Details
Stereochemistry | RACEMIC |
Molecular Formula | C10H12N2O5 |
Molecular Weight | 240.2127 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CCC(C)C1=CC(=CC(=C1O)[N+]([O-])=O)[N+]([O-])=O
InChI
InChIKey=OWZPCEFYPSAJFR-UHFFFAOYSA-N
InChI=1S/C10H12N2O5/c1-3-6(2)8-4-7(11(14)15)5-9(10(8)13)12(16)17/h4-6,13H,3H2,1-2H3
Molecular Formula | C10H12N2O5 |
Molecular Weight | 240.2127 |
Charge | 0 |
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 |
|
Differential pulse adsorptive stripping voltammetric determination of dinoseb and dinoterb at a modified electrode. | 2003 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 |
|
Inhibition of PSII in atrazine-tolerant tobacco cells by barbatic acid, a lichen-derived depside. | 2006 Jan |
|
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 |
|
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 |
|
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 |
|
(RS)-Dimethyl-ammonium 2-sec-butyl-4,6-dinitro-phenolate. | 2009 Oct 3 |
|
Remediating dinoseb-contaminated soil with zerovalent iron. | 2009 Sep 15 |
|
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 |
|
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
Fri Dec 15 15:22:27 GMT 2023
by
admin
on
Fri Dec 15 15:22:27 GMT 2023
|
Record UNII |
YD44ZEM22M
|
Record Status |
Validated (UNII)
|
Record Version |
|
-
Download
Name | Type | Language | ||
---|---|---|---|---|
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Systematic Name | English |
Classification Tree | Code System | Code | ||
---|---|---|---|---|
|
EPA PESTICIDE CODE |
37505
Created by
admin on Fri Dec 15 15:22:27 GMT 2023 , Edited by admin on Fri Dec 15 15:22:27 GMT 2023
|
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
DINOSEB
Created by
admin on Fri Dec 15 15:22:27 GMT 2023 , Edited by admin on Fri Dec 15 15:22:27 GMT 2023
|
PRIMARY | |||
|
201-861-7
Created by
admin on Fri Dec 15 15:22:27 GMT 2023 , Edited by admin on Fri Dec 15 15:22:27 GMT 2023
|
PRIMARY | |||
|
YD44ZEM22M
Created by
admin on Fri Dec 15 15:22:27 GMT 2023 , Edited by admin on Fri Dec 15 15:22:27 GMT 2023
|
PRIMARY | |||
|
34719
Created by
admin on Fri Dec 15 15:22:27 GMT 2023 , Edited by admin on Fri Dec 15 15:22:27 GMT 2023
|
PRIMARY | |||
|
DTXSID3020207
Created by
admin on Fri Dec 15 15:22:27 GMT 2023 , Edited by admin on Fri Dec 15 15:22:27 GMT 2023
|
PRIMARY | |||
|
dinoseb
Created by
admin on Fri Dec 15 15:22:27 GMT 2023 , Edited by admin on Fri Dec 15 15:22:27 GMT 2023
|
PRIMARY | |||
|
1445
Created by
admin on Fri Dec 15 15:22:27 GMT 2023 , Edited by admin on Fri Dec 15 15:22:27 GMT 2023
|
PRIMARY | |||
|
88-85-7
Created by
admin on Fri Dec 15 15:22:27 GMT 2023 , Edited by admin on Fri Dec 15 15:22:27 GMT 2023
|
PRIMARY | |||
|
6950
Created by
admin on Fri Dec 15 15:22:27 GMT 2023 , Edited by admin on Fri Dec 15 15:22:27 GMT 2023
|
PRIMARY | |||
|
202753
Created by
admin on Fri Dec 15 15:22:27 GMT 2023 , Edited by admin on Fri Dec 15 15:22:27 GMT 2023
|
PRIMARY | |||
|
m4585
Created by
admin on Fri Dec 15 15:22:27 GMT 2023 , Edited by admin on Fri Dec 15 15:22:27 GMT 2023
|
PRIMARY | Merck Index |
Related Record | Type | Details | ||
---|---|---|---|---|
|
SALT/SOLVATE -> PARENT |