Category: 1524-40-9

Zhao, Xue-Mei; Huang, En-Ling; Zhu, Yu-Shen; Li, Jing; Song, Bing; Zhu, Xinju; Hao, Xin-Qi published the artcile< Oxidative sulfonamidomethylation of imidazopyridines utilizing methanol as the main C1 source>, Formula: C6H6FNO2S, the main research area is phenyl imidazopyridine methanol sulfamide oxidative sulfonamidomethylation; imidazopyridine methanol amine oxidative aminomethylation.

An efficient one-pot, three-component synthesis of C3 sulfonamidomethylated imidazopyridines was disclosed under metal-free conditions, which utilized the com. available and renewable reagent methanol as the main methylene source. A wide range of substituted imidazopyridines and sulfamides/amines were well tolerated to afford the corresponding products in up to 92% yield. In the isotopic labeling experiment, it was found that a minor part of the methylene also originated from DTBP. Moreover, the radical scavenger reactions were conducted, which suggested that a free-radical mechanism was probably not involved. The current methodol. featured several advantages, including broad substrate scope, good functional group tolerance and high reaction efficiency.

Organic & Biomolecular Chemistry published new progress about Amines Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 1524-40-9 belongs to class amides-buliding-blocks, and the molecular formula is C6H6FNO2S, Formula: C6H6FNO2S.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Tang, Guozhi; Kertesz, Denis J.; Yang, Minmin; Lin, Xianfeng; Wang, Zhanguo; Li, Wentao; Qiu, Zongxing; Chen, Junli; Mei, Jianghua; Chen, Li; Mirzadegan, Taraneh; Harris, Seth F.; Villasenor, Armando G.; Fretland, Jennifer; Fitch, William L.; Hang, Julie Qi; Heilek, Gabrielle; Klumpp, Klaus published the artcile< Exploration of piperidin-4-yl-aminopyrimidines as HIV-1 reverse transcriptase inhibitors. N-Phenyl derivatives with broad potency against resistant mutant viruses>, Category: amides-buliding-blocks, the main research area is piperidinylpyrimidinamine preparation HIV 1 reverse transcriptase inhibitor; pyrimidinamine piperidinyl preparation structure activity relationship antiviral.

Further investigation on the recently reported N-(piperidin-4-yl)pyrimidin-2-amines I (R = H, 4-Cl, 5-Cl, 6-Cl; R1 = H, 4-SO2NH2, 3-SO2NH2, 2-CONH2, 3-CONH2, 4-CONH2, 3-SO2Me, 3-CN, 3-CO2H; R2 = H, Br, Cl, F, Me, CF3, NH2, NO2; R3 = Me, Cl, OMe, F) of non-nucleoside reverse transcriptase inhibitors (NNRTIs) was carried out. Thus, preparation of a series of N-phenylpiperidine analogs resulted in the identification of 3-carboxamides as a particularly active series. Two of the compounds were very potent vs. wild-type HIV-1 and a broad range of NNRTI-resistant mutant viruses. Synthesis (no data), structure-activity relationship (SAR), clearance data, and crystallog. evidence for the binding motif were discussed.

Bioorganic & Medicinal Chemistry Letters published new progress about AIDS (disease). 1524-40-9 belongs to class amides-buliding-blocks, and the molecular formula is C6H6FNO2S, Category: amides-buliding-blocks.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Wang, Ying; Sarris, Kathy; Sauer, Daryl R.; Djuric, Stevan W. published the artcile< An expeditious and convenient synthesis of acylsulfonamides utilizing polymer-supported reagents>, Application of C6H6FNO2S, the main research area is acylsulfonamide preparation; acylation sulfonamide carboxylic acid polymer supported reagent.

Acylsulfonamides can be rapidly and conveniently synthesized from a variety of carboxylic acids and sulfonamides utilizing the com. available reagents, PS-DCC and DMAP under mild reaction conditions. DMAP can be efficiently scavenged by utilization of a silica-supported tosic acid cartridge (Si-SCX). In most of the cases studied, products with high purities and yields were obtained without the need for further purification

Tetrahedron Letters published new progress about Acylation. 1524-40-9 belongs to class amides-buliding-blocks, and the molecular formula is C6H6FNO2S, Application of C6H6FNO2S.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Yang, Kai; Ke, Miaolin; Lin, Yuanguang; Song, Qiuling published the artcile< Sulfonamide formation from sodium sulfinates and amines or ammonia under metal-free conditions at ambient temperature>, SDS of cas: 1524-40-9, the main research area is morpholine piperidine pyrrolidine sulfonamide analog preparation; sulfonamide preparation green chem.

A novel, practical and highly efficient method for the construction of a variety of sulfonamides mediated by iodine (I2) was demonstrated. The reaction proceeds readily at room temperature using a variety of sodium sulfinates (sulfinic acid salts) and amines or ammonia in water in a metal-free, base-free, ligand-free or additive-free protocol. Primary, secondary and tertiary sulfonamides were obtained in good to excellent yields with a broad range of functional group tolerability. The synthesis of the target compounds was achieved using benzenamine derivatives (aryl amines, aromatic amines), benzenemethanamine (benzyl amine, aralkyl amine), 1H-benzimidazole derivatives, 3-pyridinamine, N-ethylethanamine, pyrrolidine, piperidine, morpholine, 2-propyn-1-amine (propargyl amine), diallylamine, N,N’-dimethyl-1,2-ethanediamine, L-leucine Me ester hydrochloride, L-phenylalanine Me ester hydrochloride as starting materials. Sulfinic acid salts included benzenesulfinic acid sodium salt, 8-quinolinesulfinic acid sodium salt, cyclopropanesulfinic acid sodium salt, 2-naphthalenesulfinic acid sodium salt. The title compounds thus formed included benzenesulfonamide derivatives and analogs such as 1-(phenylsulfonyl)piperidine, 1-(phenylsulfonyl)morpholine, 1-(phenylsulfonyl)pyrrolidine, 1-(phenylsulfonyl)-1H-benzimidazole, 4-(2-naphthalenylsulfonyl)morpholine, 8-(4-morpholinylsulfonyl)quinoline. Amino acid derivatives included N-(phenylsulfonyl)-L-leucine Me ester and N-(phenylsulfonyl)-L-phenylalanine Me ester.

Green Chemistry published new progress about Allyl amines Role: RCT (Reactant), RACT (Reactant or Reagent). 1524-40-9 belongs to class amides-buliding-blocks, and the molecular formula is C6H6FNO2S, SDS of cas: 1524-40-9.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

McAtee, Rory C.; Noten, Efrey A.; Stephenson, Corey R. J. published the artcile< Arene dearomatization through a catalytic N-centered radical cascade reaction>, Name: 3-Fluorobenzenesulfonamide, the main research area is cyclohexadiene fused sultam diastereoselective preparation; arylsulfonamide arene dearomatization iridium catalyzed centered radical cascade.

Herein, a catalytic protocol was reported to initiate a carboamination/dearomatization cascade that proceeded through transient sulfonamidyl radical intermediates formed from native sulfonamide N-H bonds leading to 1,4-cyclohexadiene-fused sultams such as I [R1 = F, CN, CF3, etc.; R2 = H, F; R3 = R4 = Me; R3R4 = (CH2)3; R5 = H, Me; X = CH2, O]. Importantly, this work demonstrated a facile approach to employ two-dimensional aromatic compounds as modular building blocks to generate richly substituted, three-dimensional compounds These reactions occurred at room temperature under visible light irradiation and were catalyzed by the combination of an iridium(III) photocatalyst and a dialkyl phosphate base. Reaction optimization, substrate scope, mechanistic features and synthetic applications of this transformation were presented.

Nature Communications published new progress about Amination catalysts. 1524-40-9 belongs to class amides-buliding-blocks, and the molecular formula is C6H6FNO2S, Name: 3-Fluorobenzenesulfonamide.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Laha, Joydev K.; Jethava, Krupal P.; Tummalapalli, K. S. Satyanarayana; Sharma, Sheetal published the artcile< Synthesis of mono-N-sulfonylimidazolidines by a 1,3-dipolar cycloaddition strategy, as an alternative to selective N-sulfonylation and their ring cleavage to afford 1,2-diamines>, Synthetic Route of 1524-40-9, the main research area is sulfonyl diamine preparation; monosulfonylimidazolidine preparation ring cleavage; azomethine ylide sulfonylimine dipolar cycloaddition; sulfamidate fused imidazolidine preparation; sulfonylketimine azomethine ylide dipolar cycloaddition.

Mono-N-sulfonylimidazolidines I [R1 = H, 4-Me, 4-MeO, 2-OEt, 2,4,6-Me3; R2 = Ts, SO2CH2Ph, 3-FC6H4SO2; R3 = H, 3-MeO, R4 = H, Me; X = bond, CHR4] were synthesized via 1,3-dipolar cycloaddition between nonstabilized azomethine ylides and N-sulfonylimines. The enhanced reactivity of N-sulfonylimines as dipolarophiles toward azomethine ylides largely eliminated possible Michael addition and favored 1,3-dipolar cycloaddition Sulfamidate fused imidazolidines II [R5 = H, Cl; Y = CH2, CH2CH2] were obtained via 1,3-dipolar cycloaddition between azomethine ylides and N-sulfonylketimine. Nucleophile-dependent ring cleavage of N-sulfonylimidazolidines I produced synthetically useful mono-N-sulfonyl-1,2-diamines III [R6 = H, Me, MeO; R7 = H, Me; R8 = Bn, 3-MeOC6H4CH2]. Ring cleavage accompanied by CH2 extrusion, yielded N-[2-(Benzylamino)-1-(p-tolyl)ethyl]-4-methylbenzenesulfonamide III [R6 = Me; R7 = H; R8 = Bn], occurred on treatment with TBAF, whereas N-{2-[Benzyl(methyl)amino]-1-(4-methoxyphenyl)ethyl}-4-methylbenzenesulfonamide III [R6 = MeO; R7 = Me; R8 = Bn] and N-{2-[(3-Methoxybenzyl)(methyl)amino]-1-phenylethyl}-4-methylbenzenesulfonamide III [R6 = H; R7 = Me; R8 = 3-MeOC6H4CH2] were produced on treatment with LAH.

European Journal of Organic Chemistry published new progress about 1,3-Dipolar cycloaddition reaction. 1524-40-9 belongs to class amides-buliding-blocks, and the molecular formula is C6H6FNO2S, Synthetic Route of 1524-40-9.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Shcherbakova, I. published the artcile< Product subclass 2: arenesulfonic acid derivatives>, HPLC of Formula: 1524-40-9, the main research area is review arenesulfonic acid derivative preparation organic synthesis.

A review of methods to prepare arenesulfonic acid derivatives

Science of Synthesis published new progress about Arenesulfonic acids Role: SPN (Synthetic Preparation), PREP (Preparation). 1524-40-9 belongs to class amides-buliding-blocks, and the molecular formula is C6H6FNO2S, HPLC of Formula: 1524-40-9.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Zhou, Jie; Bie, Jianbo; Wang, Xiaoyu; Liu, Quan; Li, Rongcui; Chen, Hualong; Hu, Jinping; Cao, Hui; Ji, Wenming; Li, Yan; Liu, Shuainan; Shen, Zhufang; Xu, Bailing published the artcile< Discovery of N-Arylsulfonyl-Indole-2-Carboxamide Derivatives as Potent, Selective, and Orally Bioavailable Fructose-1,6-Bisphosphatase Inhibitors-Design, Synthesis, In Vivo Glucose Lowering Effects, and X-ray Crystal Complex Analysis>, Application of C6H6FNO2S, the main research area is T2MD liver FBPase inhibitors glucose lowering crystal structure binding.

Liver fructose-1,6-bisphosphatase (FBPase) is a key enzyme in the gluconeogenesis pathway. Inhibiting FBPase activity represents a potential treatment for type 2 diabetes mellitus. A series of novel N-arylsulfonyl-4-arylamino-indole-2-carboxamide derivatives have been disclosed as FBPase inhibitors. Through extensive structure-activity relationship investigations, a promising candidate mol. Cpd118 [sodium (7-chloro-4-((3-methoxyphenyl)amino)-1-methyl-1H-indole-2-carbonyl] [(4-methoxyphenyl)sulfonyl)amide](I) has been identified with high inhibitory activity against human liver FBPase (IC50, 0.029 ± 0.006 μM) and high selectivity relative to the other six AMP-binding enzymes. Importantly, Cpd118 produced significant glucose-lowering effects on both type 2 diabetic KKAy mice and ZDF rats as demonstrated by substantial reductions in the fasting and postprandial blood glucose levels, as well as the HbA1c level. Furthermore, Cpd118 elicited a favorable pharmacokinetic profile with an oral bioavailability of 99.1%. Moreover, the X-ray crystal structure of the Cpd118-FBPase complex was resolved, which revealed a unique binding mode and provided a structural basis for its high potency and selectivity.

Journal of Medicinal Chemistry published new progress about Bioavailability. 1524-40-9 belongs to class amides-buliding-blocks, and the molecular formula is C6H6FNO2S, Application of C6H6FNO2S.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Shi, Zhi-Bing; Zhao, Dan; Huang, Yan-Yan; Du, Yun; Cao, Xiang-Rong; Gong, Zhu-Nan; Zhao, Rui; Li, Jian-Xin published the artcile< Discovery, synthesis, and evaluation of small-molecule signal transducer and activator of transcription 3 inhibitors>, Electric Literature of 1524-40-9, the main research area is transcription factor STAT3 inhibitor anticancer antitumor benzoxazole benzenesulfonamide.

The signal transducer and activator of transcription 3 (STAT3) oncogene is a promising mol. target and its inhibitors have great potential as anticancer drugs. To identify novel and STAT3-selective inhibitors, a virtual screening based on Specs and Maybridge databases was conducted and a 6,6′-bibenzoxazole type small mol. with an inhibition constant Ki value of 494.32 nm to STAT3 was explored. Further, a novel series of compounds was synthesized and evaluated by a cell-based assay using human breast cancer cell lines, MDA-MB-468 and MCF-7 with or without constitutive expression of STAT3, resp. Several compounds displayed inhibitory activity and good selectivity. Several compounds also significantly inhibited STAT3 protein level and also displayed binding affinity for STAT3 that detected with flow injection anal.-quartz crystal microbalance (FIA-QCM) anal. system. The results provided a new lead for future design and development of potent STAT3 inhibitors. The synthesis of the target compounds was achieved using 4,4′-diamino-[1,1′-biphenyl]-3,3′-diol (3,3′-dihydroxybenzidine) as a starting material. The title compounds thus formed included N,N’-[6,6′-bibenzoxazole]-2,2′-diylbis[benzenesulfonamide] (I) and related substances, such asN-(2-benzoxazolyl)-2-methylbenzenesulfonamide.

Chemical & Pharmaceutical Bulletin published new progress about Animal oncogene Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 1524-40-9 belongs to class amides-buliding-blocks, and the molecular formula is C6H6FNO2S, Electric Literature of 1524-40-9.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Nishad, Chandra Shekhar; Haldar, Krishna Kanta; Banerjee, Biplab published the artcile< Metal-Free Direct Access to N-Sulfonyl Amidines from Sulfonamides and Secondary Amines Involving Tandem C-N Bond Formations>, Recommanded Product: 3-Fluorobenzenesulfonamide, the main research area is sulfonyl amidine preparation metal free one pot; sulfonamide secondary amine tandem carbon nitrogen bond formation.

Authors report a mild and efficient metal-free one-pot procedure for the synthesis of N-sulfonyl amidines via the direct reaction of sulfonamides with secondary amines without using any additives. A wide range of substrates with variety of functional groups is well tolerated under the reaction conditions. Preliminary mechanistic studies indicate that the secondary amine plays a dual role as a C1 source of the amidine group and an aminating agent. Synthetic utility of this method is shown in the late-stage functionalization of drug mols. on the gram scale.

Journal of Organic Chemistry published new progress about Alicyclic amines Role: RCT (Reactant), RACT (Reactant or Reagent). 1524-40-9 belongs to class amides-buliding-blocks, and the molecular formula is C6H6FNO2S, Recommanded Product: 3-Fluorobenzenesulfonamide.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics