2,7-Dihydroxynaphthalene

2,7-Dihydroxynaphthalene Structure
2,7-Dihydroxynaphthalene structure
Common Name 2,7-Dihydroxynaphthalene
CAS Number 582-17-2 Molecular Weight 160.169
Density 1.3±0.1 g/cm3 Boiling Point 375.4±15.0 °C at 760 mmHg
Molecular Formula C10H8O2 Melting Point 185-190 °C(lit.)
MSDS Chinese USA Flash Point 193.5±15.0 °C
Symbol GHS07
GHS07
Signal Word Warning

Selective antiproliferative activity of hydroxynaphthyl-beta-D-xylosides.

J. Med. Chem. 49 , 1932-8, (2006)

The antiproliferative activity of the 14 isomeric monoxylosylated dihydroxynaphthalenes has been tested in vitro toward normal HFL-1 and 3T3 A31 cells as well as transformed T24 and 3T3 SV40 cells. The antiproliferative effect toward HFL-1 cells was correlate...

Chemoenzymatic syntheses of prenylated aromatic small molecules using Streptomyces prenyltransferases with relaxed substrate specificities.

Bioorg. Med. Chem. 16 , 8117-26, (2008)

NphB is a soluble prenyltransferase from Streptomyces sp. strain CL190 that attaches a geranyl group to a 1,3,6,8-tetrahydroxynaphthalene-derived polyketide during the biosynthesis of anti-oxidant naphterpin. Here we report multiple chemoenzymatic syntheses o...

J. Chem. Soc., Perkin Trans. II , 721, (1993)

J. Org. Chem. 58 , 7388, (1993)

Mechanism of cytotoxicity of catechols and a naphthalenediol in PC12-AC cells: the connection between extracellular autoxidation and molecular electronic structure.

Free Radic. Biol. Med. 38(3) , 344-55, (2005)

ortho-Hydroxyphenols (catechols) form a common structural unit in naturally occurring antioxidants such as polyphenols. They also show pro-oxidant characteristics which depend on their particular structure. Here we examined the acetylated versions of three ca...

Clathration-induced asymmetric transformation of cefadroxil.

Org. Lett. 2(18) , 2829-31, (2000)

[structure: see text] The cephalosporin antibiotic Cefadroxil can be epimerized at the alpha-carbon of its amino acid side chain using pyridoxal as the mediator. By clathration with 2,7-dihydroxynaphthalene, the desired diastereomer can be selectively withdra...

Photoinduced formation of shape-selective Pt nanoparticles.

Langmuir 26(9) , 6720-7, (2010)

A new synthetic route has been utilized for the formation of multiple-shaped Pt nanoparticles (NPs) under UV-photoirradiation. The one-step process exclusively generates different shapes, such as spheres, cubes, short and long wires, and flakelike nanostructu...

A new group of aromatic prenyltransferases in fungi, catalyzing a 2,7-dihydroxynaphthalene 3-dimethylallyl-transferase reaction.

J. Biol. Chem. 285(22) , 16487-94, (2010)

Five fungal genomes from the Ascomycota (sac fungi) were found to contain a gene with sequence similarity to a recently discovered small group of bacterial prenyltransferases that catalyze the C-prenylation of aromatic substrates in secondary metabolism. The ...

Allergic contact dermatitis from 2,7-dihydroxynaphthalene in hair dye.

Contact Dermatitis 36(6) , 312-3, (1997)

Binding of 2,6- and 2,7-dihydroxynaphthalene to wild-type and E-B13Q insulins: dynamic, equilibrium, and molecular modeling investigations.

Biochemistry 36(42) , 12746-58, (1997)

The binding of phenolic ligands to the insulin hexamer occurs as a cooperative allosteric process. Investigations of the allosteric mechanism from this laboratory resulted in the postulation of a model consisting of a three-state conformational equilibrium an...