511533-38-3

Usage

Uses

Used in Pharmaceutical Industry:
5-Iodo-1-Indanone is utilized as a reagent in the synthesis of various drugs and drug intermediates, contributing to the development of novel therapeutic agents.
Used in Organic Synthesis:
As a key component in organic synthesis, 5-Iodo-1-Indanone is employed for the creation of other iodine-containing organic compounds, expanding the scope of chemical research and applications.
Used in Medicinal Chemistry and Drug Discovery:
5-Iodo-1-Indanone is leveraged as a precursor in medicinal chemistry, playing a crucial role in the discovery and design of new pharmaceuticals with potential therapeutic benefits.

InChI:InChI=1/C9H7IO/c10-7-2-3-8-6(5-7)1-4-9(8)11/h2-3,5H,1,4H2

Upstream product

• 3470-54-0 5-aminoindan-1-one 

Downstream Products

• 150969-56-5 5-(trifluoromethyl)-2,3-dihydro-1H-inden-1-one 
• 869725-57-5 5-(trifluoromethyl)-2,3-dihydro-1H-inden-1-ol 
• 511533-22-5 ethyl 1-(2',4'-dichlorophenyl)-6-iodo-1,4-dihydroindeno[1,2-c]pyrazole-3-carboxylate 
• 511533-10-1 1-(2',4'-dichlorophenyl)-6-iodo-1,4-dihydroindeno[1,2-c]pyrazole-3-carboxylic acid 

Relevant academic research and scientific papers

Synthesis of haloindenes

The subject invention provides an expedited synthesis of 5, 6, and 7-iodoindenes from the corresponding aminoindan-1-ones in more than 70% yield, employing readily available precursors and reagents. A three-step sequence involves diazotization-iodination of aminoindan-1-one followed by reduction and dehydration. The method has a general character and can be extended for the preparation of various 4-, 5-, 6- or 7-haloindenes using different halogen sources for diazotization-halogenation reaction.

Iodoindenes: Synthesis and application to cross-coupling

An expeditious synthesis of 5-, 6-, and 7-iodoindenes from the corresponding aminoindan-1-ones in more than 70% yield employing readily available precursors and ubiquitous reagents is reported. The 4-iodoindene has been prepared analogously in 40% overall yield. A three-step sequence involves diazotization-iodination of aminoindan-1-one followed by the reduction and dehydration. The iodoindenes serve as effective substrates for the regioselective Stille coupling with vinyl stannanes but isomeric mixtures are produced during Sonogashira coupling with alkynes in the presence of triethylamine.

CERAMIDE GALACTOSYLTRANSFERASE INHIBITORS FOR THE TREATMENT OF DISEASE

Described herein are compounds, methods of making such compounds, pharmaceutical compositions and medicaments containing such compounds, and methods of using such compounds to treat or prevent diseases or disorders associated with the enzyme ceramide galactosyltransferase (CGT), such as, for example, lysosomal storage diseases. Examples of lysosomal storage diseases include, for example, Krabbe disease and Metachromatic Leukodystrophy.

Tricyclic pyrazoles. Part 1: synthesis and biological evaluation of novel 1,4-dihydroindeno[1,2-c]pyrazol-based ligands for CB1and CB2 cannabinoid receptors.

Cannabinoids receptors, cellular elements of the endocannabinoid system, have been the focus of extensive studies because of their potential functional role in several important physiological and pathological processes. To further evaluate the properties of CB receptors, especially CB(1) and CB(2) subtypes, we have designed, using SR141716A as a benchmark, a new series of rigid 1-aryl-1,4-dihydroindeno[1,2-c]pyrazole-3-carboxamides. Compounds 1 were synthesized from substituted 1-aryl-1,4-dihydroindeno[1,2-c]pyrazole-3-carboxylic acids and requisite amines. The various analogues were assayed for binding both to the brain and peripheral cannabinoid receptors (CB(1) and CB(2)). Seven of the new compounds displayed very high in vitro CB(2) binding affinities, especially 1a, 1b, 1c, 1e, 1g, 1h and 1j which showed K(i) values of 0.34, 0.225, 0.27, 0.23, 0.385, 0.037 and 0.9 nM, respectively. Compounds 1a, 1b, 1c and 1h showed the highest selectivity for CB(2) receptor with K(i)(CB(1)) to K(i)(CB(2)) ratios of 6029, 5635, 5814 and 9810, respectively. Noticeably, 1h exhibited the highest affinity and selectivity for CB(2) receptors.