53568-05-1

Usage

Uses

Used in Pharmaceutical Industry:
8-Hydroxy-2-tetralone is used as a building block for the synthesis of various pharmaceuticals due to its versatile chemical structure and reactivity, contributing to the development of new drugs.
Used in Agrochemical Industry:
8-Hydroxy-2-tetralone is utilized as a key component in the creation of agrochemicals, enhancing the effectiveness of products in agricultural applications.
Used in Medicinal Chemistry Research:
8-Hydroxy-2-tetralone is employed as a research compound for exploring its antioxidant properties and potential therapeutic effects, particularly in the context of neurodegenerative diseases like Alzheimer's and Parkinson's, where it may offer novel treatment avenues.
Used in Antioxidant Applications:
Leveraging its antioxidant properties, 8-Hydroxy-2-tetralone is used to study and potentially develop treatments that protect against oxidative stress-related conditions, which are common in various diseases and aging processes.

InChI:InChI=1/C10H10O2/c11-8-5-4-7-2-1-3-10(12)9(7)6-8/h1-3,12H,4-6H2

Upstream product

• 530-93-8 1,2,3,4-tetrahydronaphthalen-2-one 
• 5309-19-3 8-methoxy-2-tetralone 
• 6836-19-7 7-Methoxy-1-tetralone 
• 67247-13-6 7-methoxynaphth-1-ol 

Downstream Products

• 1374428-95-1 (S)-1,2,3,4-tetrahydronaphthalene-2,8-diyl bis(4-bromobenzoate) 

Relevant academic research and scientific papers

Tetrahydroxynaphthalene reductase: Catalytic properties of an enzyme involved in reductive asymmetric naphthol dearomatization

In reduced circumstances: Tetrahydroxynaphthalene reductase shows a broad substrate range including alternate phenolic compounds and cyclic ketones. Structural modeling reveals major enzyme-substrate interactions; C-terminal truncation of the enzyme causes an altered substrate preference, in accordance with stabilization of the substrate by the C-terminal carboxylate (see picture). This effect allows the identification of a homologous enzyme. Copyright

Enzymatic resolution of 5-hydroxy- and 8-hydroxy-2-tetralols using immobilized lipases

(R)-2-Tetralol (R)-2a, (R)-5-hydroxy-2-tetralol (R)-2b and (R)-8-hydroxy-2-tetralol (R)-2c, which are key intermediates in the synthesis of pharmacologically active 2-aminotetralins 3, were prepared in moderate to very high enantiomeric excess (up to 99% ee) by enzymatic resolution of the corresponding racemic butyrates rac-1a, rac-1b and rac-1c, respectively, using lipases immobilized on octyl agarose. This methodology is an alternative to the microbial reduction of 2-tetralones.

Chemokine receptor binding heterocyclic compounds

This invention relates to a novel class of heterocyclic compounds that bind chemokine receptors, inhibiting the binding of their natural ligands thereby. These compounds result in protective effects against infection by HIV through binding to chemokine receptors, including CXCR4 and CCR5, thus inhibiting the subsequent binding by these chemokines. The present invention provides a compound of Formula I wherein, W is a nitrogen atom and Y is absent or, W is a carbon atom and Y═H; R1to R7may be the same or different and are independently selected from hydrogen or straight, branched or cyclic C1-6alkyl; R8is a substituted heterocyclic group or a substituted aromatic group Ar is an aromatic or heteroaromatic ring each optionally substituted at single or multiple, non-linking positions with electron-donating or withdrawing groups; n and n′ are independently, 0-2; X is a group of the formula: Wherein, Ring A is an optionally substituted, saturated or unsaturated 5 or 6-membered ring, and P is an optionally substituted carbon atom, an optionally substituted nitrogen atom, sulfur or oxygen atom. Ring B is an optionally substituted 5 to 7-membered ring. Ring A and Ring B in the above formula can be connected to the group W from any position via the group V, wherein V is a chemical bond, a (CH2)n″group (where n″=0-2) or a C═O group. Z is, (1) a hydrogen atom, (2) an optionally substituted C1-6alkyl group, (3) a C0-6alkyl group substituted with an optionally substituted aromatic or heterocyclic group, (4) an optionally substituted C0-6alkylamino or C3-7cycloalkylamino group, (5) an optionally substituted carbonyl group or sulfonyl. These compounds further include any pharmaceutically acceptable acid addition salts and metal complexes thereof and any stereoisomeric forms and mixtures of stereoisomeric forms thereof.

Baker's Yeast Mediated Reduction of Aromatic Ring Substituted 2-Tetralones

2-Tetralones mono- and disubstituted with methoxy or hydroxy groups in the aromatic ring are hydrogenated to 2-tetralols in good yields by non-fermenting baker's yeast.The prevalent enantioform of the reduction product and its e.e. were found to depend on the substitution pattern.In one case, i.e. the biotransformation of 5-methoxy-2-tetralone into the corresponding 2-tetralol, an e.e. >/= 98percent was observed.A simple abstract model for explaining and predicting the stereochemical outcome in the yeast-mediated carbonyl reduction of 2-tetralones is proposed.

HYDROXYLATION DU BENZALDEHYDE ET DE CETONES AROMATIQUES PAR LE PEROXYDE D'HYDROGENE EN MILIEU SUPERACIDE

Benzaldehyde and aromatic ketones are hydroxylated by hydrogen peroxide in SbF5-HF without formation of products arising from Baeyer-Villiger oxidation.