Halauxifen-methyl

HCID 16656802

Substructure search Find similar structures

Basic information

CAS: 943831-98-9
Standard SMILES: COC(=O)c1nc(-c2ccc(Cl)c(OC)c2F)cc(N)c1Cl
InChIKey: KDHKOPYYWOHESS-UHFFFAOYSA-N
Molecular formula: C14H11Cl2FN2O3
Average molar mass: 345.1 g/mol
Monoisotopic mass: 344.01307579

Overview

Halauxifen-methyl is a methyl ester resulting from the formal condensation of the carboxy group of halauxifen with methanol. It is a proherbicide used for the control of broad-leaved weeds in cereals and oilseed rape. It has a role as a proherbicide and a synthetic auxin. It is a monomethoxybenzene, a methyl ester, an aminopyridine, a chloropyridine, a biaryl, a member of monochlorobenzenes and a member of monofluorobenzenes. It is functionally related to a halauxifen.

Names & identifiers

Preferred name: Halauxifen-methyl
IUPAC: methyl 4-amino-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2-carboxylate
English name: Halauxifen-methyl
Molecular formula: C14H11Cl2FN2O3
Molecular weight: 345.15

Names & synonyms

Halauxifen-methyl943831-98-9ArylexHalauxifen-methyl [ISO]methyl 4-amino-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2-carboxylateArylex ActiveUNII-81N578K12381N578K123methyl 4-amino-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)picolinateMethyl 4-amino-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)-2-pyridinecarboxylate4-amino-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)pyridine-2-carboxylic acid methyl esterHalauxifen methyl

Show more names

Halauxifen-methyl in AcetonitrileHalauxifen-methyl 100 μg/ml AcetonitrileHalauxifen-methyl, 100 μg/mL in Acetonitrile

2-Pyridinecarboxylic acid, 4-amino-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)-, methyl esterArylex; Arylex active; Halauxifen-methyl; XDE 729PixxaroQuelexhalauxiphen-methylSCHEMBL115368SCHEMBL29423657SCHEMBL29442558

Database identifiers

CAS: 943831-98-9
PubChem CID: 16656802
DTXSID: DTXSID50241446
ChEBI: CHEBI:143513
UNII: 81N578K123
EC Number: 695-056-1
Nikkaji: J3.337.973K

Properties

Computed structural properties

XLogP: 3.3
Topological polar surface area: 74.4 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 6
Rotatable bonds: 4
Heavy atoms: 22
Formal charge: 0
Complexity: 404

Experimental & physicochemical properties

Pesticides · 3 items

Agrochemicals -> Pesticide active substances

Active substance -> EU Pesticides database: Approved

Herbicides

Physicochemical properties

Boiling point: 513.2 · 513.2±50.0 °C(Predicted)
Density: 1.436 · 1.436±0.06 g/cm3(Predicted)
solubility: Acetone (Slightly), Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
pka: 2.4 · 2.40±0.25(Predicted)
form: Solid
color: White to Light Yellow
Henry's Law Constant: 8.1 · 8.1×105 mol/(m3Pa) at 25℃, Maniere et al. (2011)
LogP: 2.95 · 2.950 (est)
FDA UNII: 81 N578K123 · 81N578K123
EPA Substance Registry System: 2 · 2-Pyridinecarboxylic acid, 4-amino-3-chloro-6-(4-chloro-2-fluoro-3-methoxyphenyl)-, methyl ester (943831-98-9)
Symbol(GHS): 9 · GHS09
Signal word: Warning
Hazard statements: 410 · H410
Precautionary statements: 273 · P273-P391-P501

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H400 (68.9%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]

P273, P391, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 103 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 3 items

Regulation (EC) No 1107/2009 (amended)

Halauxifen-methyl is listed in the dataset of EPA Human Health Benchmarks for Pesticides under the Safe Drinking Water Act (40 eCFR 141)

Reg. (EU) 2015/1165, Reg. (EU) No 540/2011

Hazard Classes and CategoriesAquatic Acute 1 (68.9%)

Toxicology

RAIS Toxicity Values · 2 items

0.03

OPP

EPA Human Health Benchmarks for Pesticides · 5 items

Halauxifen-methyl

0.03

200

General Population

Human Health Benchmarks for Pesticides - 2021 Update

Safety data

Signal word: Warning
Symbol(GHS): GHS09
Hazard statements: H410
Precautionary statements: P273-P391-P501

Chemistry & industry

Uses & manufacturing

Use ClassificationHerbicides

Applications

UsesArylex exhibits potent dicot weed control

Suppliers27 total

聊城市鑫耀达新材料有限公司15065415681 15065415681 · [email protected]

江苏艾康生物医药研发有限公司025-66061636 19370895928 · [email protected]

陕西缔都化学有限公司029-029-81123119 17391733320 · [email protected]

广东元丰化学试剂有限公司0751-2829979 13318593351 · [email protected]

苏州泽厚生物科技有限公司0512-68716880 19984816880 · [email protected]

Additional notes · 1 item

DefinitionChEBI: Halauxifen-methyl is a methyl ester resulting from the formal condensation of the carboxy group of halauxifen with methanol. It is a proherbicide used for the control of broad-leaved weeds in cereals and oilseed rape. It has a role as a synthetic auxin and a proherbicide. It is a member of monofluorobenzenes, a member of monochlorobenzenes, a monomethoxybenzene, an aminopyridine, a methyl ester, a chloropyridine and a biaryl. It is functionally related to a halauxifen.