Indole Building Blocks

Xu, Chang-Jiang; Du, Wei; Albrecht, Lukasz; Chen, Ying-Chun published the artcile< Lewis Basic Amine Catalyzed Aza-Michael Reaction of Indole- and Pyrrole-3-carbaldehydes>, Category: indole-building-block, the main research area is alkylated indole pyrrole carbaldehyde preparation enantioselective regioselective; indole carbaldehyde enone amine organocatalyst aza Michael reaction.

3-Formyl substituted indoles or pyrroles can form HOMO-raised dearomative aza-dienamine-type intermediates with secondary amines, which can undergo direct aza-Michael addition to β-trifluoromethyl enones to afford N-alkylated products efficiently, albeit with low to fair enantioselectivity. In addition, similar asym. aza-Michael additions of these heteroarenes and crotonaldehyde are realized under dual catalysis of chiral amines, and the adducts are obtained with moderate to good enantioselectivity.

Synthesis published new progress about Aza-Michael reaction. 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, Category: indole-building-block.

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

Shoberu, Adedamola; Li, Cheng-Kun; Qian, Hai-Feng; Zou, Jian-Ping published the artcile< Copper-catalyzed, N-auxiliary group-controlled switchable transannulation/nitration initiated by nitro radicals: selective synthesis of pyridoquinazolones and 3-nitroindoles>, Product Details of C10H9NO2, the main research area is pyridoylindole copper catalyst nitrosation transannulation; pyridoquinazolone preparation; indolyl pyridinyl methanone copper catalyst regioselective chemoselective nitration; nitroindole preparation.

Herein, a strategy based on the judicious choice of N-auxiliaries, which stabilize the substrates as well as allow precise and predictable control over their reactivity with tert-Bu nitrite was described. Thus, the stage was set for the copper-assisted, controllable synthesis of pyridoquinazolones or 3-nitroindoles. Mechanistic studies implicate a switch in the mechanism, in which N-2-pyridylindoles reacted via a nitrosation/transannulation process and N-2-pyridoylindoles underwent an amide bond dissociation/nitration sequence. Notably, the subsequent removal of the auxiliary groups was not required in these reactions.

Organic Chemistry Frontiers published new progress about Cyclization. 93247-78-0 belongs to class indole-building-block, and the molecular formula is C10H9NO2, Product Details of C10H9NO2.

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

Jia, Wen-Liang; Westerveld, Nick; Wong, Kit Ming; Morsch, Thomas; Hakkennes, Matthijs; Naksomboon, Kananat; Fernandez-Ibanez, M. Angeles published the artcile< Selective C-H Olefination of Indolines (C5) and Tetrahydroquinolines (C6) by Pd/S,O-Ligand Catalysis>, Recommanded Product: Methyl 1H-indole-7-carboxylate, the main research area is tetrahydroquinoline indoline olefination palladium catalyst sulfur oxygen ligand.

Herein, a highly selective C-H olefination of directing-group-free indolines (C5) and tetrahydroquinolines (C6) by Pd/S,O-ligand catalysis is reported. In the presence of the S,O-ligand, a wide range of challenging indolines, tetrahydroquinolines, and olefins was efficiently olefinated under mild reaction conditions. The synthetic potential of this methodol. was demonstrated by the efficient olefination of several indoline-based natural products.

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

Bisag, Giorgiana Denisa; Pecorari, Daniel; Mazzanti, Andrea; Bernardi, Luca; Fochi, Mariafrancesca; Bencivenni, Giorgio; Bertuzzi, Giulio; Corti, Vasco published the artcile< Central-to-Axial Chirality Conversion Approach Designed on Organocatalytic Enantioselective Povarov Cycloadditions: First Access to Configurationally Stable Indole-Quinoline Atropisomers>, Name: 4-Methyl-1H-indole-3-carbaldehyde, the main research area is chiral indole quinoline preparation; alkenylindole arylimine enantioselective Povarov cycloaddition axial chirality organocatalyst; Povarov cycloaddition; atropisomerism; chirality; indoles; quinolines.

The first stereoselective synthesis of enantioenriched axially chiral indole-quinoline systems is presented. The strategy takes advantage of an organocatalytic enantioselective Povarov cycloaddition of 3-alkenylindoles and N-arylimines, followed by an oxidative central-to-axial chirality conversion process, allowing for access to previously unreported axially chiral indole-quinoline biaryls. The methodol. is also implemented for the design and the preparation of challenging compounds exhibiting two stereogenic axes. DFT calculations shed light on the stereoselectivity of the central-to-axial chirality conversion, showing unconventional behavior.

Chemistry – A European Journal published new progress about Aromatic imines Role: RCT (Reactant), RACT (Reactant or Reagent). 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, Name: 4-Methyl-1H-indole-3-carbaldehyde.

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

EL-Gammal, Ohyla A.; Alshater, Heba; El-Boraey, Hanaa A. published the artcile< Schiff base metal complexes of 4-methyl-1H-indol-3-carbaldehyde derivative as a series of potential antioxidants and antimicrobial: Synthesis, spectroscopic characterization and 3D molecular modeling>, HPLC of Formula: 4771-48-6, the main research area is transition metal indolylmethylenenicotinohydrazide complex preparation antioxidant antibacterial antifungal DFT.

Novel mononuclear Fe(III), Cu(II), Cd(II), Sn(IV) and binuclear Ni(II) and Hg(II) complexes with the Schiff base ligand: (E)-N’-((4-methyl-1H-indol-3-yl)methylene) nicotinohydrazide were synthesized. The elucidation of the structure of the prepared compounds were performed by elemental analyses, magnetic measurements, TG, 3-dimensional mol. modeling, molar conductance techniques and by various spectroscopic (IR, 1H NMR, UV-Visible, EPR) tools. Antioxidant activity in vitro by DPPH scanning of the ligand and its metal complexes was studied. All test compounds are excellent antioxidants and better than the standard (Ascorbic acid).[Sn(HL)Cl2(OH)2]·2H2O complex (5) showed the highest antioxidant activity. Also, the ligand and its metal complexes were screened against the sensitive organisms Staphylococcus aureus as Gram-pos. bacteria, Escherichia coli as Gram-neg. bacteria and two strains of fungi (Aspergillus flavus and Candida albicans). All metal complexes have higher antimicrobial activity than the metal free ligand and the binuclear [Hg2(HL)Cl4]·EtOH complex (6) possessed excellent antibacterial activity better than the standard drug Ampicillin (antibacterial agent) and showed excellent antifungal activity against Aspergillus flavus, better than Amphotericin B (antifungal agent).

Journal of Molecular Structure published new progress about Antibacterial agents. 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, HPLC of Formula: 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

Duan, Shengguo; An, Yuehui; Xue, Bing; Chen, Yidian; Zhang, Wan; Xu, Ze-Feng; Li, Chuan-Ying published the artcile< Synthesis of Pyrido[2,3-b]indole Derivatives via Rhodium-Catalyzed Cyclization of Indoles and 1-Sulfonyl-1,2,3-triazoles>, Application of C10H9NO, the main research area is indole sulfonyltriazole preparation rhodium catalyst diastereoselective cycloaddition; pyridoindole preparation.

Acyloxy-substituted α,β-unsaturated imines generated in-situ from triazoles acts as aza-[4C] synthons and be trapped by indoles in a stepwise [4 + 2] cycloaddition reaction, thus providing rapid access to valuable pyrido[2,3-b]indoles in high yields. Attractive features of this reaction system included operational simplicity, readily available substrates, construction of sterically demanding quaternary centers and convenient derivatization using triflate.

Advanced Synthesis & Catalysis published new progress about [4+2] Cycloaddition reaction (stereoselective). 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, Application of C10H9NO.

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

Tian, Minggang; Liu, Chuang; Dong, Baoli; Zuo, Yujing; Lin, Weiying published the artcile< A dual-site controlled ratiometric probe revealing the simultaneous down-regulation of pH in lysosomes and cytoplasm during autophagy>, Synthetic Route of 950846-89-6, the main research area is ratiometric fluorescent probe lysosome cytoplasm autophagy hydrogen ion.

In this work, a unique dual-site controlled fluorescent probe was presented for the sensitive and concurrent detection of pH in the cytoplasm and lysosomes. With the probe, the simultaneous down-regulation of pH in the lysosomes and cytoplasm during autophagy has been successfully revealed for the first time.

Chemical Communications (Cambridge, United Kingdom) published new progress about Autophagy. 950846-89-6 belongs to class indole-building-block, and the molecular formula is C30H36N4O2, Synthetic Route 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

Wang, Lei; Taniguchi, Yosuke; Okamura, Hidenori; Sasaki, Shigeki published the artcile< Modification of the aminopyridine unit of 2'-deoxyaminopyridinyl-pseudocytidine allowing triplex formation at CG interruptions in homopurine sequences>, HPLC of Formula: 101083-92-5, the main research area is aminopyridine derive sequence synthesis CG inversion site.

The antigene strategy based on site-specific recognition of duplex DNA by triplex DNA formation has been exploited in a wide range of biol. activities. However, specific triplex formation is mostly restricted to homo-purine strands within the target duplex DNA, due to the destabilizing effect of CG and TA inversion sites where there is an absence of natural nucleotides that can recognize the CG and TA base pairs. Hence, the design of artificial nucleosides, which can selectively recognize these inversion sites with high affinity, should be of great significance. Recently, we determined that 2-amino-3-methylpyridinyl pseudo-dC (3MeAP-VdC) possessed significant affinity and selectivity toward a CG inversion site and showed effective inhibition of gene expression. We now describe the design and synthesis of new modified aminopyridine derivatives by focusing on small chem. modification of the aminopyridine unit to tune and enhance the selectivity and affinity toward CG inversion sites. Remarkably, we have newly found that 2-amino-4-methoxypyridinyl pseudo-dC (4OMeAP-VdC) could selectively recognize the CG base pair in all four adjacent base pairs and form a stable triplex structure against the promoter sequence of the human gene including multiple CG inversion sites.

Nucleic Acids Research published new progress about Aminopyridines Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 101083-92-5 belongs to class indole-building-block, and the molecular formula is C7H5N3O2, HPLC of Formula: 101083-92-5.

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

Ermoli, Antonella; Bargiotti, Alberto; Brasca, Maria Gabriella; Ciavolella, Antonella; Colombo, Nicoletta; Fachin, Gabriele; Isacchi, Antonella; Menichincheri, Maria; Molinari, Antonio; Montagnoli, Alessia; Pillan, Antonio; Rainoldi, Sonia; Sirtori, Federico Riccardi; Sola, Francesco; Thieffine, Sandrine; Tibolla, Marcellino; Valsasina, Barbara; Volpi, Daniele; Santocanale, Corrado; Vanotti, Ermes published the artcile< Cell Division Cycle 7 Kinase Inhibitors: 1H-Pyrrolo[2,3-b]pyridines, Synthesis and Structure-Activity Relationships>, Product Details of C7H5N3O2, the main research area is cell division cycle 7 kinase inhibitor pyrrolopyridine preparation SAR.

Cdc7 kinase has recently emerged as an attractive target for cancer therapy and low-mol.-weight inhibitors of Cdc7 kinase have been found to be effective in the inhibition of tumor growth in animal models. In this paper, we describe synthesis and structure-activity relationships of new 1H-pyrrolo[2,3-b]pyridine derivatives identified as inhibitors of Cdc7 kinase. Progress from (Z)-2-phenyl-5-(1H-pyrrolo[2,3-b]pyridin-3-ylmethylene)-3,5-dihydro-4H-imidazol-4-one to [(Z)-2-(benzylamino)-5-(1H-pyrrolo[2,3-b]pyridin-3-ylmethylene)-1,3-thiazol-4(5H)-one] (I), a potent ATP mimetic inhibitor of Cdc7 kinase with IC50 value of 7 nM, is also reported.

Journal of Medicinal Chemistry published new progress about Molecular modeling. 101083-92-5 belongs to class indole-building-block, and the molecular formula is C7H5N3O2, Product Details of C7H5N3O2.

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

Luo, Wenfeng; Lei, Mengmeng; Wang, Yuan; Gao, Haolei; Wang, Yang; Zhou, Qihang; Xu, Zhihong; Yang, Fengling published the artcile< An indole-rhodamine-based ratiometric fluorescent probe for Pd2+ determination and cell imaging>, Quality Control of 950846-89-6, the main research area is indole rhodamine fluorescent probe lead cell imaging.

A ratiometric fluorescent probe for Pd2+ has been constructed through appending indole to rhodamine B. The response process of Pd2+ to probe was also verified by UV-vis, fluorescence, ESI-MS, 1H NMR and d. functional theory calculation Moreover, the highly sensitive and selective probe was successfully applied to monitor Pd2+ in living cells.

Analytical Methods published new progress about Fluorescent indicators. 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