134479-04-2

Basic information

• Product Name: PYRIDINE-4-SULFONYL CHLORIDE
• Synonyms: PYRIDINE-4-SULFONYL CHLORIDE;4-pyridyl sulfonyl chloride;4-Pyridinesulfonyl chloride;PYRIDINE-4-SULFONYL CHLORIDE HCl;YRIDINE-4-SULFONYL CHLORIDE
• CAS NO: 134479-04-2
• Molecular Formula: C₅H₄ClNO₂S
• Molecular Weight: 177.60876
• EINECS: 200-258-5
• Mol File: 134479-04-2.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 284℃
• Flash Point: 126℃
• Appearance: /
• Density: 1.488
• Vapor Pressure: 0.005mmHg at 25°C
• Refractive Index: 1.553
• PKA: -0.61±0.26(Predicted)
• CAS DataBase Reference: PYRIDINE-4-SULFONYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: PYRIDINE-4-SULFONYL CHLORIDE(134479-04-2)
• EPA Substance Registry System: PYRIDINE-4-SULFONYL CHLORIDE(134479-04-2)

Safety Data

• Hazardous Substances Data: 134479-04-2(Hazardous Substances Data)

Usage

General Description

Pyridine-4-sulfonyl chloride is a chemical compound with the formula C5H4NO2SCl. It is a reactive and versatile building block in organic synthesis, commonly used in pharmaceutical and agrochemical industries. It is a colorless to pale yellow liquid with a strong odor, and is highly reactive with water, alcohols, and amines. Pyridine-4-sulfonyl chloride is primarily employed in the synthesis of pharmaceuticals, including antihypertensive, anti-inflammatory, and antiviral drugs, as well as agrochemicals. It is also used as a reagent in the production of dyes and pigments. Additionally, it can be used as a protecting group for amines in organic synthesis. Due to its reactivity and potential hazards, proper handling and storage are necessary when working with pyridine-4-sulfonyl chloride.

InChI:InChI=1/C5H4ClNO2S/c6-10(8,9)5-1-3-7-4-2-5/h1-4H

Upstream product

• 2645-22-9 dipyridin-4-yl disulfide 
• 1120-87-2 4-bromopyridin 
• 4556-23-4 pyridine-4-thiol 

Downstream Products

• 65938-88-7 pyridine-4-sulfonamide 
• 116008-37-8 sodium pyridine-4-sulfinate 
• 1230558-91-4 C₃₈H₄₉F₂N₅O₇S 
• 134479-44-0 C₂₈H₂₄N₁₀O₆S₅ 

Relevant articles and documents

Crystal structures of pyridine sulfonamides and sulfonic acids

Despite the widespread occurrence of pyridinesulfonic acid and pyridinesulfonamide functional groups in drugs and pharmaceuticals, and their use as ligands in metal-organic frameworks, a systematic structural study of their hydrogen bonding and molecular packing is lacking. We discuss crystal structures of 2-, 3-, and 4-pyridinesulfonic acids/amides in terms of N +-H???O- hydrogen bonds, N-H???O dimer/catemer synthons, and graph set notations. This model study provides a background for polymorph screening and solid form hunting of pharmacologically active sulfonamides.

Desulfonative Suzuki–Miyaura Coupling of Sulfonyl Fluorides

Sulfonyl fluorides have emerged as powerful “click” electrophiles to access sulfonylated derivatives. Yet, they are relatively inert towards C?C bond forming transformations, notably under transition-metal catalysis. Here, we describe conditions under which aryl sulfonyl fluorides act as electrophiles for the Pd-catalyzed Suzuki–Miyaura cross-coupling. This desulfonative cross-coupling occurs selectively in the absence of base and, unusually, even in the presence of strong acids. Divergent one-step syntheses of two analogues of bioactive compounds showcase the expanded reactivity of sulfonyl fluorides to encompass both S?Nu and C?C bond formation. Mechanistic experiments and DFT calculations suggest oxidative addition occurs at the C?S bond followed by desulfonation to form a Pd-F intermediate that facilitates transmetalation.

SULFONAMIDE DERIVATIVE AND MEDICINAL USE THEREOF

Provided are sulfonamide derivatives of a specific chemical structure in which a sulfonamide group having, as a substituent, a phenyl group or a heterocyclic group having a hetero atom(s) as a constituent element(s) is present at its terminal, and pharmaceutically acceptable salts thereof. These compounds are novel compounds having excellent α4 integrin-inhibitory action.