114144-22-8

Basic information

• Product Name: 7-chloroindoline
• Synonyms: 7-chloroindoline;1H-INDOLE,7-CHLORO-2,3-DIHYDRO-;7-Chloro-2,3-dihydro-1H-indole
• CAS NO: 114144-22-8
• Molecular Formula: C₈H₈ClN
• Molecular Weight: 153.61
• Mol File: 114144-22-8.mol
• Article Data: 9

Chemical Properties

• Melting Point: 41-42 °C(Solv: chloroform (67-66-3); methanol (67-56-1))
• Boiling Point: 260.6±29.0 °C(Predicted)
• Appearance: /
• Density: 1.214±0.06 g/cm3(Predicted)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 3.42±0.20(Predicted)
• CAS DataBase Reference: 7-chloroindoline(CAS DataBase Reference)
• NIST Chemistry Reference: 7-chloroindoline(114144-22-8)
• EPA Substance Registry System: 7-chloroindoline(114144-22-8)

Safety Data

• Hazardous Substances Data: 114144-22-8(Hazardous Substances Data)

Usage

General Description

7-chloroindoline, also known as 1-Aza-9H-indene, is a chemical compound with the molecular formula C8H7ClN. It is a chlorinated derivative of indoline, with a chlorine atom attached to the 7th position of the indoline ring. 7-chloroindoline is commonly used as an intermediate in the synthesis of various pharmaceuticals and agrochemicals. Its unique structure and reactivity make it a valuable building block in organic synthesis, particularly in the creation of heterocyclic compounds. 7-chloroindoline has also been studied for its potential applications in materials science and as a precursor to novel dyes and colorants. Due to its diverse range of applications, 7-chloroindoline remains an important and versatile chemical compound in the field of organic chemistry.

Upstream product

• 88-73-3 2-Chloronitrobenzene 
• 53924-05-3 7-chloro-1H-indole 
• 104682-95-3 1-acetyl-2,3-dihydro-7-iodoindole 
• 16078-30-1 1-Acetyl-2,3-dihydro-1H-indole 
• 18159-32-5 Δ¹⁽⁸⁾-hexahydroindole 
• 2861-59-8 N-formylindoline 
• 496-15-1 1-indoline 
• 910808-40-1 7-chloro-N-formylindoline 
• 176097-78-2 3a,7,7-trichloro-3,3a,4,5,6,7-hexahydro-2H-indole 
• 124-41-4 sodium methylate 
• 114144-23-9 1-acetyl-2,3-dihydro-7-chloroindole 

Downstream Products

• 1448522-88-0 1-benzyl-3-(2-(7-chloroindolin-1-yl)-2-oxoethyl)indolin-2-one 
• 1027266-25-6 {(E)-(S)-4-(7-Chloro-2,3-dihydro-indol-1-yl)-4-oxo-1-[2-(trityl-carbamoyl)-ethyl]-but-2-enyl}-carbamic acid tert-butyl ester 
• 53924-05-3 7-chloro-1H-indole 

Relevant articles and documents

Sustainable Radical Cascades to Synthesize Difluoroalkylated Pyrrolo[1,2-a]indoles

We disclose herein a photocatalytic difluoroalkylation and cyclization cascade reaction of N-(but-2-enoyl)indoles with broad substrate scopes in up to 90% isolated yield. This method provides sustainable and efficient access to synthesize difluoroalkylated pyrrolo[1,2-a]indoles with a quaternary carbon center under mild conditions.

Transition-Metal-Free Stereospecific Oxidative Annulative Coupling of Indolines with Aziridines

Tandem C-N bond formation for the oxidative annulation of indolines with aziridines is accomplished employing the combination of DDQ and NaOCl at ambient conditions. Optically active aziridine can be coupled with high enantiomeric purity (>99% ee). The substrate scope, stereocontrol with the enantioenriched substrate, and scale-up are the important practical advantages.

Discovery of novel N -β- d -Xylosylindole derivatives as sodium-dependent glucose cotransporter 2 (SGLT2) inhibitors for the management of hyperglycemia in diabetes

A novel series of N-linked β-d-xylosides were synthesized and evaluated for inhibitory activity against sodium-dependent glucose cotransporter 2 (SGLT2) in a cell-based assay. Of these, the 4-chloro-3-(4-cyclopropylbenzyl) -1-(β-d-xylopyranosyl)-1H-indole 19m was found to be the most potent inhibitor, with an EC50 value similar to that of the natural SGLT2 inhibitor phlorizin. Further studies in Sprague-Dawley (SD) rats indicated that 19m significantly increased urine glucose excretion in a dose-dependent manner with oral administration. The antihyperglycemic effect of 19m was also observed in streptozotocin (STZ) induced diabetic SD rats. These results described here are a good starting point for further investigations into N-glycoside SGLT2 inhibitors.