613-76-3

Usage

Uses

Used in Dye and Pigment Industry:
Naphthalene-2,7-diamine is utilized as a key intermediate in the synthesis of dyes and pigments, contributing to the production of a wide range of colorants used in various applications, such as textiles, plastics, and printing inks. Its chemical structure allows for the creation of stable and vibrant color compounds.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, naphthalene-2,7-diamine serves as a crucial building block in the synthesis of various drugs. Its unique chemical properties enable the development of therapeutic agents with specific pharmacological activities, addressing a broad spectrum of medical needs.
Used in Organic Compound Synthesis:
Naphthalene-2,7-diamine is employed as a versatile intermediate in the synthesis of other organic compounds. Its reactivity and functional groups make it a valuable component in the creation of specialty chemicals, fine chemicals, and intermediates for further chemical reactions.
Used in Electronic and Optoelectronic Applications:
naphthalene-2,7-diamine has been studied for its potential use in developing new materials for electronic and optoelectronic applications. Its properties, such as electronic conductivity and light absorption, make it a promising candidate for use in devices like organic light-emitting diodes (OLEDs), solar cells, and sensors.

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

Upstream product

• 582-17-2 2,7-Dihydroxynaphthalene 
• 24824-27-9 2,7-dinitronaphthalene 
• 93-36-7 2-amino-7-hydroxynaphthalene 
• 7664-41-7 ammonia 
• 7647-01-0 hydrogenchloride 
• 7772-99-8 stannous chloride 
• 68828-45-5 1-((2,7-dihydroxynaphthalen-8-yl)methyl)naphthalene-2,7-diol 

Downstream Products

• 93-36-7 2-amino-7-hydroxynaphthalene 
• 103393-75-5 1,2,3,4-tetrahydronaphthalene-2,7-diamine 
• 58556-77-7 2,7-diiodonaphthalene 
• 777843-08-0 methyl 3-{[(7-amino-2-naphthyl)amino]sulfonyl}benzoate 
• 1260632-55-0 N⁽¹⁾,N⁽¹⁾'-((naphthalene-2,7-diylbis(azanediyl))bis(2-oxoethane-2,1-diyl))bis(N⁽³⁾-(2-ethylhexyl)-4,6-bis((2-ethylhexyl)oxy)isophthalamide) 
• 1260632-47-0 N⁽¹⁾-(2-((7-acetamidonaphthalen-2-yl)amino)-2-oxoethyl)-N⁽³⁾-(2-ethylhexyl)-4,6-bis((2-ethylhexyl)oxy)isophthalamide 
• 95139-29-0 2,7-diphenylnaphthalene 
• 115188-28-8 N,N'-(1,1,8,8-tetrachloro-1H,8H-naphthalene-2,7-diylidene)-bis-toluene-4-sulfonamide 
• 113750-31-5 N,N'-(1,8-dichloro-naphthalene-2,7-diyl)-bis-toluene-4-sulfonamide 
• 95957-80-5 N,N'-(1-bromo-naphthalene-2,7-diyl)-bis-toluene-4-sulfonamide 
• 118477-42-2 2,7-di(p-toluenesulfonamido)naphthalene 

Relevant academic research and scientific papers

Characterization of Push-Pull-Type Benzo[X]quinoline Derivatives (X = g or f): Environmentally Responsive Fluorescent Dyes with Multiple Functions

Benzo[X]quinoline (X = g or f: BQX) derivatives bearing bis-trifluoromethyl and amine groups have been designed as push-pull-type fluorescent dyes. Through the synthesis of BQX derivatives from 2,7-diaminonaphthalene, linear-type (BQL) and angular-type (BQA) structural isomers were obtained. X-ray structures of single crystals from six given BQX derivatives revealed that the BQL and BQA series adopt planar- and bowl-shaped structures. In the fluorescence spectra, interestingly, the BQL series emitted in the near-infrared region over 700 nm in polar solvents. Based on the visible absorptions and base properties related to the amine moiety, the ammonia responsiveness was investigated using an ion-exchange reaction by the BQX-HCl salt. By exploiting the environmentally responsive fluorescence probe, cell imaging through confocal laser microscopy was conducted using HeLa and 3T3-L1 cells, emitting specific lipid droplets. The results indicate that BQX derivatives have multiple functions and may be applied in materials chemistry and biochemistry.

Rhodium-catalyzed asymmetric hydrogenation of olefins with PhthalaPhos, a new class of chiral supramolecular ligands

A library of 19 binol-derived chiral monophosphites that contain a phthalic acid diamide group (Phthala- Phos) has been designed and synthesized in four steps. These new ligands were screened in the rhodium-catalyzed enantioselective hydrogenation of prochiral dehydroamino esters and enamides. Several members of the library showed excellent enantioselectivity with methyl 2-acetamido acrylate (6 ligands gave >97% ee), methyl (Z)-2- acetamido cinnamate (6 ligands gave >94% ee), and N-(1-phenylvinyl)acetamide (9 ligands gave >95% ee), whilst only a few representatives afforded high enantioselectivities for challenging and industrially relevant substrates N-(3,4-dihydronaphthalen-1- yl)-acetamide (96% ee in one case) and methyl (E)-2-(acetamidomethyl)-3- phenylacrylate (99% ee in one case). In most cases, the new ligands were more active and more stereoselective than their structurally related monodentate phosphites (which are devoid of functional groups that are capable of hydrogen-bonding interactions). Control experiments and kinetic studies were carried out that allowed us to demonstrate that hydrogen-bonding interactions involving the diamide group of the PhthalaPhos ligands strongly contribute to their outstanding catalytic properties. Computational studies carried out on a rhodium precatalyst and on a conceivable intermediate in the hydrogenation catalytic cycle shed some light on the role played by hydrogen bonding, which is likely to act in a substrate-orientation effect.

Amination of oligofunctionalized dinaphthylmethanes: Factors affecting the reaction pathway

The reactions of oligofunctionalized 1,1-dinaphthylmethanes with primary amines and ammonia are described. In the reaction of amines with 2,2′,7,7′-tetrahydroxy- and 2,2′-dihydroxy-1,1- dinaphthylmethanes, the replacement of hydroxy groups by amino groups is accompanied by cleavage of C-C bonds and elimination of a methylene unit. The regiodirection of the process is determined by the number and the nature of substituents in the dinaphthylmethane core. The catalytic amination of 2,2′,7,7′-tetrakis(trifluoromethanesulfonyloxy)-1, 1-dinaphthylmethane is not accompanied by destruction of the dinaphthylmethane core. The reaction selectivity and the product structure depend on the nature of the aminating reagent. ARKAT-USA, Inc.

Alternative strategy for adjusting the association specificity of hydrogen-bonded duplexes

A strategy for creating new association specificity of hydrogen-bonded duplexes by varying the spacings between neighboring hydrogen bonds is described. Incorporation of naphthalene-based residues has provided oligoamide strands that pair into duplexes sharing the same H-bonding sequences (e.g., DDAA) but differing in the spacings between their intermolecular hydrogen bonds, leading to homo- or heteroduplexes. The ability to manipulate association-specificity as demonstrated by this work may be extended to other multiple hydrogen bonded systems, thereby further enhancing the diversity of multiple hydrogen-bonded association units for constructing supramolecular structures.

Intramolecular interactions in diiodonaphthalenes

The synthesis and the electronic structure of isomeric di-iodonaphthalenes is described. The electronic structure has been investigated by HeI/HeII photoelectron spectroscopy and non-Koopmans' quantum chemical calculations. The influence of the topology of iodine substitution on the electronic structure is discussed. Special emphasis is placed on elucidating the role of intramolecular iodine-iodine interactions.

Naphthalene ureas as glucose uptake enhancers

Compounds of formula I are useful for treating conditions associated with hyperglycemia, especially Type II diabetes. These compounds are useful in stimulating the kinase activity of the insulin receptor, activating the insulin receptor, and stimulating the uptake of glucose. Pharmaceutical compositions comprising the antidiabetic compounds are also disclosed.

Hydrogenation of isomeric dinitronaphthalenes on a palladium-containing anion exchanger

Liquid-phase hydrogenation of dinitronaphthalenes on the palladium-containing anion-exchange resin AV-17-8 (AV-17-8-Pd) and a Pd/C catalyst affords corresponding naphthylenediamines via the formation of nitronaphthylamines. The rate of the reaction depends on temperature, solvent nature, and the value of the effective charge on the oxygen atoms and the nitro group as a whole.

Integrin inhibitors and their methods of use

The invention comprises novel compounds that are effective in the prophylaxis and treatment of diseases, such as integrin receptors mediated diseases, in particular, diseases or conditions mediated by integrin receptors, such as a αvβ3, αvβ6, α5β1 and the like. The invention encompasses novel compounds, pharmaceutically acceptable salts thereof, pharmaceutical compositions and methods for prophylaxis and treatment of such diseases and disorders. The subject invention also relates to processes for making such compounds as well as to intermediates useful in such processes.

New 'proton sponges', 13[≠] syntheses, structures and basicities of 1,2,4,5-tetrakis(dimethylamino)benzene and 2,3,6,7- tetrakis(dimethylamino)naphthalene

1,2,4,5-Tetrakis(dimethylamino)benzene (4) and 2,3,6,7- tetrakis(dimethylamino)naphthalene (5) were prepared and structurally determined. Electron-donor functions, protonation, and the geometry of intramolecular hydrogen bonds are discussed. By oxidation of 4 to its dication the benzenoid aromaticity is cancelled in favour of two independent cyanine-type units as determined by X-ray structure analysis.