Bromoxynil

Details

Stereochemistry	ACHIRAL
Molecular Formula	C7H3Br2NO
Molecular Weight	276.913
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC1=C(Br)C=C(C=C1Br)C#N

InChI

InChIKey=UPMXNNIRAGDFEH-UHFFFAOYSA-N

InChI=1S/C7H3Br2NO/c8-5-1-4(3-10)2-6(9)7(5)11/h1-2,11H

HIDE SMILES / InChI

Molecular Formula	C7H3Br2NO
Molecular Weight	276.913
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Metabolism of the herbicide bromoxynil by Klebsiella pneumoniae subsp. ozaenae.	1986 Aug	3530133
Interactions of halogenated industrial chemicals with transthyretin and effects on thyroid hormone levels in vivo.	1991	2043046
Degradation of the herbicide bromoxynil in Pseudomonas putida.	1992	1505868
Exposure of ground-rig applicators to the herbicide bromoxynil applied as a 1:1 mixture of butyrate and octanoate.	2002 Apr	11910467
Singlet oxygen production in herbicide-treated photosystem II.	2002 Dec 18	12482601
Protection by isoprene against singlet oxygen in leaves.	2002 May	12011357
Axial skeletal and Hox expression domain alterations induced by retinoic acid, valproic acid, and bromoxynil during murine development.	2003	14708090
Factors associated with detection of bromoxynil in a sample of rural residents.	2003 Jan 24	12653018
Toxicity of a complex mixture of atmospherically transported pesticides to Ceriodaphnia dubia.	2003 Jul	12841692
Neurodevelopment and endocrine disruption.	2004 Jun	15198913
Body mass index and bromoxynil exposure in a sample of rural residents during spring herbicide application.	2004 Sep 10	15371235
Environmental concentrations of agricultural herbicides in Saskatchewan, Canada: bromoxynil, dicamba, diclofop, MCPA, and trifluralin.	2004 Sep-Oct	15356221
Health considerations regarding horizontal transfer of microbial transgenes present in genetically modified crops.	2005	16489267
Atmospheric concentrations and dry and wet deposits of some herbicides currently used on the Canadian Prairies.	2005 Feb	15621183
[Experimental study on toxicity and changes of biochemical indicator in acute bromoxynil poisoning].	2006 Aug	16978521
Quality control of photosystem II. Cleavage of reaction center D1 protein in spinach thylakoids by FtsH protease under moderate heat stress.	2006 Aug 4	16735503
The application of the herbicide bromoxynil to a model soil-derived bacterial community: impact on degradation and community structure.	2006 Dec	17083713
Proximity to crops and residential exposure to agricultural herbicides in iowa.	2006 Jun	16759991
Spatial and geographical variations of urban, suburban and rural atmospheric concentrations of phenols and nitrophenols.	2006 Mar	16612896
Agricultural pesticide use and hypospadias in eastern Arkansas.	2006 Oct	17035148
Impact of an herbicide combination of bromoxynil and prosulfuron on soil microorganisms.	2006 Sep	16855810
psbA mutation (Asn266 to Thr) in Senecio vulgaris L. confers resistance to several PS II-inhibiting herbicides.	2006 Sep	16791906
Pesticides in surface drinking-water supplies of the northern Great Plains.	2007 Aug	17687445
Analysis of trace levels of pesticides in rainwater by SPME and GC-tandem mass spectrometry after derivatisation with PFBBr.	2007 Jan	17103150
[Determination of six pesticides in milk using cloud point extraction-high performance liquid chromatography].	2007 Nov	18257303
Autism: transient in utero hypothyroxinemia related to maternal flavonoid ingestion during pregnancy and to other environmental antithyroid agents.	2007 Nov 15	17651757
Microbial degradation of the benzonitrile herbicides dichlobenil, bromoxynil and ioxynil in soil and subsurface environments--insights into degradation pathways, persistent metabolites and involved degrader organisms.	2008 Jul	17988770
[First aid and nursing on acute severe bromoxynil poisoning].	2008 Jun	18771632
The degradation of the herbicide bromoxynil and its impact on bacterial diversity in a top soil.	2008 Jun	18217937
Effects of low concentrations of herbicides on full-season, field-grown potatoes.	2008 Nov-Dec	18948460
Potential developmental neurotoxicity of pesticides used in Europe.	2008 Oct 22	18945337
Herbicide effect on the hydrogen-bonding interaction of the primary quinone electron acceptor QA in photosystem II as studied by Fourier transform infrared spectroscopy.	2008 Oct-Dec	18425599
[Effect of bromoxynil on membrane potential and respiratory control rate in isolated mitochondria from mice liver and intervention effect of NAC].	2009 Aug	20095328
Spatially resolved quantification of agrochemicals on plant surfaces using energy dispersive X-ray microanalysis.	2009 Dec	19662649
Bromoxynil degradation in a Mississippi silt loam soil.	2009 Jun	19288470
Impact of pesticides use in agriculture: their benefits and hazards.	2009 Mar	21217838
Halogenated pesticide transformation by a laccase-mediator system.	2009 Oct	19695672
Utility of delayed fluorescence as endpoint for rapid estimation of effect concentration on the green alga Pseudokirchneriella subcapitata.	2009 Oct	19629368
Degradation of bromoxynil and trifluralin in natural water by direct photolysis and UV plus H(2)O(2) advanced oxidation process.	2010 Apr	20116826
Energetics in photosystem II from Thermosynechococcus elongatus with a D1 protein encoded by either the psbA1 or psbA3 gene.	2010 Aug	20362546
Inhibition of connexin 43 gap junction channels by the endocrine disruptor ioxynil.	2010 Aug 15	20510257
Liquid chromatography with post-column reagent addition of ammonia in methanol coupled to negative ion electrospray ionization tandem mass spectrometry for determination of phenoxyacid herbicides and their degradation products in surface water.	2010 Feb 3	20212919
Kinetics and mechanism of the degradation of two pesticides in aqueous solutions by ozonation.	2010 Jan	20022622
Transgene x environment interactions in genetically modified wheat.	2010 Jul 12	20635001
Structures and binding sites of phenolic herbicides in the Q(B) pocket of photosystem II.	2010 Jul 6	20518513
A composite transcriptional signature differentiates responses towards closely related herbicides in Arabidopsis thaliana and Brassica napus.	2010 Mar	20043233
Impact of environmental chemicals on key transcription regulators and correlation to toxicity end points within EPA's ToxCast program.	2010 Mar 15	20143881
[Intervention effect of dimercaptopropansulfonate sodium on central toxic induced by bromoxynil in vivo].	2010 Oct	21126427
Hydrolysis of benzonitrile herbicides by soil actinobacteria and metabolite toxicity.	2010 Sep	20204468
Unique cellular effect of the herbicide bromoxynil revealed by electrophysiological studies using characean cells.	2010 Sep	20094899

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:11:56 GMT 2023` Edited by `admin` on `Fri Dec 15 15:11:56 GMT 2023`
Record UNII	J46EK95K0P
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

Bromoxynil

Common Name

English

Bromoxynil [HSDB]

Common Name

English

3,5-Dibromo-4-hydroxybenzonitrile

Systematic Name

English

Benzonitrile, 3,5-dibromo-4-hydroxy-

Systematic Name

English

Bromoxynil [MI]

Common Name

English

Bromoxynil [ISO]

Common Name

English

BROMINAL

Brand Name

English

BROMINEX

Brand Name

English

BRUCIL

Brand Name

English

2,6-Dibromo-4-cyanophenol

Systematic Name

English

MOXY 2E

Brand Name

English

Classification Tree Code System Code

EPA PESTICIDE CODE

35301