M.W=150-200 | - Page 17 of 152 - Indole Building Blocks

Cheng, Guangsheng’s team published research in European Journal of Organic Chemistry in 2017 | 4771-48-6

European Journal of Organic Chemistry published new progress about Allenes Role: RCT (Reactant), RACT (Reactant or Reagent). 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, Product Details of C10H9NO.

Cheng, Guangsheng; Deng, Hongmei; He, Xiang; Gao, Yu; Li, Chunju; Jia, Xueshun; Li, Jian published the artcile< Isocyanide-Based Multicomponent Reaction To Furnish N-Functionalized Indoles by using N-Acyliminium Ions as Key Intermediates>, Product Details of C10H9NO, the main research area is indolyl pyrrolidinone preparation.

The present work discloses an efficient multicomponent reaction of isocyanides, allenoates, and indoles. This protocol provides rapid and direct access to N-functionalized indoles from readily available starting materials, in the absence of any catalyst. The strategy also features a broad substrate scope and mild conditions.

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

Akins, Nicholas S’s team published research in ChemMedChem in 2022-04-05 | 399-76-8

ChemMedChem published new progress about Analgesics. 399-76-8 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, Recommanded Product: 5-Fluoroindole-2-carboxylic acid.

Akins, Nicholas S.; Mishra, Nisha; Harris, Hannah M.; Dudhipala, Narendar; Kim, Seong Jong; Keasling, Adam W.; Majumdar, Soumyajit; Zjawiony, Jordan K.; Paris, Jason J.; Ashpole, Nicole M.; Le, Hoang V. published the artcile< C2-Salvinorin Ester 6,5-Fused Ring, Dual Kappa and Mu Opioid Receptor Agonists as Analgesics Devoid of Anxiogenic Effects>, Recommanded Product: 5-Fluoroindole-2-carboxylic acid, the main research area is methoxycarbonyl hydroxy dimethyl dioxobenzoisochromene aryl ester opioid receptor agonist.

Current common analgesics are mediated through the mu or kappa opioid receptor agonism. Unfortunately, selective mu or kappa receptor agonists often cause harmful side effects. However, ligands exhibiting dual agonism to the opioid receptors, such as to mu and kappa, or to mu and delta, have been suggested to temper undesirable adverse effects while retaining analgesic activity. Herein we report an introduction of various 6,5-fused rings to C2 of the salvinorin scaffold via an ester linker. In vitro studies showed that many of these compounds have dual agonism on kappa and mu opioid receptors. In vivo studies on the lead dual kappa and mu opioid receptor agonist demonstrated supraspinal thermal analgesic activity while avoiding anxiogenic effects in male mice, thus providing further strong evidence in support of the therapeutic advantages of dual opioid receptor agonists over selective opioid receptor agonists.

ChemMedChem published new progress about Analgesics. 399-76-8 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, Recommanded Product: 5-Fluoroindole-2-carboxylic acid.

Dawidowski, Maciej’s team published research in Journal of Medicinal Chemistry in 2020-01-23 | 93247-78-0

Journal of Medicinal Chemistry published new progress about Chagas disease. 93247-78-0 belongs to class indole-building-block, and the molecular formula is C10H9NO2, Safety of Methyl 1H-indole-7-carboxylate.

Dawidowski, Maciej; Kalel, Vishal C.; Napolitano, Valeria; Fino, Roberto; Schorpp, Kenji; Emmanouilidis, Leonidas; Lenhart, Dominik; Ostertag, Michael; Kaiser, Marcel; Kolonko, Marta; Tippler, Bettina; Schliebs, Wolfgang; Dubin, Grzegorz; Maeser, Pascal; Tetko, Igor V.; Hadian, Kamyar; Plettenburg, Oliver; Erdmann, Ralf; Sattler, Michael; Popowicz, Grzegorz M. published the artcile< Structure-Activity Relationship in Pyrazolo[4,3-c]pyridines, First Inhibitors of PEX14-PEX5 Protein-Protein Interaction with Trypanocidal Activity>, Safety of Methyl 1H-indole-7-carboxylate, the main research area is Trypanosoma infectious diseases PEX14 PEX5 PPI metabolic pathways MDS.

Trypanosoma protists are pathogens leading to a spectrum of devastating infectious diseases. The range of available chemotherapeutics against Trypanosoma is limited, and the existing therapies are partially ineffective and cause serious adverse effects. Formation of the PEX14-PEX5 complex is essential for protein import into the parasites’ glycosomes. This transport is critical for parasite metabolism and failure leads to mislocalization of glycosomal enzymes, with fatal consequences for the parasite. Hence, inhibiting the PEX14-PEX5 protein-protein interaction (PPI) is an attractive way to affect multiple metabolic pathways. Herein, we have used structure-guided computational screening and optimization to develop the first line of compounds that inhibit PEX14-PEX5 PPI. The optimization was driven by several X-ray structures, NMR binding data, and mol. dynamics simulations. Importantly, the developed compounds show significant cellular activity against Trypanosoma, including the human pathogen Trypanosoma brucei gambiense and Trypanosoma cruzi parasites.

Roca-Lopez, David’s team published research in Synlett in 2011-01-24 | 145513-91-3

Synlett published new progress about Alkenes, nitro Role: RCT (Reactant), RACT (Reactant or Reagent) (aryl-). 145513-91-3 belongs to class indole-building-block, and the molecular formula is C9H15NO2, HPLC of Formula: 145513-91-3.

Roca-Lopez, David; Merino, Pedro; Sayago, Francisco J.; Cativiela, Carlos; Herrera, Raquel P. published the artcile< Organocatalyzed Michael addition reaction by novel (2R,3aS,7aS)-octahydroindole-2-carboxylic acid, a new fused proline>, HPLC of Formula: 145513-91-3, the main research area is acetone nitroolefin Michael addition.

The authors present their results on the organocatalytic enantioselective Michael addition reaction of acetone to different nitroolefines using (2R,3aS,7aS)-octahydroindole-2-carboxylic acid [(R,S,S)-Oic] as a new and suitable catalyst. Computational calculations support the results obtained with (R,S,S)-Oic vs. its diastereomeric form (S,S,S)-Oic. The final products are obtained in good yields and moderate enantioselectivities (up to 58% ee).

Kim, Weonjeong’s team published research in Chemical Science in 2021 | 4771-48-6

Chemical Science published new progress about Acylation catalysts (photochem.). 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, Safety of 4-Methyl-1H-indole-3-carbaldehyde.

Kim, Weonjeong; Koo, Jangwoo; Lee, Hong Geun published the artcile< Benzylic C(sp3)-C(sp2) cross-coupling of indoles enabled by oxidative radical generation and nickel catalysis>, Safety of 4-Methyl-1H-indole-3-carbaldehyde, the main research area is benzylic indole preparation; indole aryl halide arylation cross coupling photocatalyst; acyl indole preparation; acid anhydride indole acylation cross coupling photocatalyst.

A mechanistically unique functionalization strategy for a benzylic C(sp3)-H bond was developed based on facile oxidation event of indole substrates. This novel pathway was initiated by efficient radical generation at benzylic position of substrate, with subsequent transition metal catalysis to complete overall transformation. Ultimately, an aryl or an acyl group could be effectively delivered from an aryl (pseudo)halide or an acid anhydride coupling partner, resp. The developed method utilized mild conditions and exhibited a wide substrate scope for both substituted indoles and C(sp2)-based reaction counterparts. Mechanistic studies showed that competitive hydrogen atom transfer (HAT) processes, which were frequently encountered in conventional methods, are not involved in the product formation process of the developed strategy.

Ye, Zenghui’s team published research in Organic Letters in 2019-12-20 | 399-76-8

Organic Letters published new progress about Aromatic carboxylic acids Role: RCT (Reactant), RACT (Reactant or Reagent). 399-76-8 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, Recommanded Product: 5-Fluoroindole-2-carboxylic acid.

Ye, Zenghui; Li, Yong; Xu, Kai; Chen, Na; Zhang, Fengzhi published the artcile< Cascade π-Extended Decarboxylative Annulation Involving Cyclic Diaryliodonium Salts: Site-Selective Synthesis of Phenanthridines and Benzocarbazoles via a Traceless Directing Group Strategy>, Recommanded Product: 5-Fluoroindole-2-carboxylic acid, the main research area is phenanthridine benzocarbazole preparation regioselective; indole carboxylic acid cyclic diaryliodonium salt decarboxylative annulation palladium.

A novel cascade π-extended decarboxylative annulation (PEDA) involved with cyclic diaryliodonium salts is described. Via fine-tuning of the reaction conditions, the Pd(II)-catalyzed site-selective N1/C2 or C2/C3 annulation of com. available indole-2-carboxylic acids can be achieved, affording valuable phenanthridines or benzocarbazoles, resp. The key strategy is the carboxylic acid functionality being employed as both a traceless directing group for the ortho C-N or C-C coupling and a reactive group for the cascade π-extended decarboxylative annulation in a highly step economical manner.

Zi, Weiwei’s team published research in Journal of the American Chemical Society in 2015-03-11 | 4771-48-6

Journal of the American Chemical Society published new progress about Acetals Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (indolyl, propargyl). 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, Category: indole-building-block.

Zi, Weiwei; Wu, Hongmiao; Toste, F. Dean published the artcile< Gold(I)-Catalyzed Dearomative Rautenstrauch Rearrangement: Enantioselective Access to Cyclopenta[b]indoles>, Category: indole-building-block, the main research area is cyclopentaindole cyclopentapyrrole enantioselective diastereoselective preparation; stereoselective Rautenstrauch rearrangement indolylpropynyl pyrrolylpropynyl acetal Segphos digold complex; dearom diastereoselective enantioselective Rautenstrauch rearrangement indolylpropynyl pyrrolylpropynyl acetal; methylcyclopentaindolecarboxylate mol crystal structure.

In the presence of a DTBM-Segphos digold complex and AgSbF6, indolylpropynyl acetals I (R = H, 5-F, 5-Br, 5-Me, 5-MeO, 4-Me, 6-MeO, 6-Cl, 7-Me; R1 = Me, Et, Bu; R3 = MeO2C, EtO2C, H2C:CHCH2O2C, EtCO, PhCO; Ts = 4-MeC6H4SO2) and a pyrrolylpropynyl acetal underwent enantioselective dearomative Rautenstrauch rearrangements to yield (after hydrolysis) nonracemic cyclopenta[b]indoles II (R = H, 5-F, 5-Br, 5-Me, 5-MeO, 4-Me, 6-MeO, 6-Cl, 7-Me; R1 = Me, Et, Bu; R3 = MeO2C, EtO2C, H2C:CHCH2O2C, EtCO, PhCO) and a cyclopentapyrrolecarboxylate in 46-91% yields and in 71-98% ee. The structures of II (R = 4-Me; R1 = Me; R2 = MeO2C) and of a reduction product derived from II (R = H; R1 = Me; R2 = MeO2C) were determined by X-ray crystallog.

Liu, Boya’s team published research in ACS Applied Polymer Materials in 2022-09-09 | 399-76-8

ACS Applied Polymer Materials published new progress about Crosslinking. 399-76-8 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, Safety of 5-Fluoroindole-2-carboxylic acid.

Liu, Boya; Liu, Yang; Liu, Xiangyang published the artcile< Enhanced Thermal Conductivity of All-Organic Aramid Nanofiber Films via Interfacial Coupling Reaction>, Safety of 5-Fluoroindole-2-carboxylic acid, the main research area is thermal conductivity organic aramid nanofiber film interfacial coupling.

It is still a great challenge to prepare intrinsically all-organic thermal conductive membrane with high in-plane and through-plane thermal conductivity Herein, we designed an all-organic aramid nanofiber thin film with in-plane and through-plane thermal conductivity as high as 15.7 and 0.26 W/mK, resp., through one step fluorination utilizing F2/N2. We proved that direct fluorination could induce the coupling reaction of benzene rings in neighboring aramid macromols. to form numerous covalent crosslinking bonds among aramid nanofibers. Benefiting from the crosslinking behavior, interfacial thermal resistance between the nanofibers was suppressed to some extent, thereby leading to enhancement of in-plane and through-plane thermal conductivity by 78.8% and 271.7%, resp., compared with the unmodified membranes. In addition, the thin films also possess high mech. strength and elec. insulation, which promote its application potential in flexible electronic fields.

Ermoli, Antonella’s team published research in Journal of Medicinal Chemistry in 2009-07-23 | 101083-92-5

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.

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.

Wang, Lei’s team published research in Nucleic Acids Research in 2018-09-28 | 101083-92-5

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.

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.