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Acifluorfen

Names

[ CAS No. ]:
50594-66-6

[ Name ]:
Acifluorfen

[Synonym ]:
EINECS 256-634-5
5-[2-Chloro-4-(trifluoromethyl)phenoxy]-2-nitrobenzoic acid
Acifluorfen ∆
WNR BVQ DOR BG DXFFF
Acifluorofen
5-(2-Chloro-4-(trifluoromethyl)phenoxy)-2-nitrobenzoic acid
5-(2-chloro-α,α,α-trifluoro-p-tolyloxy)-2-nitrobenzoic acid
5-{[2-Chloro-4-(trifluoromethyl)phenyl]oxy}-2-nitrobenzoic acid
Benzoic acid, 5-[2-chloro-4-(trifluoromethyl)phenoxy]-2-nitro-
5-(2-Chloro-4-trifluoromethylphenoxy)-2-nitrobenzoic acid
Acifluorfen
MFCD00143541

Biological Activity

[Description]:

Acifluorfen, a protoporphyrinogen oxidase (PROTOX) inhibitor herbicide, promotes the accumulation of protoporphyrin IX (PPIX), and induces tumors in the rodent liver. Acifluorfen causes strong photooxidative destruction of pigments and lipids in sensitive plant species[1][2].

[Related Catalog]:

Research Areas >> Cancer
Signaling Pathways >> Others >> Others

[In Vitro]

The effect of Acifluorfen on glutathione and ascorbate levels in cucumber (Cucumis sativus L.) cotyledon discs is investigated to assess the relationship between herbicide activity and endogenous antioxidants. Acifluorfen decreases the levels of glutathione and ascorbate over 50% in discs exposed to less than 1.5 hours of white light (450 microeinsteins per square meter per second). Acifluorfen also causes the rapid depletion of ascorbate in far-red light grown plants which are photosynthetically incompetent[2].

[In Vivo]

Dietary treatment with 2500 ppm Acifluorfen for up to 13 weeks increases Cyp2b10 expression in the livers of wild-type mice, but not in CAR-knockout (CARKO) mice. Microscopically, Acifluorfen treatment-induces cytotoxic changes, including hepatocellular necrosis and inflammation, and causes regenerative changes accompanied by prolonged increases in the numbers of proliferating cell nuclear antigen-positive hepatocytes in WT mice[1].

[References]

[1]. Kuwata K, et al. Involvement of Mouse Constitutive Androstane Receptor in Acifluorfen-Induced Liver Injury and Subsequent Tumor Development. Toxicol Sci. 2016;151(2):271-285.

[2]. Kenyon WH, et al. Effects of Acifluorfen on Endogenous Antioxidants and Protective Enzymes in Cucumber (Cucumis sativus L.) Cotyledons. Plant Physiol. 1985;79(3):862-866.

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Boiling Point ]:
422.4±45.0 °C at 760 mmHg

[ Melting Point ]:
161ºC

[ Molecular Formula ]:
C14H7ClF3NO5

[ Molecular Weight ]:
361.657

[ Flash Point ]:
209.2±28.7 °C

[ Exact Mass ]:
360.996490

[ PSA ]:
92.35000

[ LogP ]:
4.35

[ Vapour Pressure ]:
0.0±1.1 mmHg at 25°C

[ Index of Refraction ]:
1.576

[ Storage condition ]:
0-6°C

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DG5643070
CHEMICAL NAME :
Benzoic acid, 5-(2-chloro-4-(trifluoromethyl)phenoxy)-2-nitro-
CAS REGISTRY NUMBER :
50594-66-6
LAST UPDATED :
199701
DATA ITEMS CITED :
7
MOLECULAR FORMULA :
C14-H7-Cl-F3-N-O5
MOLECULAR WEIGHT :
361.67

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1370 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
PEMNDP Pesticide Manual. (The British Crop Protection Council, 20 Bridport Rd., Thornton Heath CR4 7QG, UK) V.1- 1968- Volume(issue)/page/year: 9,6,1991
TYPE OF TEST :
LC50 - Lethal concentration, 50 percent kill
ROUTE OF EXPOSURE :
Inhalation
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>6900 mg/m3/4H
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
PEMNDP Pesticide Manual. (The British Crop Protection Council, 20 Bridport Rd., Thornton Heath CR4 7QG, UK) V.1- 1968- Volume(issue)/page/year: 9,6,1991
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1370 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
PEMNDP Pesticide Manual. (The British Crop Protection Council, 20 Bridport Rd., Thornton Heath CR4 7QG, UK) V.1- 1968- Volume(issue)/page/year: 9,6,1991
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
3680 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
PEMNDP Pesticide Manual. (The British Crop Protection Council, 20 Bridport Rd., Thornton Heath CR4 7QG, UK) V.1- 1968- Volume(issue)/page/year: 9,6,1991
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Bird - quail
DOSE/DURATION :
325 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
PEMNDP Pesticide Manual. (The British Crop Protection Council, 20 Bridport Rd., Thornton Heath CR4 7QG, UK) V.1- 1968- Volume(issue)/page/year: 9,6,1991
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Bird - duck
DOSE/DURATION :
2821 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
PEMNDP Pesticide Manual. (The British Crop Protection Council, 20 Bridport Rd., Thornton Heath CR4 7QG, UK) V.1- 1968- Volume(issue)/page/year: 9,6,1991

Safety Information

[ Symbol ]:

GHS05, GHS07, GHS09

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H302-H315-H318-H410

[ Precautionary Statements ]:
P273-P280-P305 + P351 + P338-P501

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xn:Harmful;N:Dangerousfortheenvironment;

[ Risk Phrases ]:
R22;R38;R41;R50/53

[ Safety Phrases ]:
S24-S39-S60-S61

[ RIDADR ]:
UN 3077

[ RTECS ]:
DG5643070

[ Packaging Group ]:
III

[ HS Code ]:
2918990027

Synthetic Route

Precursor & DownStream

Customs

[ HS Code ]: 2918990027

[ Summary ]:
2918990027 5-(2-chloro-4-(trifluoromethyl)phenoxy)-2-nitrobenzoic acid。supervision conditions:s(import or export registration certificate for pesticides)。VAT:17.0%。tax rebate rate:9.0%。MFN tarrif:6.5%。general tariff:30.0%

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