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
SMILES
NC1=CC=CC2=C1C=CC=C2N
InChI
InChIKey=KQSABULTKYLFEV-UHFFFAOYSA-N
InChI=1S/C10H10N2/c11-9-5-1-3-7-8(9)4-2-6-10(7)12/h1-6H,11-12H2
| 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 |
1,5-Naphthalenediamine is an organic amine which is used as an intermediate for the manufacture of 1,5-naphthalene diisocyanate and organic dyes. According to IARC monograph on the evaluation of the carcinogenic risk, there is a limited evidence for the carcinogenicity of 1,5-naphthalenediamine in experimental animals. 1,5-Naphthalenediamine is used for matrix-assisted laser desorption ionization-mass spectrometry of phospholipids.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| New advances in the understanding of the in-source decay fragmentation of peptides in MALDI-TOF-MS. | 2010-11 |
|
| Preparation of poly(1,5 diamino naphthalene) nanobelts/nanodiscs through a "hard-soft combined templates" approach. | 2010-08 |
|
| Modulating the ground- and excited-state oxidation potentials of diaminonaphthalene by sequential N-methylation. | 2010-06-07 |
|
| In-source decay and fragmentation characteristics of peptides using 5-aminosalicylic acid as a matrix in matrix-assisted laser desorption/ionization mass spectrometry. | 2010-06 |
|
| MALDI-in source decay applied to mass spectrometry imaging: a new tool for protein identification. | 2010-05-15 |
|
| Validation of a liquid chromatography-mass spectrometry method for determining the migration of primary aromatic amines from cooking utensils and its application to actual samples. | 2010-01 |
|
| Selective reduction of C=C double bonds in matrix-assisted laser desorption/ionization time-of-flight mass spectrometry of microcystins. | 2010 |
|
| Use of short-term transcriptional profiles to assess the long-term cancer-related safety of environmental and industrial chemicals. | 2009-12 |
|
| Phenazine-naphthalene-1,5-diamine-water (1/1/2). | 2009-11-21 |
|
| 5-Amino-1-naphthol: two-dimensional sheets built up from R(4)(4)(18) rings formed by O-H...N, N-H...O and pi-pi interactions. | 2009-11 |
|
| Selective determination of dopamine with a cibacron blue/poly-1,5-diaminonaphthalene composite film. | 2009-09-21 |
|
| Mass spectrometric characterization and physiological actions of novel crustacean C-type allatostatins. | 2009-09 |
|
| Glycan tagging to produce bioactive ligands for a surface plasmon resonance study via immobilization on different surfaces. | 2009-04 |
|
| Determination with matrix-assisted laser desorption/ionization tandem time-of-flight mass spectrometry of the extensive disulfide bonding in tarantula venom peptide Psalmopeotoxin I. | 2009 |
|
| Screening of pi-basic naphthalene and anthracene amplifiers for pi-acidic synthetic pore sensors. | 2008-04-02 |
|
| Rational selection of the optimum MALDI matrix for top-down proteomics by in-source decay. | 2007-11-15 |
|
| New method for characterizing highly disulfide-bridged peptides in complex mixtures: application to toxin identification from crude venoms. | 2007-08 |
|
| Application of genomic biomarkers to predict increased lung tumor incidence in 2-year rodent cancer bioassays. | 2007-05 |
|
| A comparison of transcriptomic and metabonomic technologies for identifying biomarkers predictive of two-year rodent cancer bioassays. | 2007-03 |
|
| Biological monitoring of exposure to 1,5-naphthalene diisocyanate and 4,4'-methylenediphenyl diisocyanate. | 2006-09 |
|
| [Spectral analysis and photoluminescence properties of 1,5-naphthalene diamine derivative]. | 2006-02 |
|
| Rapid sequencing and disulfide mapping of peptides containing disulfide bonds by using 1,5-diaminonaphthalene as a reductive matrix. | 2006-02 |
|
| Synthesis and structure of the calixarene-like phosph(III)azane macrocycle [{P(mu-N(t)Bu)}2{1,5-(NH)2C10H6}]3. | 2005-08-07 |
|
| The formation of cucurbit[n]uril (n = 6, 7) complexes with amino compounds in aqueous formic acid studied by capillary electrophoresis. | 2005-06 |
|
| Reductive electron injection into duplex DNA by aromatic amines. | 2004-12-01 |
|
| Comparison of biosensors based on entrapment of cholesterol oxidase and cholesterol esterase in electropolymerized films of polypyrrole and diaminonaphthalene derivatives for amperometric determination of cholesterol. | 2003-09 |
|
| Development, validation and characterization of an analytical method for the quantification of hydrolysable urinary metabolites and plasma protein adducts of 2,4- and 2,6-toluene diisocyanate, 1,5-naphthalene diisocyanate and 4,4'-methylenediphenyl diisocyanate. | 2003-08-29 |
|
| 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 |
|
| Identification of novel Ah receptor agonists using a high-throughput green fluorescent protein-based recombinant cell bioassay. | 2002-01-22 |
Patents
Sample Use Guides
In carcinogenicity and toxicology studies, 1,5-naphthalenediamine was administered to animals orally. Deaths occurred in the rats after doses of 200 mg/kg.
Route of Administration:
Oral
| Substance Class |
Chemical
Created
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admin
on
Edited
Mon Mar 31 18:34:06 GMT 2025
by
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on
Mon Mar 31 18:34:06 GMT 2025
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| Record UNII |
13PD3J52LK
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| Record Status |
Validated (UNII)
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1,5-Diaminonaphthalene
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13PD3J52LK
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