Fenarimol, sold under the tradenames Bloc, Rimidin and Rubigan, is a fungicide which acts against

rust Rust is an iron oxide, a usually reddish-brown oxide formed by the reaction of iron and oxygen in the catalytic presence of water or air moisture. Rust consists of hydrous iron(III) oxides (Fe2O3·nH2O) and iron(III) oxide-hydroxide (FeO(OH), ...

s, blackspot and

mildew Mildew is a form of fungus. It is distinguished from its closely related counterpart, mould, largely by its colour: moulds appear in shades of black, blue, red, and green, whereas mildew is white. It appears as a thin, superficial growth consis ...

fungi. It is used on

ornamental plant Ornamental plants or garden plants are plants that are primarily grown for their beauty but also for qualities such as scent or how they shape physical space. Many flowering plants and garden varieties tend to be specially bred cultivars that ...

s, trees,

lawn A lawn is an area of soil-covered land planted with grasses and other durable plants such as clover which are maintained at a short height with a lawnmower (or sometimes grazing animals) and used for aesthetic and recreational purposes. ...

s, tomatoes, peppers, eggplants, cucumbers and melons. It is mainly used to control powdery mildew. It works by inhibiting the fungus's biosynthesis of important

steroid A steroid is a biologically active organic compound with four rings arranged in a specific molecular configuration. Steroids have two principal biological functions: as important components of cell membranes that alter membrane fluidity; and ...

molecules (via blockade of the

CYP51 In enzymology, a sterol 14-demethylase () is an enzyme of the Cytochrome P450 (CYP) superfamily. It is any member of the CYP51 family. It catalyzes a chemical reaction such as: :obtusifoliol + 3 O2 + 3 NADPH + 3 H+ \rightleftharpoons 4alpha-methy ...

enzyme).

History

Fenarimol was developed by Eli Lilly & Company around 1971. As of early 2018, derivatives of this compound are being researched in an

open source Open source is source code that is made freely available for possible modification and redistribution. Products include permission to use the source code, design documents, or content of the product. The open-source model is a decentralized sof ...

manner for possible treatment of eumycetoma.

Synthesis

Fenarimol is made by the reaction of 2,4'-dichloro

benzophenone Benzophenone is the organic compound with the formula (C6H5)2CO, generally abbreviated Ph2CO. It is a white solid that is soluble in organic solvents. Benzophenone is a widely used building block in organic chemistry, being the parent diarylke ...

with an organolithium

pyrimidine Pyrimidine (; ) is an aromatic, heterocyclic, organic compound similar to pyridine (). One of the three diazines (six-membered heterocyclics with two nitrogen atoms in the ring), it has nitrogen atoms at positions 1 and 3 in the ring. The othe ...

made via bromine-lithium exchange. : Fenarimolsynth

References

External links

* {{Estrogen receptor modulators Aromatase inhibitors Chloroarenes Endocrine disruptors Fungicides Nonsteroidal antiandrogens Pyrimidines Xenoestrogens