147080-28-2

Basic information

• Product Name: 5-(methylthio)indoline
• Synonyms: 5-(methylthio)indoline;2,3-Dihydro-5-(methylthio)-1H-indole
• CAS NO: 147080-28-2
• Molecular Formula: C₉H₁₁NS
• Molecular Weight: 165.259
• Mol File: 147080-28-2.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 299.284 °C at 760 mmHg
• Flash Point: 134.803 °C
• Appearance: /
• Density: 1.16
• PKA: 4.96±0.20(Predicted)
• CAS DataBase Reference: 5-(methylthio)indoline(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(methylthio)indoline(147080-28-2)
• EPA Substance Registry System: 5-(methylthio)indoline(147080-28-2)

Safety Data

• Hazardous Substances Data: 147080-28-2(Hazardous Substances Data)

Usage

General Description

5-(methylthio)indoline is a chemical compound with the molecular formula C9H9NS. It is a sulfur-containing heterocyclic compound that consists of a five-membered ring with a nitrogen atom and a sulfur atom. 5-(methylthio)indoline has a yellowish solid appearance and is commonly used as a building block in organic synthesis and pharmaceutical research. It has been studied for its potential pharmacological activities, including its role as an anti-cancer agent and its ability to inhibit the growth of certain bacteria. 5-(methylthio)indoline is also known for its potential as a fluorescent dye and has been used in various imaging and sensing applications.

Upstream product

• 496-15-1 1-indoline 
• 74-88-4 methyl iodide 
• 162100-36-9 1-(5-Mercapto-2,3-dihydro-indol-1-yl)-ethanone 
• 77248-65-8 5-methylthio-1H-indole 
• 162100-46-1 1-(5-Methylsulfanyl-2,3-dihydro-indol-1-yl)-ethanone 

Downstream Products

• 387350-92-7 5-(methylsulfonyl)-2,3-dihydro-1H-indole 

Relevant articles and documents

Optimization of a novel series of potent and orally bioavailable GPR119 agonists

We describe the discovery and optimization of a novel series of furo[3,2-d]pyrimidines as G protein-coupled receptor 119 agonists. Agonistic activity of 4 (EC50?=?129?nM) was improved by replacing the intramolecular hydrogen bond between the fluorine atom and the aniline hydrogen in the head moiety with a covalent C-C bond to enhance conformational restriction, which consequently gave a lead compound 12 (EC50?=?53?nM). Optimized compound 26, which was identified by the further optimization of 12, exhibited potent activity (EC50?=?42?nM) with improved clearance in liver microsomes and induced a 33% reduction in blood glucose area under the curve at a dose of 10?mg/kg in an oral glucose tolerance test in C57BL/6N mice.

Novel and selective 5-HT(2C/2B) receptor antagonists as potential anxiolytic agents: Synthesis, quantitative structure - Activity relationships, and molecular modeling of substituted 1-(3- pyridylcarbamoyl)indolines

The synthesis, biological activity, and molecular modeling of a novel series of substituted 1-(3-pyridylcarbamoyl)indolines are reported. These compounds are isosteres of the previously published indole urea 1 (SB- 206553) and illustrate the use of aromatic disubstitution as a replacement for fused five-membered rings in the context of 5-HT(2C/2B) receptor antagonists. By targeting a region of space previously identified as sterically allowed at the 5-HT(2C) receptor but disallowed at the 5-HT(2A) receptor, we have identified a number of compounds which are the most potent and selective 5-HT(2C/2B) receptor antagonists yet reported. 46 (SB-221284) was selected on the basis of its overall biological profile for further evaluation as a novel, potential nonsedating anxiolytic agent. A CoMFA analysis of these compounds produced a model with good predictive value and in addition good qualitative agreement with both our 5-HT(2C) receptor model and our proposed binding mode for this class of ligands within that model.