Month: October 2022

Liu, Y.; Zhang, Z. Y.; Ji, Y. Z.; Li, H. J.; Wu, Y. C. published the artcile< Efficient Synthesis of 3-(Arenesulfinyl)indoles in Water>, Electric Literature of 93247-78-0, the main research area is arenesulfinylindole preparation green chem; indole arylsulfinamide sulfinylation water.

The first example of the sulfinylation of indoles with arylsulfinamides in water in the presence of trifluoroacetic acid as a promoter is described. The reaction occurs smoothly at room temperature under environmentally benign conditions without any catalyst, additive, ligand, or organic solvent. The developed sulfoxide synthetic protocol is attractive due to the use of water as the solvent and provides a novel and efficient route to a wide range of functionalized diaryl sulfoxides.

Russian Journal of Organic Chemistry published new progress about Aromatic compounds, sulfoxides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 93247-78-0 belongs to class indole-building-block, and the molecular formula is C10H9NO2, Electric Literature of 93247-78-0.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Wang, Zhen; Zhang, Min; Wang, Jin; Ji, Haitao published the artcile< Optimization of Peptidomimetics as Selective Inhibitors for the β-Catenin/T-Cell Factor Protein-Protein Interaction>, Safety of 5-Fluoroindole-2-carboxylic acid, the main research area is peptidomimetics protein protein interaction inhibitor T Cell Factor.

The β-catenin/T-cell factor (Tcf) protein-protein interaction (PPI) plays a critical role in the β-catenin signaling pathway which is hyperactivated in many cancers and fibroses. Based on compound 1, which was designed to target the Tcf4 G13ANDE17 binding site of β-catenin, extensive structure-activity relationship studies have been conducted. As a result, compounds 53 and 57 were found to disrupt the β-catenin/Tcf PPI with the Ki values of 0.64 and 0.44 μM, resp., and exhibit good selectivity for β-catenin/Tcf over β-catenin/E-cadherin and β-catenin/adenomatous polyposis coli (APC) PPIs. The 3-(4,5-dimethylthiazol-2-yl)-5-(3-carboxymethoxyphenyl)-2-(4-sulfophenyl)-2H-tetrazolium (MTS) cell viability assays revealed that 56, the Et ester of 53, was more potent than 53 in inhibiting viability of most of the Wnt/β-catenin hyperactive cancer cells. Further cell-based studies indicated that 56 disrupted the β-catenin/Tcf PPI without affecting the β-catenin/E-cadherin and β-catenin/APC PPIs, suppressed transactivation of Wnt/β-catenin signaling in dose-dependent manners, and inhibited migration and invasiveness of Wnt/β-catenin-dependent cancer cells.

Journal of Medicinal Chemistry published new progress about Cell migration (inhibited migration and invasiveness of Wnt/β-catenin-dependent cancer cells). 399-76-8 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, Safety of 5-Fluoroindole-2-carboxylic acid.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Wu, Guowei; Wang, Zhengyi; Zhang, Weixia; Chen, Wei; Jin, Xinxin; Lu, Hongfei published the artcile< A novel rhodamine B and purine derivative-based fluorescent chemosensor for detection of palladium (II) ion>, SDS of cas: 950846-89-6, the main research area is palladium rhodamine B purine derivative complex formation fluorescent probe; DFT palladium rhodamine B purine derivative; crystal structure rhodamine B purine derivative.

A new rhodamine B and purine-based colorimetric and fluorescent sensor RBTP for detection of Pd (II) cation was prepared and structurally characterized. Sensor RBTP shows high sensitivity and selectivity to Pd2+ in EtOH/H2O solution (3/2, volume/volume, pH 7.4, HEPES buffer, 0.5 mM). And sensor RBTP not only exhibited a naked-eye color change from colorless to pink, but also displayed “”turn-on”” fluorescent sensing for recognition and detection of Pd2+. The fluorescence titration anal. of sensor RBTP to Pd2+ exhibits a low the limit of detection (49.5 nM). A great linear relationship was found between the concentration of Pd2+ from 0 to 40 μM and the fluorescence intensity of RBTP. The crystal structure of RBTP was supported by X-ray diffraction. Meanwhile, the proposed sensing mechanism of RBTP binding to Pd2+ was supported by Job’s plot, MS spectra study and d. functional theory (DFT) study. Moreover, sensor RBTP could be made as test paper to quant. detection for Pd (II) cation in water.

Inorganic Chemistry Communications published new progress about Crystal structure. 950846-89-6 belongs to class indole-building-block, and the molecular formula is C30H36N4O2, SDS of cas: 950846-89-6.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Zheng, Ming; Hou, Jing; Hua, Li-Li; Tang, Wan-Ying; Zhan, Le-Wu; Li, Bin-Dong published the artcile< Visible-Light-Mediated Divergent Silylfunctionalization of Alkenes>, Recommanded Product: Methyl 1H-indole-7-carboxylate, the main research area is visible light mediated divergent silylfunctionalization alkene hydrosilane; beta alkoxy alkylthio hydroxy indolyl silane preparation.

1,2-Silylfunctionalization of alkenes is an efficient way to construct highly functionalized silicon-containing compounds However, examples of 1,2-silylfunctionalization of alkenes using readily available hydrosilanes are limited. Herein, authors present a visible-light-mediated divergent 1,2-silylfunctionalization of alkenes using hydrosilane under ambient conditions. A series of β-alkoxy, β-alkylthio, β-hydroxy, and β-indolyl silanes was obtained in good to excellent yields. Moreover, vinylsilanes were successfully prepared in the absence of an addnl. nucleophile.

Organic Letters published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 93247-78-0 belongs to class indole-building-block, and the molecular formula is C10H9NO2, Recommanded Product: Methyl 1H-indole-7-carboxylate.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Yang, Ze-ren; Zhang, Bo; Long, Yong-jie; Shi, Min published the artcile< Palladium-catalyzed hydroamination of vinylidenecyclopropane-diester with pyrroles and indoles: an approach to azaaromatic vinylcyclopropanes>, SDS of cas: 93247-78-0, the main research area is indole vinylidienecyclopropane diester palladium catalyst hydroamination; dialkyl vinylcyclopropane dicarboxylate indole preparation; pyrrole vinylidienecyclopropane diester palladium catalyst hydroamination; diethyl vinylcyclopropane dicarboxylate pyrrole preparation.

A new method for the synthesis of azaarom. vinylcyclopropanes (VCPs) was disclosed in this paper by using pyrrole or indole derivatives as nucleophilic reagents to react with vinylidenecyclopropane-diesters (VDCP-diesters) in the presence of a Pd catalyst, a phosphine ligand and a base under mild conditions in up to 98% yield with a reasonable substrate scope. This reaction was one of the few examples of hydroamination at electron-rich allene’s β-position. A plausible reaction mechanism has also been proposed through a zwitterionic π-propargyl N-palladium species according to the previous work and the obtained deuterium labeling exptl. result.

Chemical Communications (Cambridge, United Kingdom) published new progress about Aromatic compounds, azo Role: SPN (Synthetic Preparation), PREP (Preparation). 93247-78-0 belongs to class indole-building-block, and the molecular formula is C10H9NO2, SDS of cas: 93247-78-0.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Cengiz, Nergiz published the artcile< Fabrication of Multifunctional Stimuli-Responsive Hydrogels Susceptible to both pH and Metal Cation for Visual Detections>, Quality Control of 950846-89-6, the main research area is multifunctional stimuli responsive hydrogel pH metal cation colorimetric sensor.

Advances in several areas of contemporary biomaterial science are closely related to the design of stimuli-responsive smart materials. An important aspect that governs widespread adaptation of a synthetic biomaterial depends on its ease of synthesis, as well as facile functionalization. Readily available homo-bifunctional PEG-based diamines are mixed with a tetra-arm epoxide based cross-linker to yield hydrogels through the epoxy-amine addition reaction. Hydrogels obtained with varying chain lengths of PEG polymer were characterized for their morphol., swelling, and rheol. properties. The residual epoxide groups within the hydrogel were used for post-gelation functionalization to obtain a functional material. In particular, functionalization with an amine-containing rhodamine derivative yields a hydrogel that serves as a colorimetric sensor for acidic pH environment, and indicates Fe3+ cation with high specificity.

Macromolecular Chemistry and Physics published new progress about Cations. 950846-89-6 belongs to class indole-building-block, and the molecular formula is C30H36N4O2, Quality Control of 950846-89-6.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Lu, Lin; Zheng, Zuoliang; Yang, Yongjie; Liu, Bo; Yin, Biaolin published the artcile< Access to Polycyclic Indol(en)ines via Base-Catalyzed Intramolecular Dearomatizing 3-Alkenylation of Alkynyl Indoles>, Reference of 4771-48-6, the main research area is indolylmethylpropynamide sodium methoxide catalyst diastereoselective regioselective dearomatization alkenylation spirocyclization; methylidene spiroindolepyrrolidinone preparation; methylidenyl dihydrospiroindolepyrrolidinone preparation; carbamoyl indolylmethylpropynamide sodium methoxide catalyst dearomatization alkenylation cyclization; tetrahydropyrrolopyrroloindole dione preparation diastereoselective regioselective.

Polycyclic indolines and indolenines were synthesized via base-catalyzed intramol. dearomatizing 3-alkenylation reactions of alkynyl indoles at room temperature The base enhanced the nucleophilicity of the carbon at the 3-position of the indole moiety, facilitating an exclusive 5-exo-dig cyclization reaction with the alkyne to form spiroindolenines I, III [R3 = Et, Pr, iso-Pr, etc]. The imine functionality of spiroindolenines I was undergo in-situ nucleophilic addition to form spiroindolines II [R1 = H, 4-Me, 5-Cl, etc.; R2 = Ph, 2-methylphenyl, 3-methylphenyl; R3 = Pr, benzyl, 4-methoxyphenyl; R4 = tert-Bu, cyclohexyl] when R was a carbamoyl group or reduction to form spiroindolines III when R was H.

Chinese Journal of Chemistrypublished new progress about Alkenes Role: PRP (Properties), SPN (Synthetic Preparation), PREP (Preparation). 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, Reference of 4771-48-6.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Dong, Baobiao; Cong, Xuefeng; Hao, Na published the artcile< Silver-catalyzed regioselective deuteration of (hetero)arenes and α-deuteration of 2-alkyl azaarenes>, Synthetic Route of 93247-78-0, the main research area is arene silver catalyst regioselective deuteration.

A simple silver-catalyzed regioselective deuteration of (hetero)arenes and α-deuteration of 2-alkyl azaarenes was described. This strategy provides an efficient and practical avenue to access various deuterated electron-rich arenes, azaarenes and α-deuterated 2-alkyl azaarenes with good to excellent deuterium incorporation utilizing D2O as the source of deuterium atoms.

RSC Advancespublished new progress about Aromatic hydrocarbons Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 93247-78-0 belongs to class indole-building-block, and the molecular formula is C10H9NO2, Synthetic Route of 93247-78-0.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Jiang, Yuqi; Xu, Jie; Yue, Kairui; Huang, Chao; Qin, Mengting; Chi, Dongyu; Yu, Qixin; Zhu, Yue; Hou, Xiaohan; Xu, Tongqiang; Li, Min; Chou, C. James; Li, Xiaoyang published the artcile< Potent Hydrazide-Based HDAC Inhibitors with a Superior Pharmacokinetic Profile for Efficient Treatment of Acute Myeloid Leukemia In Vivo>, Recommanded Product: 5-Fluoroindole-2-carboxylic acid, the main research area is hydrazide HDAC inhibitor pharmacokinetic myeloid leukemia.

As “”Michael acceptors”” may induce promiscuous responses in mammalian cells by reacting with various proteins, we modified the cinnamamide of our previous hydrazide-based HDAC inhibitors (HDACIs) to deactivate the Michael reaction. Representative compound 11h is 2-5 times more potent than lead compound 17 in both HDAC inhibitory activity (IC50 = 0.43-3.01 nM) and cell-based antitumor assay (IC50 = 19.23-61.04 nM). The breakthrough in the pharmacokinetic profile of 11h (oral bioavailability: 112%) makes it a lead-in-class oral active agent, validated in the in vivo anti-AML study (4 mg/kg p.o., TGI = 78.9%). Accumulated AcHH3 and AcHH4 levels in tumor tissue directly correlate with the in vivo efficacy, as panobinostat with lower AcHH3 and AcHH4 levels than 11h displays limited activity. To the best of our knowledge, this work contributes the first report of in vivo antitumor activity of hydrazide-based HDACIs. The outstanding pharmacokinetic/pharmacodynamic and antitumor activity of 11h could potentially extend the clin. application of current HDACIs.

Journal of Medicinal Chemistrypublished new progress about Acetylated histone H3 Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 399-76-8 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, Recommanded Product: 5-Fluoroindole-2-carboxylic acid.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Hu, Ren-Ming; Han, Dong-Yang; Li, Ning; Huang, Jie; Feng, Yu; Xu, Da-Zhen published the artcile< Iron-Catalyzed Direct Oxidative Alkylation and Hydroxylation of Indolin-2-ones with Alkyl-Substituted N-Heteroarenes>, Electric Literature of 20870-77-3, the main research area is iron catalyzed oxidative oxidative alkylation hydroxylation indolinone alkylheteroarene; N-heteroarenes; cross-coupling; iron; molecular oxygen; oxidation.

Presented herein is the first direct alkylation and hydroxylation reaction between two different C(sp3)-H bonds, indolin-2-ones and alkyl-substituted N-heteroarenes, through an oxidative cross-coupling reaction. The reaction is catalyzed by a simple iron salt under mild ligand-free and base-free conditions. The reaction is environmentally benign, employs air (mol. oxygen) as the terminal oxidant and oxygen source for the synthesis of O-containing compounds, and produces only water as the byproduct. Thus, e.g., indolin-2-one + 2-methylquinoline → I (93%) in presence of Fe(OAc)2.

Angewandte Chemie, International Editionpublished new progress about Alkylarenes Role: RCT (Reactant), RACT (Reactant or Reagent) (alkyl-substituted N-heteroarenes). 20870-77-3 belongs to class indole-building-block, and the molecular formula is C8H6ClNO, Electric Literature of 20870-77-3.

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles