53730-99-7

Basic information

• Product Name: 2-IODOBENZENE-1-SULFONAMIDE, 95%+
• Synonyms: 2-IODOBENZENE-1-SULFONAMIDE, 95%+
• CAS NO: 53730-99-7
• Molecular Formula: C₆H₆INO₂S
• Molecular Weight: 283.084
• Mol File: 53730-99-7.mol

Chemical Properties

• Melting Point: 170℃
• Boiling Point: 389.2°C at 760 mmHg
• Flash Point: 189.2°C
• Appearance: /
• Density: 2.015g/cm³
• Vapor Pressure: 2.89E-06mmHg at 25°C
• Refractive Index: 1.664
• CAS DataBase Reference: 2-IODOBENZENE-1-SULFONAMIDE, 95%+(CAS DataBase Reference)
• NIST Chemistry Reference: 2-IODOBENZENE-1-SULFONAMIDE, 95%+(53730-99-7)
• EPA Substance Registry System: 2-IODOBENZENE-1-SULFONAMIDE, 95%+(53730-99-7)

Safety Data

• Safety Statements: S24/25:Avoid contact with skin and eyes.
• Hazardous Substances Data: 53730-99-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-IODOBENZENE-1-SULFONAMIDE, 95%+ is utilized as a building block in organic synthesis, specifically for the production of drugs and pharmaceutical intermediates. Its unique structure and reactivity make it a valuable component in the development of new medications and improving existing ones.
Used in Organic Synthesis:
In the field of organic synthesis, 2-IODOBENZENE-1-SULFONAMIDE, 95%+ is employed as a key component for creating a variety of complex organic molecules. Its ability to react with multiple reagents contributes to its broad application in this area, facilitating the formation of new chemical entities with potential uses in various industries.

InChI:InChI=1/C6H6INO2S/c7-5-3-1-2-4-6(5)11(8,9)10/h1-4H,(H2,8,9,10)

Upstream product

• 63059-29-0 2-iodobenzene-1-sulfonyl chloride 
• 63059-25-6 2-iodobenzenesulfonic acid 
• 146720-72-1 N-tert-butyl-2-iodobenzenesulphonamide 
• 3306-62-5 2-AMINOBENZENESULFONAMIDE 
• 88-21-1 2-amino-1-benzenesulfonic acid 

Downstream Products

• 125259-04-3 C₁₂H₁₂N₂O₄S₃ 
• 883019-55-4 2-(2-Aminosulfonylphenylthio)benzoic acid 
• 22172-72-1 2-(phenylsulfanyl)benzenesulfonamide 
• 98-10-2 benzenesulfonamide 
• 259532-44-0 3-isopropyl-2H-1λ⁶-benzo[e][1,2]thiazine 1,1-dioxide 
• 935265-28-4 2-(2-(1-(tert-butyldimethylsilyloxy)-7-phenylheptyl)oxazol-5-yl)benzenesulfonamide 

Relevant articles and documents

Synthesis and biological evaluation of linear phenylethynylbenzenesulfonamide regioisomers as cyclooxygenase-1/-2 (COX-1/-2) inhibitors

A group of regioisomeric phenylethynylbenzenesulfonamides possessing a COX-2 SO2NH2 pharmacophore at the para-, meta- or ortho-position of the C-1 phenyl ring, in conjunction with a C-2 substituted-phenyl (H, OMe, OH, Me, F) group, w

Functionalization of α-C(sp3)?H Bonds in Amides Using Radical Translocating Arylating Groups

α-C?H arylation of N-alkylamides using 2-iodoarylsulfonyl radical translocating arylating (RTA) groups is reported. The method allows the construction of α-quaternary carbon centers in amides. Various mono- and disubstituted RTA-groups are applied to the arylation of primary, secondary, and tertiary α-C(sp3)?H-bonds. These radical transformations proceed in good to excellent yields and the cascades comprise a 1,6-hydrogen atom transfer, followed by a 1,4-aryl migration with subsequent SO2 extrusion.

Switchable Divergent Synthesis in Gold-Catalyzed Difunctionalizations of o-Alkynylbenzenesulfonamides with Aryldiazonium Salts

Gold-catalyzed difunctionalizations of o-alkynylbenzenesulfonamides with aryldiazonium salts are reported herein. Upon irradiation with the blue LEDs, benzosultam products were formed via aminoarylation accompanied by the release of N2. Without irradiatio

A scaffold replacement approach towards new sirtuin 2 inhibitors

Sirtuins (SIRT1–SIRT7) are an evolutionary conserved family of NAD+-dependent protein deacylases regulating the acylation state of ε-N-lysine residues of proteins thereby controlling key biological processes. Numerous studies have found association of the aberrant enzymatic activity of SIRTs with various diseases like diabetes, cancer and neurodegenerative disorders. Previously, we have shown that substituted 2-alkyl-chroman-4-one/chromone derivatives can serve as selective inhibitors of SIRT2 possessing an antiproliferative effect in two human cancer cell lines. In this study, we have explored the bioisosteric replacement of the chroman-4-one/chromone core structure with different less lipophilic bicyclic scaffolds to overcome problems associated to poor physiochemical properties due to a highly lipophilic substitution pattern required for achieve a good inhibitory effect. Various new derivatives based on the quinolin-4(1H)-one scaffold, bicyclic secondary sulfonamides or saccharins were synthesized and evaluated for their SIRT inhibitory effect. Among the evaluated scaffolds, the benzothiadiazine-1,1-dioxide-based compounds showed the highest SIRT2 inhibitory activity. Molecular modeling studies gave insight into the binding mode of the new scaffold-replacement analogues.

Design, synthesis and biological evaluation of benzo[1.3.2]dithiazolium ylide 1,1-dioxide derivatives as potential dual cyclooxygenase-2/5-lipoxygenase inhibitors

3-(4-Bromophenyl)-6-nitrobenzo[1.3.2]dithiazolium ylide 1,1-dioxide (5) was discovered as a new prototype for dual inhibitors of cyclooxygenase-2 (COX-2) and 5-lipoxygenase (5-LOX). Thus, the structure-activity relationships of benzo[1.3.2]dithiazolium ylide 1,1-dioxide skeleton were carried out. The 6-NO2 group played an essential role in the inhibitory activity. In addition, moderate-sized lipophilic substituents at the para-position of the 3-aryl moiety were required for dual COX-2/5-LOX inhibitory activity. Among the identified potent dual inhibitors, 3-(4-tbutylphenyl) derivative 30c (IC50 values of 0.27 μM and 0.30 μM against COX-2 and 5-LOX, respectively) and 3-(4-biphenyl) derivative 30f (IC50 values of 0.50 μMand 0.15 μMagainst COX-2 and 5-LOX, respectively) were the most potent dual COX-2/ 5-LOX inhibitors. Intraperitoneal administration of 30c at 100 mg/kg demonstrated potent acute antiinflammatory activity. As a result, benzo[1.3.2]dithiazolium ylide 1,1-dioxide represented a novel scaffold for the exploitation in developing dual COX-2/5-LOX inhibitors.

SALTS OF 2-IODO-N-[(4-METHOXY-6-METHYL-1,3, 5-TRIAZINE-2-YL) CARBAMOYL] BENZENESULFONAMIDE, METHOD FOR THE PRODUCTION THEREOF AND USE THEREOF AS HERBICIDES AND PLANT GROWTH REGULATORS

The present invention relates to salts of 2-iodo-N-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)carbamoyl]benzenesulfonamide, to processes for their preparation and to their use as herbicides, in particular as herbicides for the selective control of unwanted h