P-NITROBIPHENYL

Possibly Marketed Outside US

First approved in 2021

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 Search

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

Molecular Formula	C12H9NO2
Molecular Weight	199.2054
Charge	0
Count

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

Description
Sources: Hathaway Gloria J. , Proctor Nick H., Proctor and Hughes' Chemical Hazards of the Workplace, retrieved from: https://books.google.ru/books?id=y3-Ef3y53PkC&pg=PA518&lpg=PA518&dq=P-NITROBIPHENYL&source=bl&ots=UZG4soau6E&sig=ACfU3U1WAoECeRi9dwxCb2DUBeQJ1AtKJg&hl=ru&sa=X&ved=2ahUKEwiJqb7RofjiAhWyw4sKHZK2Cak4FBDoATABegQICBAB#v=onepage&q=P-NITROBIPHENYL&f=false | https://www.drugbank.ca/drugs/DB12300

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

Title	Date	PubMed
Chemical grafting of biphenyl self-assembled monolayers on ultrananocrystalline diamond.	2006-12-27	17177439
Determination of the structure and orientation of organic molecules tethered to flat graphitic carbon by ATR-FT-IR and Raman spectroscopy.	2006-05-01	16643000
Involvement of molybdenum hydroxylases in reductive metabolism of nitro polycyclic aromatic hydrocarbons in mammalian skin.	2005-09	15932950
Identification of DNA adducts using HPLC/MS/MS following in vitro and in vivo experiments with arylamines and nitroarenes.	2003-10	14565767
Photoredox, photodecarboxylation, and photo-retro-aldol chemistry of p-nitrobiphenyls.	2002-06	12856706
Enhanced photoreactivity of the nitrobiphenyl chromophore.	2002-01	12659144
Increased agglutinability of bladder epithelial cells by concanavalin A in rats fed several biphenyl derivatives.	1983	6654951

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:46:44 GMT 2025` Edited by `admin` on `Mon Mar 31 18:46:44 GMT 2025`
Record UNII	QM80NUW6WZ
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-1324

Preferred Name

English

P-NITROBIPHENYL

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