Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C10H11N2O5.Na |
| Molecular Weight | 262.1945 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[Na+].CCC(C)C1=CC(=CC(=C1[O-])[N+]([O-])=O)[N+]([O-])=O
InChI
InChIKey=LRWSMDCIWRLZIX-UHFFFAOYSA-M
InChI=1S/C10H12N2O5.Na/c1-3-6(2)8-4-7(11(14)15)5-9(10(8)13)12(16)17;/h4-6,13H,3H2,1-2H3;/q;+1/p-1
| Molecular Formula | Na |
| Molecular Weight | 22.9898 |
| Charge | 1 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| Molecular Formula | C10H11N2O5 |
| Molecular Weight | 239.2047 |
| Charge | -1 |
| Count |
|
| Stereochemistry | RACEMIC |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Optical Activity | ( + / - ) |
Dinoseb, a herbicide that was widely used for weed-control when producing crops like soybeans, vegetables, fruits, and nuts, or citrus. It also killed insects in grapes and was used to dry seed crops. It was banned because it possessed dangers of birth defects and sterility for farm workers. However, it’s still used in some countries, e.g., China, evidenced by the fact that it is found in rain- and drinking water.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Endpoints of spermatotoxicity in the rat after short duration exposures to fourteen reproductive toxicants. | 1992 |
|
| Overview of studies on rat sperm motion analysis using a Hamilton-Thorne Sperm Analyzer--collaborative working study. | 2001 Dec |
|
| Spectroscopic study of nitroaromatic-smectite sorption mechanisms. | 2001 Dec 15 |
|
| The Quinone-binding sites of the Saccharomyces cerevisiae succinate-ubiquinone oxidoreductase. | 2001 May 18 |
|
| Analysis of acidic pesticides using in situ derivatization with alkylchloroformate and solid-phase microextraction (SPME) for GC-MS. | 2001 Sep |
|
| Effects of dinoseb on the life cycle of Daphnia magna: modeling survival time and a proposal for an alternative to the no-observed-effect concentration. | 2002 Apr |
|
| Spectroscopic study of dinitrophenol herbicide sorption on smectite. | 2002 Dec 1 |
|
| Hsp70 instability and induction by a pesticide in Folsomia candida. | 2002 Jan-Feb |
|
| Differential pulse adsorptive stripping voltammetric determination of dinoseb and dinoterb at a modified electrode. | 2003 Apr |
|
| Acceptor and donor-side interactions of phenolic inhibitors in Photosystem II. | 2003 Apr 18 |
|
| Effects of dinoseb, 4,6-dinitro-o-cresol, and 2,4-dinitrophenol on rat Sertoli-germ cell co-cultures. | 2003 Mar-Apr |
|
| Chemically induced supernumerary lumbar ribs in CD-1 mice: size distribution and dose response. | 2004 Feb |
|
| Comparative studies on the spermatotoxic effects of dinoseb and its structurally related chemicals. | 2004 Jun |
|
| Quantitative analysis of six pesticides in fruits by capillary electrophoresis-electrospray-mass spectrometry. | 2005 Apr |
|
| Adsorption kinetics and isotherms of pesticides onto activated carbon-cloth. | 2005 Sep |
|
| Modeling the concentration-response function of the herbicide dinoseb on Daphnia magna (survival time, reproduction) and Pseudokirchneriella subcapitata (growth rate). | 2005 Sep |
|
| [Expression of drgA gene encoding NAD(P)H:quinone-oxidoreductase in cells of the cyanobacterium Synechocystis sp. PCC 6803]. | 2006 Aug |
|
| Inhibition of PSII in atrazine-tolerant tobacco cells by barbatic acid, a lichen-derived depside. | 2006 Jan |
|
| Origin and health impacts of emissions of toxic by-products and fine particles from combustion and thermal treatment of hazardous wastes and materials. | 2006 Jun |
|
| Spatial and geographical variations of urban, suburban and rural atmospheric concentrations of phenols and nitrophenols. | 2006 Mar |
|
| Toxic actions of dinoseb in medaka (Oryzias latipes) embryos as determined by in vivo 31P NMR, HPLC-UV and 1H NMR metabolomics. | 2006 Mar 10 |
|
| Metabolic effects of dinoseb, diazinon and esfenvalerate in eyed eggs and alevins of Chinook salmon (Oncorhynchus tshawytscha) determined by 1H NMR metabolomics. | 2006 May 25 |
|
| Potentiating effect of the ATP-sensitive potassium channel blocker glibenclamide on complex I inhibitor neurotoxicity in vitro and in vivo. | 2006 Sep |
|
| Evidence for a novel quinone-binding site in the photosystem II (PS II) complex that regulates the redox potential of cytochrome b559. | 2007 Jan 30 |
|
| Flow-injection determination of carbaryl and carbofuran based on KMnO(4)-Na(2)SO(3) chemiluminescence detection. | 2007 Jul-Aug |
|
| On-line preconcentration strategies for analyzing pesticides in fruits and vegetables by micellar electrokinetic chromatography. | 2007 Jun 15 |
|
| Establishing the feasibility of coupled solid-phase extraction-solid-phase derivatization for acidic herbicides. | 2007 Mar 2 |
|
| Effects of dinoseb on energy reserves in the soil arthropod Folsomia candida. | 2007 Oct |
|
| Review of developmental toxicity of nitrophenolic herbicide dinoseb, 2-sec-butyl-4,6-dinitrophenol. | 2008 Apr |
|
| Combined repeated dose and reproductive/developmental toxicity screening test of the nitrophenolic herbicide dinoseb, 2-sec-butyl-4,6-dinitrophenol, in rats. | 2008 Apr |
|
| Cost-effective experimental design to support modeling of concentration-response functions. | 2008 Jun |
|
| 'Systems toxicology' approach identifies coordinated metabolic responses to copper in a terrestrial non-model invertebrate, the earthworm Lumbricus rubellus. | 2008 Jun 3 |
|
| MetaboMiner--semi-automated identification of metabolites from 2D NMR spectra of complex biofluids. | 2008 Nov 28 |
|
| Review of testicular toxicity of dinitrophenolic compounds, 2-sec-butyl-4,6-dinitrophenol, 4,6-dinitro-o-cresol and 2,4-dinitrophenol. | 2008 Nov-Dec |
|
| Atmospheric pressure glow discharge desorption mass spectrometry for rapid screening of pesticides in food. | 2008 Sep |
|
| Small-scale spatial variability of atrazine and dinoseb adsorption parameters in an alluvial soil. | 2008 Sep-Oct |
|
| Evaluation of a TiO2 photocatalysis treatment on nitrophenols and nitramines contaminated plant wastewaters by solid-phase extraction coupled with ESI HPLC-MS. | 2009 Jul 15 |
|
| (RS)-Dimethyl-ammonium 2-sec-butyl-4,6-dinitro-phenolate. | 2009 Oct 3 |
|
| Remediating dinoseb-contaminated soil with zerovalent iron. | 2009 Sep 15 |
|
| Preparation and application of sustained release microcapsules of potassium ferrate(VI) for dinitro butyl phenol (DNBP) wastewater treatment. | 2009 Sep 30 |
|
| Oxidative degradation of dinitro butyl phenol (DNBP) utilizing hydrogen peroxide and solar light over a Al2O3-supported Fe(III)-5-sulfosalicylic acid (ssal) catalyst. | 2010 Apr 15 |
|
| Dietary olive oil effect on antioxidant status and fatty acid profile in the erythrocyte of 2,4-D- exposed rats. | 2010 Aug 25 |
|
| Study of mass transfer in a dynamic hollow-fibre liquid phase microextraction system. | 2010 Jan |
|
| Prenatal developmental toxicity of gavage or feeding doses of 2-sec-butyl-4,6-dinitrophenol in rats. | 2010 Jun |
|
| Study on the treatment of 2-sec-butyl-4,6-dinitrophenol (DNBP) wastewater by ClO2 in the presence of aluminum oxide as catalyst. | 2010 Nov 15 |
|
| Protein biomarkers for in vitro testing of embryotoxicity. | 2010 Nov 5 |
|
| Effects of olive oil and its fractions on oxidative stress and the liver's fatty acid composition in 2,4-Dichlorophenoxyacetic acid-treated rats. | 2010 Oct 29 |
|
| A high-throughput screen for teratogens using human pluripotent stem cells. | 2014 Jan |
|
| In vitro neurotoxic hazard characterisation of dinitrophenolic herbicides. | 2016 Jun 11 |
|
| Distribution, lipid-bilayer affinity and kinetics of the metabolic effects of dinoseb in the liver. | 2017 Aug 15 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 10:08:30 GMT 2023
by
admin
on
Sat Dec 16 10:08:30 GMT 2023
|
| Record UNII |
BJV8LW6R9K
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
-
Download
| Name | Type | Language | ||
|---|---|---|---|---|
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English |
| Classification Tree | Code System | Code | ||
|---|---|---|---|---|
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EPA PESTICIDE CODE |
37512
Created by
admin on Sat Dec 16 10:08:30 GMT 2023 , Edited by admin on Sat Dec 16 10:08:30 GMT 2023
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| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
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3045288
Created by
admin on Sat Dec 16 10:08:30 GMT 2023 , Edited by admin on Sat Dec 16 10:08:30 GMT 2023
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PRIMARY | |||
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DTXSID9058365
Created by
admin on Sat Dec 16 10:08:30 GMT 2023 , Edited by admin on Sat Dec 16 10:08:30 GMT 2023
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BJV8LW6R9K
Created by
admin on Sat Dec 16 10:08:30 GMT 2023 , Edited by admin on Sat Dec 16 10:08:30 GMT 2023
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252-331-7
Created by
admin on Sat Dec 16 10:08:30 GMT 2023 , Edited by admin on Sat Dec 16 10:08:30 GMT 2023
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35040-03-0
Created by
admin on Sat Dec 16 10:08:30 GMT 2023 , Edited by admin on Sat Dec 16 10:08:30 GMT 2023
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dinoseb-sodium
Created by
admin on Sat Dec 16 10:08:30 GMT 2023 , Edited by admin on Sat Dec 16 10:08:30 GMT 2023
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PRIMARY |