N,N'-DIPHENYL-P-PHENYLENEDIAMINE

US Approved Allergenic Extract (1994)

Details

Stereochemistry	ACHIRAL
Molecular Formula	C18H16N2
Molecular Weight	260.333
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of N,N'-DIPHENYL-P-PHENYLENEDIAMINE

Structure Search

SMILES

N(C1=CC=CC=C1)C2=CC=C(NC3=CC=CC=C3)C=C2

InChI

InChIKey=UTGQNNCQYDRXCH-UHFFFAOYSA-N

InChI=1S/C18H16N2/c1-3-7-15(8-4-1)19-17-11-13-18(14-12-17)20-16-9-5-2-6-10-16/h1-14,19-20H

HIDE SMILES / InChI

Description
Sources: http://www.chemicalland21.com/specialtychem/finechem/N,N'-DIPHENYL-P-PHENYLENEDIAMINE.htm

N,N'-Diphenyl-p-phenylenediamine is used as an antioxidant and/or stabilizer for rubber, petroleum oils and feedstuffs. It is also used as a polymerization inhibitor and a retardant against copper degradation. It is a chemical intermediate to make dyes, drugs, plastics and detergent additives.

Approval Year

PubMed

Title	Date	PubMed
Increased alpha1-fetoprotein production in rat liver injuries induced by various hepatotoxins.	1976 Apr	61145
Role of reactive oxygen species generated by NADPH oxidase in the mechanism of activation of K(+)-Cl(-)-cotransport by N-ethylmaleimide in HepG2 human hepatoma cells.	2001 Jul	11697116
Quantitative structure-activity relationships in enzymatic single-electron reduction of nitroaromatic explosives: implications for their cytotoxicity.	2001 Sep 3	11514095
Effects of Juglans sinensis Dode extract and antioxidant on mercury chloride-induced acute renal failure in rabbits.	2002 Sep	12169405
Cytotoxicity of natural hydroxyanthraquinones: role of oxidative stress.	2002 Sep-Oct	12440719
Cytotoxicity of RH1 and related aziridinylbenzoquinones: involvement of activation by NAD(P)H:quinone oxidoreductase (NQO1) and oxidative stress.	2003 Aug 1	12859987
Immature rat uterotrophic assay of 18 chemicals and Hershberger assay of 30 chemicals.	2003 Feb 1	12504345
Oxidant-induced cell death in renal epithelial cells: differential effects of inorganic and organic hydroperoxides.	2003 Jan	12710597
Physical adsorption of N,N'-diphenyl-p-phenylenediamine onto carbon particles: application to the detection of sulfide.	2003 May	12790200
Voltammetric characterization of a N,N'-diphenyl-p-phenylenediamine-loaded screen-printed electrode: a disposable sensor for hydrogen sulfide.	2003 May 1	12720340
Free radical scavenging abilities of flavonoids as mechanism of protection against mutagenicity induced by tert-butyl hydroperoxide or cumene hydroperoxide in Salmonella typhimurium TA102.	2003 Sep 9	12972054
Inactivation of endoplasmic reticulum bound Ca2+-independent phospholipase A2 in renal cells during oxidative stress.	2004 Jun	15153555
Enzymatic redox properties of novel nitrotriazole explosives implications for their toxicity.	2004 May-Jun	18998409
Role of NAD(P)H:quinone oxidoreductase (NQO1) in apoptosis induction by aziridinylbenzoquinones RH1 and MeDZQ.	2005	15940348
Redox properties of novel antioxidant 5,8-Dihydroxycoumarin: implications for its prooxidant cytotoxicity.	2005 Nov-Dec	16402544
Quantitative structure-activity relationships in prooxidant cytotoxicity of polyphenols: role of potential of phenoxyl radical/phenol redox couple.	2005 Sep 15	16111645
Pyruvate and oxaloacetate limit zinc-induced oxidative HT-22 neuronal cell injury.	2006 Dec	16797712
Phenolic-rich juice prevents DNA single-strand breakage and cytotoxicity caused by tert-butylhydroperoxide in U937 cells: the role of iron chelation.	2007 Jul	16997539
Determination of ammonia based on the electrochemical oxidation of N,N'-diphenyl-1,4-phenylenediamine in propylene carbonate.	2007 Nov	17998752
Screening of 397 chemicals and development of a quantitative structure--activity relationship model for androgen receptor antagonism.	2008 Apr	18324785
Cytotoxicity of nitroaromatic explosives and their biodegradation products in mice splenocytes: implications for their immunotoxicity.	2008 Jul-Aug	18810995
Mechanistic aspects of 4-amino-2,6-dichlorophenol-induced in vitro nephrotoxicity.	2008 Mar 12	18243470
Skin sensitization potency and cross-reactivity of p-phenylenediamine and its derivatives evaluated by non-radioactive murine local lymph node assay and guinea-pig maximization test.	2009 Apr	19338586
The effect of antioxidant on development of fibrosis by cisplatin in rats.	2009 Dec	19966510
The antioxidant activity of vitamin C, DPPD and L-cysteine against Cisplatin-induced testicular oxidative damage in rats.	2011 May	21310208

Patents

Name

Type

Language

N,N'-DIPHENYL-P-PHENYLENEDIAMINE

Common Name

English

N,N'-DIPHENYL-P-PHENYLENEDIAMINE [MI]

Common Name

English

1,4-DIANILINOBENZENE

Systematic Name

English

N, N'-DIPHENYL PARAPHENYLENEDIAMINE

Systematic Name

English

N,N'-DIPHENYL-1,4-PHENYLENEDIAMINE

Systematic Name

English

DPPD

Common Name

English

P-PHENYLENEDIAMINE, N,N'-DIPHENYL- [HSDB]

Common Name

English

N,N'-DIPHENYL PARAPHENYLENEDIAMINE

Systematic Name

English

BIS(PHENYLAMINO)BENZENE

Systematic Name

English

DIPHENYL-P-PHENYLENEDIAMINE

Common Name

English

N,N'-DIPHENYL 4-PHENYLENEDIAMINE

Common Name

English

NSC-5761

Code

English

N,N'-DIPHENYL-PARA-PHENYLENEDIAMINE

Systematic Name

English

Classification Tree Code System Code

CFR

21 CFR 176.170