40420-05-1

Basic information

• Product Name: 1-(3-HYDROXY-5,6,7,8-TETRAHYDRO-NAPHTHALEN-2-YL)-ETHANONE
• Synonyms: 1-(3-HYDROXY-5,6,7,8-TETRAHYDRO-NAPHTHALEN-2-YL)-ETHANONE;6-ACETYL-7-HYDROXYTETRALIN;Ethanone, 1-(5,6,7,8-tetrahydro-3-hydroxy-2-naphthalenyl)-
• CAS NO: 40420-05-1
• Molecular Formula: C₁₂H₁₄O₂
• Molecular Weight: 190.24
• Mol File: 40420-05-1.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1-(3-HYDROXY-5,6,7,8-TETRAHYDRO-NAPHTHALEN-2-YL)-ETHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3-HYDROXY-5,6,7,8-TETRAHYDRO-NAPHTHALEN-2-YL)-ETHANONE(40420-05-1)
• EPA Substance Registry System: 1-(3-HYDROXY-5,6,7,8-TETRAHYDRO-NAPHTHALEN-2-YL)-ETHANONE(40420-05-1)

Safety Data

• Hazardous Substances Data: 40420-05-1(Hazardous Substances Data)

Usage

General Description

1-(3-Hydroxy-5,6,7,8-tetrahydro-naphthalen-2-yl)-ethanone is a chemical compound that falls under the category of organic compounds, specifically cyclic compounds (those containing one or more rings of atoms). 1-(3-HYDROXY-5,6,7,8-TETRAHYDRO-NAPHTHALEN-2-YL)-ETHANONE consists of a naphthalene group, which is a polycyclic aromatic hydrocarbon consisting of two fused benzene rings, substituted with a hydroxy group (an oxygen and a hydrogen atom, -OH) and an ethanone group (a carbon double-bonded to an oxygen atom, and bonded to two more carbon atoms). As for its potential uses or effects, these aren't clear from its name alone - like many chemicals, these would depend on the context in which this chemical is used or found. It's also worth noting that this chemical's properties, like its reactivity, would be determined by its specific structure - which includes not just the types and quantities of atoms in it, but also how those atoms are arranged and bonded to each other.

Upstream product

• 89228-44-4 5,6,7,8-tetrahydronaphthalen-2-yl acetate 
• 1125-78-6 5,6,7,8-Tetrahydro-2-naphthol 
• 108-24-7 acetic anhydride 
• 199382-85-9 3-(6-oxo-cyclohex-1-enylmethyl)pentane-2,4-dione 
• 1730-48-9 6-methoxy-1,2,3,4-tetrahydronaphthalene 
• 75-36-5 acetyl chloride 
• 40420-04-0 7-Acetyl-6-methoxy-1,2,3,4-tetrahydronaphthalene 

Downstream Products

• 753022-33-2 2-benzyloxy-3-acetyl-5,6,7,8-tetrahydronaphthalene 

Relevant articles and documents

Multistep Synthesis and in Vitro Anticancer Evaluation of 2-Pyrazolyl-Estradiol Derivatives, Pyrazolocoumarin-Estradiol Hybrids and Analogous Compounds

Although the hormone independent cytotoxic activity of several estradiol derivatives endowed with a simple substituent at C-2 has been reported so far, 2-heterocyclic and 2,3-condensed analogs are less investigated from both synthetic and pharmacological points of view. Therefore, novel A-ring-connected 2-pyrazoles of estradiol and, for comparison, their structurally simplified non-steroidal pairs were synthesized from estradiol 3-methyl ether and 6-methoxy-1,2,3,4-tetrahydronaphthalene. Friedel-Crafts acetylation of the protected phenolic compounds and subsequent O-demethylation led to ortho-substituted derivatives regioselectively, which were converted to arylhydrazones with phenylhydrazine, 4-tolylhydrazine and 4-chloro-phenylhydrazine, respectively, under microwave conditions. The hydrazones were subjected to cyclization with the Vilsmeier-Haack reagent immediately after preparation and the ring closure/formylation sequence resulted in steroidal and non-steroidal 40-formylpyrazoles in moderate to good yields. During reductive transformations, 4-hydroxymethyl-pyrazoles were obtained, while oxidative lactonization of the 4-formylpyrazole moiety with the phenolic OH in the presence of the Jones reagent afforded A-ring-integrated pyrazolocoumarin hybrids and related analogs. Steroidal pyrazoles, which were produced as C-17 acetates due to acetylation of C-17 OH during the primary Friedel-Crafts reaction, underwent deacetylation in alkaline methanol to furnish 2-heterocyclic estradiol derivatives. Pharmacological studies revealed the overall and cancer cell-specific cytotoxicity of the derivatives and the half maximal inhibitory concentrations were obtained for the most promising compounds.

Exploring naphthyl-carbohydrazides as inhibitors of influenza A viruses

A library of hydrazide derivatives was synthesized to target non-structural protein 1 of influenza A virus (NS1) as a means to develop anti-influenza drug leads. The lead compound 3-hydroxy-N-[(Z)-1-(5,6,7,8-tetrahydronaphthalen-2-yl) ethylideneamino]naphthalene-2-carboxamide, which we denoted as "HENC", was identified by its ability to increase the melting temperature of the effector domain (ED) of the NS1 protein, as assayed using differential scanning fluorimetry. A library of HENC analogs was tested for inhibitory effect against influenza A virus replication in MDCK cells. A systematic diversification of HENC revealed the identity of the R group attached to the imine carbon atom significantly influenced the antiviral activity. A phenyl or cyclohexyl at this position yielded the most potent antiviral activity. The phenyl containing compound had antiviral activity similar to that of the active form of oseltamivir (Tamiflu), and had no detectable effect on cell viability.

Structure-affinity studies for a novel series of homochiral naphtho and tetrahydronaphtho analogues of α1 antagonist WB-4101

A number of enantiomeric pairs of naphthodioxane, tetrahydronaphthodioxane and naphthoxy analogues of WB-4101 (1) were designed and synthesized in order to improve the selectivity profile of the parent compound, hopefully in favour of the α1a-AR with respect to the other two α1 subtypes and the 5-HT1A receptor. The new compounds 2-8 and, in addition, the two enantiomers of 1 were tested in binding assays on the α1a-AR, α1b-AR, α1d-AR, and the 5-HT1A receptor. Two of them, namely the naphtho- and tetrahydronaphthodioxane derivatives (S)-2 and (S)-3, showed lower, but significantly more specific α1a affinity than (S)-1, while the two enantiomers of the 2-methoxy-1-naphthoxy analogue 6 maintained most of the very high α1a affinity of (S)-1 and its α1a versus α1b selectivity slightly increasing the α1a/α1d and α1a/5HT 1A affinity ratios. The SAR data were evaluated in the light of known α1 subtype pharmacophores and of the α1a-AR binding mode of WB-4101 resultant from literature mutagenesis studies disclosing some interesting consonances with these models.