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

Details

Stereochemistry ACHIRAL
Molecular Formula C12H9NO2
Molecular Weight 199.2054
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of P-NITROBIPHENYL

SMILES

[O-][N+](=O)C1=CC=C(C=C1)C2=CC=CC=C2

InChI

InChIKey=BAJQRLZAPXASRD-UHFFFAOYSA-N
InChI=1S/C12H9NO2/c14-13(15)12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-9H

HIDE SMILES / InChI
P-nitrobiphenyl (PNB) is used as an intermediate for 4-aminobiphenyl. It was shown that PNB was a urinary bladder carcinogen in dogs. Reports of carcinogenicity in human do not exist, but 4-aminobiphenyl is a carcinogen for human, that is why the assumption exists that exposed in men to 4-aminobiphenyl may have been partially due to PNB. In addition, information exists that PNB has been studied in trials for the treatment of pelvic organ prolapse.

Approval Year

PubMed

PubMed

TitleDatePubMed
Chemical grafting of biphenyl self-assembled monolayers on ultrananocrystalline diamond.
2006-12-27
Determination of the structure and orientation of organic molecules tethered to flat graphitic carbon by ATR-FT-IR and Raman spectroscopy.
2006-05-01
Involvement of molybdenum hydroxylases in reductive metabolism of nitro polycyclic aromatic hydrocarbons in mammalian skin.
2005-09
Identification of DNA adducts using HPLC/MS/MS following in vitro and in vivo experiments with arylamines and nitroarenes.
2003-10
Photoredox, photodecarboxylation, and photo-retro-aldol chemistry of p-nitrobiphenyls.
2002-06
Enhanced photoreactivity of the nitrobiphenyl chromophore.
2002-01
Increased agglutinability of bladder epithelial cells by concanavalin A in rats fed several biphenyl derivatives.
1983
Patents

Patents

Name Type Language
NSC-1324
Preferred Name English
P-NITROBIPHENYL
HSDB   MI  
Common Name English
P-NITROBIPHENYL [MI]
Common Name English
4-NITRO-1,1'-BIPHENYL
Systematic Name English
P-NITRODIPHENYL
Common Name English
4-NITROBIPHENYL
Systematic Name English
PNB
Common Name English
P-NITROBIPHENYL [HSDB]
Common Name English
4-NITROBIPHENYL [IARC]
Common Name English
NITRO-1,1'-BIPHENYL, 4-
Systematic Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 203602
Created by admin on Mon Mar 31 18:46:44 GMT 2025 , Edited by admin on Mon Mar 31 18:46:44 GMT 2025
Code System Code Type Description
HSDB
2632
Created by admin on Mon Mar 31 18:46:44 GMT 2025 , Edited by admin on Mon Mar 31 18:46:44 GMT 2025
PRIMARY
FDA UNII
QM80NUW6WZ
Created by admin on Mon Mar 31 18:46:44 GMT 2025 , Edited by admin on Mon Mar 31 18:46:44 GMT 2025
PRIMARY
NSC
1324
Created by admin on Mon Mar 31 18:46:44 GMT 2025 , Edited by admin on Mon Mar 31 18:46:44 GMT 2025
PRIMARY
EPA CompTox
DTXSID9041522
Created by admin on Mon Mar 31 18:46:44 GMT 2025 , Edited by admin on Mon Mar 31 18:46:44 GMT 2025
PRIMARY
RXCUI
2571811
Created by admin on Mon Mar 31 18:46:44 GMT 2025 , Edited by admin on Mon Mar 31 18:46:44 GMT 2025
PRIMARY
MESH
C040438
Created by admin on Mon Mar 31 18:46:44 GMT 2025 , Edited by admin on Mon Mar 31 18:46:44 GMT 2025
PRIMARY
DAILYMED
QM80NUW6WZ
Created by admin on Mon Mar 31 18:46:44 GMT 2025 , Edited by admin on Mon Mar 31 18:46:44 GMT 2025
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MERCK INDEX
m7950
Created by admin on Mon Mar 31 18:46:44 GMT 2025 , Edited by admin on Mon Mar 31 18:46:44 GMT 2025
PRIMARY Merck Index
SMS_ID
300000053548
Created by admin on Mon Mar 31 18:46:44 GMT 2025 , Edited by admin on Mon Mar 31 18:46:44 GMT 2025
PRIMARY
PUBCHEM
7114
Created by admin on Mon Mar 31 18:46:44 GMT 2025 , Edited by admin on Mon Mar 31 18:46:44 GMT 2025
PRIMARY
ECHA (EC/EINECS)
202-204-7
Created by admin on Mon Mar 31 18:46:44 GMT 2025 , Edited by admin on Mon Mar 31 18:46:44 GMT 2025
PRIMARY
CAS
92-93-3
Created by admin on Mon Mar 31 18:46:44 GMT 2025 , Edited by admin on Mon Mar 31 18:46:44 GMT 2025
PRIMARY
DRUG BANK
DB12300
Created by admin on Mon Mar 31 18:46:44 GMT 2025 , Edited by admin on Mon Mar 31 18:46:44 GMT 2025
PRIMARY