Metolachlor is a tan to brown oily liquid with a slightly sweet odor. Slightly soluble in water and denser than water. Hence sinks in water. Soluble in most organic solvents. Used as a selective herbicide.
METABOLISM IN PLANTS AFTER PREEMERGENCE APPLICATION OF METOLACHLOR APPEARS TO PROCEED BY NATURAL PRODUCT CONJUGATION OF THE ACETYL-CHLORO GROUP WITH THIS BOND LINKAGE PREDOMINANT OVER OXO. FURTHER REACTION OCCURS AT THE ETHER GROUP WITH HYDROLYSIS FOLLOWED BY SUGAR CONJUGATION. FINAL METABOLITES ARE RESULTS OF DISCONJUGATION, AND ARE POLAR, AQUEOUS SOLUBLE, NONVOLATILE AS WELL AS SENSITIVE TO DEGRADATION. HYDROLYSIS PROCEDURES CONVERT THE OXO-METABOLITES TO THE DEACETYLATED DERIVATIVE AND THE THIO-METABOLITES TO A MORPHOLINE DERIVATIVE.
STUDIES WITH THE ANTOR ANALOG METOLACHLOR (DUAL) WERE ALSO CONDUCTED WITH THE FUNGUS CHAETOMIUM GLOBOSUM. COMPOUNDS PRODUCED BY THIS ORGANISM WHEN INCUBATED WITH METOLACHLOR ARE: 2-CHLORO-N-(2-ETHYL-6- METHYLPHENYL)-N-(2-HYDROXY-1-METHYLETHYL)ACETAMIDE; 2-CHLORO-N-(2-ETHYL- 6-METHYLPHENYL)ACETAMIDE; N-(2-METHOXY-1-METHYLETHYL)-2-METHYL-6-VINYLANILINE; N-(2-METHOXY-1-METHYLETHYL)-2,3-DIHYDRO-7-METHYLINDOLE; 8-ETHYL-3-HYDROXY- N-(2-METHOXY-1-METHYLETHYL)-2-OXO-1,2,3,4-TETRAHYDROQUINOLINE; 8-ETHYL-3- HYDROXY-N-ISOPROPYL-2-OXO-1,2,3,4-TETRAHYDROQUINOLINE; 2-HYDROXY-N-(2- METHOXY-1-METHYLETHYL)-N-(2-METHYL-6-VINYLPHENYL)ACETAMIDE; N-(2-METHOXY- 1-METHYLETHYL)-8-METHYL-2-OXO-1,2,3,4-TETRAHYDROQUINOLINE.
IN FUNGI, ALPHA-CHLORINE ATOMS OF THESE PESTICIDES /INCLUDING METOLACHLOR/ ARE NOT DISPLACED BY SULFHYDRYL GROUPS BUT BY HYDROXYL GROUPS ALTHOUGH THE CHLORINE ATOM OF PROPACHLOR IS DISPLACED BY A SULFHYDRYL GROUP IN THE FIRST DEGRADATION STEP IN PLANTS. DEALKYLATION, DEACYLATION, AND RING FORMATION TO FORM INDOLINES AND QUINOLINES OCCUR IN FUNGI.
Studies conducted to identify urinary and fecal metabolites in the rat indicated that metolachlor is metabolized via dechlorination, o-methylation, N-dealkylation and side-chain oxidation. Urinary metabolites included 2-ethyl-6-methylhydroxyacetanilide and N-(2-ethyl-6-methyl- phenyl)-N-(hydroxyacetyl)-DL-alanine). Fecal metabolites included 2-chloro-N-(2-ethyl-6-methylphenyl)-N-(2-hydroxy-l-methylethyl) and N-(2-ethyl-6-methylphenyl)-N-(hydroxyacetyl)-DL-alamine).
Metolachlor is metabolized via dechlorination, o-methylation, N-dealkylation and side-chain oxidation. Glutathione transferases mediathe the conjugation of metolachlor with with glutathione. Urinary metabolites included 2-ethyl-6-methylhydroxyacetanilide and N-(2-ethyl-6-methyl- phenyl)-N-(hydroxyacetyl)-DL-alanine). Fecal metabolites included 2-chloro-N-(2-ethyl-6-methylphenyl)-N-(2-hydroxy-l-methylethyl) and N-(2-ethyl-6-methylphenyl)-N-(hydroxyacetyl)-DL-alamine). Metolachlor is also excreted in urine. (A571, A270)
Metolachlor acts by inhibition of elongases and of the geranylgeranyl pyrophosphate (GGPP) cyclases, which are part of the gibberellin pathway. It also binds to nAChRs in nervous systems and causes endocrine disruption in humans by binding to and inhibiting the estrogen receptor. (T10, L913, A590)
来源:Toxin and Toxin Target Database (T3DB)
毒理性
致癌性证据
癌症分类：C组可能的人类致癌物
Cancer Classification: Group C Possible Human Carcinogen
CLASSIFICATION: C; possible human carcinogen. BASIS FOR CLASSIFICATION: Classification is based on the appearance of proliferative liver lesions (combined neoplastic nodules and carcinomas) at highest dose tested (3000 ppm) in female rats. HUMAN CARCINOGENICITY DATA: None. ANIMAL CARCINOGENICITY DATA: Limited.
来源:Hazardous Substances Data Bank (HSDB)
毒理性
致癌物分类
对人类不具有致癌性（未被国际癌症研究机构IARC列名）。
No indication of carcinogenicity to humans (not listed by IARC).
Health effects of metolachlor include CNS depression, dizziness, dyspnea, liver damage, nephritis, cardiovascular failure, and adverse reproductive effects. (A571)
S-metolachlor is extensively absorbed and metabolized following oral administration. Elimination is via the urine and feces. Tissue residues were highest in whole blood. /s-metolachlor/
Rats were administered a single oral dose (28.6 or 52.4 mg/kg) of metolachlor (purity not specified, but (14)C labeled and unlabeled metolachlor were synthesized for these experiments). The chemical was readily absorbed, since 70 to 90% of the metolachlor was excreted as metabolites within 48 hr.
Data from rats given radioactive metolachlor (approximately 3.2 to 3.5 mg/kg) orally demonstrated that the chemical is rapidly metabolized. Residues in meat tissue and blood were very low and only blood contained residue levels in excess of 0.1 ppm.
[EN] ACC INHIBITORS AND USES THEREOF<br/>[FR] INHIBITEURS DE L'ACC ET UTILISATIONS ASSOCIÉES
申请人：GILEAD APOLLO LLC
公开号：WO2017075056A1
公开（公告）日：2017-05-04
The present invention provides compounds I and II useful as inhibitors of Acetyl CoA Carboxylase (ACC), compositions thereof, and methods of using the same.
[EN] 3-[(HYDRAZONO)METHYL]-N-(TETRAZOL-5-YL)-BENZAMIDE AND 3-[(HYDRAZONO)METHYL]-N-(1,3,4-OXADIAZOL-2-YL)-BENZAMIDE DERIVATIVES AS HERBICIDES<br/>[FR] DÉRIVÉS DE 3-[(HYDRAZONO))MÉTHYL]-N-(TÉTRAZOL-5-YL)-BENZAMIDE ET DE 3-[(HYDRAZONO)MÉTHYL]-N-(1,3,4-OXADIAZOL-2-YL)-BENZAMIDE UTILISÉS EN TANT QU'HERBICIDES
申请人：SYNGENTA CROP PROTECTION AG
公开号：WO2021013969A1
公开（公告）日：2021-01-28
The present invention related to compounds of Formula (I): or an agronomically acceptable salt thereof, wherein Q, R2, R3, R4, R5 and R6 are as described herein. The invention further relates to compositions comprising said compounds, to methods of controlling weeds using said compositions, and to the use of compounds of Formula (I) as a herbicide.
[EN] HERBICIDALLY ACTIVE HETEROARYL-S?BSTIT?TED CYCLIC DIONES OR DERIVATIVES THEREOF<br/>[FR] DIONES CYCLIQUES SUBSTITUÉES PAR HÉTÉROARYLE À ACTIVITÉ HERBICIDE OU DÉRIVÉS DE CELLES-CI
申请人：SYNGENTA LTD
公开号：WO2011012862A1
公开（公告）日：2011-02-03
The invention relates to a compound of formula (I), which is suitable for use as a herbicide wherein G is hydrogen or an agriculturally acceptable metal, sulfonium, ammonium or latentiating group; Q is a unsubstituted or substituted C3-C8 saturated or mono-unsaturated heterocyclyl containing at least one heteroatom selected from O, N and S, or Q is heteroaryl or substituted heteroaryl; m is 1, 2 or 3; and Het is an optionally substituted monocyclic or bicyclic heteroaromatic ring; and wherein the compound is optionally an agronomically acceptable salt thereof.
The present invention provides triazole compounds useful as inhibitors of Acetyl CoA Carboxylase (ACC), compositions thereof, and methods of using the same.
