Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C6H8N2.2ClH |
| Molecular Weight | 181.063 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.Cl.NC1=CC=CC=C1N
InChI
InChIKey=RIIWUGSYXOBDMC-UHFFFAOYSA-N
InChI=1S/C6H8N2.2ClH/c7-5-3-1-2-4-6(5)8;;/h1-4H,7-8H2;2*1H
| Molecular Formula | ClH |
| Molecular Weight | 36.461 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| Molecular Formula | C6H8N2 |
| Molecular Weight | 108.1411 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
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 |
|---|---|---|
| Molecular and electronic structure of four- and five-coordinate cobalt complexes containing two o-phenylenediamine- or two o-aminophenol-type ligands at various oxidation levels: an experimental, density functional, and correlated ab initio study. | 2004-12-17 |
|
| Immunochemical detection of 3-deoxyglucosone in serum. | 2004-12-17 |
|
| Traceless solid-phase synthesis of nitrogen-containing heterocycles and their biological evaluations as inhibitors of neuronal sodium channels. | 2004-11-09 |
|
| Photoinduced DNA cleavage and cellular damage in human dermal fibroblasts by 2,3-diaminophenazine. | 2004-10-21 |
|
| Simultaneous separation and on-line concentration of amitrole and benzimidazole pesticides by capillary electrophoresis with a volatile migration buffer applicable to mass spectrometric detection. | 2004-10-08 |
|
| [The effect of tetrazole and its amino derivatives on the kinetics of peroxidase oxidation of chromogenic substrates]. | 2004-09-04 |
|
| Microchip capillary electrophoresis with a boron-doped diamond electrochemical detector for analysis of aromatic amines. | 2004-09 |
|
| The induction of eosinophil peroxidase release: improved methods of measurement and stimulation. | 2004-08 |
|
| 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. | 2004-08 |
|
| Carbohydrate carbonyl mobility--the key process in the formation of alpha-dicarbonyl intermediates. | 2004-06-22 |
|
| Comparisons of platinum, gold, palladium and glassy carbon as electrode materials in the design of biosensors for glutamate. | 2004-06-15 |
|
| Biosensor for the determination of sorbitol based on molecularly imprinted electrosynthesized polymers. | 2004-06-15 |
|
| Homology building as a means to define antigenic epitopes on dihydrofolate reductase (DHFR) from Plasmodium falciparum. | 2004-06-12 |
|
| Chemical reversibility and stable low-potential NADH detection with nonconventional conducting polymer nanotubule modified glassy carbon electrodes. | 2004-06-01 |
|
| Comparative study of electron mediators used in the electrochemical oxidation of NADH. | 2004-05-15 |
|
| A novel packed-bed bioreactor operating under isothermal and non-isothermal conditions. | 2004-05-05 |
|
| Combinatorial synthesis of biheterocyclic benzimidazoles by microwave irradiation. | 2004-05 |
|
| Synthesis of highly substituted aniline and o-phenylenediamine derivatives containing various substitution patterns. | 2004-04-30 |
|
| Changes in IgE- and antigen-dependent histamine-release in peripheral blood of Schistosoma mansoni-infected Ugandan fishermen after treatment with praziquantel. | 2004-04-21 |
|
| Histogranin-like antinociceptive and anti-inflammatory derivatives of o-phenylenediamine and benzimidazole. | 2004-04 |
|
| Highly sensitive fluorescence probes for nitric oxide based on boron dipyrromethene chromophore-rational design of potentially useful bioimaging fluorescence probe. | 2004-03-17 |
|
| A bowl-shaped fullerene encapsulates a water into the cage. | 2004-03-10 |
|
| Role of contact allergens in pompholyx. | 2004-03 |
|
| An enzyme-linked immunosorbent assay (ELISA) for detection of Marek's disease virus-specific antibodies and its application in an experimental vaccine trial. | 2004-03 |
|
| Role of phosphate and carboxylate ions in maillard browning. | 2004-02-25 |
|
| Calix[4]pyrrole Schiff base macrocycles. Novel binucleating ligands for mu-oxo iron complexes. | 2004-02-23 |
|
| Zn2+-chelating motif-tethered short-chain fatty acids as a novel class of histone deacetylase inhibitors. | 2004-01-15 |
|
| Increased AP-1 and NF-kappaB activation and recruitment with the combination of the proinflammatory cytokines IL-1beta, tumor necrosis factor alpha and IL-17 in rheumatoid synoviocytes. | 2004 |
|
| A new assay format for electrochemical immunosensors: polyelectrolyte-based separation on membrane carriers combined with detection of peroxidase activity by pH-sensitive field-effect transistor. | 2003-11-15 |
|
| Synthesis of some new thiazole derivatives of pharmaceutical interest. | 2003-11 |
|
| Serologic evidence of dengue infection before onset of epidemic, Bangladesh. | 2003-11 |
|
| Unexpected reaction pathways in the reaction of alkoxyalkynylchromium(0) carbenes with aromatic dinucleophiles. | 2003-10-17 |
|
| Alternative pathway for the formation of 4,5-dihydroxy-2,3-pentanedione, the proposed precursor of 4-hydroxy-5-methyl-3(2H)-furanone as well as autoinducer-2, and its detection as natural constituent of tomato fruit. | 2003-10-13 |
|
| [Inhibition of peroxidase oxidation of aromatic amines by substituted phenols]. | 2003-10-03 |
|
| Paradoxical impact of antioxidants on post-Amadori glycoxidation: Counterintuitive increase in the yields of pentosidine and Nepsilon-carboxymethyllysine using a novel multifunctional pyridoxamine derivative. | 2003-10-03 |
|
| Soluble form of carbonic anhydrase IX (CA IX) in the serum and urine of renal carcinoma patients. | 2003-09-15 |
|
| Waste-free and facile solid-state protection of diamines, anthranilic acid, diols, and polyols with phenylboronic acid. | 2003-09-05 |
|
| Site-specific quantitative evaluation of the protein glycation product N6-(2,3-dihydroxy-5,6-dioxohexyl)-L-lysinate by LC-(ESI)MS peptide mapping: evidence for its key role in AGE formation. | 2003-05-22 |
|
| Reaction of alpha-oxoketene-N,S-arylaminoacetals with Vilsmeier reagents: an efficient route to highly functionalized quinolines and their benzo/hetero-fused analogues. | 2003-05-16 |
|
| Human milk secretory antibodies against attaching and effacing Escherichia coli antigens. | 2003-05 |
|
| A novel electro-optical sensor format with generic applicability for exploitation with NAD(P) dependent enzymes. | 2003-05 |
|
| Differences in wound-induced changes in cell-wall peroxidase activities and isoform patterns between seedlings of Prosopis tamarugo and Prosopis chilensis. | 2003-05 |
|
| [Prevalence of paracoccidioidomycosis infection determined by sorologic test in donors' blood in the Northwest of Paraná, Brazil]. | 2003-04-26 |
|
| Accumulation of methylglyoxal in the gingival crevicular fluid of chronic periodontitis patients. | 2003-04 |
|
| Electroanalytical and spectroscopic characterization of poly(o-phenylenediamine) grown on highly oriented pyrolytic graphite. | 2003-03 |
|
| Catalytic flow-injection determination of reactive iron in non-acidified water samples. | 2003-03 |
|
| Activation of peroxidase-catalyzed oxidation of aromatic amines with 2-aminothiazole and melamine. | 2003-01 |
|
| Characterization of soluble oligomers produced by electrochemical oxidation of o-phenylenediamine by electrospray ionization sequential mass spectrometry. | 2003 |
|
| Advanced glycation end-product (AGE)-damaged IgG and IgM autoantibodies to IgG-AGE in patients with early synovitis. | 2003 |
|
| [The study on reaction kinetics based on a new system of the horseradish peroxidase catalyting the oxidation of o-phenylenediamine by H2O2]. | 2002-06 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:53:09 GMT 2025
by
admin
on
Mon Mar 31 18:53:09 GMT 2025
|
| Record UNII |
Z16252Z50J
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
-
Download
| Name | Type | Language | ||
|---|---|---|---|---|
|
Systematic Name | English | ||
|
Preferred Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English |
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
615-28-1
Created by
admin on Mon Mar 31 18:53:09 GMT 2025 , Edited by admin on Mon Mar 31 18:53:09 GMT 2025
|
PRIMARY | |||
|
Z16252Z50J
Created by
admin on Mon Mar 31 18:53:09 GMT 2025 , Edited by admin on Mon Mar 31 18:53:09 GMT 2025
|
PRIMARY | |||
|
11990
Created by
admin on Mon Mar 31 18:53:09 GMT 2025 , Edited by admin on Mon Mar 31 18:53:09 GMT 2025
|
PRIMARY | |||
|
210-418-7
Created by
admin on Mon Mar 31 18:53:09 GMT 2025 , Edited by admin on Mon Mar 31 18:53:09 GMT 2025
|
PRIMARY | |||
|
DTXSID3021140
Created by
admin on Mon Mar 31 18:53:09 GMT 2025 , Edited by admin on Mon Mar 31 18:53:09 GMT 2025
|
PRIMARY | |||
|
C034193
Created by
admin on Mon Mar 31 18:53:09 GMT 2025 , Edited by admin on Mon Mar 31 18:53:09 GMT 2025
|
PRIMARY | |||
|
6232
Created by
admin on Mon Mar 31 18:53:09 GMT 2025 , Edited by admin on Mon Mar 31 18:53:09 GMT 2025
|
PRIMARY |
| Related Record | Type | Details | ||
|---|---|---|---|---|
|
|
PARENT -> SALT/SOLVATE |
