159182-40-8

Basic information

• Product Name: QUINOLINE-3-SULFONYL CHLORIDE
• Synonyms: QUINOLINE-3-SULFONYL CHLORIDE
• CAS NO: 159182-40-8
• Molecular Formula: C₉H₆ClNO₂S
• Molecular Weight: 227.67
• Product Categories: Aromatics Compounds;Aromatics;Sulfonyl Chlorides;Sulfur & Selenium Compounds
• Mol File: 159182-40-8.mol
• Article Data: 8

Chemical Properties

• Melting Point: NA
• Boiling Point: 385.826°C at 760 mmHg
• Flash Point: 187.141°C
• Appearance: /
• Density: 1.484g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.647
• Storage Temp.: Hygroscopic, Store under Inert atmosphere -20°C Freezer
• PKA: 0.31±0.12(Predicted)
• CAS DataBase Reference: QUINOLINE-3-SULFONYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: QUINOLINE-3-SULFONYL CHLORIDE(159182-40-8)
• EPA Substance Registry System: QUINOLINE-3-SULFONYL CHLORIDE(159182-40-8)

Safety Data

• Hazardous Substances Data: 159182-40-8(Hazardous Substances Data)

Usage

Chemical Properties

Yellow Solid

InChI:InChI=1/C9H6ClNO2S/c10-14(12,13)8-5-7-3-1-2-4-9(7)11-6-8/h1-6H

Upstream product

• 2769-32-6 3,3'-bisquinolinyl disulfide 
• 1207164-22-4 3-(benzylthio)quinoline 
• 5332-24-1 3-bromoquinoline 
• 76076-35-2 3-mercaptoquinoline 

Downstream Products

• 1426231-98-2 C₂₃H₂₆Cl₂N₄O₂S 
• 1360625-44-0 N-{3-[4-(3-chlorophenyl)piperazin-1-yl]propyl}-3-quinolinesulfonamide hydrochloride 
• 1360684-64-5 N-{3-[4-(3-chlorophenyl)piperazin-1-yl]propyl}-3-quinolinesulfonamide 
• 1360625-55-3 N-{3-[4-(4-chlorophenyl)piperazin-1-yl]pentyl}-3-quinolinesulfonamide hydrochloride 
• 1364122-06-4 N-{3-[4-(4-chlorophenyl)piperazin-1-yl]pentyl}-3-quinolinesulfonamide 
• 1360625-47-3 N-{4-[4-(3-chlorophenyl)piperazin-1-yl]butyl}-3-quinolinesulfonamide hydrochloride 
• 1360684-67-8 N-{4-[4-(3-chlorophenyl)piperazin-1-yl]butyl}-3-quinolinesulfonamide 
• 1360625-51-9 N-{4-[4-(3-chlorophenyl)piperazin-1-yl]butyl}-4-quinolinesulfonamide hydrochloride 
• 1360684-71-4 N-{4-[4-(3-chlorophenyl)piperazin-1-yl]butyl}-4-quinolinesulfonamide 
• 1360625-45-1 N-{3-[4-(4-chlorophenyl)piperazin-1-yl]propyl}-3-quinolinesulfonamide hydrochloride 
• 1360684-65-6 N-{3-[4-(4-chlorophenyl)piperazin-1-yl]propyl}-3-quinolinesulfonamide 
• 1360625-63-3 3-(4-{2-[4-(4-chlorophenyl)piperazin-1-yl]ethyl}piperidine-1-sulfonyl)quinoline hydrochloride 
• 1360684-76-9 3-(4-{2-[4-(4-chlorophenyl)piperazin-1-yl]ethyl}piperidine-1-sulfonyl)quinoline 
• 1360625-61-1 3-{4-[4-(4-chlorophenyl)piperazin-1-ylmethyl]piperidine-1-sulfonyl}quinoline hydrochloride 

Relevant articles and documents

Antidepressant and antipsychotic activity of new quinoline- and isoquinoline-sulfonamide analogs of aripiprazole targeting serotonin 5-HT 1A/5-HT2A/5-HT7 and dopamine D 2/D3 receptors

A series of new quinoline- and isoquinoline-sulfonamide analogs of aripiprazole was synthesized to explore the influence of two structural features-replacement of ether/amide moiety with sulfonamide one, and localization of a sulfonamide group in the azine moiety. In contrast to aripiprazole, compound 33 (N-(3-(4-(2,3-dichlorophenyl)piperazin-1-yl)propyl) quinoline-7-sulfonamide) and 39 (N-(4-(4-(2,3-dichlorophenyl)piperazin-1-yl) butyl)isoquinoline-3-sulfonamide) displaying multireceptor 5-HT 1A/5-HT2A/5-HT7/D2/D3 profile, and behaving as 5-HT1A agonists, D2 partial agonists, and 5-HT2A/5-HT7 antagonists, produced significant antidepressant activity in FST in mice. On the other hand, their 4-isoquinolinyl analog 40 (N-(4-(4-(2,3-dichlorophenyl)piperazin-1-yl)butyl) isoquinoline-4-sulfonamide), with similar receptor binding and functional profile, additionally displayed remarkable antipsychotic properties in the MK-801-induced hyperlocomotor activity in mice.

Efficient and scalable synthesis of pyridine sulfonamides

Short-step and scalable transformations from 2,6-dibromopyridine to 6-bromopyridine-2-sulfonamide by means of halogen-metal exchange and subsequent reaction with sulfuryl chloride followed by amidation are established. Application of the method for the synthesis of various pyridine sulfonamides is also described. Georg Thieme Verlag Stuttgart - New York.

4' SUBSTITUTED COMPOUNDS HAVING 5-HT6 RECEPTOR AFFINITY

The present disclosure provides compounds having affinity for the 5-HT6 receptor which are of the formula (I): wherein R1, R2, R5, R6, B, D, E, G, Q, x and n are as defined herein. The disclosure also relates to methods of preparing such compounds, compositions containing such compounds, and methods of use thereof.