeb on nitrosomethylurea-induced pancreatic tumors in rats.	2006-12	16965848
Lymphohematopoietic cancers in the United Farm Workers of America (UFW), 1988-2001.	2005-09	16132792
Temporal effects of mancozeb on testes, accessory reproductive organs and biochemical constituents in albino mice.	2003-12	21782674
Studies on rat thyroid after oral administration of mancozeb: morphological and biochemical evaluations.	1998-01-07	9418944
Induction of gonadal toxicity to male rats after chronic exposure to mancozeb.	1997	9009508
Immunomodulatory effects of occupational exposure to mancozeb.	1996-11-01	9012323
Photoallergic contact dermatitis from mancozeb, an agricultural fungicide.	1996-09	8930488
Occupational allergic contact dermatitis and airborne contact dermatitis from 5 fungicides in a vineyard worker. Cross-reactions between fungicides of the dithiocarbamate group?	1996-05	8807224
Expression of dynamin immunoreactivity in experimental pancreatic tumors induced in rat by mancozeb-nitrosomethylurea.	1996-04-19	8603375
Ameliorating effect of vitamin C on murine sperm toxicity induced by three pesticides (endosulfan, phosphamidon and mancozeb).	1996-01	8671712
[Allergic diseases caused by pesticides: 3 case reports].	1994-07-01	7808348
Impact of higher doses of vitamin C in modulating pesticide genotoxicity.	1994	7992229
Promoting effects of mancozeb on pancreas of nitrosomethylurea-treated rats.	1993-05	8504486
Antimutagenic efficacy of higher doses of vitamin C.	1993-01	7678149
Status of ornithine decarboxylase activity and DNA synthesis in mancozeb-exposed mouse skin.	1992-01	1733566
Influence of mancozeb on mitogenically responsive lipids in rat cerebrum and liver.	1991-10	1814835
Heterogeneous effects of ethylenebisdithiocarbamate (EBDC) pesticides on oxidative metabolism of xenobiotics.	1991-07	1946188
Carcinogenic activity of a carbamate fungicide, mancozeb on mouse skin.	1990-09	2208079
Analysis of chromosome aberrations and sister-chromatid exchanges in peripheral blood lymphocytes of workers with occupational exposure to the mancozeb-containing fungicide Novozir Mn80.	1989-10	2797033
Subacute toxicological examination of Dithane M-45.	1989-08	2792977
[Contact eczema caused by pesticides in East Germany].	1989	2525102
Tumour-promoting ability of mancozeb, a carbamate fungicide, on mouse skin.	1988-08	3135958
Tumour initiating activity of mancozeb--a carbamate fungicide in mouse skin.	1987-09	3652029
Teratogenic evaluation of mancozeb in the rat following inhalation exposure.	1986-06-30	3715882
Pellagroid dermatitis from mancozeb with vitiligo.	1985-08	2933217
Studies of teratogenic effects of the dithiocarbamates maneb, mancozeb, and propineb.	1976-10	982313

Sample Use Guides

In Vitro Use Guide

Using an in vitro model of reproductive toxicity, comprising parietal granulosa cells (GCs) from mouse antral follicles cultured with increasing concentrations of mancozeb (0.001-1 µg/ml). Morphometric analysis evidenced a reduction of mitochondrial length in GCs exposed to mancozeb 0.01-1 µg/ml and a dose-dependent increase of vacuole dimension.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:54:43 GMT 2025` Edited by `admin` on `Mon Mar 31 18:54:43 GMT 2025`
Record UNII	R0HY55EB9E
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

MANCOZEB

Common Name

English

DITHANE M-45

Preferred Name

English

POLYMERIC SALT OF ETHYLENEBISDITHIOCARBAMIC ACID CONTAINING 20% MANGANESE AND 2.5% ZINC

Common Name

English

VONDOZEB

Brand Name

English

ZINC ION-MANEB

Common Name

English

FORE

Brand Name

English

PENNCOZEB

Brand Name

English

MANZATE

Brand Name

English

NEMISPOR

Brand Name

English

MANZIN

Brand Name

English

ZINC MANGANESE ETHYLENEBISDITHIOCARBAMATE

Systematic Name

English

MANCOZEB [HSDB]

Common Name

English

MANCOZEB [ISO]

Common Name

English

ETHYLENEBIS(DITHIOCARBAMIC ACID) MANGANESE ZINC COMPLEX

Common Name

English

MANCOZEB [MI]

Common Name

English

MANGANESE ETHYLENEBIS(DITHIOCARBAMATE) (POLYMERIC) COMPLEX WITH ZINC SALT

Common Name

English

MANZEB

Common Name

English

Classification Tree Code System Code

EPA PESTICIDE CODE

14504