89241-33-8

Basic information

• Product Name: [1-(PHENYLSULFONYL)-1H-INDOL-3-YL]METHANOL
• Synonyms: RARECHEM AL BD 1326;BUTTPARK 98\04-07;1-PHENYLSULPHONYLINDOLE-3-METHANOL;[1-(PHENYLSULFONYL)-1H-INDOL-3-YL]METHANOL;[1-(phenylsulphonyl)-1H-indol-3-yl]methanol;[1-(benzenesulfonyl)indol-3-yl]methanol
• CAS NO: 89241-33-8
• Molecular Formula: C₁₅H₁₃NO₃S
• Molecular Weight: 287.33
• Mol File: 89241-33-8.mol
• Article Data: 9

Chemical Properties

• Melting Point: 90 °C
• Boiling Point: 529.5°C at 760 mmHg
• Flash Point: 274°C
• Appearance: /
• Density: 1.32g/cm³
• Vapor Pressure: 4.84E-12mmHg at 25°C
• Refractive Index: 1.644
• CAS DataBase Reference: [1-(PHENYLSULFONYL)-1H-INDOL-3-YL]METHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: [1-(PHENYLSULFONYL)-1H-INDOL-3-YL]METHANOL(89241-33-8)
• EPA Substance Registry System: [1-(PHENYLSULFONYL)-1H-INDOL-3-YL]METHANOL(89241-33-8)

Safety Data

• Safety Statements: S24/25:Avoid contact with skin and eyes.
• Hazardous Substances Data: 89241-33-8(Hazardous Substances Data)

Usage

Description

[1-(PHENYLSULFONYL)-1H-INDOL-3-YL]METHANOL is a chemical compound characterized by the molecular formula C15H13NO3S. It is a white to light beige solid that features a phenylsulfonyl group and an indol-3-yl group connected to a methanol moiety. This versatile chemical is utilized in various research and industrial applications, including the synthesis of other organic compounds and as a reagent in chemical reactions. Additionally, it may possess pharmacological or biological activity, although further research is required to fully explore its properties and potential applications.

Uses

Used in Chemical Synthesis:
[1-(PHENYLSULFONYL)-1H-INDOL-3-YL]METHANOL is used as a building block in the synthesis of other organic compounds. Its unique structure allows it to be a valuable component in creating a variety of molecules for different applications.
Used in Chemical Reactions:
As a reagent, [1-(PHENYLSULFONYL)-1H-INDOL-3-YL]METHANOL is employed in various chemical reactions. Its presence can facilitate or enhance the processes, leading to desired outcomes in research and industrial settings.
Used in Pharmaceutical Research:
[1-(PHENYLSULFONYL)-1H-INDOL-3-YL]METHANOL may have potential pharmacological or biological activity. It is used in pharmaceutical research to explore its properties and possible applications in the development of new drugs or therapies.
Used in Biological Research:
In biological research, [1-(PHENYLSULFONYL)-1H-INDOL-3-YL]METHANOL is utilized to study its interactions with biological systems. This can provide insights into its potential uses in medicine, agriculture, or other related fields.
Overall, [1-(PHENYLSULFONYL)-1H-INDOL-3-YL]METHANOL is a multifaceted chemical with a range of potential uses across various industries, from chemical synthesis to pharmaceutical and biological research. Its versatility and potential applications make it an important compound for ongoing scientific exploration.

InChI:InChI=1/C15H13NO3S/c17-11-12-10-16(15-9-5-4-8-14(12)15)20(18,19)13-6-2-1-3-7-13/h1-10,17H,11H2

Upstream product

• 58550-78-0 N-benzenesulfonyl-3-(bromomethyl)indole 
• 50-00-0 formaldehyd 
• 80360-14-1 3-iodo-1-phenylsulfonyl-1H-indole 
• 487-89-8 Indole-3-carboxaldehyde 
• 98-09-9 benzenesulfonyl chloride 
• 100-63-0 phenylhydrazine 
• 666752-02-9 ethyl 3-hydroxymethyl-indole-2-carboxylate 
• 700-06-1 indole-3-carbinol 

Downstream Products

• 89241-34-9 1-(phenylsulfonyl)-3-(hydroxymethyl)indole-2-carboxaldehyde 
• 122504-95-4 (1-Benzenesulfonyl-1H-indol-3-ylmethylsulfanyl)-acetic acid ethyl ester 
• 444771-95-3 carbamic acid 1-benzenesulfonyl-1H-indol-3-yl methyl ester 
• 239-01-0 11H-benzo[a]carbazole 
• 181212-63-5 11-(phenylsulfonyl)-11H-benzocarbazole 
• 221011-97-8 1,2,3,4-tetrahydro-11-(phenylsulfonyl)-11H-benzocarbazole 
• 221011-95-6 1-(phenylsulfonyl)-2(1-hydroxy-6-hexenyl)indole-3-carboxaldehyde 
• 221011-98-9 C₂₂H₂₁NO₃S 
• 221011-96-7 3-(5-hexenyl)-4-(phenylsulfonyl)-4H-furo<3,4-b>indole 
• 221011-94-5 7-hydroxy-7-<1-(phenylsulfonyl)-3-(hydroxymethyl)indol-2-yl>hept-1-ene 
• 122505-04-8 (1-Benzenesulfonyl-1H-indol-3-ylmethanesulfonyl)-acetic acid ethyl ester 
• 122505-16-2 4-Benzenesulfonyl-2,2-dioxo-1,2,3,4-tetrahydro-2λ⁶-thieno[3,4-b]indole-3-carboxylic acid ethyl ester 
• 122505-08-2 (1-Benzenesulfonyl-1H-indol-3-ylmethanesulfonyl)-diazo-acetic acid ethyl ester 
• 89241-37-2 4-(phenylsulfonyl)-4H-furo<3,4-b>indole 

Relevant articles and documents

Discovery and Development of 1-[(2-Bromophenyl)sulfonyl]-5-methoxy-3-[(4-methyl-1-piperazinyl)methyl]-1H-indole Dimesylate Monohydrate (SUVN-502): A Novel, Potent, Selective and Orally Active Serotonin 6 (5-HT6) Receptor Antagonist for Potential Treatment of Alzheimer’s Disease

Optimization of a novel series of 3-(piperazinylmethyl) indole derivatives as 5-hydroxytryptamine-6 receptor (5-HT6R) antagonists resulted in identification of 1-[(2-bromophenyl)sulfonyl]-5-methoxy-3-[(4-methyl-1-piperazinyl)methyl]-1H-indole dimesylate monohydrate (5al, SUVN-502) as a clinical candidate for potential treatment of cognitive disorders. It has high affinity at human 5-HT6R (Ki = 2.04 nM) and selectivity over 100 target sites which include receptors, enzymes, peptides, growth factors, ion channels, steroids, immunological factors, second messengers, and prostaglandins. It has high selectivity over 5-HT2A receptor. It is orally bioavailable and brain penetrant with robust preclinical efficacy. The combination of 5al, donepezil, and memantine (triple combination) produces synergistic effects in extracellular levels of acetylcholine in the ventral hippocampus. Preclinical efficacy in triple combination and high selectivity over 5-HT2A receptors are the differentiating features which culminated in selection of 5al for further development. The Phase-1 evaluation of safety and pharmacokinetics has been completed, allowing for the initiation of a Phase-2 proof of concept study.

Development of indole sulfonamides as cannabinoid receptor negative allosteric modulators

Existing CB1 negative allosteric modulators (NAMs) fall into a limited range of structural classes. In spite of the theoretical potential of CB1 NAMs, published in vivo studies have generally not been able to demonstrate the expected therapeutically-relevant CB1-mediated effects. Thus, a greater range of molecular tools are required to allow definitive elucidation of the effects of CB1 allosteric modulation. In this study, we show a novel series of indole sulfonamides. Compounds 5e and 6c (ABD1075) had potencies of 4 and 3?nM respectively, and showed good oral exposure and CNS penetration, making them highly versatile tools for investigating the therapeutic potential of allosteric modulation of the cannabinoid system.

N-ARYLSULFONYL-3-SUBSTITUTED INDOLES HAVING SEROTONIN RECEPTOR AFFINITY, PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITION CONTAINING THEM

The present invention relates to novel N-arylsulfonyl-3-substituted indole compounds, their derivatives, their analogs, their tautomeric forms, their stereoisomers, their geometric forms, their N-oxides, their polymorphs, their pharmaceutically acceptable