haloxyfop

Names

[ Name ]:
haloxyfop

[Synonym ]:
2-(4-((3-chloro-5-(trifluoromethyl)-2-pyridinyl)oxy)phenoxy)propanoic acid
Propanoic acid, 2-[4-[[3-chloro-5-(trifluoromethyl)-2-pyridinyl]oxy]phenoxy]-
2-[4-[[3-chloro-5-(trifluoromethyl)-2-pyridinyl]oxy]phenoxy]propanoic acid
Haloxyfop (free acid)
2-(4-{[3-Chloro-5-(trifluoromethyl)-2-pyridinyl]oxy}phenoxy)propanoic acid
2-[4-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxyphenoxy]propanoic acid
Propanoic acid,2-4-3-chloro-5-(trifluoromethyl)-2-pyridinyloxyphenoxy
2-<4-(3-chloro-5-trifluoromethyl-2-pyridinyloxy)phenoxy>propionic acid
(RS)-Haloxyfop
rac-(2R)-2-(4-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propanoic acid
2-[4-[3-chloro-5-(tr
HALOXYFOP PESTANAL
Halossifop
T6NJ BOR DOY1&VQ& CG EXFFF
Haloxyfop acid
MFCD00871401
2-(4-((3-chloro-5-(trifluoromethyl)-pyridin-2-yl)oxy)phenoxy)propionic acid
(RS)-2-{4-[3-chloro-5-(trifluoromethyl)-2-pyridyloxy]phenoxy}propionic acid
haloxyfop
2-[4-(3-chloro-5-trifluoromethyl-2-pyridyloxy)phenoxy]propionic acid
2-(4-{[3-Chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propanoic acid
DOWCO453
2-(4-((3-Chloro-5-(trifluoromethyl)pyridin-2-yl)oxy)phenoxy)propanoic acid

Biological Activity

[Description]:

Haloxyfop is an aryloxyphenoxypropionic acid herbicide and is widely used in grass weeds in broad-leaf crops[2]. Haloxyfop inhibits the acetyl coenzyme A carboxylase (EC 6.4.1.2) from corn seedling chloroplasts with an IC50 of 0.5 μM, but has no effect on this enzyme in pea[2].

[Related Catalog]:

Signaling Pathways >> Others >> Others

Research Areas >> Metabolic Disease

[Target]

IC50: 0.5 μM (acetyl coenzyme A carboxylase (EC 6.4.1.2))[2]

[References]

[1]. Urairat Koesukwiwat, et al. Method Development and Validation for Total Haloxyfop Analysis in Infant Formulas and Related Ingredient Matrices Using Liquid Chromatography-Tandem Mass Spectrometry. Anal Bioanal Chem

[2]. J D Burton, et al. Inhibition of Plant Acetyl-Coenzyme A Carboxylase by the Herbicides Sethoxydim and Haloxyfop. Biochem Biophys Res Commun

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
420.3±45.0 °C at 760 mmHg

[ Molecular Formula ]:
C₁₅H₁₁ClF₃NO₄

[ Molecular Weight ]:
361.700

[ Flash Point ]:
208.0±28.7 °C

[ Exact Mass ]:
361.032867

[ PSA ]:
68.65000

[ LogP ]:
2.80

[ Vapour Pressure ]:
0.0±1.0 mmHg at 25°C

[ Index of Refraction ]:
1.536

[ Storage condition ]:
0-6°C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: UA2458284

CHEMICAL NAME :: Propanoic acid, 2-(4-((3-chloro-5-(trifluoromethyl)-2-pyridinyl)oxy)p henoxy)-

CAS REGISTRY NUMBER :: 69806-34-4

LAST UPDATED :: 199606

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C15-H11-Cl-F3-N-O4

MOLECULAR WEIGHT :: 361.72

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 28 mg/kg/4W-C

TOXIC EFFECTS :: Liver - changes in liver weight Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - other transferases Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - other Enzymes

REFERENCE :: FAATDF Fundamental and Applied Toxicology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1981- Volume(issue)/page/year: 28,71,1995

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 280 mg/kg/4W-C

TOXIC EFFECTS :: Liver - changes in liver weight Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - catalases Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - other transferases

REFERENCE :: FAATDF Fundamental and Applied Toxicology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1981- Volume(issue)/page/year: 28,71,1995

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 1820 mg/kg/13W-C

TOXIC EFFECTS :: Liver - changes in liver weight Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - other Enzymes

REFERENCE :: FAATDF Fundamental and Applied Toxicology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1981- Volume(issue)/page/year: 28,71,1995

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ RIDADR ]:
NONH for all modes of transport

[ RTECS ]:
UA2458284

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

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J. Chromatogr. A. 1381 , 149-59, (2015)

A novel sub-2 μm chiral stationary phase (CSP) was prepared immobilizing vancomycin onto 1.8 μm diol hydride-based silica particles. The CSP was packed into fused silica capillaries of 75 μm i.d. with...

Environmental behavior of the chiral herbicide haloxyfop. 1. Rapid and preferential interconversion of the enantiomers in soil.

J. Agric. Food Chem. 63(10) , 2583-90, (2015)

Haloxyfop-methyl is a chiral herbicide that was first introduced as racemate and later replaced by "haloxyfop-P-methyl", mainly consisting of the R-enantiomer, which carries the herbicidal activity. W...

Inhibitors of nonhousekeeping functions of the apicoplast defy delayed death in Plasmodium falciparum.

Antimicrob. Agents Chemother. 51 , 307-16, (2007)

Targeting of apicoplast replication and protein synthesis in the apicomplexan Toxoplasma gondii has conventionally been associated with the typical "delayed death" phenotype, characterized by the deat...

Related Compounds

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