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

Approval Year

PubMed

Title	Date	PubMed
Effect of the first window of ischemic preconditioning on mitochondrial dysfunction following global cerebral ischemia.	2002 Dec	16120319
First estimation of C4-H bond dissociation energies of NADH and its radical cation in aqueous solution.	2003 Dec 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 Dec 8	14670599
Separation and quantitation of peroxidized phospholipids using high-performance thin-layer chromatography with tetramethyl-p-phenylenediamine detection.	2004 Apr 1	15033516
Studies on TMPD:TCNB; a donor-acceptor with room temperature paramagnetism and n-pi interaction.	2004 Aug 31	18007479
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 Dec 24	15475358
In situ evidence of an alternative oxidase and an uncoupling protein in the respiratory chain of Aspergillus fumigatus.	2004 Jan	14592541
Photoinduced interactions between oxidized and reduced lipoic acid and riboflavin (vitamin B2).	2004 Jan 23	14999843
Changes in polyphasic chlorophyll a fluorescence induction curve upon inhibition of donor or acceptor side of photosystem II in isolated thylakoids.	2004 Jul 9	15238269
A cytochrome c-enhanced peroxidation reaction with potential use in screening dietary antioxidants.	2004 Mar 10	15019039
Dynamics of positive charge carriers on Si chains of polysilanes.	2004 Mar 24	15025479
Mitochondrial defects and heterogeneous cytochrome c release after cardiac cold ischemia and reperfusion.	2004 May	14693685
Nitric oxide oscillations in Paracoccus denitrificans: the effects of environmental factors and of segregating nitrite reductase and nitric oxide reductase into separate cells.	2004 Sep 15	15313228
Radiolytically induced one-electron reduction of artemisinin in H2O/ethanol (1:1 v/v) solution: a pulse radiolysis study.	2005 Apr	16019941
Electron and hole transfer from indium phosphide quantum dots.	2005 Feb 24	16851267
A comparative electrochemical study of diffusion in room temperature ionic liquid solvents versus acetonitrile.	2005 Mar	15799479
Structural and functional alterations in mitochondrial membrane in picrotoxin-induced epileptic rat brain.	2005 Mar	15698621
Spontaneous resolution in a halogen bonded supramolecular architecture.	2005 Mar 28	15770250
The presence of oxidized phosphatidylserine on Fas-mediated apoptotic cell surface.	2005 Oct 1	16168707
Cyanide-resistant respiration in Taenia crassiceps metacestode (cysticerci) is explained by the H2O2-producing side-reaction of respiratory complex I with O2.	2005 Sep	15958286
Differences in kinetic properties of cytochrome oxidase in mitochondria from rat tissues. A comparative study.	2005 Sep-Oct	16320624
A microfluidic channel flow cell for electrochemical ESR.	2006 Dec 28	17181255
Oxygenated edge plane sites slow the electron transfer of the ferro-/ferricyanide redox couple at graphite electrodes.	2006 Jun 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 May 4	16640359
Arabidopsis thaliana fatty acid alpha-dioxygenase-1: evaluation of substrates, inhibitors and amino-terminal function.	2006 May-Jun	16889973
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 Nov	17064657
Semiconductor behavior of a metal-organic framework (MOF).	2007	17385196
Wurster's crowns: a comparative study of ortho- and para-phenylenediamine-containing macrocyclic receptors.	2007 Dec 10	17997548
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 Jul 27	17560793
The different behaviors of three oxidative mediators in probing the redox activities of the yeast Saccharomyces cerevisiae.	2007 Jul 30	17658314
Photoreactions of 1,4-naphthoquinone with lysozyme studied by laser flash photolysis and steady-state analysis.	2008 Aug 21	18579406
Ageing-induced alterations in lipid/phospholipid profiles of rat brain and liver mitochondria: implications for mitochondrial energy-linked functions.	2008 Jan	18097631
Effect of redox mediators on the flash-induced membrane potential generation in Mn-depleted photosystem II core particles.	2008 Jul	18004560
Tetramethylphenylenediamine-induced hepatocyte cytotoxicity caused by lysosomal labilisation and redox cycling with oxygen activation.	2008 Mar 10	18221936
Antiinflammatory, analgesic and antipyretic activity of certain thiazolidinones.	2008 Mar-Apr	20046705
Training at high exercise intensity promotes qualitative adaptations of mitochondrial function in human skeletal muscle.	2008 May	18292295
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 Oct 29	18823983
Chronic exposure to the herbicide, atrazine, causes mitochondrial dysfunction and insulin resistance.	2009	19365547
Electrochemical one-electron oxidation of low-generation polyamidoamine-type dendrimers with a 1,4-phenylenediamine core.	2009 Aug 3	19606449
SO(2) saturation of the room temperature ionic liquid [C(2)mim][NTf(2)] much reduces the activation energy for diffusion.	2009 Jan 29	19123829
Terameprocol, a methylated derivative of nordihydroguaiaretic acid, inhibits production of prostaglandins and several key inflammatory cytokines and chemokines.	2009 Jan 8	19133137
Fatal Chromobacterium violaceum septicaemia in northern Laos, a modified oxidase test and post-mortem forensic family G6PD analysis.	2009 Jul 29	19640274
Ultrasmall copper nanoparticles from a hydrophobically immobilized surfactant template.	2009 Jun	19432406
Viscosity dependence of rubrene fluorescence quenching by organic radicals via energy transfer.	2009 Nov	19862419
Intercalation of stable organic radicals into layered saponite clay.	2009 Oct 14	19771362
Using N,N,N',N'-tetramethyl-p-phenylenediamine (TMPD) to assay cyclooxygenase activity in vitro.	2010	20072914
Programmed cell death in plants: protective effect of phenolic compounds against chitosan and H2O2.	2010 Feb	20367614
Photoreactions and molecular dynamics of radical pairs in a reversed micelle studied by time-resolved measurements of EPR and magnetic field effect.	2010 Nov 18	20698513
Metabolomic analysis of arginine metabolism in acute hepatic injury in rats.	2014 Feb	24418708
Population-based in vitro hazard and concentration-response assessment of chemicals: the 1000 genomes high-throughput screening study.	2015 May	25622337

Name

Type

Language

TETRAMETHYL-P-PHENYLENEDIAMINE

Common Name

English

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

Common Name

English

P-BIS(DIMETHYLAMINE)BENZENE

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