| Identification | Back Directory | [Name]
Methyl [[2-chloro-5-[(1E)-1-[[(6-Methyl-2-pyridinyl)Methoxy]iMino]ethyl]phenyl]Methyl]carbaMate | [CAS]
799247-52-2 | [Synonyms]
KUF 1204
PYIBENCARB
Pyribencarb
Methyl {2-chloro-5-[(1E)-1-(6-methyl-2-pyridylmethoxyimino)ethyl]benzyl}carbamate
Methyl [[2-chloro-5-[(1E)-1-[[(6-Methyl-2-pyridinyl)Methoxy]iMino]ethyl]phenyl]Methyl]carbaMate
[[2-Chloro-5-[(1E)-1-[[(6-methyl-2-pyridinyl)methoxy]imino]ethyl]phenyl]methyl]carbamic acid methyl ester
Carbamic acid, N-[[2-chloro-5-[(1E)-1-[[(6-methyl-2-pyridinyl)methoxy]imino]ethyl]phenyl]methyl]-, methyl ester | [Molecular Formula]
C18H20ClN3O3 | [MDL Number]
MFCD22200855 | [MOL File]
799247-52-2.mol | [Molecular Weight]
361.82 |
| Chemical Properties | Back Directory | [Melting point ]
97 - 99°C | [density ]
1.22±0.1 g/cm3(Predicted) | [storage temp. ]
Hygroscopic, -20°C Freezer, Under inert atmosphere | [solubility ]
DMSO (Slightly), Methanol (Slightly, Heated) | [form ]
neat | [pka]
11.51±0.46(Predicted) | [color ]
White to Off-White | [Major Application]
agriculture
environmental | [InChI]
1S/C18H20ClN3O3/c1-12-5-4-6-16(21-12)11-25-22-13(2)14-7-8-17(19)15(9-14)10-20-18(23)24-3/h4-9H,10-11H2,1-3H3,(H,20,23)/b22-13+ | [InChIKey]
CRFYLQMIDWBKRT-LPYMAVHISA-N | [SMILES]
COC(=O)NCc1cc(ccc1Cl)\C(C)=N\OCc2cccc(C)n2 |
| Hazard Information | Back Directory | [Uses]
Pyribencarb is a fungicide derived from carbamate and pyridines. It is primarily used against gray mold and sclerotia beakers inhibiting the succinate-cytocrome c-reductase. | [Definition]
ChEBI: A carbamate ester that is the methyl ester of (2-chloro-5-{(1E)-N-[(6-methylpyridin-2-yl)methoxy]ethanimidoyl}benzyl)carbamic acid. A fungicide having excellent activity against a wide range of plant pathogenic fungi, es
ecially gray mould diseases caused by Botrytis cinerea. | [Production Methods]
Commercial production of pyribencarb is not described in detail in the available literature. However, reports suggest that industrial manufacture follows the standard sequence used for benzylcarbamate fungicides. The process begins with preparation of the substituted benzylamine fragment, which is then converted into the carbamate by reaction with methyl chloroformate or an equivalent carbamoylating agent. The pyridyl oxime ether side chain, central to pyribencarb’s biological activity, is introduced through O alkylation of a pyridylmethanol derivative, followed by condensation with the benzylcarbamate intermediate. Final purification removes unreacted amines and side products, yielding technical grade pyribencarb for formulation. | [Mechanism of action]
Preventative and curative effects. Affects the electron transport system of the respiratory chain | [Pesticide Type]
Fungicide |
|
|