3970-51-2

Basic information

• Product Name: 5-CHLORO-1H-INDENE
• Synonyms: 5-CHLORO-1H-INDENE;1H-Indene, 5-chloro-
• CAS NO: 3970-51-2
• Molecular Formula: C₉H₇Cl
• Molecular Weight: 150.60488
• Mol File: 3970-51-2.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 228.7°C at 760 mmHg
• Flash Point: 71.5°C
• Appearance: /
• Density: 1.216g/cm³
• Vapor Pressure: 0.109mmHg at 25°C
• Refractive Index: 1.61
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 5-CHLORO-1H-INDENE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-CHLORO-1H-INDENE(3970-51-2)
• EPA Substance Registry System: 5-CHLORO-1H-INDENE(3970-51-2)

Safety Data

• Hazardous Substances Data: 3970-51-2(Hazardous Substances Data)

Usage

General Description

5-Chloro-1H-indene is an organic compound belonging to the class of aromatic hydrocarbons known as indenes. Indene is characterized by a three-ring structure that contains two benzene rings and one cyclopentadiene ring. 5-Chloro-1H-indene is a specific type of indene that contains a chlorine atom in the 5-position. It is used primarily as an intermediate substance in chemical research and for the manufacture of various chemical substances. It is important to handle this chemical with care as it can be harmful if swallowed, inhaled, or if it comes into contact with the skin. Its exact properties may vary depending on its specific formulation and use.

InChI:InChI=1/C9H7Cl/c10-9-5-4-7-2-1-3-8(7)6-9/h1,3-6H,2H2

Upstream product

• 52085-98-0 6-chloroindan-1-ol 
• 14548-38-0 6-chloro-1-indanone 
• 1313762-44-5 2-vinyl-5-chlorobenzaldehyde 
• 174265-12-4 2-bromo-5-chlorobenzaldehyde 

Downstream Products

• 34784-06-0 7-chloroisoquinoline 
• 1427414-93-4 (1aS,6aR)-3-chloro-6,6a-dihydro-1aH-1-oxa-cyclopropa[a]-indene 
• 1119270-39-1 2-(5-chloro-1'H-spiro[indene-1,4'-piperidin]-1'-yl)-1-{1-[(2E)-3-(3,5-difluorophenyl)-2-propenoyl]-4-piperidinyl}ethanol 

Relevant articles and documents

AuCl3-Catalyzed Ring-Closing Carbonyl–Olefin Metathesis

Compared with the ripeness of olefin metathesis, exploration of the construction of carbon–carbon double bonds through the catalytic carbonyl–olefin metathesis reaction remains stagnant and has received scant attention. Herein, a highly efficient AuCl3-catalyzed intramolecular ring-closing carbonyl–olefin metathesis reaction is described. This method features easily accessible starting materials, simple operation, good functional-group tolerance and short reaction times, and provides the target cyclopentenes, polycycles, benzocarbocycles, and N-heterocycle derivatives in good to excellent yields.

Synthesis of Indole-Dihydroisoquinoline Sulfonyl Ureas via Three-Component Reactions

Isoquinolines activated with sulfamoyl chlorides were reacted with indoles in a 3-component reaction to generate a library of dihydroisoquinoline derivatives. Using a differential protecting group strategy, products could be further derivatised. Synthesis of isoquinoline starting materials using several different methods is also described.

Discovery and Optimization of 1-Phenoxy-2-aminoindanes as Potent, Selective, and Orally Bioavailable Inhibitors of the Na+/H+ Exchanger Type 3 (NHE3)

The design, synthesis, and structure-activity relationship of 1-phenoxy-2-aminoindanes as inhibitors of the Na+/H+ exchanger type 3 (NHE3) are described based on a hit from high-throughput screening (HTS). The chemical optimization resulted in the discovery of potent, selective, and orally bioavailable NHE3 inhibitors with 13d as best compound, showing high in vitro permeability and lacking CYP2D6 inhibition as main optimization parameters. Aligning 1-phenoxy-2-aminoindanes onto the X-ray structure of 13d then provided 3D-QSAR models for NHE3 inhibition capturing guidelines for optimization. These models showed good correlation coefficients and allowed for activity estimation. In silico ADMET models for Caco-2 permeability and CYP2D6 inhibition were also successfully applied for this series. Moreover, docking into the CYP2D6 X-ray structure provided a reliable alignment for 3D-QSAR models. Finally 13d, renamed as SAR197, was characterized in vitro and by in vivo pharmacokinetic (PK) and pharmacological studies to unveil its potential for reduction of obstructive sleep apneas.