4242-15-3

Usage

Uses

Used in Pharmaceutical Industry:
5-Methyl-2-tetralone is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
5-Methyl-2-tetralone is used as a precursor in the production of agrochemicals, such as pesticides and herbicides, due to its potential to enhance the effectiveness and safety of these products.
Used in Organic Synthesis:
5-Methyl-2-tetralone is used as a building block in organic synthesis for its versatile reactivity, allowing for the creation of a wide range of organic compounds for various applications.
Used in Medicinal Chemistry Research:
5-Methyl-2-tetralone is used as a research compound in medicinal chemistry to explore its potential in the development of new therapeutic agents and to understand its interactions with biological targets.

InChI:InChI=1/C11H12O/c1-8-3-2-4-9-7-10(12)5-6-11(8)9/h2-4H,5-7H2,1H3

Upstream product

• 74-85-1 ethene 
• 644-36-0 o-methylphenylacetic acid 
• 1190847-94-9 C₁₅H₂₄O₃ 
• 90266-00-5 1-Diazo-4-(2-methylphenyl)butan-2-one 
• 4242-14-2 7-methoxy-4-methylnaphthalene 
• 621-36-3 m-methylphenylacetic acid 
• 85829-29-4 3-(2-methylphenyl)propionic acid chloride 
• 22084-89-5 3-(2-methylphenyl)propanoic acid 
• 13910-79-7 2-(3-methylphenyl)acetyl chloride 
• 90266-04-9 4-Methyl-3,8a-dihydroazulen-1(2H)-one 
• 66256-29-9 5-Methyl-2-naphthol 

Downstream Products

• 365554-24-1 2-amino-5-methyl-1,2,3,4-tetrahydro-naphthalene-2-carboxylic acid 

Relevant academic research and scientific papers

Regioisomerism in the synthesis of a chiral aminotetralin drug compound: Unraveling mechanistic details and diastereomer-specific in-depth NMR investigations

During chemical process development of a novel 2-aminotetralin derivative intended for use as an antidepressant, scrutiny of the byproduct present in the drug molecule revealed a set of regioisomers. Detailed studies showed that this impurity issue origin

A concise method for the synthesis of 2-tetralone by titanium tetrachloride-promoted cyclization of 4-aryl-2-hydroxybutanal diethyl acetal

4-Aryl-2-hydroxybutanal diethyl acetal, prepared from the reaction of benzyl Grignard reagent and glycidaldehyde diethyl acetal, was treated with titanium tetrachloride to give 2-tetralone in good yield. This highly efficient transformation involves tande

Structure-activity relationship of linear peptide Bu-His-DPhe-Arg-Trp-Gly-NH2 at the human melanocortin-1 and -4 receptors: Histidine substitution

Systematic substitution of His6 residue using non-selective hMC4R pentapeptide agonist (Bu-His6-DPhe7-Arg8-Trp9-Gly 10-NH2) as the template led to the identification of Bu-Atcsu

Selective cyclic peptides with melanocortin-4 receptor (MC4-R) agonist activity

Peptides cyclized via disulfide or lactam bridges having melanocortin-4 receptor (MC4-R) agonist activity useful for treatment of obesity.

Selective linear peptides with melanocortin-4 receptor (MC4-R) agonist activity

Peptides of formulae I, II and III selectively activate melanocortin-4 (MC-4) receptor activity.

Electronic effects on enol acidity and keto-enol equilibrium constants for ring-substituted 2-tetralones

Equilibrium constants for the ionization of a variety of phenyl-substituted 2-tetralones (pK(a)(K)), for the ionization of their enols (pK(a)(E)), and for keto-enol tautomerization (PK(E)) were determined. Hammett plots of pK(a)(K) and pK(a)(E) vs. σ are linear with slopes (-ρ) of -1.66 ± 0.06 and -0.90 ± 0.03, respectively, except for deviations of the points corresponding to 6-nitro-2-tetralone (1b) and its enol. We have previously attributed the negative deviation of 1b from the correlation for the acidities of the ketones obtained with the more limited set of data to the lack of a free electron pair on C-1 of the free tetralone (Nevy et al.). The negative deviation of the point for 1b from the correlation for the acidities of the enols suggests that charge transfer from the hydroxyl group of the enol to the nitro group is less important than it is for phenols. This study represents the first systematic study of electronic effects on equilibria among ketone, enol, and enolate in aqueous solution.

(S)-spiro[1,3-diazacyclopent-1-ene)-5,2'-(7'-methyl-1',2',3',4'- tetrahydronaphthalene)]: Resolution, stereospecific synthesis, and preliminary pharmacological characterization as a partial α-adrenergic agonist

Recently, we reported on the design, synthesis, and structure-activity relationships of a series of spiroimidazolines endowed with α-adrenergic agonist activities. Among the compounds described, (R,S)-spiro(1,3- diazacyclopent-1-ene)-[5,2'](7'-methyl-1',2

The Intramolecular Buchner Reaction of Aryl Diazoketones. Substituent Effects and Scope in Synthesis

Rhodium(II) acetate-catalysed cyclisation of α-diazoketones derived from 3-arylpropionic acid produces bicyclodecatrienones or 2-tetralones depending on the substitution pattern of the aryl ring in the precursor; the former products are transformed into the latter catalytically with trifluoroacetic acid.Precursors with methyl, methoxy, and acetoxy substituents have been examined, efficient cyclisation occurring in all cases.When the precursor contains a meta-methoxy substituent, 2-tetralones are obtained directly.The efficient conversion of 3-phenylpropionicacid into trans-1-methylbicyclodecan-2-one is also described, partial asymmetric synthesis having been realised through the use of rhodium (S)-mandelate as the cyclisation catalyst.Cyclisations of diazoketones derived from 4-phenylbutyric acid and 5-phenylpentanoic acid have also been studied; the former provides a new entry into the bicycloundecane system whereas the latter produces a 2,3-disubstituted cyclopentanone via C-H insertion.Aspects of the cycloheptatriene-norcaradiene equilibrium in fused ring systems are discussed.

Efficient Synthesis of Bicyclodecatrienones and of 2-Tetralones via Rhodium(II) Acetate-catalysed Cyclisation of α-Diazoketones derived from 3-Arylpropionic Acids

Rhodium(II) acetate-catalysed cyclisation of α-diazoketones derived from 3-arylpropionic acids produces bicyclodecatrienones or 2-tetralones depending on the substitution pattern of the aryl ring; the former products are transformed into the latter by catalytic amounts of trifluoroacetic acid.