110235-47-7

Pale yellow crystalline powder, melting point 125-126°C, vapor pressure 1.33 mPa at 20°C, solubility in water 5.58 mg/L at 20°C, soluble in most organic solvents. Kow 2600. Stable at pH 4-θ. Toxicity: Acute oral LD50 (LD50) >5000 mg/kg in rats and mice, acute dermal LD50 (LD50) >2000 mg/kg in rats. Non-irritating to rabbit skin and eyes, non-sensitizing to guinea pig skin. Non-mutagenic in the Ames test. Acute oral LD50 (LD50) >2250 mg/kg in quail and mallard, LC50 (LC50) >3.8 mg/L in bluegill, and 3.1 mg/L in rainbow trout.

Agricultural fungicide.

Mepanipyrim is a non-systemic fungicide that provides preventative control of diseases in pome fruits (scab), vines, strawberries, tomatoes and cucumbers (grey mould) and peaches (brown rots) caused by Botrytis cinerea, Venturia inaequaris and Monilinia fructicola.

Mepanipyrim is an anilinopyrimidine fungicide which have been used in the management of fungal diseases in strawberries.

ChEBI: A member of the class of aminopyrimidines that is N-phenylpyrimidin-2-amine carrying additional methyl and 1-propynyl substituents at positions 4 and 6 respectively. A fungicide used to control a wide range of diseases including grey mou d on strawberries, tomatoes and cucumabers, and scab on apples and pears.

By tomato seedlings, 14C-mepanipyrim is biotransformed via the pathways including elimination of the phenyl group, hydroxylation of the propynyl moiety, and hydroxylation at the phenyl ring to yield several kinds of metabolite, and 2- and 4-[4-methyl-6- (1-propynyl)pyrimidin-2-ylamino]phenols, 1-(2-anilino-6- methylpyrimidin-4-yl)-2-propanol, and 4-methyl-6-(1- propynyl)pyrimidin-2-ylamine are tentatively identified as major metabolites. In soils under laboratory conditions, 14C-mepanipyrim undergoes degradation to give the degradation products and the main pathway is elimination of the phenyl group.

Mepanipyrim (1) is stable to hydrolytic degradation in the pH range 4-9 with a DT₅₀ >1 year. It decomposed rapidly in water when exposed to light (DT₅₀ 13 days) (PM).