ACIFLUORFEN

Details

Stereochemistry	ACHIRAL
Molecular Formula	C14H7ClF3NO5
Molecular Weight	361.657
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(=O)C1=CC(OC2=CC=C(C=C2Cl)C(F)(F)F)=CC=C1[N+]([O-])=O

InChI

InChIKey=NUFNQYOELLVIPL-UHFFFAOYSA-N

InChI=1S/C14H7ClF3NO5/c15-10-5-7(14(16,17)18)1-4-12(10)24-8-2-3-11(19(22)23)9(6-8)13(20)21/h1-6H,(H,20,21)

HIDE SMILES / InChI

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Protoporphyrinogen IX oxidase 2 Target ID: Protoporphyrinogen IX oxidase Sources: https://www.ncbi.nlm.nih.gov/pubmed/17046834	Inhibitor 8297

PubMed

Title	Date	PubMed
Inhibition of mammalian protoporphyrinogen oxidase by acifluorfen.	1994 Dec	7697001
Regulation of CYP 2 A 5 induction by porphyrinogenic agents in mouse primary hepatocytes.	1997 Jan	9007836
Photochemical transformation of acifluorfen under laboratory and natural conditions.	2001 Apr	11455817
Photochemical degradation of acifluorfen in aqueous solution.	2001 Oct	11600024
[Collection of Arabidopsis thaliana mutants with altered sensitivity to oxidative stress inductors].	2001 Sep-Oct	15926316
Esa1, an Arabidopsis mutant with enhanced susceptibility to a range of necrotrophic fungal pathogens, shows a distorted induction of defense responses by reactive oxygen generating compounds.	2002 Jan	11862946
Synthesis of haptens and protein conjugates for the development of immunoassays for the insect growth regulator fenoxycarb.	2002 Jan 2	11754538
Photochemistry and photoinduced toxicity of acifluorfen, a diphenyl-ether herbicide.	2002 Jan-Feb	11837431
Cloning and expression of a Porphyromonas gingivalis gene for protoporphyrinogen oxidase by complementation of a hemG mutant of Escherichia coli.	2002 Oct	12354210
Off-line solid-phase microextraction and capillary electrophoresis mass spectrometry to determine acidic pesticides in fruits.	2003 Feb 1	12585470
Isoflavone, glyphosate, and aminomethylphosphonic acid levels in seeds of glyphosate-treated, glyphosate-resistant soybean.	2003 Jan 1	12502430
Soil photolysis of herbicides in a moisture- and temperature-controlled environment.	2003 Jul 16	12848506
Impact of Herbicides on Heterodera glycines Susceptible and Resistant Soybean Cultivars.	2003 Mar	19265980
Experimental hepatic uroporphyria induced by the diphenyl-ether herbicide fomesafen in male DBA/2 mice.	2003 May 15	12758057
Bcl-2 family members localize to tobacco chloroplasts and inhibit programmed cell death induced by chloroplast-targeted herbicides.	2004 Dec	15475374
Identification of Botrytis cinerea susceptibility loci in Arabidopsis thaliana.	2004 May	15086796
NMR structural model of the interaction of herbicides with the photosynthetic reaction center from Rhodobacter sphaeroides.	2004 Sep 6	15368575
Homoglutathione confers tolerance to acifluorfen in transgenic tobacco plants expressing soybean homoglutathione synthetase.	2005 Aug	15937325
Improved empirical models describing hormesis.	2005 Dec	16445100
An Arabidopsis mutant that is resistant to the protoporphyrinogen oxidase inhibitor acifluorfen shows regulatory changes in tetrapyrrole biosynthesis.	2005 Jun	15815918
A continuous fluorimetric assay for protoporphyrinogen oxidase by monitoring porphyrin accumulation.	2005 Sep 1	16039600
Crystal structure of protoporphyrinogen oxidase from Myxococcus xanthus and its complex with the inhibitor acifluorfen.	2006 Dec 15	17046834
Ecotoxicological effects of combined UVB and organic contaminants in coastal waters: A review.	2006 Jul-Aug	16602830
Is prochloraz a potent synergist across aquatic species? A study on bacteria, daphnia, algae and higher plants.	2006 Jun 30	16672166
The occurrence of hormesis in plants and algae.	2006 Oct 17	18648603
Impairment of the photosynthetic apparatus by oxidative stress induced by photosensitization reaction of protoporphyrin IX.	2007 Jun	17459329
The analysis of the ChlI 1 and ChlI 2 genes using acifluorfen-resistant mutant of Arabidopsis thaliana.	2007 Mar	17123104
Trafficking of siderophore transporters in Saccharomyces cerevisiae and intracellular fate of ferrioxamine B conjugates.	2007 Nov	17714436
GCN2-dependent phosphorylation of eukaryotic translation initiation factor-2alpha in Arabidopsis.	2008	18603615
Molecular interactions of pesticides at the soil-water interface.	2008 Aug 1	18754469
A capillary electrophoresis assay for recombinant Bacillus subtilis protoporphyrinogen oxidase.	2008 Dec 15	18834852
Application of saturation transfer double difference NMR to elucidate the mechanistic interactions of pesticides with humic acid.	2008 Feb 15	18351076
Site-directed mutagenesis and computational study of the Y366 active site in Bacillus subtilis protoporphyrinogen oxidase.	2009 Sep	19266155
Structural insight into unique properties of protoporphyrinogen oxidase from Bacillus subtilis.	2010 Apr	19944166
Deficiencies in jasmonate-mediated plant defense reveal quantitative variation in Botrytis cinerea pathogenesis.	2010 Apr 15	20419157
Enantioselective degradation in sediment and aquatic toxicity to Daphnia magna of the herbicide lactofen enantiomers.	2010 Feb 24	20088506
[Determination of biphenyl ether herbicides in water using HPLC with cloud-point extraction].	2010 Jan	20369492
Rapid dark repression of 5-aminolevulinic acid synthesis in green barley leaves.	2010 May	20375109

Patents

Name

Type

Language

ACIFLUORFEN

Common Name

English

BENZOIC ACID, 5-(2-CHLORO-4-(TRIFLUOROMETHYL)PHENOXY)-2-NITRO-

Common Name

English

5-(2-CHLORO-4-(TRIFLUOROMETHYL)PHENOXY)-2-NITROBENZOIC ACID

Systematic Name

English

ACIFLUORFEN [MI]

Common Name

English

ACIFLUORFEN (FREE ACID)

Common Name

English

ACIFLUORFEN [ISO]

Common Name

English

Classification Tree Code System Code

EPA PESTICIDE CODE

114401