17556-18-2

Basic information

• Product Name: 6-Chloro-2-tetralone
• Synonyms: 6-CHLORO-3,4-DIHYDRO-1H-NAPHTHALEN-2-ONE;6-CHLORO-2-TETRALONE;6-Chloro-3,4-dihydro-2(1H)-naphthalenone;6-Chloro-3,4-dihydronaphthalen-2(1H)-one;2(1H)-Naphthalenone, 6-chloro-3,4-dihydro-;6-chloro-1,2,3,4-tetrahydronaphthalen-2-one;6-Chlorotetralin-2-one
• CAS NO: 17556-18-2
• Molecular Formula: C₁₀H₉ClO
• Molecular Weight: 180.63
• Product Categories: pharmacetical
• Mol File: 17556-18-2.mol

Chemical Properties

• Melting Point: 60-65 °C(lit.)
• Boiling Point: 304.612 °C at 760 mmHg
• Flash Point: 145.219 °C
• Appearance: /
• Density: 1.248 g/cm³
• Vapor Pressure: 0.000865mmHg at 25°C
• Refractive Index: 1.578
• CAS DataBase Reference: 6-Chloro-2-tetralone(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Chloro-2-tetralone(17556-18-2)
• EPA Substance Registry System: 6-Chloro-2-tetralone(17556-18-2)

Safety Data

• Hazard Codes: Xn
• Statements: 22-43
• Safety Statements: 37/39
• WGK Germany: 3
• Hazardous Substances Data: 17556-18-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
6-Chloro-2-tetralone is used as a key intermediate in the synthesis of pharmaceuticals for its ability to contribute to the development of new drugs. Its presence in the molecular structure can enhance the pharmacological properties of the final product, making it a crucial component in drug discovery and design.
Used in Agrochemical Industry:
In the agrochemical sector, 6-Chloro-2-tetralone serves as an essential intermediate in the production of various agrochemicals. Its incorporation into these compounds can improve their effectiveness in agricultural applications, such as pest control and crop protection.
Used in Organic Chemistry Research:
6-Chloro-2-tetralone is utilized as a building block in organic chemistry research for the preparation of heterocyclic compounds. Its unique structure allows for the creation of diverse chemical entities with potential applications in various fields, including medicine and materials science.
Used in Drug Development:
6-Chloro-2-tetralone is employed in the research and development of new drugs within the pharmaceutical industry. Its potential applications in medicine make it a valuable asset in the quest for novel therapeutic agents, particularly in the treatment of various diseases and conditions.

InChI:InChI=1/C10H9ClO/c11-9-3-1-8-6-10(12)4-2-7(8)5-9/h1,3,5H,2,4,6H2

Upstream product

• 75693-22-0 6-Chlor-1,2-epoxy-tetralin 
• 74-85-1 ethene 
• 25026-34-0 4-chlorophenacetyl chloride 
• 1190847-97-2 C₁₄H₂₁ClO₃ 
• 1160858-18-3 C₁₂H₁₃ClO₄ 
• 75693-19-5 6-chloro-1,2-dihydronaphthalene 
• 75693-16-2 6-chloro-1-hydroxy-1,2,3,4-tetrahydronaphthalene 
• 26673-31-4 6-chloro-3,4-dihydronaphthalen-1(2H)-one 
• 1878-66-6 4-chlorophenylacetic Acid 

Downstream Products

• 134697-65-7 1'-benzyl-6-chloro-3,4-dihydro-2-oxospiro 
• 87732-57-8 (S)-1-(3,4-Dihydro-6-chlor-2-naphthyl)-2-(methoxymethyl)pyrrolidin 
• 620171-73-5 1-benzyl-6-chlorotetralone 
• 134698-05-8 1'-benzyl-6-chloro-3,4-dihydrospiro(naphthalene-1-(2H),4'-piperidine) 
• 148835-22-7 8-Chloro-4-((S)-1-phenyl-ethyl)-1,4,5,6-tetrahydro-2H-benzo[f]quinolin-3-one 
• 146117-78-4 (+)-LY191704 
• 146117-78-4 bexlosteride 
• 148905-81-1 (-)-(4AR)-(10BR)-8-chloro-4-(S-α-methylbenzyl)-1,2,3,4,4a,5,6,10b-octahydrobenzo[f]quinolin-3-one 
• 148835-24-9 (+)-(4AS)-(10BS)-8-chloro-4-(S-α-methylbenzyl)-1,2,3,4,4a,5,6,10b-octahydrobenzo[f]quinolin-3-one 
• 204843-00-5 1-(2'-Nitro-4',5'-dimethoxybenzylidene)-6-chloro-2-tetralone 
• 26673-31-4 6-chloro-3,4-dihydronaphthalen-1(2H)-one 
• 64603-76-5 2-amino-6-chlorotetralin hydrochloride 
• 60480-00-4 6-chloro-1,2,3,4-tetrahydro-naphthalen-2-ylamine 
• 228245-74-7 8-(6-Chloro-1,2,3,4tetrahydro-2-naphthyl)-3-methyl-1-phenyl-1,3,8-triaza-spiro[4.5]decan-4-one hydrochloride 

Relevant articles and documents

Design, synthesis, and in vivo characterization of a novel series of tetralin amino imidazoles as γ-secretase inhibitors: Discovery of PF-3084014

A novel series of tetralin containing amino imidazoles, derived from modification of the corresponding phenyl acetic acid derivatives is described. Replacement of the amide led to identification of a potent series of tetralin-amino imidazoles with robust central efficacy. The reduction of brain Aβ in guinea pigs in the absence of changes in B-cells suggested a potential therapeutic index with respect to APP processing compared with biomarkers of notch related toxicity. Optimization of the FTOC to plasma concentrations at the brain Aβ EC50 lead to the identification of compound 14f (PF-3084014) which was selected for clinical development.

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

TiCl4-promoted intramolecular cyclization of 4-methoxy-5-arylethyl-1,3-dioxolan-2-ones: an expedient method to prepare 2-tetralones

DABCO is a very effective catalyst in the formation of 4-methoxy-5-arylethyl-1,3-dioxolan-2-ones 12 from the corresponding α-carbonatoaldehyde. Intramolecular cyclization of cyclic carbonates 12 promoted by TiCl4 affords 2-tetralones 13 contain

BENZODIHYDROQUINAZOLINE AS PI3 KINASE INHIBITORS

Invented are novel benzodihydroquinazoline compounds useful for inhibiting the activity/function of PI3 kinases and treating cancer.

Heteroaryl β-tetralin ureas as novel antagonists of human TRPV1

We report on a series of α-substituted-β-tetralin-derived and related phenethyl-based isoquinolinyl and hydroxynaphthyl ureas as potent antagonists of the human TRPV1 receptor. The synthesis and Structure-activity relationships (SAR) of the series are described.

Substituted oxoazaheterocyclyl compounds

This invention is directed to oxoazaheterocycyl compounds which inhibit Factor Xa, to oxoazaheterocycyl compounds which inhibit both Factor Xa and Factor IIa, to pharmaceutical compositions comprising these compounds, to intermediates useful for preparing these compounds, to a method of directly inhibiting Factor Xa and to a method of simultaneously directly inhibiting Factor Xa and Factor IIa..

The synthesis of novel cis-α-substituted-β-aminotetralins

Teteralones were converted, in 1 to 3 steps, to α-substituted tetralones. Subsequent reductive amination with ammonium acetate/sodium cyanoborohydride gave the corresponding α-substituted-β-aminotetralins, on a multigram scale, with minimal chromatography for the entire transformation.

Novel guanidinobenzamides

Compounds of formula IA and IB are new where the variables R1 through R10 have the values set forth herein. Such compounds have use in treating diseases such as obesity and type II diabetes, and may be provided as pharmaceutical form

Bicyclic amine derivatives and their use as anti-psychotic agents

This invention relates to compounds of formula (I) STR1 which are useful as modulators of D3 receptors, in particular as antipsychotic agents.

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.