82302-27-0

Basic information

• Product Name: 8-Chloro-2-tetralone
• Synonyms: 8-Chloro-2-tetralone;8-chloro-3,4-dihydronaphthalen-2(1H)-one;2(1H)-Naphthalenone,8-chloro-3,4-dihydro-
• CAS NO: 82302-27-0
• Molecular Formula: C₁₀H₉ClO
• Molecular Weight: 180.63086
• Mol File: 82302-27-0.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 313.7 °C at 760 mmHg
• Flash Point: 148.7 °C
• Appearance: /
• Density: 1.248 g/cm³
• Vapor Pressure: 0.000489mmHg at 25°C
• Refractive Index: 1.578
• CAS DataBase Reference: 8-Chloro-2-tetralone(CAS DataBase Reference)
• NIST Chemistry Reference: 8-Chloro-2-tetralone(82302-27-0)
• EPA Substance Registry System: 8-Chloro-2-tetralone(82302-27-0)

Safety Data

• Hazardous Substances Data: 82302-27-0(Hazardous Substances Data)

Usage

General Description

8-Chloro-2-tetralone is a chemical compound with the molecular formula C10H9ClO. It is a chlorinated derivative of tetralone, which is a bicyclic organic compound. This chemical is commonly used in the pharmaceutical and agrochemical industries as a building block for the synthesis of various biologically active compounds. It has been studied for its potential antitumor and cytotoxic properties, making it a valuable intermediate for drug development. Additionally, 8-Chloro-2-tetralone can be used in organic synthesis as a precursor for the preparation of other important chemicals. Its unique structure and versatile reactivity make it a valuable compound in various chemical and pharmaceutical applications.

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

Upstream product

• 1190847-97-2 C₁₄H₂₁ClO₃ 
• 2444-36-2 2'-chloro-benzeneacetic acid 
• 74-85-1 ethene 
• 51512-09-5 2-(2-chlorophenyl)acetyl chloride 

Downstream Products

• 136906-08-6 (-)-U 89968E 
• 136906-08-6 (+)-U 89968E 
• 163562-15-0 U 89968E 
• 782425-00-7 2-Amino-8-chloro-1,2,3,4-tetrahydro-naphthalene-2-carboxylic acid amide 
• 71778-30-8 1-chloro-7-methylnaphthalene 
• 620171-75-7 1-benzyl-8-chloro-3,4-dihydro-1H-naphthalen-2-one 

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.

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.

Antihyperglycemic Activity of Novel Naphthalenyl 3H-1,2,3,5-Oxathiadiazole 2-Oxides

A series of naphthalenyl 3H-1,2,3,5-oxathiadiazole 2-oxides was prepared and tested for antihyperglycemic activity in the db/db mouse, a model for type 2 (non-insulin dependent) diabetes mellitus.Substitution at the 1-,5-, or 8-positions of the naphthalene ring with a halogen was found to be beneficial to antihyperglycemic activity. 4--3H-1,2,3,5-oxathiadiazole 2-oxide (45), one of the most potent compounds in this series, was selected for further pharmacological evaluation.