32809-16-8 Usage
Description
Procymidone is a moderately systemic fungicide, characterized as an azabicycloalkane with a 1,5-dimethyl-3-azabicyclo[3.1.0]hexane-2,4-dione structure, where the amino hydrogen is replaced by a 3,5-dichlorophenyl group. It is widely utilized in horticulture for controlling various fungal diseases.
Uses
Used in Horticulture:
Procymidone is used as a seed-dressing, pre-harvest spray, and post-harvest dip for the control of various fungal diseases such as grey mold, neck rot, brown rot, blossom blight, and twig wilt.
Used in Vegetable Production:
Procymidone is used as a protective and curative fungicide for vegetables, including onions, to manage plant diseases and enhance crop health.
Used in Fruit Production:
Procymidone is used as a fungicide for fruits such as peaches, plums, grapes, stone fruit, strawberries, and cherries, helping to control fruit rots and other fungal infections.
Used in Ornamental Plant Production:
Procymidone is used as a fungicidal agent for ornamental plants, providing protection against diseases and maintaining their aesthetic appeal.
Used as a Systemic Agricultural Fungicide:
Procymidone is used as a systemic fungicide with both protective and curative activities, effective in controlling plant diseases like fruit rots, grey mould on top fruits, vines, and vegetables, as well as Sclerotinia rot of kidney beans and other vegetable crops.
Metabolic pathway
The fungicides, chlozolinate, vinclozolin, and
procymidone, are added to wine after fermentation
and the degradation products are isolated and
identified. Chlozolinate undergoes a rapid hydrolytic
loss of the ethoxycarbonyl substituent to give an
oxazolidine that further undergoes hydrolytic cleavage
to give 3' ,5' -dichloro-2-hydroxypropanilide. The
oxazolidine ring of vinclozolin undergoes a similar
hydrolysis reaction to give the corresponding anilide, 3' ,5'-dichloro-2-hydroxy-2-methylbut-3-eneanilide. Both
of these anilides are stable in wine for 150 days. A
different degradation behavior is observed with
procymidone and leads to the formation of 3,5-
dichloroaniline, which, in turn, breaks down in wine.
Degradation
Procymidone (1) was stable in acidic conditions (pH 2) but hydrolysed
rapidly in buffer solutions (pH 6 to 10) and in natural river and sea water
at 15, 30 and 45 °C with DTm values from 30 min to 8 days. Degradation
occurred mainly via cleavage of the cyclic imide linkage in alkaline
conditions and via cleavage of the subsequent amide linkage in acidic
conditions (Mikami and Miyamoto, 1981) to yield the intermediate acid
[2-( 3,5-dichlorophenylcarbamoyl)- 1,2 -dimet hylcyclopropanecarboxylic
acid (2) and 1,2-dimethylcyclopropane-1,2-dicarboxylica cid (3) and 3,5-
dichloroaniline (4) as terminal products (Villedieu et al., 1994,1995). Pirisi
et al. (1986) and Cabras et al. (1984) reported the formation of compound 4
and other polar decomposition products in wine during the fermentation
process.
Photodegradation of procymidone was investigated in various
solutions after exposure to sunlight. Major degradation pathways were
cleavage of the cyclic imide and the subsequent cleavage of the amide
linkage to yield compounds 3 and 4 (Mikami and Miyamoto, 1981).
Check Digit Verification of cas no
The CAS Registry Mumber 32809-16-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,2,8,0 and 9 respectively; the second part has 2 digits, 1 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 32809-16:
(7*3)+(6*2)+(5*8)+(4*0)+(3*9)+(2*1)+(1*6)=108
108 % 10 = 8
So 32809-16-8 is a valid CAS Registry Number.
InChI:InChI=1/C13H11Cl2NO2/c1-12-6-13(12,2)11(18)16(10(12)17)9-4-7(14)3-8(15)5-9/h3-5H,6H2,1-2H3
32809-16-8Relevant articles and documents
Substituted imide derivatives
-
, (2008/06/13)
The present invention relates to novel substituted imide derivatives of the general formula (I) in which R1 represents optionally substituted cycloalkyl, R2 represents optionally substituted alkyl or optionally substituted cycloalkyl, R3 represents alkyl, alkoxy, alkylthio, amino, alkylamino or dialkylamino and R4 represents cyano or nitro, and to processes for their preparation and to their use for controlling animal pests and as herbicides.
Pyrimidine derivatives, process and intermediate products for their preparation and pesticides or fungicides containing these derivatives
-
, (2008/06/13)
Pyrimidine compounds I wherein X is C(CO2CH3)═NOCH3, C(CONHCH3)═NOCH3, C(CO2CH3)═CHOCH3, C(CO2CH3)═CHCH3or N(CO2CH3)—OCH3; R1, R2are hydrogen, alkyl, haloalkyl or alkoxy; A is R3is hydrogen, alkyl, haloalkyl, phenoxyalkyl, cycloalkyl, cyano, alkoxy, hydroxyl or halogen; R4is hydrogen, optionally substituted alkyl, alkenyl, alkynyl, haloalkenyl, haloalkynyl, cycloalkyl or alkoxy; Y is hydrogen, hydroxyl, halogen, optionally substituted aryl, hetaryl, cycloalkyl, cycloalkenyl, heterocyclyl, alkyl, alkenyl, alkynyl, haloalkyl, alkoxy, aryloxy, arylthio, hetaryloxy, hetarylthio, cycloalkyloxy or alkylthio, or their salt, their synthesis and intermediates therefore, and their activity against fungi or animal pests.
Use of aminoisothiazoles as microbicides
-
, (2008/06/13)
PCT No. PCT/EP97/06854 Sec. 371 Date Jun. 16, 1999 Sec. 102(e) Date Jun. 16, 1999 PCT Filed Dec. 9, 1997 PCT Pub. No. WO98/27816 PCT Pub. Date Jul. 2, 1998Aminoisothiazoles of the formula I, where R is hydrogen or C1-C4 alkyl and X is halogen, NO2, CN or SCN, and metal complexes and acid addition salts thereof are used as microbicides for protecting industrial materials from being attacked and destroyed by microorganisms.