852292-27-4

Basic information

• Product Name: N-(4-fluoro-2-iodophenyl)-4-methylbenzenesulfonamide
• Synonyms: N-(4-fluoro-2-iodophenyl)-4-methylbenzenesulfonamide
• CAS NO: 852292-27-4
• Molecular Weight: 391.205
• Mol File: 852292-27-4.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: N-(4-fluoro-2-iodophenyl)-4-methylbenzenesulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-fluoro-2-iodophenyl)-4-methylbenzenesulfonamide(852292-27-4)
• EPA Substance Registry System: N-(4-fluoro-2-iodophenyl)-4-methylbenzenesulfonamide(852292-27-4)

Safety Data

• Hazardous Substances Data: 852292-27-4(Hazardous Substances Data)

Upstream product

• 61272-76-2 4-fluoro-2-iodoaniline 
• 98-59-9 p-toluenesulfonyl chloride 
• 371-40-4 4-fluoroaniline 

Downstream Products

• 1599476-73-9 N-(1-allyl-5-methoxy-1H-indol-2-yl)-N-(4-fluoro-2-iodophenyl)-4-methylbenzenesulfonamide 

Relevant articles and documents

Palladium-Catalyzed Allenamide Carbopalladation/Allylation with Active Methine Compounds

A palladium-catalyzed allenamide carbopalladation/allylation with active methine compounds has been developed. Various indoles and isoquinolinones bearing a quaternary carbon center were achieved with good efficiency, a broad substrate scope and good functional group tolerance. This reaction underwent cascade oxidative addition, carbopalladation, and allylic alkylation, and two new C-C bonds were formed in one pot.

Nickel-Catalyzed trans-Carboamination across Internal Alkynes to Access Multifunctionalized Indoles

A Ni-catalyzed reaction was developed for the synthesis of multifunctionalized indoles. The reaction proceeded through oxidative cyclization of the Ni(0)/P^N complex with an enyne system, 2-alkynyl anilinoacrylate, to provide a nickelacycle intermediate. The trans-carboamination around the internal alkyne was achieved by syn/anti-rotation of the Ni-carbenoid intermediate formed by C-N bond cleavage of the nickelacycle, and 3-alkenylated indoles were formed by C-N bond-forming reductive elimination. Notably, the synthesized indoles could be successfully transformed to functionalized carbazoles.

11a-N-tosyl-5-carbapterocarpans: Synthesis, antineoplastic evaluation and in silico prediction of ADMETox properties

11a-N-tosyl-5-carbapterocarpans (5a–c and 6a–c), 9-N-tosyl-4,4a,9,9a-tetrahydro-3H-carbazole (7), 11a-N-tosyl-5-carbapterocarpen (8) analogues of LQB-223 (4a), were synthesized through palladium catalyzed azaarylation of substituted dihydronaphtalenes (14a–c) and cyclohexadiene (15), respectively, with N-tosyl-o-iodoaniline (11). In order to understand the role of the N-tosyl moiety for the pharmacological activity, the azacarbapterocarpen (9) was also synthesized by Fischer indol reaction. The structural requirements at the A and D-rings for the antineoplastic activity toward human leukemias and breast cancer cells were evaluated as well. Substitutions on the A-ring of 4a and analogues alter the effect on different breast cancer subtypes. On the other hand, A-ring is not essential for antileukemic activity since compound 7, which does not contain the A-ring, showed efficacy with high selectivity indices for drug-resistant leukemias. On the other hand, substitutions on the D-ring of 4a for fluorine or iodine did not improve the antileukemic activity. In silico studies concerning Lipinskís rule of five, ADMET properties and drug scores of those compounds were performed, indicating good physicochemical properties for all compounds, in special for compound 7.