Day: October 26, 2022

On October 15, 2021, Ledneczki, Istvan; Horvath, Anita; Tapolcsanyi, Pal; Eles, Janos; Molnar, Katalin Dudas; Vago, Istvan; Visegrady, Andras; Kiss, Laszlo; Szigetvari, Aron; Koti, Janos; Kramos, Balazs; Maho, Sandor; Holm, Patrik; Kolok, Sandor; Fodor, Laszlo; Than, Marta; Kostyalik, Diana; Balazs, Ottilia; Vastag, Monika; Greiner, Istvan; Levay, Gyorgy; Lendvai, Balazs; Nemethy, Zsolt published an article.Product Details of 1609131-18-1 The title of the article was HTS-based discovery and optimization of novel positive allosteric modulators of the α7 nicotinic acetylcholine receptor. And the article contained the following:

HTS campaign of the corporate compound collection resulted in a novel, oxalic acid diamide scaffold of α7 nACh receptor pos. allosteric modulators. During the hit expansion, several derivatives, such as I-III demonstrated not only high in vitro potency, but also in vivo efficacy in the mouse place recognition test. The advanced hit mol. II was further optimized by the elimination of the putatively mutagenic aromatic-amine building block that resulted in a novel, aminomethylindole compound family. The most balanced physico-chem. and pharmacol. profile was found in case of compound IV. Docking study revealed an inter-subunit binding site to be the most probable for our compounds IV demonstrated favorable cognitive enhancing profile not only in scopolamine-induced amnesia (place recognition test in mice) but also in natural forgetting (novel object recognition test in rats). IV was, furthermore, active in a cognitive paradigm of high translational value, namely in the rat touch screen visual discrimination test. Therefore, IV was selected as a lead compound for further optimization. Based on the obtained favorable results, the invented aminomethylindole cluster may provide a viable approach for cognitive enhancement through pos. allosteric modulation of α7 nAChRs. The experimental process involved the reaction of 6-Fluoro-5-nitro-1H-indole(cas: 1609131-18-1).Product Details of 1609131-18-1

The Article related to indole allosteric modulator preparation nicotinic acetylcholine receptor cognitive enhancement, highthroughput screening indole allosteric modulator preparation drug discovery, alpha 7 nicotinic acetylcholine receptor, cognitive enhancement, high-throughput screening, positive allosteric modulation, structure-activity relationship and other aspects.Product Details of 1609131-18-1

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

On March 18, 2004, Chakravarty, Sarvajit; Dugar, Sundeep; Lu, Qing; Luedtke, Gregory R.; Mavunkel, Babu J.; Perumatam, John Joseph; Tester, Richland published a patent.Electric Literature of 256935-86-1 The title of the patent was Preparation of piperidinylcarbonyl- and piperazinylcarbonylindolamines as p38 kinase inhibitors.. And the patent contained the following:

Title compounds [I; 1 Z2 = CA, the other = CR1; R1, R2, R5, R6 = H, noninterfering substituent; A = WiCOXjY; Y = COR2; W, X = spacer of 2-6Å; i, j = 0, 1; 2 R6 may form a 5-6 membered ring; m = 0-4; n = 0-3; L1, L2 = linker; R4 = noninterfering substituent; Z1 = N, CR5; Ar = (substituted) (fused) Ph, thienyl], were prepared for treatment of pro-inflammation response (no data). Thus, 1-(4-fluorobenzyl)-2S,5R-dimethylpiperazine, 6-chloroindole-5-carboxylic acid (preparation given), TBTU, and Et3N were stirred in DMF overnight to give 92% amide, which in CH2Cl2 at 0° was treated with (COCl)2 followed by stirring at room temperature for 5 h. Pyrrolidine was added followed by stirring for 1 h to give 71% 1-[6-chloro-5-[4-(4-fluorobenzyl)-2R,5S-dimethylpiperazine-1-carbonyl]-1H-indol-3-yl]-2-pyrrolidin-1-ylethane-1,2-dione. This was stirred with NaH in THF for 30 min.; O-(diphenylphosphinyl)hydroxylamine was added followed by stirring for 10 h to give 1-[1-amino-6-chloro-5-[4-(4-fluorobenzyl)-2R,5S-dimethylpiperazine-1-carbonyl]-1H-indol-3-yl]-2-pyrrolidin-1-ylethane-1,2-dione. The experimental process involved the reaction of 6-Chloro-1H-indole-5-carboxylic acid(cas: 256935-86-1).Electric Literature of 256935-86-1

The Article related to piperidinylcarbonylindolamine piperazinylcarbonylindolamine preparation p38 kinase inhibitor, indolyloxoacetamide amino piperazinylcarbonyl preparation p38 kinase inhibitor, pulmonary sarcosis silicosis cerebral malaria treatment aminoindole preparation, restenosis psoriasis cns reperfusion injury treatment aminoindole preparation and other aspects.Electric Literature of 256935-86-1

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

On December 15, 2013, Shiokawa, Zenyu; Hashimoto, Kentaro; Saito, Bunnai; Oguro, Yuya; Sumi, Hiroyuki; Yabuki, Masato; Yoshimatsu, Mie; Kosugi, Yohei; Debori, Yasuyuki; Morishita, Nao; Dougan, Douglas R.; Snell, Gyorgy P.; Yoshida, Sei; Ishikawa, Tomoyasu published an article.Name: H-Idc-OH The title of the article was Design, synthesis, and biological activities of novel hexahydropyrazino[1,2-a]indole derivatives as potent inhibitors of apoptosis (IAP) proteins antagonists with improved membrane permeability across MDR1 expressing cells. And the article contained the following:

The authors previously reported octahydropyrrolo[1,2-a]pyrazine derivative (T-3256336) as a potent antagonist for inhibitors of apoptosis (IAP) proteins. Because compound T-3256336 was susceptible to MDR1 mediated efflux, the authors developed another scaffold, hexahydropyrazino[1,2-a]indole, using structure-based drug design. The fused benzene ring of this scaffold was aimed at increasing the lipophilicity and decreasing the basicity of the scaffold to improve the membrane permeability across MDR1 expressing cells. The authors established a chiral pool synthetic route to yield the desired tricyclic chiral isomers. Chem. modification of the core scaffold led to a representative compound I, which showed strong inhibition of IAP binding (X chromosome-linked IAP [XIAP]: IC50 23 nM and cellular IAP [cIAP]: IC50 1.1 nM) and cell growth inhibition (MDA-MB-231 cells: GI50 2.8 nM) with high permeability and low potential of MDR1 substrate. The experimental process involved the reaction of H-Idc-OH(cas: 79815-20-6).Name: H-Idc-OH

The Article related to hexahydropyrazinoindole preparation inhibitors of apoptosis iap protein antagonist, crystal structure, 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide, 1-hydroxybenzotriazole, 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride, ac, cdcl(3), dipea, dmf, dmso, dmt-mm, edc, et, hatu, hobt, hexahydropyrazino[1,2-a]indole and other aspects.Name: H-Idc-OH

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

On March 26, 2020, Watkins, Edmond Blake; Uredi, Dilipkumar; Motati, Damoder Reddy published a patent.Product Details of 883526-76-9 The title of the patent was Preparation of pyridines, β- and γ-carbolines, and other fused azaheteroaromatics under mild, metal-free conditions including pyridine monoterpenoid and pyridoindole alkaloids. And the patent contained the following:

The invention relates to novel methods of preparation of substituted pyridines, β-carbolines, γ-carbolines and other fused azaheteroaroms that include pyrrolopyridine, furopyridine, thienopyridine, benzofuropyridine, pyrrolodipyridine, benzothienopyridine, phenanthroline and benzisoquinoline under metal-free conditions, starting from propargylic amines and α,β-unsaturated carbonyl compounds involving imine formation followed by concomitant cyclization through an allenyl intermediate in the presence of a mild base, e.g., NaHCO3, in DMF. In particular, the invention provides efficient methods for the construction of diversely substituted pyridines, with varying substitution patterns under simple and metal-free conditions with high atom- and pot-economy and excellent functional group tolerance, and which are useful for the synthesis of natural products such as pyridine monoterpenoid and pyridoindole alkaloids. The formal synthesis of oxopropalines D and G on a gram-scale 4,9-dimethyl-9H-Pyrido[3,4-b]indole, in a one-pot reaction from com. available materials (previous shortest reported route was 5 steps) and one-step synthesis of the monoterpene alkaloid, (-)-actinidine as long as the preparation in two steps of an analog of oxopropaline are given. The experimental process involved the reaction of 1,5-Dimethyl-1H-indole-2-carbaldehyde(cas: 883526-76-9).Product Details of 883526-76-9

The Article related to pyridine preparation heteroaromatic aldehyde propargylic amine metal free heterocyclization, heteroaromatic aldehyde propargylic amine one step condensation heterocyclization aromatization, pyrrolopyridine furopyridine thienopyridine benzofuropyridine pyrrolodipyridine benzothienopyridine phenanthroline benzisoquinoline preparation and other aspects.Product Details of 883526-76-9

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

On October 13, 2021, there was a patent about antitumor agents.Name: 6-Fluoro-5-nitro-1H-indole The title of the patent was Preparation of (1H-indol-5-yl)acrylamide derivatives as inhibitors of TEAD proteins and the HIPPO-YAP1/TAZ signaling cascade for the treatment of cancer. And the patent contained the following:

The invention relates to 1H-indolyl-acrylamide derivatives I [n = 0-1; R1 = a single bond, alkenyl; R2 = (fluoro)alkyl, (fluoro)alkoxy, (un)substituted Ph, etc.; R4 = H, alkyl; R7 = H, CN, alkyl; R8 = H, (un)substituted alkyl] or pharmaceutically acceptable salts thereof, useful as inhibitors of the TEAD-dependent gene transcription and the HIPPO-YAP1/TAZ signaling cascade for use in methods of treatment of cancer, such as e.g. breast, ovarian, uterine, prostate, lung, gastric, colorectal, bladder, pancreatic and liver cancers, sarcomas, esophageal, head and neck cancers, uveal melanoma or glioma, and in particular in the treatment of patients who have exhibited resistance to prior anti-cancer therapy. E.g., a multi-step synthesis of II, starting from 5-nitroindole and 3-(trifluoromethyl)benzyl bromide, was disclosed. Exemplified compounds I underwent biochem. studies in order to determine their capacity to inhibit YAP1/TAZ-TEAD or TEAD-dependent gene transcription (data given). Pharmaceutical composition comprising compound I was disclosed. The experimental process involved the reaction of 6-Fluoro-5-nitro-1H-indole(cas: 1609131-18-1).Name: 6-Fluoro-5-nitro-1H-indole

The Article related to indolylacrylamide preparation tead protein hippo yap1 taz signaling cascade, antitumor breast ovarian uterine prostate lung cancer indolylacrylamide preparation, gastric colorectal bladder pancreatic liver cancer treatment indolylacrylamide preparation, sarcoma esophageal head neck cancer glioma treatment indolylacrylamide preparation and other aspects.Name: 6-Fluoro-5-nitro-1H-indole

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

On October 14, 2021, Fett, Eykmar; Venier, Olivier published a patent.Application of 1609131-18-1 The title of the patent was Preparation of (1H-indol-5-yl)acrylamide derivatives as inhibitors of TEAD proteins and the HIPPO-YAP1/TAZ signaling cascade for the treatment of cancer. And the patent contained the following:

The invention relates to 1H-indolyl-acrylamide derivatives I [n = 0-1; R1 = a single bond, alkenyl; R2 = (fluoro)alkyl, (fluoro)alkoxy, (un)substituted Ph, etc.; R4 = H, alkyl; R7 = H, CN, (un)substituted alkyl, etc.; R8 = H, (un)substituted alkyl; R11 = H, F, Cl] or pharmaceutically acceptable salts thereof, useful as inhibitors of the TEAD-dependent gene transcription and the HIPPO-YAP1/TAZ signaling cascade for use in methods of treatment of cancer, such as e.g. breast, ovarian, uterine, prostate, lung, gastric, colorectal, bladder, pancreatic and liver cancers, sarcomas, esophageal, head and neck cancers, uveal melanoma or glioma, and in particular in the treatment of patients who have exhibited resistance to prior anti-cancer therapy. E.g., a multi-step synthesis of II, starting from 5-nitroindole and 3-(trifluoromethyl)benzyl bromide, was disclosed. Exemplified compounds I underwent biochem. studies in order to determine their capacity to inhibit YAP1/TAZ-TEAD or TEAD-dependent gene transcription (data given). Pharmaceutical composition comprising compound I was disclosed. The experimental process involved the reaction of 6-Fluoro-5-nitro-1H-indole(cas: 1609131-18-1).Application of 1609131-18-1

The Article related to indolylacrylamide preparation tead protein hippo yap1 taz signaling cascade, antitumor breast ovarian uterine prostate lung cancer indolylacrylamide preparation, gastric colorectal bladder pancreatic liver cancer treatment indolylacrylamide preparation, sarcoma esophageal head neck cancer glioma treatment indolylacrylamide preparation and other aspects.Application of 1609131-18-1

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

On February 26, 2018, Wang, Qingfu; Chai, Huining; Yu, Zhengkun published an article.Computed Properties of 52537-00-5 The title of the article was Acceptorless Dehydrogenation of N-Heterocycles and Secondary Alcohols by Ru(II)-NNC Complexes Bearing a Pyrazoyl-indolyl-pyridine Ligand. And the article contained the following:

Ru(II) hydride complexes bearing a pyrazolyl-(2-indol-1-yl)-pyridine ligand were synthesized and structurally characterized by NMR anal. and x-ray single crystal crystallog. determinations These complexes efficiently catalyzed acceptorless dehydrogenation of N-heterocycles and secondary alcs., resp., exhibiting highly catalytic activity with a broad substrate scope. The present work established a strategy to construct highly active transition-metal complex catalysts, and provides an atom-economical and environmentally benign protocol for the synthesis of aromatic N-heterocyclic compounds and ketones. The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Computed Properties of 52537-00-5

The Article related to ruthenium pyrazolylindolylpyridine hydride pincer complex preparation catalyst dehydrogenation indoline, crystal structure pyrazolylindolylpyridine ruthenium hydride pincer complex, mol structure pyrazolylindolylpyridine ruthenium hydride pincer complex, pyrazolylindolylpyridine pincer ligand preparation cyclometalation ruthenium chloride and other aspects.Computed Properties of 52537-00-5

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

Fabry, David; Zoller, Jochen; Rueping, Magnus published an article in , the title of the article was Semiconductors as Heterogeneous Visible Light Photoredox Catalysts in Combined Dual Metal Catalyzed C-H Functionalizations.Category: indole-building-block And the article contains the following content:

The application of heterogeneous semiconductors as visible-light photoredox catalysts for transition metal-catalyzed C-H olefination reactions of diaryl ethers/Weinreb amides with acrylates to afford aryl-acrylates I [R1 = 3-OMe, 3-OMe-5-(prop-1-en-1-yl), R2 = Me, Et, Bu, CH2C2F5] and Bu (E)-3-(carbamoylphenyl)acrylates II [R3 = H, 5-Me, 5-OMe, 5-tert-Bu, R5 = Me, OMe, R6 = Me, R5R6 = piperidin-1-yl, morpholin-4-yl] is reported. Also, the application of heterogeneous semiconductors along with palladium catalyzed enamine cyclization provided substituted indoles III [R7 = H, 5-OMe, 7-Me, etc., R8 = Me, tert-Bu]. The experimental process involved the reaction of Methyl 2-methyl-1H-indole-3-carboxylate(cas: 65417-22-3).Category: indole-building-block

The Article related to pyridinyloxyphenylacrylate carbamoylphenylacrylate preparation diastereoselective, diaryl ether acrylate ortho olefination semiconductor photocatalyst, weinreb amide acrylate ortho olefination semiconductor photocatalyst, indole preparation semiconductor photoredox catalyst, enamine cyclization semiconductor photocatalyst palladium catalyst and other aspects.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

On March 21, 2008, Hong, Bor-Cherng; Wu, Ming-Fun; Tseng, Hsing-Chang; Huang, Guo-Fong; Su, Cheng-Feng; Liao, Ju-Hsiou published an article.Synthetic Route of 79815-20-6 The title of the article was Organo-catalytic asymmetric Robinson annulation of α,β-unsaturated aldehydes: applications to the total synthesis of (+)-palitantin. [Erratum to document cited in CA148:033412]. And the article contained the following:

The absolute configurations for 3g, 3h, 9 and 10 were incorrect in the Abstract, Table 3 and Schemes 3 and 4. The correct configurations are given. The experimental process involved the reaction of H-Idc-OH(cas: 79815-20-6).Synthetic Route of 79815-20-6

The Article related to erratum cyclohexadienecarboxaldehyde stereoselective enantioselective preparation, palitantin stereoselective enantioselective preparation erratum, organo catalytic stereoselective enantioselective robinson annulation unsaturated aldehyde erratum, amine catalyst stereoselective enantioselective robinson annulation unsaturated aldehyde erratum and other aspects.Synthetic Route of 79815-20-6

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

Ruiz, Nerea; Reyes, Efraim; Vicario, Jose L.; Badia, Dolores; Carrillo, Luisa; Uria, Uxue published an article in 2008, the title of the article was Organocatalytic enantioselective synthesis of highly functionalized polysubstituted pyrrolidines.Reference of H-Idc-OH And the article contains the following content:

The organocatalytic conjugate addition of different aldehydes to β-nitroacrolein di-Me acetal, generating the corresponding highly functionalized nitroaldehydes in high yields and with high stereoselectivities, has been studied in detail. These transformations have been achieved by using both readily available starting materials in a 1:1 ratio as well as com. available catalysts at a 10 mol% catalyst loading. Furthermore, a very short and efficient protocol has been devised for the preparation of highly enantioenriched pyrrolidines containing two or three contiguous stereocenters starting from the obtained Michael adducts. 3,4-Disubstituted pyrrolidines have been obtained in a single step by Zn-mediated chemoselective reduction of the nitro group followed by intramol. reductive amination, and trisubstituted homoproline derivatives have been prepared by means of an olefination reaction and a cascade process involving chemoselective reduction of the nitro group followed by a fully diastereoselective intramol. aza-Michael reaction. The experimental process involved the reaction of H-Idc-OH(cas: 79815-20-6).Reference of H-Idc-OH

The Article related to beta nitroacrolein dimethyl acetal aldehyde chiral organocatalyst conjugate addition, aldehyde nitro derivative stereoselective preparation reduction intramol reductive amination, nitroaldehyde derivative stereoselective preparation olefination reduction intramol aza michael, pyrrolidine polysubstituted derivative chemoselective stereoselective preparation and other aspects.Reference of H-Idc-OH

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