M.W=150-200 | - Page 25 of 152 - Indole Building Blocks

Yang, Ze-ren’s team published research in Chemical Communications (Cambridge, United Kingdom) in 2022 | 93247-78-0

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, Name: Methyl 1H-indole-7-carboxylate.

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>, Name: Methyl 1H-indole-7-carboxylate, 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.

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’s team published research in Organic Letters in 2021-07-02 | 93247-78-0

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, COA of Formula: C10H9NO2.

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>, COA of Formula: C10H9NO2, 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.

Wang, Zhen’s team published research in Journal of Medicinal Chemistry in 2019-04-11 | 399-76-8

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, Application of C9H6FNO2.

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>, Application of C9H6FNO2, 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.

Liu, Y’s team published research in Russian Journal of Organic Chemistry in 2021-05-31 | 93247-78-0

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, Computed Properties of 93247-78-0.

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>, Computed Properties 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.

Huang, Lu-Shan’s team published research in Advanced Synthesis & Catalysis in 2019 | 20870-77-3

Advanced Synthesis & Catalysis published new progress about Bond formation (C-Se). 20870-77-3 belongs to class indole-building-block, and the molecular formula is C8H6ClNO, Product Details of C8H6ClNO.

Huang, Lu-Shan; Han, Dong-Yang; Xu, Da-Zhen published the artcile< Iron-Catalyzed Cross-Dehydrogenative Coupling of Oxindoles with Thiols/Selenols for Direct C(sp3)-S/Se Bond Formation>, Product Details of C8H6ClNO, the main research area is oxindole thiol selenol iron catalyst cross dehydrogenative coupling green.

The C-X (S/Se) bonds are common and ubiquitous in natural products and pharmaceuticals. Here, we report an iron-catalyzed cross-dehydrogenative coupling (CDC) reaction for the direct synthesis of C(sp3)-X (S/Se) bonds from oxindoles, phenylacetamides, pyrazolones, phenylacetonitriles and Et cyanoacetate with thiols and selenols. All the reactions were performed under simple and mild conditions, and air (mol. oxygen) was employed as an ideal green oxidant, thus promising broad application in chem. industry and modification of bioactive mols.

Wang, Qinghui’s team published research in Journal of Medicinal Chemistry in 2018-09-13 | 4771-48-6

Journal of Medicinal Chemistry published new progress about Antitumor agents. 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, Electric Literature of 4771-48-6.

Wang, Qinghui; Arnst, Kinsie E.; Wang, Yuxi; Kumar, Gyanendra; Ma, Dejian; Chen, Hao; Wu, Zhongzhi; Yang, Jinliang; White, Stephen W.; Miller, Duane D.; Li, Wei published the artcile< Structural Modification of the 3,4,5-Trimethoxyphenyl Moiety in the Tubulin Inhibitor VERU-111 Leads to Improved Antiproliferative Activities>, Electric Literature of 4771-48-6, the main research area is trimethoxyphenyl VERU111 synthesis tubulin antitumor.

Colchicine binding site inhibitors (CBSIs) hold great potential in developing new generations of antimitotic drugs. Unlike existing tubulin inhibitors such as paclitaxel, they are generally much less susceptible to resistance caused by the overexpression of drug efflux pumps. The 3,4,5-trimethoxyphenyl (TMP) moiety is a critical component present in many CBSIs, playing an important role in maintaining suitable mol. conformations of CBSIs and contributing to their high binding affinities to tubulin. Previously reported modifications to the TMP moiety in a variety of scaffolds of CBSIs have usually resulted in reduced antiproliferative potency. We previously reported a potent CBSI, VERU-111, that also contains the TMP moiety. Herein, we report the discovery of a VERU-111 analog I that is significantly more potent than VERU-111. The X-ray crystal structure of I in complex with tubulin confirms its direct binding to the colchicine site. In addition, I exhibited a strong inhibitory effect on tumor growth in vivo.

Journal of Medicinal Chemistry published new progress about Antitumor agents. 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, Electric Literature of 4771-48-6.

Xu, Hui’s team published research in Bioorganic & Medicinal Chemistry Letters in 2010-12-15 | 4771-48-6

Bioorganic & Medicinal Chemistry Letters published new progress about Fungicides. 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, Product Details of C10H9NO.

Xu, Hui; Wang, Yang-Yang published the artcile< Antifungal agents. Part 5: Synthesis and antifungal activities of aminoguanidine derivatives of N-arylsulfonyl-3-acylindoles>, Product Details of C10H9NO, the main research area is arylsulfonylacylindole aminoguanidine preparation antifungal structure activity relationship.

In order to discover more promising antifungal agents, a series of aminoguanidine derivatives of N-arylsulfonyl-3-acylindoles were prepared and evaluated in vitro for their antifungal activities against seven phytopathogenic fungi. Some of the compounds exhibited more potent antifungal activities than or comparable to hymexazol, a com. available agricultural fungicide at the concentration of 100 μg/mL. Preliminary structure-activity relationships of antifungal activities were investigated.

Bioorganic & Medicinal Chemistry Letters published new progress about Fungicides. 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, Product Details of C10H9NO.

Luise, Nicola’s team published research in European Journal of Organic Chemistry in 2019 | 93247-78-0

European Journal of Organic Chemistry published new progress about Bicyclic compounds 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.

Luise, Nicola; Wyatt, Eleanor W.; Tarver, Gary J.; Wyatt, Paul G. published the artcile< A Continuous Flow Strategy for the Facile Synthesis and Elaboration of Semi-Saturated Heterobicyclic Fragments>, SDS of cas: 93247-78-0, the main research area is semisatd heterobicycle preparation hydrogenation.

An efficient hydrogenation protocol under continuous flow conditions was developed for the synthesis of underrepresented semi-saturated bicyclic fragments containing highly sp3-rich skeletons for fragment-based drug discovery (FBDD) programs. Excellent yields were generally achieved by using Pd/C (10% weight/weight) and RaNi at 25-150° under 4-100 bar of hydrogen pressure. The generated fragments, with appropriate physicochem. properties, present diverse hydrogen-bonding pharmacophores and useful vectors for their synthetic elaboration in the optimization stage. Successive, simple functionalizations in continuous flow were accomplished to demonstrate the opportunity to develop multi-step continuous flow synthesis of valuable starting points for FBDD campaigns. A conclusive quality control (QC) was essential to discard those structures which do not fit the typical fragment library parameters.

Zhang, Ting-Yu’s team published research in Organic Letters in 2018-01-05 | 23077-43-2

Organic Letters published new progress about Cyclization. 23077-43-2 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, Formula: C9H6FNO2.

Zhang, Ting-Yu; Liu, Chang; Chen, Chao; Liu, Jian-Xin; Xiang, Heng-Ye; Jiang, Wei; Ding, Tong-Mei; Zhang, Shu-Yu published the artcile< Copper-Mediated Cascade C-H/N-H Annulation of Indolocarboxamides with Arynes: Construction of Tetracyclic Indoloquinoline Alkaloids>, Formula: C9H6FNO2, the main research area is tetracyclic indoloquinoline alkaloid preparation cascade annulation.

An efficient and environmentally benign Cu-mediated method was developed for direct cascade C-H/N-H annulation to construct polyheterocyclic indoloquinoline scaffolds (e.g. I). This method highlights an emerging strategy for transforming inert C-H bonds into versatile functional groups in organic synthesis and provides a new versatile approach for the efficient synthesis of indolo[3,2-c] and [2,3-c]quinoline alkaloids.

Organic Letters published new progress about Cyclization. 23077-43-2 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, Formula: C9H6FNO2.

Lu, Wen-Jun’s team published research in Acta Crystallographica, Section E: Structure Reports Online in 2012-01-31 | 23077-43-2

Acta Crystallographica, Section E: Structure Reports Online published new progress about Crystal structure. 23077-43-2 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, Synthetic Route of 23077-43-2.

Lu, Wen-Jun; Zou, Zhi-Hong; Luo, Yang-Hui published the artcile< 5-Fluoro-1H-indole-3-carboxylic acid>, Synthetic Route of 23077-43-2, the main research area is crystal structure fluoroindolecarboxylic acid; mol structure fluoroindolecarboxylic acid; hydrogen bond fluoroindolecarboxylic acid; indolecarboxylic fluoro acid crystal mol structure.

In 5-fluoro-1H-indole-3-carboxylic acid, C9H6FNO2, the carboxyl group is twisted slightly away from the indole-ring plane [dihedral angle = 7.39(10)°]. In the crystal, carboxyl inversion dimers linked by pairs of O-H···O H bonds generate R22(8) loops and N-H···O H bonds connect the dimers into (101̅) sheets. Crystallog. data are given.