114144-16-0

Basic information

• Product Name: 6-IODO-2,3-DIHYDRO-1H-INDOLE
• Synonyms: 6-IODO-2,3-DIHYDRO-1H-INDOLE;1H-Indole, 2,3-dihydro-5-iodo-;5-Iodo-2,3-dihydro-1H-indole;5-iodoindoline
• CAS NO: 114144-16-0
• Molecular Formula: C₈H₈IN
• Molecular Weight: 245.06
• Mol File: 114144-16-0.mol

Chemical Properties

• Boiling Point: 289.617 ºC at 760 mmHg
• Flash Point: 128.956 ºC
• Appearance: /
• Density: 1.794 g/cm³
• Vapor Pressure: 0.002mmHg at 25°C
• Refractive Index: 1.654
• CAS DataBase Reference: 6-IODO-2,3-DIHYDRO-1H-INDOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-IODO-2,3-DIHYDRO-1H-INDOLE(114144-16-0)
• EPA Substance Registry System: 6-IODO-2,3-DIHYDRO-1H-INDOLE(114144-16-0)

Safety Data

• Hazardous Substances Data: 114144-16-0(Hazardous Substances Data)

Usage

Uses

Used in Medicinal Chemistry Research:
6-Iodo-2,3-dihydro-1H-indole is employed as a synthetic intermediate for the development of novel compounds and drugs. Its increased reactivity due to the iodine atom allows for a broader range of chemical reactions, facilitating the creation of diverse molecular structures with potential therapeutic applications.
Used in Organic Synthesis:
In the field of organic synthesis, 6-Iodo-2,3-dihydro-1H-indole serves as a valuable building block for the assembly of more complex organic molecules. Its unique structure and reactivity make it a versatile component in the synthesis of various organic compounds, including those with potential applications in materials science, pharmaceuticals, and other industries.
Used in Radiolabeling Studies:
6-Iodo-2,3-dihydro-1H-indole, due to the presence of the iodine atom, can be used in radiolabeling studies. Radiolabeled compounds are essential tools in various research areas, including the investigation of biological processes, drug metabolism, and the development of diagnostic agents.
Used in Biochemical Assays:
The reactivity of 6-Iodo-2,3-dihydro-1H-indole can be exploited in biochemical assays to probe the interactions between molecules. It can be used to study enzyme activity, protein-ligand interactions, and other biological processes, providing valuable insights into the molecular mechanisms underlying various diseases and conditions.

InChI:InChI=1/C8H8IN/c9-7-2-1-6-3-4-10-8(6)5-7/h1-2,5,10H,3-4H2

Upstream product

• 885697-10-9 1-(trifluoroacetyl)-5-iodo-2,3-dihydro-1H-indole 
• 61995-51-5 1-acetyl-2,3-dihydro-5-iodoindole 
• 16066-91-4 5-iodo-1H-indole 

Downstream Products

• 16066-91-4 5-iodo-1H-indole 
• 20780-76-1 5-iodoisatin 
• 114144-17-1 5-iodo-1H-indole-3-carbaldehyde 

Relevant articles and documents

SUBSTITUTED PYRIMIDINYL AND PYRIDINYL-PYRROLOPYRIDINONES, PROCESS FOR THEIR PREPARATION AND THEIR USE AS KINASE INHIBITORS

The present invention relates to substituted pyrimidinyl- and pyridinylpyrrolopyridinone compounds which modulate the activity of protein kinases and are therefore useful in treating diseases caused by dysregulated protein kinase activity, in particular RET family kinases. The present invention also provides methods for preparing these compounds, pharmaceutical compositions comprising these compounds, and methods of treating diseases utilizing pharmaceutical compositions containing these compounds.

BICYCLIC GPR119 MODULATORS

The present invention relates to compounds of Formula (I) that are useful for treating, preventing and/or managing the diseases, disorders, syndromes or conditions associated with the modulation of GPR119 receptor activity. The invention also relates to the process for preparation of the compounds, pharmaceutical compositions thereof. The invention further relates to methods o f treating, preventing and/or managing diseases, disorders syndromes or conditions associated with the modulation of GPR119 receptor by using either alone or in combinations of Formula (I)

S1P RECEPTORS MODULATORS AND THEIR USE THEREOF

The invention relates to novel compounds that have S1P receptor modulating activity. Further, the invention relates to a pharmaceutical comprising at least one compound of the invention for the treatment of diseases and/or conditions caused by or associated with inappropriate S1P receptor modulating activity or expression, for example, autoimmune response. A further aspect of the invention relates to the use of a pharmaceutical comprising at least one compound of the invention for the manufacture of a medicament for the treatment of diseases and/or conditions caused by or associated with inappropriate S1P receptor modulating activity or expression such as autoimmune response.

Design, structure-activity relationship, and pharmacokinetic profile of pyrazole-based indoline factor Xa inhibitors

A new series of pyrazole-based factor Xa inhibitors have been identified as part of our ongoing efforts to optimize previously reported clinical candidate razaxaban. Concern over the possible formation of primary aniline metabolites via amide hydrolysis led to the replacement of the primary amide linker between the pyrazole and phenyl moieties with secondary amides. This was accomplished by replacing the aniline with a variety of heterobicycles, of which indolines were the most potent. The indoline series demonstrated subnanomolar factor Xa binding Kis, modest to high selectivity versus other serine proteases, and good in vitro clotting activity. A small number of indoline fXa inhibitors were profiled in a dog pharmacokinetic model, one of which demonstrated pharmacokinetic parameters similar to that of clinical candidate razaxaban.

MACROLONE COMPOUNDS

A compound of formula (I) compositions comprising same, processes for their preparation and use of said compounds, particularly in the treatment of microbial infections.

NOVEL COMPOUNDS

The present invention relates to novel indole derivatives such as compounds of the formula (I): which possess antagonist potency at the 5-HT6 receptor and the use of such compounds or pharmaceutically acceptable salts or solvates thereof in the treatment of Alzheimer's disease and other CNS disorders.

The Chemistry of Indoles. XXXIX. A Facile Synthetic Method for 7-Substituted Indoles

A simple four-step synthetic method for 7-iodo-, 7-bromo- and 7-chloroindole was established with high overall yield starting from 2,3-dihydroindole.Several 7-substituted indoles carrying a carbon side chain and 7-methoxyindole were also synthetized.Keywords - thallation; 7-substituted indole; regioselective metalation; 7-iodoindole; 7-bromoindole; 7-chloroindole; 7-methoxyindole; methyl 3-(indol-7-yl)acrylate; 4-(indol-7-yl)-2-methyl-3-buten-2-ol; Heck reaction