U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C10H10N2
Molecular Weight 158.1998
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 2,3-NAPHTHALENEDIAMINE

SMILES

NC1=CC2=CC=CC=C2C=C1N

InChI

InChIKey=XTBLDMQMUSHDEN-UHFFFAOYSA-N
InChI=1S/C10H10N2/c11-9-5-7-3-1-2-4-8(7)6-10(9)12/h1-6H,11-12H2

HIDE SMILES / InChI

Molecular Formula C10H10N2
Molecular Weight 158.1998
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Candesartan attenuates diabetic retinal vascular pathology by restoring glyoxalase-I function.
2010-12
Fungal-associated NO is involved in the regulation of oxidative stress during rehydration in lichen symbiosis.
2010-11-22
Solid phase extraction--multisyringe flow injection system for the spectrophotometric determination of selenium with 2,3-diaminonaphthalene.
2010-04-15
Development of a dual-analyte fluorescent sensor for the determination of bioactive nitrite and selenite in water samples.
2010-01-20
Differential reactivity of purified bioactive coffee furans, cafestol and kahweol, with acidic nitrite: product characterization and factors controlling nitrosation versus ring-opening pathways.
2009-12
Selenium enrichment of broccoli sprout extract increases chemosensitivity and apoptosis of LNCaP prostate cancer cells.
2009-11-30
Nitrogen oxide air pollutants interfere with the measurement of nitric oxide using 2,3-diaminonaphthalene: reduction of background interference.
2009-10-01
Determination of low level nitrite and nitrate in biological, food and environmental samples by gas chromatography-mass spectrometry and liquid chromatography with fluorescence detection.
2009-08-15
Screening biomaterials for stimulation of nitric oxide-mediated inflammation.
2009-07
Fluorometric determination of nitrite with 2,3-diaminonaphthalene by reverse phase HPLC under alkaline conditions.
2009-06-09
Kallidinogenase normalizes retinal vasopermeability in streptozotocin-induced diabetic rats: potential roles of vascular endothelial growth factor and nitric oxide.
2009-03-15
Determination of aromatic amines in water samples by capillary electrophoresis with amperometric detection.
2009-01
Immobilization and characterization of 2,3-diaminonaphthalene/cyclodextrin complexes in a sol-gel matrix: a new fluorimetric sensor for nitrite.
2009-01
Beneficial effects of estrogen in a mouse model of cerebrovascular insufficiency.
2009
Plant catechols and their S-glutathionyl conjugates as antinitrosating agents: expedient synthesis and remarkable potency of 5-S-glutathionylpiceatannol.
2008-12
American ginseng suppresses inflammation and DNA damage associated with mouse colitis.
2008-12
Exercise training enhanced myocardial endothelial nitric oxide synthase (eNOS) function in diabetic Goto-Kakizaki (GK) rats.
2008-11-19
Elevation of inducible nitric oxide synthase and cyclooxygenase-2 expression in the mouse brain after chronic nonylphenol exposure.
2008-10
Inhibition of inducible nitric oxide synthase expression by a novel small molecule activator of the unfolded protein response.
2008-09-27
Using molecular iodine in direct oxidative condensation of aldoses with diamines: an improved synthesis of aldo-benzimidazoles and aldo-naphthimidazoles for carbohydrate analysis.
2008-05-16
Direct observation of dispersion and mixing processes in microfluidic systems.
2008
Selective detection of trace nitroaromatic, nitramine, and nitrate ester explosive residues using a three-step fluorimetric sensing process: a tandem turn-off, turn-on sensor.
2007-11
Determination of glyoxal and methylglyoxal in environmental and biological matrices by stir bar sorptive extraction with in-situ derivatization.
2007-10-26
Identification and determination of alpha-dicarbonyl compounds formed in the degradation of sugars.
2007-10
Enhanced astrocytic nitric oxide production and neuronal modifications in the neocortex of a NOS2 mutant mouse.
2007-09-05
Nitric oxide suppresses NADPH oxidase-dependent superoxide production by S-nitrosylation in human endothelial cells.
2007-07-15
A method for determination of selenium in organic tissues using microwave digestion and liquid chromatography.
2007-06-22
Genotoxic effect and nitrative DNA damage in HepG2 cells exposed to aristolochic acid.
2007-06-15
Analysis of nitrite and nitrate in biological samples using high-performance liquid chromatography.
2007-05-15
Determination of selenium(IV) in pharmaceuticals and premixes by micellar liquid chromatography.
2007-03-12
Angiotensin-(1-7) through receptor Mas mediates endothelial nitric oxide synthase activation via Akt-dependent pathways.
2007-01
Activation of nitric oxide signaling by the rheumatoid arthritis shared epitope.
2006-11
Further evidence that rat liver microsomal glutathione transferase 1 is not a cellular protein target for S-nitrosylation.
2006-09-25
New polyethyleneglycol-functionalized texaphyrins: synthesis and in vitro biological studies.
2006-04-28
The catecholic antioxidant piceatannol is an effective nitrosation inhibitor via an unusual double bond nitration.
2006-04-15
Acrolein produces nitric oxide through the elevation of intracellular calcium levels to induce apoptosis in human umbilical vein endothelial cells: implications for smoke angiopathy.
2006-03
Fluorometric measurement of nitrite/nitrate by 2,3-diaminonaphthalene.
2006
Exhaled nitric oxide is decreased by exposure to the hyperbaric oxygen therapy environment.
2006
Effect of the molecular adsorbent recirculating system and Prometheus devices on systemic haemodynamics and vasoactive agents in patients with acute-on-chronic alcoholic liver failure.
2006
Hypercholesterolemia and apolipoprotein B expression: regulation by selenium status.
2005-11-05
Effects of cigarette smoke on degranulation and NO production by mast cells and epithelial cells.
2005-09-19
Mechanistic aspects of biosynthesis of silver nanoparticles by several Fusarium oxysporum strains.
2005-07-13
[A fluorospectrophotometric determination of nitrite in blood].
2005-05
Characterization of the S-denitrosation activity of protein disulfide isomerase.
2005-03-11
Insulin-stimulated endothelial nitric oxide release is calcium independent and mediated via protein kinase B.
2005-03-01
A new method for the measurement of trace amounts of HONO in the atmosphere using an air-dragged aqua-membrane-type denuder and fluorescence detection.
2004-11
Distribution of selenium-containing proteins in human serum.
2004-08
Use of 2,3-diaminonapthalene for studying denitrosation activity of protein disulfide isomerase.
2004-03-15
Selenium and glutathione peroxidases in blood of patients with different stages of chronic renal failure.
2004
Determination of selenium in human serum by liquid chromatography/electron capture atmospheric pressure chemical ionization mass spectrometry after acid digestion and derivatization using 2,3-diaminonaphthalene.
2003
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:16:56 GMT 2025
Edited
by admin
on Mon Mar 31 19:16:56 GMT 2025
Record UNII
2BNZ6BRS87
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NSC-62692
Preferred Name English
2,3-NAPHTHALENEDIAMINE
Systematic Name English
2,3-DIAMINONAPHTHALENE
Systematic Name English
Code System Code Type Description
MESH
C026373
Created by admin on Mon Mar 31 19:16:56 GMT 2025 , Edited by admin on Mon Mar 31 19:16:56 GMT 2025
PRIMARY
EPA CompTox
DTXSID4061121
Created by admin on Mon Mar 31 19:16:56 GMT 2025 , Edited by admin on Mon Mar 31 19:16:56 GMT 2025
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CAS
771-97-1
Created by admin on Mon Mar 31 19:16:56 GMT 2025 , Edited by admin on Mon Mar 31 19:16:56 GMT 2025
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FDA UNII
2BNZ6BRS87
Created by admin on Mon Mar 31 19:16:56 GMT 2025 , Edited by admin on Mon Mar 31 19:16:56 GMT 2025
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SMS_ID
300000052988
Created by admin on Mon Mar 31 19:16:56 GMT 2025 , Edited by admin on Mon Mar 31 19:16:56 GMT 2025
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NSC
62692
Created by admin on Mon Mar 31 19:16:56 GMT 2025 , Edited by admin on Mon Mar 31 19:16:56 GMT 2025
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ECHA (EC/EINECS)
212-241-0
Created by admin on Mon Mar 31 19:16:56 GMT 2025 , Edited by admin on Mon Mar 31 19:16:56 GMT 2025
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PUBCHEM
69872
Created by admin on Mon Mar 31 19:16:56 GMT 2025 , Edited by admin on Mon Mar 31 19:16:56 GMT 2025
PRIMARY