indole-building-block | - Page 102 of 1434

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).

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

Clavadetscher, Jessica et al. published their research in Angewandte Chemie, International Edition in 2017 | CAS: 754214-56-7

7-Azaindole-5-boronic Acid Pinacol Ester (cas: 754214-56-7) belongs to indole derivatives. Indole produced by Proteus, Pseudomonas, Escherichia and other species was shown to be a growth promoting factor in Arabidopsis thaliana. More than 200 indole derivatives have already been marketed as drugs or are under advanced stages of clinical trials.SDS of cas: 754214-56-7

In-cell dual drug synthesis by cancer-targeting palladium catalysts was written by Clavadetscher, Jessica;Indrigo, Eugenio;Chankeshwara, Sunay V.;Lilienkampf, Annamaria;Bradley, Mark. And the article was included in Angewandte Chemie, International Edition in 2017.SDS of cas: 754214-56-7 This article mentions the following:

Transition metals have been successfully applied to catalyze non-natural chem. transformations within living cells, with the highly efficient labeling of subcellular components and the activation of prodrugs. In vivo applications, however, have been scarce, with a need for the specific cellular targeting of the active transition metals. Here, we show the design and application of cancer-targeting palladium catalysts, with their specific uptake in brain cancer (glioblastoma) cells, while maintaining their catalytic activity. In these cells, for the first time, two different anticancer agents were synthesized simultaneously intracellularly, by two totally different mechanisms (in situ synthesis and decaging), enhancing the therapeutic effect of the drugs. Tumor specificity of the catalysts together with their ability to perform simultaneous multiple bioorthogonal transformations will empower the application of in vivo transition metals for drug activation strategies. In the experiment, the researchers used many compounds, for example, 7-Azaindole-5-boronic Acid Pinacol Ester (cas: 754214-56-7SDS of cas: 754214-56-7).

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).

Li, Renhe et al. published their research in Nature Communications in 2019 | CAS: 14204-27-4

2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4) 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. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.SDS of cas: 14204-27-4

Sulfenamide-enabled ortho thiolation of aryl iodides via palladium/norbornene cooperative catalysis was written by Li, Renhe;Zhou, Yun;Yoon, Ki-Young;Dong, Zhe;Dong, Guangbin. And the article was included in Nature Communications in 2019.SDS of cas: 14204-27-4 This article mentions the following:

A general ortho thiolation of common aryl and heteroaryl iodides RI (R = 2-methylphenyl, 1-naphthyl, quinolin-5-yl, etc.) via palladium-norbornene cooperative catalysis is reported. Using this approach, an aryl or alky sulfur moiety can be site-selectively introduced at the arene ortho position without using sterically or electronically biased substrates. The arene ipso functionalization is simultaneously achieved through Heck, Suzuki or Sonogashira termination. The reaction is enabled by a unique class of electrophiles in palladium-norbornene cooperative catalysis, which are sulfenamides such as N-phenyl-N-(phenylsulfanyl)formamide, 1-(phenylsulfanyl)pyrrolidin-2-one, 1-(phenylsulfanyl)azepan-2-one, etc. derived from seven-membered lactams. The broad substrates scope and high chemoselectivity could make this method attractive for synthesis of complex sulfur-containing aromatic compounds, e.g., I. In the experiment, the researchers used many compounds, for example, 2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4SDS of cas: 14204-27-4).

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

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).

Jiang, Xiaohua et al. published their research in Journal of Medicinal Chemistry in 2012 | CAS: 754214-56-7

7-Azaindole-5-boronic Acid Pinacol Ester (cas: 754214-56-7) 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. Indole plays a fundamental role for QS in E. coli, being one of the signal molecules responsible for the transcription of a variety of genes (gabT, and tnaB ASTD). Reference of 754214-56-7

Antiadhesion Therapy for Urinary Tract Infections-A Balanced PK/PD Profile Proved To Be Key for Success was written by Jiang, Xiaohua;Abgottspon, Daniela;Kleeb, Simon;Rabbani, Said;Scharenberg, Meike;Wittwer, Matthias;Haug, Martina;Schwardt, Oliver;Ernst, Beat. And the article was included in Journal of Medicinal Chemistry in 2012.Reference of 754214-56-7 This article mentions the following:

The initial step for the successful establishment of urinary tract infections (UTIs), predominantly caused by uropathogenic Escherichia coli, is the adhesion of bacteria to urothelial cells. This attachment is mediated by FimH, a mannose-binding adhesin, which is expressed on the bacterial surface. To date, UTIs are mainly treated with antibiotics, leading to the ubiquitous problem of increasing resistance against most of the currently available antimicrobials. Therefore, new treatment strategies are urgently needed, avoiding selection pressure and thereby implying a reduced risk of resistance. Here, we present a new class of highly active antimicrobials, targeting the virulence factor FimH. When the most potent representative, an indolinylphenyl mannoside, was administered in a mouse model at the low dosage of 1 mg/kg (corresponding to approx. 25 μg/mouse), the minimal therapeutic concentration to prevent UTI was maintained for more than 8 h. In a treatment study, the colony-forming units in the bladder could be reduced by almost 4 orders of magnitude, comparable to the standard antibiotic treatment with ciprofloxacin (8 mg/kg, s.c.). In the experiment, the researchers used many compounds, for example, 7-Azaindole-5-boronic Acid Pinacol Ester (cas: 754214-56-7Reference of 754214-56-7).

Lin, Aijun et al. published their research in Advanced Synthesis & Catalysis in 2011 | CAS: 14204-27-4

2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4) belongs to indole derivatives. Indole could be stereoselectively alkylated with chiral cyclopentyl sulfone reagent. Indole plays a fundamental role for QS in E. coli, being one of the signal molecules responsible for the transcription of a variety of genes (gabT, and tnaB ASTD). Reference of 14204-27-4

Organocatalytic Enantioselective Sulfenylation of β-Keto Phosphonates: A Convenient Approach to Construct Hetero-Quaternary Stereocenters was written by Lin, Aijun;Fang, Ling;Zhu, Xi;Zhu, Chengjian;Cheng, Yixiang. And the article was included in Advanced Synthesis & Catalysis in 2011.Reference of 14204-27-4 This article mentions the following:

The highly effective and enantioselective sulfenylation of β-keto phosphonates catalyzed by α,α-diaryl-L-prolinols has been developed. The optically active α-sulfenylated β-keto phosphonates could be obtained under mild reaction conditions in good yields (up to 92%) and with excellent enantioselectivities (up to 92% ee). In the experiment, the researchers used many compounds, for example, 2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4Reference of 14204-27-4).

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).

Devi, N. Saritha et al. published their research in Journal of Pharmaceutical Sciences and Research in 2019 | CAS: 112656-95-8

7-Nitroindoline-2,3-dione (cas: 112656-95-8) belongs to indole derivatives. Indole could be stereoselectively alkylated with chiral cyclopentyl sulfone reagent. In addition to indole, the strain-release chemistry worked for numerous substrates including amines, alcohols, thiols, carboxylic acids, imidazoles, and pyrazoles.Formula: C8H4N2O4

Synthesis and screening of 3-[N-substituted phenylamino-2-phenyl-4-thiazolidinon-5-ylidene]-1,3-dihydro-indol-2-ones for in vivo anti-inflammatory activity was written by Devi, N. Saritha;Srinivas, B.;Sarangapani, Manda. And the article was included in Journal of Pharmaceutical Sciences and Research in 2019.Formula: C8H4N2O4 This article mentions the following:

A novel 3-[N-substituted phenylamino-2-phenyl-4-thiazolidinon-5-ylidene]-1,3-dihydro-indol-2-ones I (R = H, 5-F, 7-Me) was synthesized by condensation of isatins II with 2-phenyl-3-(phenylamino)-1,3-thiazolidin-4-one. The compounds I (5-Cl, 7-Cl, 5-F, 5-Br, 5,6-Cl₂, 5-OH) evaluated for in vivo anti-inflammatory activity. The compound I (R = 5,6-Cl₂) showed more in vivo anti-inflammatory activity with 72.5% of inhibition among test compounds The compounds I (R = 5-F, 5Cl, 5-Br, 7-Cl,5-OH) were next in the order of exhibiting in vivo anti-inflammatory activity with 65.75, 63.0, 61.25, 52.5 and 51.25% resp., when compared to standard drug Indomethacin with 73.7% of inhibition. In the experiment, the researchers used many compounds, for example, 7-Nitroindoline-2,3-dione (cas: 112656-95-8Formula: C8H4N2O4).