74738-17-3 Usage
Description
Fenpiclonil is the first phenylpyrrole fungicide developed by Ciba Geigy (now Syngenta Crop Protection AG) for seed treatment. It is available in different formulation types, including solo (trade name "Beret") or in mixtures with other fungicides like imazalil ("Beret Special") or carboxin + imazalil ("Beret Universal").
Used in Agricultural Industry:
Fenpiclonil is used as a systemic and contact fungicide for protective control of seed-borne pathogens in cereals, such as snow mould and bunt caused by Fusarium spp., Tilletia caries, and Septoria nodorum. It also provides control for leaf spot, brown foot rot, and ear blight in non-cereal crops.
Metabolic pathway
Limited data are available in the open literature. Information presented in
this summary was abstracted from the data evaluation published by the
Pesticide Safety Directorate (PSD, 1993). Fenpiclonil is stable to hydrolytic
and soil degradation. Photolytic degradation is rapid. Hydroxylation
and oxidation of the pyrrole ring are the primary metabolic reactions in
plants and animals (Scheme 1).
Degradation
Fenpiclonil (1) is stable to hydrolytic degradation (up to 70 °C) over the
pH range 5-9.
Fenpiclonil degraded rapidly in water (pH 7) when samples were
irradiated under a mercury arc lamp (>290 nm) with an estimated DT50
values of <1 hour. At least eight unidentified degradation products were
observed
Check Digit Verification of cas no
The CAS Registry Mumber 74738-17-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,4,7,3 and 8 respectively; the second part has 2 digits, 1 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 74738-17:
(7*7)+(6*4)+(5*7)+(4*3)+(3*8)+(2*1)+(1*7)=153
153 % 10 = 3
So 74738-17-3 is a valid CAS Registry Number.
InChI:InChI=1/C11H6Cl2N2/c12-10-3-1-2-8(11(10)13)9-6-15-5-7(9)4-14/h1-3,5-6,15H
74738-17-3Relevant articles and documents
Phenyl pyrrole compound and application thereof in bactericidal activity
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Paragraph 0078; 0161; 0163, (2020/08/17)
The invention provides a novel phenyl pyrrole compound, and the phenyl pyrrole compound shows good bactericidal activity and can be used for preparing a broad-spectrum plant bactericide. In addition,the synthesis route is simple, the operation is convenient, the synthesis cost is reduced, and ecological environment pollution to soil, surface water, underground water and the like is avoided.
Synthesis of 3,4-Disubstituted Pyrroles Bearing Substituents of Electron-Withdrawing and/or Electron-Donating Nature
Leusen, Daan van,Echten, Erik van,Leusen, Albert M. van
, p. 2245 - 2249 (2007/10/02)
The synthesis is described of a series of 3,4-disubstituted pyrroles 8 from 1-isocyano-1-tosyl-1-alkenes and a variety of Michael donors.It is possible to use this method for the synthesis of pyrroles that bear no electron-withdrawing substituents.
Process for the preparation of 3-cyano-4-aryl-pyrroles
-
, (2008/06/13)
A process for the preparation of a 3-cyano-4-aryl-pyrrole of the formula STR1 in which Ar is optionally substituted heteroaryl or aryl, which comprises (a) reacting an α-cyanoacrylic acid derivative of the formula STR2 in which R1 is amino or alkoxy, with an isocyanoacetic acid ester of the formula STR3 in which R2 is alkyl, in the presence of a base thereby to produce a Δ2 -pyrroline-2-carboxylic acid derivative of the formula STR4 in which X represents hydrogen or an equivalent of an inorganic or organic cation, and (b) oxidatively decarboxylating the Δ2 -pyrroline-2-carboxylic acid. The end products are known fungicides and the intermediates IVa are new and themselves fungicidally active.
