3970-51-2

Usage

Uses

Used in Chemical Research:
5-CHLORO-1H-INDENE is used as a research intermediate for the synthesis and study of various chemical compounds. Its unique structure and reactivity make it a valuable tool in the development of new chemical entities and understanding their properties.
Used in Pharmaceutical Industry:
5-CHLORO-1H-INDENE is used as a key intermediate in the synthesis of pharmaceutical compounds. Its presence in the molecular structure can influence the biological activity and therapeutic potential of the final drug product, making it an essential component in the development of new medications.
Used in Material Science:
5-CHLORO-1H-INDENE is used as a building block in the creation of advanced materials, such as polymers and composites. Its incorporation into these materials can impart specific properties, such as improved strength, stability, or chemical resistance, which are crucial for various applications in material science.
Used in Agrochemical Industry:
5-CHLORO-1H-INDENE is used as an intermediate in the production of agrochemicals, such as pesticides and herbicides. Its role in the synthesis of these compounds can contribute to their effectiveness in controlling pests and weeds, ultimately supporting agricultural productivity.
Used in Dye and Pigment Industry:
5-CHLORO-1H-INDENE is used as a precursor in the synthesis of dyes and pigments. Its presence in the molecular structure can influence the color, stability, and other properties of the final product, making it an important component in the development of new dyes and pigments for various industries.

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

Upstream product

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

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 academic research and scientific papers

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.

Carbocation catalysed ring closing aldehyde-olefin metathesis

A highly efficient aldehyde-olefin metathesis catalysed by the carbocation, 4-phenylphenyl-diphenylmethylium ion, has been developed. This protocol is characterized by high yields, low catalyst loading (down to 2 mol%), good functional group compatibility and mild reaction conditions.

Rhodium(II)- or Copper(I)-Catalyzed Formal Intramolecular Carbene Insertion into Vinylic C(sp2)?H Bonds: Access to Substituted 1H-Indenes

A rhodium(II)- or copper(I)-catalyzed formal intramolecular carbene insertion into vinylic C(sp2)?H bonds is reported herein. This method provides straightforward access to 1H-indenes with high efficiency and excellent functional-group compatibility. Mechanistically, the reaction is proposed to involve the following sequence: metal carbene formation, intramolecular nucleophilic addition of the double bond to the electron-deficient carbene carbon atom, dearomatization, and finally a 1,5-H shift.

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.

Acid catalysed reaction of indanones, tetralones and benzosuberone with neopentyl glycol and other alkanediols under forced conditions

Upon reaction with an excess of 2,2-dimethylpropane-1,3-diol (neopentyl glycol, NPG) under acid catalysis, indanones and tetralones yield indenes and dihydronaphthalenes, respectively. The reaction can also be carried out with butane-1,3-diol.

SPIROINDENES AND SPIROINDANES AS MODULATORS OF CHEMOKINE RECEPTORS

The present invention relates to a compound of the following formula (I): or a pharmaceutically acceptable salt thereof; where R1-R5, Y, m, n, and p are defined herein. Compounds and compositions of the present invention are useful the treatment of atherosclerosis.