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Abbott, Jason R. et al. published their research in Journal of Medicinal Chemistry in 2018 | CAS: 827-01-0

5-Chloroindole-3-carboxaldehyde (cas: 827-01-0) belongs to indole derivatives. Indole exists overwhelmingly in the 1H-indole form as do other simple indoles. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.Safety of 5-Chloroindole-3-carboxaldehyde

Discovery of Aminopiperidine Indoles That Activate the Guanine Nucleotide Exchange Factor SOS1 and Modulate RAS Signaling was written by Abbott, Jason R.;Hodges, Timothy R.;Daniels, R. Nathan;Patel, Pratiq A.;Kennedy, J. Phillip;Howes, Jennifer E.;Akan, Denis T.;Burns, Michael C.;Sai, Jiqing;Sobolik, Tammy;Beesetty, Yugandhar;Lee, Taekyu;Rossanese, Olivia W.;Phan, Jason;Waterson, Alex G.;Fesik, Stephen W.. And the article was included in Journal of Medicinal Chemistry in 2018.Safety of 5-Chloroindole-3-carboxaldehyde This article mentions the following:

Indole-substituted tryptophan amides such as I were prepared through optimization of aminopiperidine-substituted indoles as activators of the guanine nucleotide exchange factor (GEF) son of sevenless homolog 1 (SOS1) for use in modulating RAS signaling and thus as potential antitumor agents. Substitution patterns on the indole nucleus, the pendant amino acid moiety, and the linker unit connecting these two fragments were modified to determine structure-activity relations for the SOS1-mediated activation of nucleotide exchange. Effective compounds such as I activated the nucleotide exchange process at sub-micromolar concentrations in vitro (IC₅₀ for I = 0.8 卤 0.36 渭M), increased levels of active RAS-GTP in HeLa cells, and elicited signaling changes in the mitogen-activated protein kinase/extracellular regulated kinase (MAPK/ERK) pathway, resulting in a decrease in pERK1/2^T202/Y204 protein levels at higher compound concentrations The structures of selected compounds bound to the ternary complex of RAS, SOS1, and RAS were determined by X-ray crystallog. In the experiment, the researchers used many compounds, for example, 5-Chloroindole-3-carboxaldehyde (cas: 827-01-0Safety of 5-Chloroindole-3-carboxaldehyde).

Referemce:
Indole alkaloid derivatives as building blocks of natural products from聽Bacillus thuringiensis聽and聽Bacillus velezensis聽and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Raj, I. Victor Paul et al. published their research in Acta Chimica Slovenica in 2010 | CAS: 150560-58-0

5-Isopropylindoline-2,3-dione (cas: 150560-58-0) belongs to indole derivatives. In addition to tryptophan, indigo, and indoleacetic acid, numerous compounds obtainable from plant or animal sources contain the indole molecular structure. In addition to indole, the strain-release chemistry worked for numerous substrates including amines, alcohols, thiols, carboxylic acids, imidazoles, and pyrazoles.Recommanded Product: 150560-58-0

H-尾 zeolite, an efficient reusable catalyst for one-pot synthesis of isatins from anilines was written by Raj, I. Victor Paul;Shaikh, Tanveer Mahamadali;Sudalai, Arumugam. And the article was included in Acta Chimica Slovenica in 2010.Recommanded Product: 150560-58-0 This article mentions the following:

The authors described a simple and highly efficient procedure for the single-step preparation of isatins from the com. available anilines using H-尾 zeolite as a truly heterogeneous catalyst. H-尾 zeolite is readily separated from the reaction mixture by simple filtration and was reused several times without considerable loss of activity. In the experiment, the researchers used many compounds, for example, 5-Isopropylindoline-2,3-dione (cas: 150560-58-0Recommanded Product: 150560-58-0).

See, Cheng Shang et al. published their research in European Journal of Medicinal Chemistry in 2018 | CAS: 827-01-0

5-Chloroindole-3-carboxaldehyde (cas: 827-01-0) belongs to indole derivatives. Indole produced by Proteus, Pseudomonas, Escherichia and other species was shown to be a growth promoting factor in Arabidopsis thaliana. They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.Electric Literature of C9H6ClNO

Discovery of the cancer cell selective dual acting anti-cancer agent (Z)-2-(1H-indol-3-yl)-3-(isoquinolin-5-yl)acrylonitrile (A131) was written by See, Cheng Shang;Kitagawa, Mayumi;Liao, Pei-Ju;Lee, Kyung Hee;Wong, Jasmine;Lee, Sang Hyun;Dymock, Brian W.. And the article was included in European Journal of Medicinal Chemistry in 2018.Electric Literature of C9H6ClNO This article mentions the following:

Selective targeting of cancer cells over normal cells is a key objective of targeted therapy. However few approaches achieve true mechanistic selectivity resulting in debilitating side effects and dose limitation. In this work we describe the discovery of A131 (4a), a new agent with an unprecedented dual mechanism of action targeting both mitosis and autophagy. Compound 4a was first identified in a phenotypic screen in which HeLa cells treated with 4a manifested mitotic arrest along with formation of multiple vesicles. Further investigations showed that 4a causes an increase in mitotic marker pH3 and autophagy marker LC3. Importantly 4a induces cell death in cancer cells while sparing normal cells which regrow after 4a is removed. Dual activities against pH3 and LC3 markers are required for cancer cell selectivity. An extensive SAR investigation confirmed 4a as the optimal dual inhibitor with potency against a panel of 30 cancer cell lines (average antiproliferative GI₅₀ 1.5渭M). In a mouse model of paclitaxel-resistant colon cancer, 4a showed 74% tumor growth inhibition when administered at a dose of 20mg/kg IP twice a day. In the experiment, the researchers used many compounds, for example, 5-Chloroindole-3-carboxaldehyde (cas: 827-01-0Electric Literature of C9H6ClNO).

Lin, Hui-Shan et al. published their research in Chemical Communications (Cambridge, United Kingdom) in 2022 | CAS: 170489-16-4

1,4-Dimethyl-1H-indole-3-carbaldehyde (cas: 170489-16-4) belongs to indole derivatives. Indole could be stereoselectively alkylated with chiral cyclopentyl sulfone reagent. Moreover, it is known that it controls biofilm formation. However, the role of indole in the cell has not been fully elucidated.SDS of cas: 170489-16-4

Electrosynthesis of (hetero)aryl nitriles from 伪-imino-oxy acids via oxidative decarboxylation/N-O cleavage was written by Lin, Hui-Shan;Chen, Shu-Jun;Huang, Jing-Mei. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2022.SDS of cas: 170489-16-4 This article mentions the following:

A new method for the synthesis of (hetero)aryl nitriles via iminyl radicals was developed through the electrochem. oxidative decarboxylation of 伪-imino-oxy acids. This protocol provides an efficient approach to nitriles with a broad range of functional-group tolerance under ambient conditions and can be applied for one-pot gram-scale synthesis. In the experiment, the researchers used many compounds, for example, 1,4-Dimethyl-1H-indole-3-carbaldehyde (cas: 170489-16-4SDS of cas: 170489-16-4).

Fukuda, Yasuhiro et al. published their research in Chemical Science in 2021 | CAS: 827-01-0

5-Chloroindole-3-carboxaldehyde (cas: 827-01-0) belongs to indole derivatives. Indole is an important structural motif of various drugs, therapeutic leads besides its prevalence in numerous natural products, agrochemicals, perfumery, and dyes. It is used in perfumery and in making tryptophan, an essential amino acid, and indoleacetic acid (heteroauxin), a hormone that promotes the development of roots in plant cuttings.Category: indole-building-block

Peptoid-based reprogrammable template for cell-permeable inhibitors of protein-protein interactions was written by Fukuda, Yasuhiro;Yokomine, Marin;Kuroda, Daisuke;Tsumoto, Kouhei;Morimoto, Jumpei;Sando, Shinsuke. And the article was included in Chemical Science in 2021.Category: indole-building-block This article mentions the following:

The development of inhibitors of intracellular protein-protein interactions (PPIs) is of great significance for drug discovery, but the generation of a cell-permeable mol. with high affinity to protein is challenging. Oligo(N-substituted glycines) (oligo-NSGs), referred to as peptoids, are attractive as potential intracellular PPI inhibitors owing to their high membrane permeability. However, their intrinsically flexible backbones make the rational design of inhibitors difficult. Here, we propose a peptoid-based rational approach to develop cell-permeable PPI inhibitors using oligo(N-substituted alanines) (oligo-NSAs). The rigid structures of oligo-NSAs enable independent optimization of each N-substituent to improve binding affinity and membrane permeability, while preserving the backbone shape. A mol. with optimized N-substituents inhibited a target PPI in cells, which demonstrated the utility of oligo-NSA as a reprogrammable template to develop intracellular PPI inhibitors. In the experiment, the researchers used many compounds, for example, 5-Chloroindole-3-carboxaldehyde (cas: 827-01-0Category: indole-building-block).

Cheng, Cheng et al. published their research in Tetrahedron in 2015 | CAS: 3484-23-9

2-Methyl-6-nitro-1H-indole (cas: 3484-23-9) belongs to indole derivatives. Indole could be stereoselectively alkylated with chiral cyclopentyl sulfone reagent. It is used in perfumery and in making tryptophan, an essential amino acid, and indoleacetic acid (heteroauxin), a hormone that promotes the development of roots in plant cuttings.HPLC of Formula: 3484-23-9

One-pot three-component reactions of methyl ketones, phenols and a nucleophile: an expedient way to synthesize densely substituted benzofurans was written by Cheng, Cheng;Liu, Changhui;Gu, Yanlong. And the article was included in Tetrahedron in 2015.HPLC of Formula: 3484-23-9 This article mentions the following:

Three-component reactions of glyoxals R¹C(O)CHO (R¹ = C₆H₅, 1-benzofuran-2-yl, cyclopropyl, etc.), sesamol/1,4-benzenediol/1,2,4-benzenetriol/phenol and indoles I (R² = H, CH₃, C₆H₅, CO₂CH₂CH₃; R³ = H, Et; R⁴ = H, 6-NO₂, 5-CH₃) were developed with the aid of acid-catalyst, which produced various densely substituted benzofurans e.g., II with good to excellent yields. On the basis of this observation, a one-pot, step-wise reaction was developed by using Me ketones R⁵C(O)CH₃ (R⁵ = t-Bu, Ph, fluoren-2-yl, thiophen-2-yl, etc.) instead of using glyoxal component in I₂/DMSO system. The indole component can be replaced by some other nucleophiles, such as 1,2,4-trimethoxybenzene and thiophenol. In the experiment, the researchers used many compounds, for example, 2-Methyl-6-nitro-1H-indole (cas: 3484-23-9HPLC of Formula: 3484-23-9).

Jiang, Huanfeng et al. published their research in Journal of Organic Chemistry in 2017 | CAS: 4769-96-4

6-Nitro-1H-indole (cas: 4769-96-4) belongs to indole derivatives. The indole subunit is an almost ubiquitous component of biologically active natural products, and its study has been the focus of research for decades. More than 200 indole derivatives have already been marketed as drugs or are under advanced stages of clinical trials.Computed Properties of C8H6N2O2

Copper-Catalyzed Aerobic Oxidative Regioselective Thiocyanation of Aromatics and Heteroaromatics was written by Jiang, Huanfeng;Yu, Wentao;Tang, Xiaodong;Li, Jianxiao;Wu, Wanqing. And the article was included in Journal of Organic Chemistry in 2017.Computed Properties of C8H6N2O2 This article mentions the following:

A copper-catalyzed aerobic oxidative reaction between aromatics or heteroaromatics with KSCN is developed by using O₂ as the oxidant. The combination of Cu(OTf)₂, N,N,N’,N’-tetramethylethylenediamine (TMEDA) and BF₃路Et₂O provides an efficient catalytic system, affording substituted thiocyanation products and 2-aminobenzothiazoles in excellent yields. The reaction also possesses a good functional group tolerance for both strong electron-withdrawing and electron-donating groups. In the experiment, the researchers used many compounds, for example, 6-Nitro-1H-indole (cas: 4769-96-4Computed Properties of C8H6N2O2).

Bujok, Robert et al. published their research in Synlett in 2012 | CAS: 3484-23-9

2-Methyl-6-nitro-1H-indole (cas: 3484-23-9) belongs to indole derivatives. Indole, first isolated in 1866, and it is commonly synthesized from phenylhydrazine and pyruvic acid, although several other procedures have been discovered. Moreover, it is known that it controls biofilm formation. However, the role of indole in the cell has not been fully elucidated.HPLC of Formula: 3484-23-9

Expedient synthesis of 1-hydroxy-4- and 1-hydroxy-6-nitroindoles was written by Bujok, Robert;Wrobel, Zbigniew;Wojciechowski, Krzysztof. And the article was included in Synlett in 2012.HPLC of Formula: 3484-23-9 This article mentions the following:

Reaction of 伪-chloroalkyl ketones with 1,3-dinitrobenzenes provided 2,4-dinitrobenzyl ketones, which on reduction with SnCl₂ gave 6-nitro derivatives of 1-hydroxyindoles. An alternative approach is the condensation of 2,4- and 2,6-dinitrotoluenes with (CO₂Et)₂ or F₃CCO₂Et to yield dinitrobenzyl ketones, which on reduction with SnCl₂ afforded nitro derivatives of 1-hydroxyindol-2-carboxylates or 1-hydroxy-2-(trifluoromethyl)indoles, resp. In the experiment, the researchers used many compounds, for example, 2-Methyl-6-nitro-1H-indole (cas: 3484-23-9HPLC of Formula: 3484-23-9).

Yang, Liquan et al. published their research in Organic Letters in 2019 | CAS: 170489-16-4

1,4-Dimethyl-1H-indole-3-carbaldehyde (cas: 170489-16-4) belongs to indole derivatives. Indole, first isolated in 1866, and it is commonly synthesized from phenylhydrazine and pyruvic acid, although several other procedures have been discovered. In addition to indole, the strain-release chemistry worked for numerous substrates including amines, alcohols, thiols, carboxylic acids, imidazoles, and pyrazoles.Category: indole-building-block

Electrochemically Enabled C3-Formylation and -Acylation of Indoles with Aldehydes was written by Yang, Liquan;Liu, Zhaoran;Li, Yujun;Lei, Ning;Shen, Yanling;Zheng, Ke. And the article was included in Organic Letters in 2019.Category: indole-building-block This article mentions the following:

Reported herein is an effective strategy for oxidative cross-coupling of indoles with various aldehydes. The strategy is based on a two-step transformation via a known Mannich-type reaction and a C-N bond cleavage for carbonyl introduction. The key step-the C-N bond cleavage of the Mannich product-was enabled by electrochem. This strategy (with over 40 examples) ensures excellent functional-group tolerance as well as late-stage functionalization of pharmaceutical mols. In the experiment, the researchers used many compounds, for example, 1,4-Dimethyl-1H-indole-3-carbaldehyde (cas: 170489-16-4Category: 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

Li, Ming et al. published their research in ACS Medicinal Chemistry Letters in 2017 | CAS: 4769-96-4

6-Nitro-1H-indole (cas: 4769-96-4) belongs to indole derivatives. In addition to tryptophan, indigo, and indoleacetic acid, numerous compounds obtainable from plant or animal sources contain the indole molecular structure. In addition to indole, the strain-release chemistry worked for numerous substrates including amines, alcohols, thiols, carboxylic acids, imidazoles, and pyrazoles.Recommanded Product: 4769-96-4

Indolylalkyltriphenylphosphonium Analogues Are Membrane-Depolarizing Mycobactericidal Agents was written by Li, Ming;Nyantakyi, Samuel A.;Gopal, Pooja;Aziz, Dinah binte;Dick, Thomas;Go, Mei-Lin. And the article was included in ACS Medicinal Chemistry Letters in 2017.Recommanded Product: 4769-96-4 This article mentions the following:

Agents that selectively target the mycobacterial membrane could potentially shorten treatment time for tuberculosis, reduce relapse and curtail emergence of resistant strains. The lipophilicity and extensive charge delocalized state of the triphenylphosphonium (TPP) cation strongly favor accumulation within bacterial membranes. Here we explored the antimycobacterial activities and membrane targeting properties of indolylalkyltriphenylphosphonium analogs. The most active analogs preferentially inhibited growth of Mycobacterium tuberculosis H37Rv (MIC₅₀ 2-4 μM) and were cidal against Mycobacterium bovis BCG (MBC99 3 μM). In spite of their propensity to accumulate within membranes, we found no evidence that these compounds permeabilized mycobacterial membranes or induced cell-envelope stress. Our investigations indicated that the cidal effects of these compounds stem from sustained depolarization of mycobacterial membranes and ensuing disruptive effects on electron transfer and cell division. In the experiment, the researchers used many compounds, for example, 6-Nitro-1H-indole (cas: 4769-96-4Recommanded Product: 4769-96-4).