32051-82-4

Upstream product

• 86-53-3 1-Cyanonaphthalene 
• 13504-46-6 1-naphtylaldehyde oxime 
• 66-77-3 1-naphthaldehyde 

Downstream Products

• 91-20-3 naphthalene 
• 24973-91-9 1H-Cyclobutanaphthalene 
• 86-53-3 1-Cyanonaphthalene 
• 82004-97-5 1-<5-(α-naphthyl)tetrazol-2-acetyl>-3-(4-methylphenyl)carbamide 
• 82004-95-3 1-[2-(5-Naphthalen-1-yl-tetrazol-2-yl)-acetyl]-3-o-tolyl-urea 
• 82004-96-4 1-[2-(5-Naphthalen-1-yl-tetrazol-2-yl)-acetyl]-3-m-tolyl-urea 
• 68047-37-0 2-(4-bromophenyl)-5-(naphthalen-1-yl)-1,3,4-oxadiazole 
• 1320161-75-8 2-(naphthalen-2-yl)-5-(1-phenyl-1H-1,2,3-triazol-4-yl)-1,3,4-oxadiazole 
• 1320161-64-5 2-(naphthalen-1-yl)-5-(1-phenyl-1H-1,2,3-triazol-4-yl)-1,3,4-oxadiazole 
• 197089-41-1 2-(1-Naphthyl)-5-(4-vinylphenyl)-1,3,4-oxadiazole 
• 82004-98-6 1-(2-Methoxy-phenyl)-3-[2-(5-naphthalen-1-yl-tetrazol-2-yl)-acetyl]-urea 

Relevant academic research and scientific papers

Catalytic conversion of 2,4,5-trisubstituted imidazole and 5-substituted 1H-tetrazole derivatives using a new series of half-sandwich (η6-p-cymene)Ruthenium(II) complexes with thiophene-2-carboxylic acid hydrazone ligands

A new series of half-sandwich (η6-p-cymene) ruthenium(II) complexes with thiophene-2-carboxylic acid hydrazide derivatives [Ru(η6-p-cymene)(Cl)(L)] [L = N'-(naphthalen-1-ylmethylene)thiophene-2-carbohydrazide (L1), N'-(anthracen-9-ylmethylene)thiophene-2-carbohydrazide (L2) and N'-(pyren-1-ylmethylene)thiophene-2-carbohydrazide (L3)] were synthesized. The ligand precursors and their Ru(II) complexes (1–3) were structurally characterized by spectral (IR, UV–Vis, NMR and mass spectrometry) and elemental analysis. The molecular structures of the ruthenium(II) complexes 1–3 were determined by single-crystal X-ray diffraction. All complexes were used as catalysts for the one-pot three-component syntheses of 2,4,5-trisubstitued imidazole and 5-substituted 1H-tetrazole derivatives. The catalytic studies optimized parameters as solvent, temperature and catalyst. The catalysts revealed very active for a broad range of aromatic aldehydes presenting either electron attractor or electron donor substituents and, although less active, moderate to high activities were observed for alkyl aldehydes.

Synthesis of variously coupled conjugates of d-glucose, 1,3,4-oxadiazole, and 1,2,3-triazole for inhibition of glycogen phosphorylase

5-(O-Perbenzoylated-β-d-glucopyranosyl)tetrazole was obtained from O-perbenzoylated-β-d-glucopyranosyl cyanide by Bu3SnN 3 or Me3SiN3-Bu2SnO. This tetrazole was transformed into 5-ethynyl- as well as 5-chloromethyl-2-(O-perbenzoylated- β-d-glucopyranosyl)-1,3,4-oxadiazoles by acylation with propiolic acid-DCC or chloroacetyl chloride, respectively. The chloromethyl oxadiazole gave the corresponding azidomethyl derivative on treatment with NaN3. These compounds were reacted with several alkynes and azides under Cu(I) catalysed cycloaddition conditions to give, after removal of the protecting groups by the Zemple?n protocol, β-d-glucopyranosyl-1,3,4-oxadiazolyl-1,2,3- triazole, β-d-glucopyranosyl-1,2,3-triazolyl-1,3,4-oxadiazole, and β-d-glucopyranosyl-1,3,4-oxadiazolylmethyl-1,2,3-triazole type compounds. 5-Phenyltetrazole was also transformed under the above conditions into a series of aryl-1,3,4-oxadiazolyl-1,2,3-triazoles, aryl-1,2,3-triazolyl-1,3,4- oxadiazoles, and aryl-1,3,4-oxadiazolylmethyl-1,2,3-triazoles. The new compounds were assayed against rabbit muscle glycogen phosphorylase b and the best inhibitors had inhibition constants in the upper micromolar range (2-phenyl-5-[1-(β-d-glucopyranosyl)-1,2,3-triazol-4-yl]-1,3,4-oxadiazole 36: Ki = 854 μM, 2-(β-d-glucopyranosyl)-5-[1-(naphthalen-2- yl)-1,2,3-triazol-4-yl]-1,3,4-oxadiazole 47: Ki = 745 μM).

Design and synthesis of low molecular weight compounds with complement inhibition activity

An attempt was made to synthesize a series of non-cytotoxic low molecular weight compounds of varying substitutions and functionalities having pharmacophore activity like carbonyl compounds, carboxylic acid and bioisosteres like tetrazole and phenyl acrylic acid. The in vitro assay of these analogues for the inhibition of complement activity revealed significant inhibitory activity for varying substituents and, particularly, for bioisosteres, that is, tetrazole and phenyl acrylic acid derivatives.

(E)-1,2-bis(5-aryl-1,3,4-oxadiazol-2-yl)ethenes

A series of (E)-1,2-bis(1,3,4-oxadiazol-2-yl)ethenes with a variety of aromatic substituents in the 5-positions of the heterocycles was prepared by acylation of the corresponding tetrazoles with fumaryl chloride and subsequent thermal ring transformation. The modified Huisgen reaction renders a new pathway to 3-(1,3,4-oxadiazol-2-yl)propenoic acids and subsequently to the title compounds with different substituents.

Preparation of Tetrazoles from Organic Nitriles and Sodium Azide in Micellar Media

An effective method for the preparation of 5-substituted tetrazoles from the corresponding nitriles in micellar media is described. It was demonstrated that almost quantitative yields of tetrazoles can be obtained if the amount of water-surfactant is optimized. The advantages of the methods presented over many others currently used are the simplicity, facility of isolation of tetrazole products and elimination of using relatively expensive solvents and reagents.

FORCE FIELD-SCF CALCULATIONS ON CYCLOPROPENE INTERMEDIATES IN CARBENE REARRANGEMENTS. COMPARISON WITH EXPERIMENT

Heats of formation and geometries of benzocyclopropene, cyclopropa(b)naphthalene, bicyclo(4.1.0)hepta-2,4,7-triene, and benzannelated derivatives have been calculated with a combined force field-SCF progrsm.The bicycloheptatrienes are stabilized relative to the isomeric arylcarbenes by benzannelation, and destabilized by loss of aromaticity and/or increased strain. 1-Naphthylcarbene, 2-naphthylcarbene, 9-phenanthrylcarbene and 9-anthrylcarbene were generated by gas-phase pyrolysis of the corresponding arene aldehyde tosylhydrazone sodium salts, diazomethanes, or 5-aryltetrazoles, and rearranged to cyclobutanaphthalene(21), cyclobutaphenanthrene(33), and cyclobutaanthracene(38), respectively. 10,11-Dihydrodibenzocyclohepten-5-ylidene (15), similarly generated from 5-diazo-10,11-dihydro-5H-dibenzocycloheptene (39), rearranged to 5a,9b-dihydro-5H-benzocyclobutindene(40), 5H-dibenzocycloheptene(41), and 8,9-dihydro-4H-cyclopentaphenanthrene(40). 40 rearranged thermally to 41.The mechanisms of the rearrangements are discussed.

Anticonvulsant property of substituted 5-aryltetrazol-2-ylacetylcarbamides

Eight 1-(5-aryltetrazol-2-ylacetyl)3-substituted carbamides were synthesized as possible anticonvulsants. The anticonvulsant activity possessed by these substituted tetrazolylacetylcarbamides was reflected by their ability to provide 10-50% protection aga