165250-34-0

Basic information

• Product Name: 1H-INDOLE-3-PROPANOL,5-BROMO-
• Synonyms: 1H-INDOLE-3-PROPANOL,5-BROMO-;3-(5-bromo-1H-indol-3-yl)propan-1-ol
• CAS NO: 165250-34-0
• Molecular Formula: C11H12BrNO
• Molecular Weight: 254.12
• Mol File: 165250-34-0.mol
• Article Data: 18

Chemical Properties

• Boiling Point: 429.2±30.0 °C(Predicted)
• Appearance: /
• Density: 1.541±0.06 g/cm3(Predicted)
• PKA: 15.07±0.10(Predicted)
• CAS DataBase Reference: 1H-INDOLE-3-PROPANOL,5-BROMO-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-INDOLE-3-PROPANOL,5-BROMO-(165250-34-0)
• EPA Substance Registry System: 1H-INDOLE-3-PROPANOL,5-BROMO-(165250-34-0)

Safety Data

• Hazardous Substances Data: 165250-34-0(Hazardous Substances Data)

Usage

Chemical Class

Indole derivatives

Substitution

5-Bromo, 3-Propyl

Molecular Weight

214.1 g/mol

Physical State

Solid

Appearance

White or off-white crystalline solid

Solubility

Slightly soluble in water, soluble in organic solvents such as ethanol, methanol, and chloroform

Melting Point

156-158°C

Boiling Point

Not applicable, as it is a solid

Biological Activity

Potential antihypertensive, antitumor, and anti-inflammatory properties; being studied for its pharmacological properties

Uses

Building block in organic synthesis, precursor for the production of pharmaceuticals, agrochemicals, and other fine chemicals; potential use in the treatment of neurodegenerative and inflammatory diseases.

Upstream product

• 110-87-2 3,4-dihydro-2H-pyran 
• 622-88-8 4-bromophenylhydrazine hydrochloride 
• 109-99-9 tetrahydrofuran 
• 68-12-2 N,N-dimethyl-formamide 
• 3174-74-1 dihydropyran 
• 1148108-75-1 3-(5-bromo-1H-indol-3-yl)propyl acetate 
• 589-21-9 (4-bromophenyl)hydrazine 

Downstream Products

• 54298-70-3 3-(5-bromo-1H-indole-3-yl)propane-1-amine 
• 1452806-87-9 2-(4-(3-(5-chloro-1H-indol-3-yl)propyl)piperazin-1-yl)-N-cyclohexyl-N-(2-methoxyphenyl)acetamide 
• 1452806-86-8 2-(4-(3-(5-bromo-1H-indol-3-yl)propyl)piperazin-1-yl)-N-cyclohexyl-N-phenylacetamide 

Relevant articles and documents

NOVEL COMPOUND, PREPARATION METHOD THEREOF, AND USE THEREOF

The present invention relates to a method for preparing a biomaterial having selectively functionalized tyrosine, a biomaterial having selectively functionalized tyrosine, and a pharmaceutical composition containing the same as an active ingredient. The method for preparing a biomaterial to which a compound represented by formula 2 is coupled, of the present invention, allows the compound represented by formula 2 to be selectively coupled, in a high yield in a biomaterial, to tyrosine, which is present on the surface of an aqueous solution such that the coupling thereof to amino acids other than tyrosine does not occur and, when only one tyrosine is present, heterogeneous mixtures are not present and the inherent activity of the biomaterial is maintained, and thus the compound can be effectively used as a pharmaceutical composition containing a biomaterial drug as an active ingredient. In addition, the method can selectively functionalize tyrosine, and thus can be effectively used for tyrosine functionalization in a biomaterial.

Design, Synthesis, and Structure-Activity Relationship Studies of Novel Indolyalkylpiperazine Derivatives as Selective 5-HT1A Receptor Agonists

5-HT1A receptor (5-HT1AR) agonists have been implicated in the treatment of a variety of central nervous system (CNS) diseases such as depression and anxiety, et al. Based on our previously found compound FW01 (Ki = 51 ± 16 nM) obtained by virtual screening, a series of FW01 derivatives were designed and synthesized by the modification of the amide tail group as well as indole headgroup of FW01. SAR exploration found that amide tail group and indole headgroup play pivotal roles in determining the binding affinity and selectivity on dopamine and serotonin receptor subtypes. Among all tested compounds, 9_24 has a Ki value of 5 ± 0.6 nM with a good selectivity toward 5-HT1AR. The [35S] GTPγS assay showed that 9_24 is a full agonist toward 5-HT1AR with an EC50 value of 0.059 nM, which shows 266.2 and 146.4-fold selectivity to 5-HT2A and D3 respectively. Molecular dynamics simulations and molecular docking studies with 5-HT1AR-9_24 were performed to disclose the mechanism of its high activity and selectivity. Finally, a detailed stepwise 9_24 induced signal transduction mechanism of 5-HT1AR is proposed.

Substituted indole compound and method and use thereof

The invention provides a new indole compound, pharmaceutically acceptable salts and medicinal preparations thereof, and a use of the new indole compound in selective inhibition of 5-hydroxytryptamine reuptake and /or excitation of a 5-HT1A receptor. The invention also relates to medicinal compositions comprising the compounds, and a method for treating the central nervous system dysfunction of mammals, especially humans by using the medicinal compositions.