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Vinclozolin M2

Cayman Chemical Item Number 10007452

M2 (CAS 83792-61-4)

Vinclozolin M2 (CAS 83792-61-4)

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Description

Vinclozolin is a dicarboximide fungicide widely used in Europe and the United States for control of diseases caused by B. cineera, S. sclerotiorum, and Monilinia species in grapes, fruits, vegetables, ornamental plants, and turfgrass.1 Metabolites of vinclozolin, M1 and M2, are effective antagonists of the androgen receptor in rats exhibiting Ki values of 92 and 9.7 µM respectively.2 In fathead minnow, M1 and M2 failed to compete for high-affinity, low capacity testosterone binding sites in brain and ovary cytosolic fractions suggesting that they are not anti-androgens in this species.3

1 Pothuluri, J.V., Freeman, J.P., Heinze, T.M., et al. Biotransformation of vinclozolin by the fungus Cunninghemella elegans. J Agric Food Chem 48 6138-6148 (2000).

2 Kelce, W.R., Monosson, E., Gamcsik, M.P., et al. Enviromental hormone disruptors: Evidence that vinclozolin developmental toxicity is mediated by antiandrogenic metabolites. Toxicol Appl Pharmacol 126 276-285 (1994).

3 Makynen, E.A., Kahl, M.D., Jensen, K.M., et al. Effects of the mammalian antiandrogen vinclozolin on development and reproduction of the fathead minnow. Aquat Toxicol 48 461-475 (2000).

Synonyms
  • M2
Formal Name N-​(3,​5-​dichlorophenyl)-​2-​hydroxy-​2-​methyl-​3-​butenamide
CAS Number 83792-61-4
Molecular Formula C11H11Cl2NO2
Formula Weight 260.1
Formulation A crystalline solid
Purity >98%
λmax 216, 249 nm
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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C=CC(C)​(O)​C(=O)​Nc1cc(Cl)​cc(Cl)​c1

Background Reading

Pothuluri, J.V., Freeman, J.P., Heinze, T.M., et al. Biotransformation of vinclozolin by the fungus Cunninghemella elegans. J Agric Food Chem 48 6138-6148 (2000).

Makynen, E.A., Kahl, M.D., Jensen, K.M., et al. Effects of the mammalian antiandrogen vinclozolin on development and reproduction of the fathead minnow. Aquat Toxicol 48 461-475 (2000).

Kelce, W.R., Monosson, E., Gamcsik, M.P., et al. Enviromental hormone disruptors: Evidence that vinclozolin developmental toxicity is mediated by antiandrogenic metabolites. Toxicol Appl Pharmacol 126 276-285 (1994).
Size Price Quantity Subtotal
5 mg $38.00 $0.00
10 mg $72.00 $0.00
25 mg $171.00 $0.00
50 mg $304.00 $0.00
Bulk Contact
Cart Total $0.00

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Pricing updated 2012-05-25. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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