6291-07-2

Basic information

• Product Name: 5-CHLORONAPHTHALENE-1-SULFONYL CHLORIDE
• Synonyms: 5-CHLORONAPHTHALENE-1-SULFONYL CHLORIDE;NSC 4618;5-Chloro-1-(chlorosulphonyl)naphthalene;5-chloro-1-Naphthalenesulfonyl chloride
• CAS NO: 6291-07-2
• Molecular Formula: C₁₀H₆Cl₂O₂S
• Molecular Weight: 261.12
• Product Categories: Aromatics Compounds;Aromatics;Sulfonyl Chlorides;Sulfur & Selenium Compounds
• Mol File: 6291-07-2.mol
• Article Data: 3

Chemical Properties

• Melting Point: 94-95
• Boiling Point: 375.4 °C at 760 mmHg
• Flash Point: 180.9 °C
• Appearance: Yellow Crystalline Solid
• Density: 1.516 g/cm³
• Vapor Pressure: 1.68E-05mmHg at 25°C
• Refractive Index: 1.649
• Storage Temp.: -20°C Freezer
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
• CAS DataBase Reference: 5-CHLORONAPHTHALENE-1-SULFONYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-CHLORONAPHTHALENE-1-SULFONYL CHLORIDE(6291-07-2)
• EPA Substance Registry System: 5-CHLORONAPHTHALENE-1-SULFONYL CHLORIDE(6291-07-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26
• Hazardous Substances Data: 6291-07-2(Hazardous Substances Data)

Usage

Description

5-Chloronaphthalene-1-sulfonyl Chloride, with the CAS number 6291-07-2, is a yellow crystalline solid that serves as a valuable compound in the realm of organic synthesis. Its unique chemical structure allows it to be a versatile building block for the creation of various complex organic molecules.

Uses

Used in Organic Synthesis:
5-Chloronaphthalene-1-sulfonyl Chloride is used as a synthetic intermediate for the production of a wide range of organic compounds. Its chemical properties make it suitable for use in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 5-Chloronaphthalene-1-sulfonyl Chloride is used as a key building block for the development of new drugs. Its unique structure allows for the creation of novel molecules with potential therapeutic applications, contributing to the advancement of medical treatments.
Used in Agrochemical Industry:
5-Chloronaphthalene-1-sulfonyl Chloride is also utilized in the agrochemical industry for the synthesis of new pesticides and other crop protection agents. Its incorporation into these products can lead to improved efficacy and selectivity, ultimately benefiting agricultural productivity and sustainability.
Used in Specialty Chemicals:
In the specialty chemicals sector, 5-Chloronaphthalene-1-sulfonyl Chloride is employed as a crucial component in the synthesis of various high-value chemicals. These can include dyes, fragrances, and other additives that are used across a wide range of industries, from textiles to cosmetics.

InChI:InChI=1/C10H6Cl2O2S/c11-9-5-1-4-8-7(9)3-2-6-10(8)15(12,13)14/h1-6H

Upstream product

• 89108-43-0 5-chloronaphthalene-1-sulfonic acid 
• 84-89-9 1-aminonaphthalene-5-sulfonic acid 

Downstream Products

• 1825-30-5 1,5-dichloronaphthalene 

Relevant articles and documents

Synthesis of the calmodullin antagonist N-(6-aminohexyl)-5-chloro-1-naphthalenesulfonamide (W-7)

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Discovering potassium channel blockers from synthetic compound database by using structure-based virtual screening in conjunction with electrophysiological assay

Potassium ion (K+) channels are attractive targets for drug discovery because of the essential roles played in biological systems. However, high-throughput screening (HTS) cannot be used to screen K+ channel blockers. To overcome this disadvantage of HTS, we have developed a virtual screening approach for discovering novel blockers of K+ channels. On the basis of a three-dimensional model of the eukaryotic K+ channels, molecular docking-based virtual screening was employed to search the chemical database MDL Available Chemicals Directory (ACD). Compounds were ranked according to their relative binding energy, favorable shape complementarity, and potential to form hydrogen bonds with the outer mouth of the K+ channel model. Twenty candidate compounds selected from the virtual screening were examined using the whole-cell voltage-clamp recording in rat dissociated hippocampal neurons. Among them, six compounds (5, 6, 8, 18-20) potently blocked both the delayed rectifier (IK) and fast transient K+ currents (IA). When applied externally, these six compounds preferentially blocked IK with potencies 2- to 500-fold higher than that of tetraethylammonium chloride. Intracellular application of the six compounds had no effect on both K+ currents. In addition, the interaction models and binding free energy calculations demonstrated that hydrophobic interaction and solvent effects play important roles in the inhibitory activities of these compounds. The results demonstrated that structure-based computer screening strategy could be used to identify novel, structurally diverse compounds targeting the pore binding pocket of the outer mouth of voltage-gated K+ channels. This study provides an alternative way of finding new blockers of voltage-gated K+ channels, while the techniques for high-throughput screening of K+ channel drugs remain in development.