U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C12H7Cl2NO3
Molecular Weight 284.095
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NITROFEN

SMILES

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

InChI

InChIKey=XITQUSLLOSKDTB-UHFFFAOYSA-N
InChI=1S/C12H7Cl2NO3/c13-8-1-6-12(11(14)7-8)18-10-4-2-9(3-5-10)15(16)17/h1-7H

HIDE SMILES / InChI

Molecular Formula C12H7Cl2NO3
Molecular Weight 284.095
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Congenital diaphragmatic hernia prevents absorption of distal air space fluid in late-gestation rat fetuses.
2006-03
Expression of Connexin 43 in the hearts of rat embryos exposed to nitrofen and effects of vitamin A on it.
2006-01
Retinoic acid rescues lung hypoplasia in nitrofen-induced hypoplastic foetal rat lung explants.
2006-01
Screening 31 endocrine-disrupting pesticides in water and surface sediment samples from Beijing Guanting reservoir.
2005-12
Nitrovasodilator responses in pulmonary arterioles from rats with nitrofen-induced congenital diaphragmatic hernia.
2005-11
Adrenomedullin is up-regulated in nitrofen-induced fetal pulmonary hypoplasia.
2005-10
Effects of prenatal vitamins A, E, and C on the hypoplastic hearts of fetal rats with diaphragmatic hernia.
2005-08
Fog2 is required for normal diaphragm and lung development in mice and humans.
2005-07
Congenital diaphragmatic hernia, tracheal occlusion, thyroid transcription factor-1, and fetal pulmonary epithelial maturation.
2005-07
Antenatal vitamin A administration attenuates lung hypoplasia by interfering with early instead of late determinants of lung underdevelopment in congenital diaphragmatic hernia.
2005-04
Insulinlike growth factor I gene expression is increased in the fetal lung after tracheal ligation.
2005-03
Expression of vasoactive mediators during mechanical ventilation in nitrofen-induced diaphragmatic hernia in rats.
2005-03
Pax3 mRNA is decreased in the hearts of rats with experimental diaphragmatic hernia.
2005-03
Can maternal vitamin e supplementation prevent lung hypoplasia in the nitrofen-induced rat model of congenital diaphragmatic hernia?
2005-03
Altered expression of angiotensin II receptor subtypes and transforming growth factor-beta in the heart of nitrofen-induced diaphragmatic hernia in rats.
2005-03
V79-hCYP2E1-hSULT1A1, a cell line for the sensitive detection of genotoxic effects induced by carbohydrate pyrolysis products and other food-borne chemicals.
2005-02-07
Nitrofen induces a redox-dependent apoptosis associated with increased p38 activity in P19 teratocarcinoma cells.
2005-02
Modulation at a cellular level of the thyroid hormone receptor-mediated gene expression by 1,2,5,6,9,10-hexabromocyclododecane (HBCD), 4,4'-diiodobiphenyl (DIB), and nitrofen (NIP).
2005-01-15
Effect of nitric oxide on the development of nitrofen-induced fetal hypoplastic lung explants.
2005-01
Differential effects of vitamin A on fetal lung growth and diaphragmatic formation in nitrofen-induced rat model.
2005
Effect of endocrine disrupting chemicals on lipopolysaccharide-induced tumor necrosis factor-alpha and nitric oxide production by mouse macrophages.
2004-07
The relationship of diaphragmatic defect, liver growth, and lung hypoplasia in nitrofen-induced congenital diaphragmatic hernia in the rat.
2004-07
Pulmonary vascular morphology in a fetal rabbit model for congenital diaphragmatic hernia.
2004-07
VEGF expression is downregulated in nitrofen-induced congenital diaphragmatic hernia.
2004-06
Effect of two nitrogenous diphenyl ether pesticides on mast cell activation.
2004-05-02
Estimation of estrogenic and antiestrogenic activities of selected pesticides by MCF-7 cell proliferation assay.
2004-05
Pulmonary elastin expression is decreased in the nitrofen-induced rat model of congenital diaphragmatic hernia.
2004-05
Use of genetically manipulated Salmonella typhimurium strains to evaluate the role of sulfotransferases and acetyltransferases in nitrofen mutagenicity.
2004-05
Reductions in the incidence of nitrofen-induced diaphragmatic hernia by vitamin A and retinoic acid.
2004-05
Vitamin C rescues in part the effects of nitrofen on cultured human pneumocytes.
2004-04
Screening for estrogen and androgen receptor activities in 200 pesticides by in vitro reporter gene assays using Chinese hamster ovary cells.
2004-04
The vagus and recurrent laryngeal nerves in experimental congenital diaphragmatic hernia.
2004-04
Decreased expression of voltage-gated K+ channels in pulmonary artery smooth muscles cells in nitrofen-induced congenital diaphragmatic hernia in rats.
2004-03
Exposure of cardiac fibroblasts to the herbicide nitrofen causes altered interactions with the extracellular matrix.
2004-02
Effect of epidermal growth factor on pulmonary hypoplasia in experimental diaphragmatic hernia.
2004-01
Nitrofen-induced congenital diaphragmatic hernia in rat embryo: what model?
2004-01
Pulmonary surfactant protein A, B, and C mRNA and protein expression in the nitrofen-induced congenital diaphragmatic hernia rat model.
2003-11
Fetal heart development in the nitrofen-induced CDH rat model: the role of mechanical and nonmechanical factors.
2003-10
Prenatal vitamin E improves lung and heart hypoplasia in experimental diaphragmatic [correction of diaphragamatic] hernia.
2003-07
Gene expression of fibroblast growth factors 10 and 7 is downregulated in the lung of nitrofen-induced diaphragmatic hernia in rats.
2003-07
Increased expression of ICAM-1 and VCAM-1 in the lung of nitrofen-induced congenital diaphragmatic hernia in rats.
2003-07
Expression and activity of matrix metallo proteinases 2 and 9 and their inhibitors in rat lungs during the perinatal period and in diaphragmatic hernia.
2003-06
The adrenal cortex in experimental congenital diaphragmatic hernia.
2003-05
Airway smooth muscle changes in the nitrofen-induced congenital diaphragmatic hernia rat model.
2003-05
Matrix metalloproteinase-9 and tissue inhibitor of metalloproteinase-1: expression in the lung of fetal rats with nitrofen-induced diaphragmatic hernia.
2003-04
Retinal dehydrogenase-2 is inhibited by compounds that induce congenital diaphragmatic hernias in rodents.
2003-02
Down-regulation of sonic hedgehog expression in pulmonary hypoplasia is associated with congenital diaphragmatic hernia.
2003-02
The activation of the retinoic acid response element is inhibited in an animal model of congenital diaphragmatic hernia.
2003
[Nitrofen in food products. DGE information on health-related assessment: which results are significant for current nutrition recommendations?].
2002-08
Nitrofen (2,4-dichlorophenyl-p-nitrophenyl ether).
2002
Patents

Patents

Substance Class Chemical
Created
by admin
on Mon Mar 31 17:49:56 GMT 2025
Edited
by admin
on Mon Mar 31 17:49:56 GMT 2025
Record UNII
N71UYG034A
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TOK
Preferred Name English
NITROFEN
HSDB   ISO   MI  
Common Name English
NITROFEN [ISO]
Common Name English
NITROFEN [IARC]
Common Name English
2,4-DICHLORO-1-(4-NITROPHENOXY)BENZENE
Systematic Name English
NITROFEN [MI]
Common Name English
NITROFEN [HSDB]
Common Name English
2,4-DICHLOROPHENYL 4-NITROPHENYL ETHER
Systematic Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 38201
Created by admin on Mon Mar 31 17:49:56 GMT 2025 , Edited by admin on Mon Mar 31 17:49:56 GMT 2025
NCI_THESAURUS C45179
Created by admin on Mon Mar 31 17:49:56 GMT 2025 , Edited by admin on Mon Mar 31 17:49:56 GMT 2025
Code System Code Type Description
NCI_THESAURUS
C44411
Created by admin on Mon Mar 31 17:49:56 GMT 2025 , Edited by admin on Mon Mar 31 17:49:56 GMT 2025
PRIMARY
ALANWOOD
nitrofen
Created by admin on Mon Mar 31 17:49:56 GMT 2025 , Edited by admin on Mon Mar 31 17:49:56 GMT 2025
PRIMARY
HSDB
1578
Created by admin on Mon Mar 31 17:49:56 GMT 2025 , Edited by admin on Mon Mar 31 17:49:56 GMT 2025
PRIMARY
PUBCHEM
15787
Created by admin on Mon Mar 31 17:49:56 GMT 2025 , Edited by admin on Mon Mar 31 17:49:56 GMT 2025
PRIMARY
FDA UNII
N71UYG034A
Created by admin on Mon Mar 31 17:49:56 GMT 2025 , Edited by admin on Mon Mar 31 17:49:56 GMT 2025
PRIMARY
ECHA (EC/EINECS)
217-406-0
Created by admin on Mon Mar 31 17:49:56 GMT 2025 , Edited by admin on Mon Mar 31 17:49:56 GMT 2025
PRIMARY
MESH
C007350
Created by admin on Mon Mar 31 17:49:56 GMT 2025 , Edited by admin on Mon Mar 31 17:49:56 GMT 2025
PRIMARY
MERCK INDEX
m7955
Created by admin on Mon Mar 31 17:49:56 GMT 2025 , Edited by admin on Mon Mar 31 17:49:56 GMT 2025
PRIMARY Merck Index
WIKIPEDIA
NITROFEN
Created by admin on Mon Mar 31 17:49:56 GMT 2025 , Edited by admin on Mon Mar 31 17:49:56 GMT 2025
PRIMARY
EPA CompTox
DTXSID7020970
Created by admin on Mon Mar 31 17:49:56 GMT 2025 , Edited by admin on Mon Mar 31 17:49:56 GMT 2025
PRIMARY
SMS_ID
300000053431
Created by admin on Mon Mar 31 17:49:56 GMT 2025 , Edited by admin on Mon Mar 31 17:49:56 GMT 2025
PRIMARY
CAS
1836-75-5
Created by admin on Mon Mar 31 17:49:56 GMT 2025 , Edited by admin on Mon Mar 31 17:49:56 GMT 2025
PRIMARY