67176-26-5

Basic information

• Product Name: 1-Hydroxynaphthalene-2-carbonitrile
• Synonyms: 1-Hydroxynaphthalene-2-carbonitrile;2-Naphthalenecarbonitrile, 1-hydroxy-
• CAS NO: 67176-26-5
• Molecular Formula: C₁₁H₇NO
• Molecular Weight: 169.17938
• Mol File: 67176-26-5.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-Hydroxynaphthalene-2-carbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Hydroxynaphthalene-2-carbonitrile(67176-26-5)
• EPA Substance Registry System: 1-Hydroxynaphthalene-2-carbonitrile(67176-26-5)

Safety Data

• Hazardous Substances Data: 67176-26-5(Hazardous Substances Data)

Usage

Derived from naphthalene

This compound is based on the naphthalene structure, which is a fused ring system consisting of two benzene rings.

Contains a hydroxyl group

A hydroxyl group (-OH) is attached to one of the carbon atoms on the naphthalene ring, contributing to its chemical reactivity and properties.

Contains a cyano group

A cyano group (-CN) is attached to another carbon atom on the naphthalene ring, which imparts additional reactivity and properties to the compound.

Commonly used in synthesis

1-Hydroxynaphthalene-2-carbonitrile is frequently used as a starting material or intermediate in the synthesis of various organic compounds and pharmaceuticals.

Potential pharmacological activities

The compound is known for its possible anti-inflammatory and antitumor properties, making it a subject of interest in the field of medicine and drug development.

Applications in various industries

Due to its chemical properties and reactivity, 1-Hydroxynaphthalene-2-carbonitrile is used in the production of dyes, pigments, and other organic chemicals, making it valuable in the chemical, pharmaceutical, and related industries.

Key intermediate in production

As a crucial intermediate compound, 1-Hydroxynaphthalene-2-carbonitrile plays a significant role in the synthesis and manufacturing of various chemicals and pharmaceuticals.

Upstream product

• 151-50-8 potassium cyanide 
• 92114-96-0 mercury fulminate 
• 67176-22-1 2-cyano-4-hydroxytetralone 
• 64-17-5 ethanol 
• 90-15-3 α-naphthol 
• 55305-43-6 N-cyano-N-phenyl-p-toluenesulfonamide 
• 556-64-9 methyl thiocyanate 
• 127-09-3 sodium acetate 
• 141-53-7 sodium formate 
• 762-42-5 dimethyl acetylenedicarboxylate 
• 333-20-0 potassium thioacyanate 
• 82508-18-7 2-hydroxynaphthaldehyde oxime 

Downstream Products

• 52449-79-3 1-methoxy-[2]naphthonitrile 
• 86-48-6 1-hydroxy-2-naphthoic acid 

Relevant articles and documents

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NOVEL BENZOFURAN DERIVATIVE, MEDICINAL COMPOSITION CONTAINING THE SAME, AND USES OF THESE

[From equivalent EP1710233A1] The present invention provides compounds represented by general formula (I): or pharmaceutical acceptable salts thereof, wherein R1 is hydrogen or lower alkyl; R2 is lower alkyl, halo-lower alkyl, cycloalkyl, heterocycloalkyl, aryl, aralkyl, arylalkenyl, aryloxy-lower alkyl, heteroaryl, heteroaryl-lower alkyl, etc; R3, R4, R5 and R6 are each hydrogen, halogen, cyano, lower alkyl, halo-lower alkyl, lower alkoxy, hydroxy, aryl, etc; provided that at least one of R3, R4, R5 and R6 is other than hydrogen. Compound (I) of the present invention shows a potent adenosine A2A receptor antagonistic activity, and are useful for treating or preventing a disease mediated by adenosine A2A receptors such as motor function disorders, depression, anxiety disorders, cognitive function disorders, cerebral ischemia disorders, restless legs syndrome and the like.

A Novel Route to Isoannulated Heteroaromatic Compounds, 1. - Synthesis and Reactions of Furofurans, Thienofurans, Furobenzofurans, and Benzothienofurans

A general method for the synthesis of furo- and thienofurans 4 - 7 has been developed.The reaction principle is based on the thermal transformation of suitably structured epoxyhexenynes (15 -19) following the general reaction sequence 1 -> 2 -> 3 (annulation type A).Derivatives of the so far unknown diheteropentalenes furofuran (4b, c, d, g, h), furobenzofuran (6b, d, e, 45) as well as benzothienofuran (7b, d) are obtained by short-time thermolysis.Likewise two representatives of the previously reported thienofuran system are prepared (5b, c).By flash vacuum thermolysis the benzo-annulated epoxyhexenyne 19b rearranges in poor yield to the isobenzofuran 52 (identified as dimethyl acetylenedicarboxylate adduct 47) and 2-cyano-α-naphthol (46).The structure of the furofuran 4b has been established by X-ray structural analysis.A mechanistic explanation of the transformation of the epoxyhexenynes to diheteropentalenes is proposed.Indications for the occurrence of carbenes as product-determining species are obtained with the phenylcyano-substituted oxiranes 15c, h and 17e which - in addition to the furofurans 4c, h and 6e - lead to the furylindenes 31c, h/32c, h and 41, resp..The Diels-Alder reactivity of the furo- and thienofurans 4g, 5b, c, and 6b has been examined.Key Words: Pentalenes, dihetero- / Cyclizations, 1,7-dipolar / Carbonyl ylides / Cycloallenes / Diels-Alder reactions / o-Quinodimethanes, hetero analogues