26278-25-1

Basic information

• Product Name: 2-(1-BENZOFURAN-3-YL)ETHYL 4-METHYLBENZENESULFONATE
• Synonyms: 2-(1-BENZOFURAN-3-YL)ETHYL 4-METHYLBENZENESULFONATE
• CAS NO: 26278-25-1
• Molecular Formula: C₁₇H₁₆O₄S
• Molecular Weight: 316.37
• Mol File: 26278-25-1.mol
• Article Data: 10

Chemical Properties

• Melting Point: 61 °C
• Boiling Point: 480.6°C at 760 mmHg
• Flash Point: 244.5°C
• Appearance: /
• Density: 1.275g/cm³
• Vapor Pressure: 6.22E-09mmHg at 25°C
• Refractive Index: 1.609
• CAS DataBase Reference: 2-(1-BENZOFURAN-3-YL)ETHYL 4-METHYLBENZENESULFONATE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(1-BENZOFURAN-3-YL)ETHYL 4-METHYLBENZENESULFONATE(26278-25-1)
• EPA Substance Registry System: 2-(1-BENZOFURAN-3-YL)ETHYL 4-METHYLBENZENESULFONATE(26278-25-1)

Safety Data

• Hazardous Substances Data: 26278-25-1(Hazardous Substances Data)

Usage

Molecular Structure

Consists of a benzofuran ring attached to an ethyl group and a sulfonate group attached to a methylbenzene ring.

Usage

Commonly used in organic synthesis and pharmaceutical research.

Function

Can act as a reagent in various chemical reactions, and has potential for use in drug design and development.

Properties

May have analgesic or anti-inflammatory properties, and could also be used as a building block for the synthesis of other bioactive molecules.

Versatility

Has potential applications in the field of medicinal chemistry and drug discovery.

InChI:InChI=1/C17H16O4S/c1-13-6-8-15(9-7-13)22(18,19)21-11-10-14-12-20-17-5-3-2-4-16(14)17/h2-9,12H,10-11H2,1H3

Upstream product

• 82156-58-9 benzofuran-3-yl-acetic acid ethyl ester 
• 7169-34-8 3-oxo-2,3-dihydrobenzo[b]furan 
• 75611-06-2 2-(benzofuran-3-yl)ethan-1-ol 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 188611-35-0 5-chloro-3-benzo[b]furanethanol tosylate 

Relevant articles and documents

Synthesis and antidepressant-like activity of novel aralkyl piperazine derivatives targeting SSRI/5-HT1A/5-HT7

A series of novel aralkyl piperazine derivatives were synthesized, and evaluated for their serotonin reuptake inhibitory and 5-HT1A/5-HT7 receptors affinities activity. Antidepressant activities in vivo of the compounds were screened using the forced swimming test (FST) and tail suspension test (TST). The results indicated that compounds 21k (RUI, IC50 = 31 nM; 5-HT1A, 5-HT7, ki = 62, 12 nM) and 21n (RUI, IC50 = 25 nM; 5-HT1A, 5-HT7, ki = 28, 3.3 nM) exhibited high affinities for the 5-HT1A/5-HT7 receptors coupled with potent serotonin reuptake inhibition. Specifically, the most promising compound 21n possessed a good oral pharmacokinetic properties and an acceptable hERG profile, and showed potent antidepressant-like effect in the FST and TST models.

Synthesis of new series of iboga analogues

Synthesis of new iboga-analogues, replacing the indole ring with a benzofuran moiety has been described. Starting materials are the suitably substituted benzofuran derivatives and have been synthesized by Pd-catalyzed reactions. The conversion of endo-6-m

Halo substituent effects on intramolecular cycloadditions involving furanyl amides

Intramolecular Diels-Alder reactions involving a series of N-alkenyl-substituted furanyl amides were investigated. Stable functionalized oxanorbornenes were formed in high yield upon heating at 80-110 °C. The cycloaddition reactions include several bromo-substituted furanyl amides, and these systems were found to proceed at a much faster rate and in higher yield than without substitution. This effect was observed by incorporating a halogen in the 3- or 5-position of the furan ring and appears to be general. The origin of increased cycloaddition rates for halo-substituted furans has been investigated with quantum mechanical calculations. The success of these reactions is attributed to increases in reaction exothermicities; this both decreases activation enthalpies and increases barriers to retrocycloadditions. Halogen substitution on furan increases reactant energy and stabilizes the product, which is attributed to the preference of electronegative halogens to be attached to a more highly alkylated and therefore more electropositive framework.