Cyprodinil

Cyprodinil is an anilinopyrimidine broad-spectrum fungicide that inhibits the biosynthesis of methionine in phytopathogenic fungi.¹ It inhibits mycelial cell growth of B. cinerea, P. herpotrichoides, and H. oryzae on amino acid-free media (IC₅₀s = 0.44, 4.8, and 0.03 µM, respectively), an effect that is reversed by addition of methionine or homocysteine. In an MDA-kb2 assay, cyprodinil acts as an androgen receptor (AR) agonist (EC₂₀ = 1.91 µM) in the absence of the AR agonist DHT and inhibits the androgenic effect of DHT (IC₂₀ = 15.1 µM).² It is cytotoxic in a yeast antiandrogen screen (YAS; EC₂₀ = 27.8 µM) but not in an MDA-kb2 assay (EC₂₀ = >50 µM). Cyprodinil increases proliferation of estrogen receptor-expressing BG-1 ovarian cancer cells when used at low micromolar concentrations in combination with 17β-estradiol.³ It also increases tumor mass in a BG-1 ovariectomized mouse xenograft model after 70 days when administered at a dose of 3 mg/kg every three days. Formulations containing cyprodinil have been used in the control of fungi in agriculture.

WARNING This product is not for human or veterinary use.

1. Masner, P., Muster, P., and Schmid, J. Possible methionine biosynthesis inhibition by pyrimidinamine fungicides. Pestic. Sci. 42(3), 163-166 (1994).

2. Orton, F., Rosivatz, E., Scholze, M., et al. Widely used pesticides with previously unknown endocrine activity revealed as in vitro antiandrogens. Environ. Health Perspect. 119(6), 794-800 (2011).

3. Go, R.-E., Kim, C.-W., and Choi, K.-C. Effect of fenhexamid and cyprodinil on the expression of cell cycle- and metastasis-related genes via an estrogen receptor-dependent pathway in cellular and xenografted ovarian cancer models. Toxicol. Appl. Pharmacol. 289(1), 48-57 (2015).