Details
Stereochemistry | ACHIRAL |
Molecular Formula | C6H8N2 |
Molecular Weight | 108.1411 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
NC1=C(N)C=CC=C1
InChI
InChIKey=GEYOCULIXLDCMW-UHFFFAOYSA-N
InChI=1S/C6H8N2/c7-5-3-1-2-4-6(5)8/h1-4H,7-8H2
o-Phenylenediamine is a chemical intermediate used in the synthesis of fungicides, corrosion inhibitors, pigments, and pharmaceuticals. It is also used to remove elemental sulfur in mining ores, and to remove aldehyde color formers in polymeric products. o-Phenylenediamine is also a substrate of enzyme-catalyzed oxidation reactions. 2,3-Diaminophenazine was detected as a product of peroxidase-catalyzed oxidation of o-phenylenediamine dihydrochloride in ELISA procedures. o-Phenylenediamine is a methaemoglobin-producer. Oral administration of o-phenylenediamine led to significantly increased incidences of liver tumors in the rat and mouse.
Originator
Approval Year
PubMed
Title | Date | PubMed |
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Fluorimetric determination of total ascorbic acid by a stopped-flow mixing technique. | 2001 Aug |
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News on the Maillard reaction of oligomeric carbohydrates: a survey. | 2001 Jun |
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Chitooligosaccharide-induced activation of o-phenylenediamine oxidation by wheat seedlings in the presence of oxalic acid. | 2001 Mar |
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Capacitive detection of glucose using molecularly imprinted polymers. | 2001 May |
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Measurement of pyruvate in blood by high-performance liquid chromatography with fluorescence detection. | 2001 Sep |
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Sensitive detection and quantitation of mouse eosinophils in tissues using an enzymatic eosinophil peroxidase assay: its use to rapidly measure pulmonary eosinophilia during experimental respiratory syncytial virus infection of mice. | 2002 Apr 1 |
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Quantitative reaction cascades of ninhydrin in the solid state. | 2002 Feb 2 |
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[The study on reaction kinetics based on a new system of the horseradish peroxidase catalyting the oxidation of o-phenylenediamine by H2O2]. | 2002 Jun |
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2-Aminoanilinium phosphite. | 2002 Oct |
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Modified carbon paste electrodes for flow injection amperometric determination of isocitrate dehydrogenase activity in serum. | 2002 Sep 15 |
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Characterization in vitro and in vivo of the oxygen dependence of an enzyme/polymer biosensor for monitoring brain glucose. | 2002 Sep 30 |
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[Prevalence of paracoccidioidomycosis infection determined by sorologic test in donors' blood in the Northwest of ParanĂ¡, Brazil]. | 2003 Jan-Feb |
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[Noncompetitive activation of peroxidase oxidation of o-phenylenediamine by melamine]. | 2003 Jan-Feb |
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Amperometric biosensors based on recombinant laccases for phenols determination. | 2003 Mar |
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A novel electro-optical sensor format with generic applicability for exploitation with NAD(P) dependent enzymes. | 2003 May |
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Differences in wound-induced changes in cell-wall peroxidase activities and isoform patterns between seedlings of Prosopis tamarugo and Prosopis chilensis. | 2003 May |
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Paradoxical impact of antioxidants on post-Amadori glycoxidation: Counterintuitive increase in the yields of pentosidine and Nepsilon-carboxymethyllysine using a novel multifunctional pyridoxamine derivative. | 2003 Oct 3 |
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Waste-free and facile solid-state protection of diamines, anthranilic acid, diols, and polyols with phenylboronic acid. | 2003 Sep 5 |
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Chemical polymerization of m-phenylenediamine, in the presence of glucose oxidase, produces an enzyme-retaining electrooxidisable polymer used to produce a biosensor for amperometric detection of glucose from brain dialysate. | 2004 Aug |
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Zn2+-chelating motif-tethered short-chain fatty acids as a novel class of histone deacetylase inhibitors. | 2004 Jan 15 |
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Biosensor for the determination of sorbitol based on molecularly imprinted electrosynthesized polymers. | 2004 Jun 15 |
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A bowl-shaped fullerene encapsulates a water into the cage. | 2004 Mar 10 |
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Combinatorial synthesis of biheterocyclic benzimidazoles by microwave irradiation. | 2004 May |
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[The effect of tetrazole and its amino derivatives on the kinetics of peroxidase oxidation of chromogenic substrates]. | 2004 May-Jun |
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Simultaneous separation and on-line concentration of amitrole and benzimidazole pesticides by capillary electrophoresis with a volatile migration buffer applicable to mass spectrometric detection. | 2004 Oct 8 |
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7243
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8B713N8Q0F
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DTXSID3025881
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5354
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95-54-5
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m8666
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C034193
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202-430-6
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34043
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O-PHENYLENEDIAMINE
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2893
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ACTIVE MOIETY
SALT/SOLVATE (PARENT)