352708-55-5

Usage

Uses

Used in Organic Synthesis:
(3-iodophenyl)methanesulfonyl chloride is used as a reagent for the preparation of sulfonamides and other organic compounds. Its selective introduction of the sulfonyl chloride group to various organic molecules makes it a valuable tool in this field.
Used in Medicinal Chemistry and Drug Discovery:
(3-iodophenyl)methanesulfonyl chloride is used as a synthetic intermediate in the synthesis of pharmaceutical compounds. Its versatility and reactivity contribute to the development of new drugs and therapeutic agents.
Used in Research and Development:
(3-iodophenyl)methanesulfonyl chloride is used as a research chemical to explore its properties and potential applications in various chemical and pharmaceutical processes.
It is important to handle (3-iodophenyl)methanesulfonyl chloride with caution, as it is a strong irritant to the skin, eyes, and respiratory system. It should be used in a well-ventilated area with appropriate protective equipment.

Upstream product

• 49617-83-6 m-Iodobenzyl bromide 
• 452340-19-1 sodium (3-iodophenyl)methanesulfonate 

Relevant academic research and scientific papers

Synthesis and receptor binding studies of novel 4,4-disubstituted arylalkyl/arylalkylsulfonyl piperazine and piperidine-based derivatives as a new class of σ1 ligands

This study presents the synthesis and biological evaluation of a new series of arylalkyl/arylalkylsulfonyl piperazine and piperidine-based derivatives as sigma receptor ligands. It was found that a number of halogen substituted sulfonamides display relatively high and low affinities to σ1 and σ2 receptors, respectively. The σ1 affinities and subtype selectivities of four piperidine derivatives were also found to be generally comparable to those of piperazine analogues. Compared to σ1-Rs compounds with n = 0 and 2, those with n = 1 proved to have optimal length of carbon chain by exhibiting higher affinities. Within this series, the 4-benzyl-1-(3-iodobenzylsulfonyl)piperidine sigma ligand was identified with 96-fold σ1/σ2 selectivity ratio (Kiσ1 = 0.96 ± 0.05 nM and K iσ2 = 91.8 ± 8.1 nM).

Synthesis and structure-activity relationships of long-acting β2 adrenergic receptor agonists incorporating arylsulfonamide groups

A series of saligenin alkoxyalkylphenylsulfonamide β2 adrenoceptor agonists were prepared by reacting a protected saligenin oxazolidinone with alkynyloxyalkyl bromides, followed by Sonogashira reaction, hydrogenation, and deprotection. The meta-substituted primary sulfonamide was more potent than the paraand the ortho-analogues. Primary sulfonamides were more potent than the secondary and tertiary analogues. The onset and duration of action in vitro of selected compounds was assessed on isolated superfused guinea pig trachea. Sulfonamide 29b had the best profile of potency, selectivity, onset, and duration of action on both guinea pig trachea and human bronchus. Furthermore, 29b was found to have low oral bioavailability in rat and dog and also to have long duration of action in an in vivo model of bronchodilation. Crystalline salts of 29b were identified that had suitable properties for inhaled administration. A proposed binding mode for 29b to the β2-receptor is presented.