TETRAMETHYL-P-PHENYLENEDIAMINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C10H16N2
Molecular Weight	164.2474
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of TETRAMETHYL-P-PHENYLENEDIAMINE

Structure Search

SMILES

CN(C)C1=CC=C(C=C1)N(C)C

InChI

InChIKey=CJAOGUFAAWZWNI-UHFFFAOYSA-N

InChI=1S/C10H16N2/c1-11(2)9-5-7-10(8-6-9)12(3)4/h5-8H,1-4H3

HIDE SMILES / InChI

Molecular Formula	C10H16N2
Molecular Weight	164.2474
Charge	0
Count

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

Approval Year

PubMed

Title	Date	PubMed
Population-based in vitro hazard and concentration-response assessment of chemicals: the 1000 genomes high-throughput screening study.	2015-05	25622337
Metabolomic analysis of arginine metabolism in acute hepatic injury in rats.	2014-02	24418708
Photoreactions and molecular dynamics of radical pairs in a reversed micelle studied by time-resolved measurements of EPR and magnetic field effect.	2010-11-18	20698513
Programmed cell death in plants: protective effect of phenolic compounds against chitosan and H2O2.	2010-02	20367614
Using N,N,N',N'-tetramethyl-p-phenylenediamine (TMPD) to assay cyclooxygenase activity in vitro.	2010	20072914
Viscosity dependence of rubrene fluorescence quenching by organic radicals via energy transfer.	2009-11	19862419
Intercalation of stable organic radicals into layered saponite clay.	2009-10-14	19771362
Electrochemical one-electron oxidation of low-generation polyamidoamine-type dendrimers with a 1,4-phenylenediamine core.	2009-08-03	19606449
Fatal Chromobacterium violaceum septicaemia in northern Laos, a modified oxidase test and post-mortem forensic family G6PD analysis.	2009-07-29	19640274
Ultrasmall copper nanoparticles from a hydrophobically immobilized surfactant template.	2009-06	19432406
SO(2) saturation of the room temperature ionic liquid [C(2)mim][NTf(2)] much reduces the activation energy for diffusion.	2009-01-29	19123829
Terameprocol, a methylated derivative of nordihydroguaiaretic acid, inhibits production of prostaglandins and several key inflammatory cytokines and chemokines.	2009-01-08	19133137
Chronic exposure to the herbicide, atrazine, causes mitochondrial dysfunction and insulin resistance.	2009	19365547
The fully oxidized form of the cytochrome bd quinol oxidase from E. coli does not participate in the catalytic cycle: direct evidence from rapid kinetics studies.	2008-10-29	18823983
Photoreactions of 1,4-naphthoquinone with lysozyme studied by laser flash photolysis and steady-state analysis.	2008-08-21	18579406
Effect of redox mediators on the flash-induced membrane potential generation in Mn-depleted photosystem II core particles.	2008-07	18004560
Training at high exercise intensity promotes qualitative adaptations of mitochondrial function in human skeletal muscle.	2008-05	18292295
Tetramethylphenylenediamine-induced hepatocyte cytotoxicity caused by lysosomal labilisation and redox cycling with oxygen activation.	2008-03-10	18221936
Ageing-induced alterations in lipid/phospholipid profiles of rat brain and liver mitochondria: implications for mitochondrial energy-linked functions.	2008-01	18097631
Wurster's crowns: a comparative study of ortho- and para-phenylenediamine-containing macrocyclic receptors.	2007-12-10	17997548
The different behaviors of three oxidative mediators in probing the redox activities of the yeast Saccharomyces cerevisiae.	2007-07-30	17658314
The oxidation/reduction kinetics of the plastoquinone pool controls the appearance of the I-peak in the O-J-I-P chlorophyll fluorescence rise: effects of various electron acceptors.	2007-07-27	17560793
Antiinflammatory, analgesic and antipyretic activity of certain thiazolidinones.	2007-05-05	20046705
Semiconductor behavior of a metal-organic framework (MOF).	2007	17385196
A microfluidic channel flow cell for electrochemical ESR.	2006-12-28	17181255
Interaction of N,N,N',N'-tetramethyl-p-phenylenediamine with photosystem II as revealed by thermoluminescence: reduction of the higher oxidation states of the Mn cluster and displacement of plastoquinone from the Q(B) niche.	2006-11	17064657
Oxygenated edge plane sites slow the electron transfer of the ferro-/ferricyanide redox couple at graphite electrodes.	2006-06-12	16671130
Studies of the inner reorganization energies of the cation radicals of 1,4-bis(dimethylamino)benzene, 9,10-bis(dimethylamino)anthracene, and 3,6-bis(dimethylamino)durene by photoelectron spectroscopy and reinterpretation of the mechanism of the electrochemical oxidation of the parent diamines.	2006-05-04	16640359
Differences in kinetic properties of cytochrome oxidase in mitochondria from rat tissues. A comparative study.	2005-12-03	16320624
Arabidopsis thaliana fatty acid alpha-dioxygenase-1: evaluation of substrates, inhibitors and amino-terminal function.	2005-11-18	16889973
The presence of oxidized phosphatidylserine on Fas-mediated apoptotic cell surface.	2005-10-01	16168707
Cyanide-resistant respiration in Taenia crassiceps metacestode (cysticerci) is explained by the H2O2-producing side-reaction of respiratory complex I with O2.	2005-09	15958286
Radiolytically induced one-electron reduction of artemisinin in H2O/ethanol (1:1 v/v) solution: a pulse radiolysis study.	2005-04	16019941
Spontaneous resolution in a halogen bonded supramolecular architecture.	2005-03-28	15770250
A comparative electrochemical study of diffusion in room temperature ionic liquid solvents versus acetonitrile.	2005-03	15799479
Structural and functional alterations in mitochondrial membrane in picrotoxin-induced epileptic rat brain.	2005-03	15698621
Electron and hole transfer from indium phosphide quantum dots.	2005-02-24	16851267
Arginine 391 in subunit I of the cytochrome bd quinol oxidase from Escherichia coli stabilizes the reduced form of the hemes and is essential for quinol oxidase activity.	2004-12-24	15475358
Nitric oxide oscillations in Paracoccus denitrificans: the effects of environmental factors and of segregating nitrite reductase and nitric oxide reductase into separate cells.	2004-09-15	15313228
Studies on TMPD:TCNB; a donor-acceptor with room temperature paramagnetism and n-pi interaction.	2004-08-31	18007479
Changes in polyphasic chlorophyll a fluorescence induction curve upon inhibition of donor or acceptor side of photosystem II in isolated thylakoids.	2004-07-09	15238269
Mitochondrial defects and heterogeneous cytochrome c release after cardiac cold ischemia and reperfusion.	2004-05	14693685
Separation and quantitation of peroxidized phospholipids using high-performance thin-layer chromatography with tetramethyl-p-phenylenediamine detection.	2004-04-01	15033516
Dynamics of positive charge carriers on Si chains of polysilanes.	2004-03-24	15025479
A cytochrome c-enhanced peroxidation reaction with potential use in screening dietary antioxidants.	2004-03-10	15019039
Photoinduced interactions between oxidized and reduced lipoic acid and riboflavin (vitamin B2).	2004-01-23	14999843
In situ evidence of an alternative oxidase and an uncoupling protein in the respiratory chain of Aspergillus fumigatus.	2004-01	14592541
First estimation of C4-H bond dissociation energies of NADH and its radical cation in aqueous solution.	2003-12-17	14664567
N,N,N',N'-tetramethyl-p-phenylenediamine initiates the appearance of a well-resolved I peak in the kinetics of chlorophyll fluorescence rise in isolated thylakoids.	2003-12-08	14670599
Effect of the first window of ischemic preconditioning on mitochondrial dysfunction following global cerebral ischemia.	2002-12	16120319

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:52:40 GMT 2025` Edited by `admin` on `Mon Mar 31 18:52:40 GMT 2025`
Record UNII	P4P3AC32ZB
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

P-BIS(DIMETHYLAMINE)BENZENE

Preferred Name

English

TETRAMETHYL-P-PHENYLENEDIAMINE

Common Name

English

TETRAMETHYL-P-PHENYLENEDIAMINE, N,N,N',N'-

Common Name

English

TETRAMETHYL-P-PHENYLENEDIAMINE [MI]

Common Name

English

TETRAMETHYL-1,4-PHENYLENEDIAMINE

Systematic Name

English

N,N,N',N'-TETRAMETHYL-1,4-BENZENEDIAMINE

Systematic Name

English

WURSTER'S REAGENT

Common Name

English

Code System Code Type Description

WIKIPEDIA

Wurster's blue