Month: April 2022

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 5-Methoxy-1H-indole-2-carbaldehyde( cas:21778-81-4 ) is researched.Name: 5-Methoxy-1H-indole-2-carbaldehyde.Zhang, Lei; Zhao, Fei; Zheng, Mingyue; Zhai, Yun; Liu, Hong published the article 《Rapid and selective access to three distinct sets of indole-based heterocycles from a single set of Ugi-adducts under microwave heating》 about this compound( cas:21778-81-4 ) in Chemical Communications (Cambridge, United Kingdom). Keywords: three distinct set indole heterocycle preparation; Ugi adduct microwave heating. Let’s learn more about this compound (cas:21778-81-4).

Three distinct sets of indole-based heterocycles, e.g. I, II and III, were rapidly and selectively synthesized from the same set of Ugi-adducts, e.g. IV, under microwave heating in a reaction-condition-controlled manner. Notably, an unprecedented metal-free intramol. sp3-hybridized C-H arylation using only cesium carbonate was discovered.

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Category: pyridazine. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 5-Methoxy-1H-indole-2-carbaldehyde, is researched, Molecular C10H9NO2, CAS is 21778-81-4, about Organocatalytic cascade aldimine condensation/[1,6]-hydride transfer/Mannich-type cyclization: sustainable access to indole-2,3-fused diazocanes. Author is Wang, Lin-Xuan; Qiu, Bin; An, Xiao-De; Dong, Pei-Zhen; Liu, Rui-Bin; Xiao, Jian.

An unprecedented organocatalytic cascade aldimine condensation/[1,6]-hydride transfer/Mannich-type cyclization of indole-2-carbaldehydes with o-aminoanilines was developed to assemble polycyclic indole-2,3-fused diazocanes in one step. This novel methodol. featured high step- and atom-economy, was redox-neutral and metal-free, and occurred at room temperature It opened a new window for the application of hydride transfer chem. in constructing medium-sized ring structures.

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Shang, Hai; Tian, Yu; Luo, Jun; Li, Lingyu; Tang, Yefeng; Zou, Zhongmei published an article about the compound: 5-Methoxy-1H-indole-2-carbaldehyde( cas:21778-81-4,SMILESS:O=CC(N1)=CC2=C1C=CC(OC)=C2 ).Name: 5-Methoxy-1H-indole-2-carbaldehyde. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:21778-81-4) through the article.

A novel rhodium(II)-catalyzed intramol. annulation of 1-sulfonyl-1,2,3-triazoles with indoles was developed, which enabled the facile synthesis of various 4-functionalized tetrahydro-β-carbolines as well as relevant scaffolds from readily available starting materials.

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Application In Synthesis of (R)-(-)-3-Fluoropyrrolidine Hydrochloride. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: (R)-(-)-3-Fluoropyrrolidine Hydrochloride, is researched, Molecular C4H9ClFN, CAS is 136725-55-8, about Discovery and Characterization of Selective and Ligand-Efficient DYRK Inhibitors. Author is Henderson, Scott H.; Sorrell, Fiona; Bennett, James; Fedorov, Oleg; Hanley, Marcus T.; Godoi, Paulo H.; Ruela de Sousa, Roberta; Robinson, Sean; Ashall-Kelly, Alexander; Hopkins Navratilova, Iva; Walter, Daryl S.; Elkins, Jonathan M.; Ward, Simon E..

Dual-specificity tyrosine-regulated kinase 1A (DYRK1A) regulates the proliferation and differentiation of neuronal progenitor cells during brain development. Consequently, DYRK1A has attracted interest as a target for the treatment of neurodegenerative diseases, including Alzheimer′s disease (AD) and Down′s syndrome. Recently, the inhibition of DYRK1A has been investigated as a potential treatment for diabetes, while DYRK1A′s role as a mediator in the cell cycle has garnered interest in oncol. indications. Structure-activity relationship (SAR) anal. in combination with high-resolution X-ray crystallog. leads to a series of pyrazolo[1,5-b]pyridazine inhibitors with excellent ligand efficiencies, good physicochem. properties, and a high degree of selectivity over the kinome. Compound 11 (I) exhibited good permeability and cellular activity without P-glycoprotein liability, extending the utility of 11 in an in vivo setting. These pyrazolo[1,5-b]pyridazines are a viable lead series in the discovery of new therapies for the treatment of diseases linked to DYRK1A function.

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So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Liou, Jing-Ping; Wu, Zi-Yi; Kuo, Ching-Chuan; Chang, Chi-Yen; Lu, Pei-Yi; Chen, Chi-Ming; Hsieh, Hsing-Pang; Chang, Jang-Yang researched the compound: 5-Methoxy-1H-indole-2-carbaldehyde( cas:21778-81-4 ).HPLC of Formula: 21778-81-4.They published the article 《Discovery of 4-Amino and 4-Hydroxy-1-aroylindoles as Potent Tubulin Polymerization Inhibitors》 about this compound( cas:21778-81-4 ) in Journal of Medicinal Chemistry. Keywords: indole trimethoxybenzoyl chloride aroylation; trimethoxybenzoic anhydride indole acylation; indoline trimethoxybenzoyl chloride aroylation; tetrahydroquinoline trimethoxybenzoyl chloride acylation; aroylindole derivative preparation antitubulin anticancer activity; aroylindoline derivative preparation antitubulin anticancer activity; aroyltetrahydroquinoline derivative preparation antitubulin anticancer activity. We’ll tell you more about this compound (cas:21778-81-4).

1-Aroylindoline, 1-aroyl-1,2,3,4-tetrahydroquinoline, and 1-aroylindole derivatives, e.g., I and II, were synthesized and evaluated for anticancer activity. The 4-amino and 4-hydroxy-1-aroylindoles I and II, with IC50 of 0.9 and 0.6 μM, resp., exhibited antitubulin activity superior or comparable to that of colchicine and combretastatin A-4. They also showed antiproliferative activity with IC50 of 0.3-5.4 nM in a set of human cancer cell lines.

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Pyridazine – Wikipedia,
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Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Science China: Chemistry called Catalytic asymmetric dipolar cycloadditions of indolyl delocalized metal-allyl species for the enantioselective synthesis of cyclopenta [b]indoles and pyrrolo[1,2-a]indoles, Author is Tian, Fei; Yang, Wu-Lin; Ni, Tao; Zhang, Jian; Deng, Wei-Ping, which mentions a compound: 21778-81-4, SMILESS is O=CC(N1)=CC2=C1C=CC(OC)=C2, Molecular C10H9NO2, SDS of cas: 21778-81-4.

Herein, a novel indolyl substituted metal-allyl zwitterionic intermediates through the decarboxylation of conveniently available vinyl indoloxazolidones, which could be regarded as two types of dipolar species through the anionic delocalization was disclosed. The palladium-π-allyl species tended to served as an all-carbon 1,3-dipole in the asym. [3+2] cycloaddition with electron-deficient alkenes, which furnished polysubstituted cyclopenta[b]indoles I [R1 = H, 7-F, 7-Cl, etc.; R2 = Ph, 1-naphthyl, 2-furanyl, etc.; R3 = CN, CO2Me] with high regio- and stereoselectivities. Meanwhile, the iridium-π-allyl species was recognized as an aza-1,3-dipole in asym. [3+2] cycloaddition with in situ generated C1 ammonium enolates, afforded pyrrolo[1,2-a]indoles II [R1 = H, 7-F, 7-Cl, etc.; R4 = CH:CHCH3, Ph, 3-thienyl, etc.] with high diastereo- and enantioselectivities. In addition, the dipolar cycloadditions could be easily scaled-up and several synthetic transformations of the cycloadducts were demonstrated for the rapid synthesis of diverse chiral polycyclic indoles.

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Pyridazine – Wikipedia,
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Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Article, Research Support, Non-U.S. Gov’t, Research Support, U.S. Gov’t, P.H.S., Journal of Medicinal Chemistry called 5-Amino-1-(chloromethyl)-1,2-dihydro-3H-benz[e]indoles: Relationships between Structure and Cytotoxicity for Analogues Bearing Different DNA Minor Groove Binding Subunits, Author is Atwell, Graham J.; Milbank, Jared J. B.; Wilson, William R.; Hogg, Alison; Denny, William A., which mentions a compound: 21778-81-4, SMILESS is O=CC(N1)=CC2=C1C=CC(OC)=C2, Molecular C10H9NO2, Recommanded Product: 5-Methoxy-1H-indole-2-carbaldehyde.

A series of 5-amino-seco-CBI compounds, designed for use as effectors for prodrugs, were prepared to study structure-activity relationships for the cytotoxicity of side chain analogs. Compounds were prepared by coupling 1-(chloromethyl)-5-nitro-1,2-dihydro-3H-benz[e]indole to appropriate carboxylic acids, followed by nitro group reduction, or by coupling suitable 5-amino-protected indolines to α,β-unsaturated acids, followed by deblocking. These AT-specific DNA alkylating agents were evaluated for cytotoxicity in a series of tumor cell lines (AA8, UV4, EMT6, SKOV3). For those analogs bearing an indolecarbonyl side chain, the 5′-methoxy derivative was the most cytotoxic (IC50 1.3 nM in AA8 cells, 4 h exposure), comparable to that of the parent CBI-TMI (5′,6′,7′-trimethoxyindole) derivative (IC50 0.46 nM in the above assay). A subset of solubilized derivatives bearing O(CH2)2NMe2 substituents were about 10-fold less potent. For compounds containing an acryloyl linker in the side chain, the 4′-methoxycinnamoyl derivative proved the most cytotoxic (IC50 0.09 nM in the above assay). A number of these 5-amino-seco-CBI-TMI analogs (including the solubilized compounds) are of interest both as cytotoxins and as components of amine-based prodrugs designed for tumor-specific activation.

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Pyridazine – Wikipedia,
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Das, Tapas; Kayet, Anirban; Mishra, Ruchika; Singh, Vinod K. published an article about the compound: 5-Methoxy-1H-indole-2-carbaldehyde( cas:21778-81-4,SMILESS:O=CC(N1)=CC2=C1C=CC(OC)=C2 ).Application of 21778-81-4. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:21778-81-4) through the article.

A metal-free route to highly fluorescent 1,2-dihydropyrimido[1,6-α]indole derivatives I (R = H, OCH3, CH3, Br; Ar = C6H5, naphth-1-yl, furan-2-yl, etc.) has been developed via base catalyzed aldol followed by the Mannich reaction of indole-2-carboxaldehydes II with Et N-arylideneglycinates ArHC=NCH2COOEt at room temperature This transformation consists of the sequential formation of two new bonds to afford highly functionalized pyrimidoindole derivatives under mild reaction conditions.. Photophys. properties of the products have also been reported.

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Tan, Yu Jia; Li, Ming; Gunawan, Gregory Adrian; Nyantakyi, Samuel Agyei; Dick, Thomas; Go, Mei-Lin; Lam, Yulin published an article about the compound: 5-Methoxy-1H-indole-2-carbaldehyde( cas:21778-81-4,SMILESS:O=CC(N1)=CC2=C1C=CC(OC)=C2 ).Recommanded Product: 5-Methoxy-1H-indole-2-carbaldehyde. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:21778-81-4) through the article.

Indolecarboxamides are potent but poorly soluble mycobactericidal agents. Here, it was found that modifying the incipient scaffold by amide-amine substitution and replacing the indole ring with benzothiophene or benzoselenophene led to striking (10-20-fold) improvements in solubility Potent activity could be achieved without the carboxamide linker but not in the absence of the indole ring. The indolylmethylamine, N-cyclooctyl-6-trifluoromethylindol-2-ylmethylamine (MIC90Mtb 0.13μM, MBC99.9Mtb 0.63μM), exemplifies a promising member that is more soluble and equipotent to its carboxamide equivalent It is also an inhibitor of the mycolate transporter MmpL3, a property shared by the methylamines of benzothiophene and benzoselenophene.

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Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Article, International Journal of Systematic and Evolutionary Microbiology called Description of the bacterial RNA polymerase inhibitor GE23077-producer Actinomadura sp. NRRL B-65521T as Actinomadura lepetitiana sp. nov, Author is Dalmastri, Claudia; Gastaldo, Luciano; Berini, Francesca; Marinelli, Flavia; Marcone, Giorgia Letizia, which mentions a compound: 17739-45-6, SMILESS is BrCCOC1CCCCO1, Molecular C7H13BrO2, Synthetic Route of C7H13BrO2.

The filamentous actinomycete that produces the antibiotic GE23077 was isolated by the Lepetit Research Group from a soil sample collected in Thailand, and it was classified as a member of the genus Actinomadura on the basis of its morphol. and cell-wall composition Phylogenetic anal. based on 16S rRNA gene sequences indicated that this strain formed a distinct monophyletic line within the genus Actinomadura, and it was most closely related to Actinomadura bangladeshensis DSM 45347T (99.31% similarity) and Actinomadura mexicana DSM 44485T (98.94%). The GE23077-producing strain formed an extensively branched, non-fragmented vegetative mycelium; no pseudosporangia were formed and the arthrospores were organized in slightly twisted chains. The cell wall contained meso-2,6-diaminopimelic acid and the diagnostic sugar was madurose. The predominant menaquinone was MK-9(H6), with minor amounts of MK-9(H8) and MK-9(H4). The diagnostic phospholipids were phosphatidylinositol and diphosphatidylglycerol. The major cellular fatty acids were C16:0 and tuberculostearic acid (10-methyloctadecanoic acid), followed by minor amounts of C18:1ω9c, C16:1ω7c and 10-methylheptadecanoic acid. The genomic DNA G + C content was 71.77 mol%. Significant differences in the morphol., chemotaxonomic and biochem. data, and the low DNA-DNA relatedness between the GE23077-producing strain and closely related type strains clearly demonstrate that it represents a novel species of the genus Actinomadura, for which the name Actinomadura lepetitiana sp. nov. is proposed. The type strain is NRRL B-65521T(= LMG 31258T = DSM 109019T).

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