indole-building-block | - Page 81 of 1434

Ma, Liang et al. published their research in Applied Microbiology and Biotechnology in 2017 | CAS: 827-01-0

5-Chloroindole-3-carboxaldehyde (cas: 827-01-0) belongs to indole derivatives. Indole, also called Benzopyrrole, a heterocyclic organic compound occurring in some flower oils, such as jasmine and orange blossom, in coal tar, and in fecal matter.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Recommanded Product: 5-Chloroindole-3-carboxaldehyde

Identification and characterization of a biosynthetic gene cluster for tryptophan dimers in deep sea-derived Streptomyces sp. SCSIO 03032 was written by Ma, Liang;Zhang, Wenjun;Zhu, Yiguang;Zhang, Guangtao;Zhang, Haibo;Zhang, Qingbo;Zhang, Liping;Yuan, Chengshan;Zhang, Changsheng. And the article was included in Applied Microbiology and Biotechnology in 2017.Recommanded Product: 5-Chloroindole-3-carboxaldehyde This article mentions the following:

Tryptophan dimers (TDs) are an important class of natural products with diverse bioactivities and share conserved biosynthetic pathways. We report the identification of a partial gene cluster (spm) responsible for the biosynthesis of a class of unusual TDs with non-planar skeletons including spiroindimicins (SPMs), indimicins (IDMs), and lynamicins (LNMs) from the deep-sea derived Streptomyces sp.SCSIO 03032. Bioinformatics anal., targeted gene disruptions, and heterologous expression studies confirmed the involvement of the spm gene cluster in the biosynthesis of SPM/IDM/LNMs, and revealed the indispensable roles for the halogenase/reductase pair SpmHF, the amino acid oxidase SpmO, and the chromopyrrolic acid (CPA) synthase SpmD, as well as the pos. regulator SpmR and the putative transporter SpmA. However, the spm gene cluster was unable to confer a heterologous host the ability to produce SPM/IDM/LNMs. In addition, the P 450 enzyme SpmP and the monooxygenase SpmX2 were found to be non-relevant to the biosynthesis of SPM/IDM/LNMs. Sequence alignment and structure modeling suggested the lack of key conserved amino acid residues in the substrate-binding pocket of SpmP. Furthermore, feeding experiments in the non-producing 闂佸墽绮锕憁O mutant revealed several biosynthetic precursors en route to SPMs, indicating that key enzymes responsible for the biosynthesis of SPMs should be encoded by genes outside of the identified spm gene cluster. Finally, the biosynthetic pathways of SPM/IDM/LNMs are proposed to lay a basis for further insights into their intriguing biosynthetic machinery. In the experiment, the researchers used many compounds, for example, 5-Chloroindole-3-carboxaldehyde (cas: 827-01-0Recommanded Product: 5-Chloroindole-3-carboxaldehyde).

Referemce:
Indole alkaloid derivatives as building blocks of natural products from闂佽壈浜崹淇沜illus thuringiensis闂佽壈浜粋鍧闂佽壈浜崹淇沜illus velezensis闂佽壈浜粋鍧 their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Karadayi, Fikriye Zengin et al. published their research in New Journal of Chemistry in 2021 | CAS: 827-01-0

5-Chloroindole-3-carboxaldehyde (cas: 827-01-0) 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.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Name: 5-Chloroindole-3-carboxaldehyde

Design, synthesis, anticancer activity, molecular docking and ADME studies of novel methylsulfonyl indole-benzimidazoles in comparison with ethylsulfonyl counterparts was written by Karadayi, Fikriye Zengin;Yaman, Murat;Kisla, Mehmet Murat;Konu, Ozlen;Ates-Alagoz, Zeynep. And the article was included in New Journal of Chemistry in 2021.Name: 5-Chloroindole-3-carboxaldehyde This article mentions the following:

In this study, novel methylsulfonyl indole-benzimidazole derivatives I (R¹ = Me, cyclohexyl, (3,4-dichlorophenyl)methyl, etc.; R² = H, OMe, Cl, Br) have been synthesized upon substitution of resp. first (R¹) and fifth (R²) positions of benzimidazole and indole groups. Structure and activity relationships were then studied via ¹H NMR, ¹³C NMR, mass spectral and in silico docking analyses, as well as cell viability measurements. The compounds I that exhibited substantial affinity levels towards ER alpha (ER婵? were found. In addition, the correlation anal. of cytotoxicity profiles between ethyl- and methyl-sulfonyl indole-benzimidazoles revealed a collection of effective and consistent R¹ and R² substitutions. However, for some candidate derivatives, I distinctive cytotoxicity levels and varying viability vs. ER婵?affinity correlations were observable across the studies, suggesting that the sulfonyl side chain modifications themselves can also influence the ER婵?binding levels. These results demonstrated that novel methylsulfonyl indole-benzimidazole derivatives, I similar to their ethylsulfonyl counterparts, exhibit anticancer effects with potential estrogen receptor modulatory actions. In the experiment, the researchers used many compounds, for example, 5-Chloroindole-3-carboxaldehyde (cas: 827-01-0Name: 5-Chloroindole-3-carboxaldehyde).

Lavrenov, Sergey N. et al. published their research in Pharmaceuticals in 2020 | CAS: 6639-06-1

3-(1H-Indol-1-yl)propanoic acid (cas: 6639-06-1) belongs to indole derivatives. Indole exists overwhelmingly in the 1H-indole form as do other simple indoles. They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.Reference of 6639-06-1

N-(Hydroxyalkyl) derivatives of tris(1H-indol-3-yl)methylium salts as promising antibacterial agents: synthesis and biological evaluation was written by Lavrenov, Sergey N.;Isakova, Elena B.;Panov, Alexey A.;Simonov, Alexander Y.;Tatarskiy, Viktor V.;Trenin, Alexey S.. And the article was included in Pharmaceuticals in 2020.Reference of 6639-06-1 This article mentions the following:

The main objective of the study was to prepare and elucidate the effect of substitutions in tris(1H-indol-3-yl)methylium derivatives I [n = 1,2,3,4,5] on their antibacterial activity and toxicity to human cells. Antibacterial activity of compounds I was performed in vitro on 12 bacterial strains, including drug resistant strains, that were clin. isolates or collection strains. The cytotoxic effect of the compounds was determined using an test with HPF-hTERT (human postnatal fibroblasts, immortalized with hTERT) cells. The min. inhibitory concentration (MIC) of the most active compound I [n = 5] on Gram-pos. bacteria, including MRSA, was 0.5濠电偞鎸鹃幐?mL. Compounds I [n = 4,5] also revealed high activity against Staphylococcus epidermidis (1.0 and 0.5濠电偞鎸鹃幐?mL, resp.) and moderate activity against Gram-neg. bacteria Escherichia coli (8濠电偞鎸鹃幐?mL) and Klebsiella pneumonia (2 and 8濠电偞鎸鹃幐?mL, resp.). However, they had no activity against Salmonella cholerasuis and Pseudomonas aeruginosa. The most active compounds I [n = 4,5] revealed higher antibacterial activity on MRSA than the reference drug levofloxacin, and their ratio between antibacterial and cytotoxic activity exceeded 10 times. In the experiment, the researchers used many compounds, for example, 3-(1H-Indol-1-yl)propanoic acid (cas: 6639-06-1Reference of 6639-06-1).

Avramenko, V. G. et al. published their research in Khimiya Geterotsiklicheskikh Soedinenii in 1974 | CAS: 1912-45-4

2-(5-Chloro-1H-indol-3-yl)acetic acid (cas: 1912-45-4) 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.Formula: C10H8ClNO2

Indole derivatives. XCIX. Reaction of indoles with chloroacetic acids was written by Avramenko, V. G.;Nazina, V. D.;Levinova, N. N.;Plutitskii, D. N.;Suvorov, N. N.. And the article was included in Khimiya Geterotsiklicheskikh Soedinenii in 1974.Formula: C10H8ClNO2 This article mentions the following:

The indoles I (R = H, Me, Ph; R1 = H, Cl, MeO, HO) were condensed with ClCH2CO2H in aqueous KOH at 240-50闂?and 5 atm to give the indoleacetates II. Similarly, Cl2CHCO2H and HOCH2CO2Et reacted with 1H-indole (III) to give II (R = R1 = H) in 91.5% and 46.3% yield, resp. Condensation of III with PhCH2Cl gave 21% 3-benzyl-1H-indole. In the experiment, the researchers used many compounds, for example, 2-(5-Chloro-1H-indol-3-yl)acetic acid (cas: 1912-45-4Formula: C10H8ClNO2).

Sashidhara, Koneni V. et al. published their research in European Journal of Medicinal Chemistry in 2014 | CAS: 827-01-0

5-Chloroindole-3-carboxaldehyde (cas: 827-01-0) belongs to indole derivatives. Indole, also called Benzopyrrole, a heterocyclic organic compound occurring in some flower oils, such as jasmine and orange blossom, in coal tar, and in fecal matter. 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). Application In Synthesis of 5-Chloroindole-3-carboxaldehyde

Design and synthesis of novel indole-chalcone fibrates as lipid lowering agents was written by Sashidhara, Koneni V.;Dodda, Ranga Prasad;Sonkar, Ravi;Palnati, Gopala Reddy;Bhatia, Gitika. And the article was included in European Journal of Medicinal Chemistry in 2014.Application In Synthesis of 5-Chloroindole-3-carboxaldehyde This article mentions the following:

A series of novel indole-chalcone fibrates were synthesized and their hypolipidemic activity was evaluated in triton WR-1339 induced hyperlipidemic rat model. Preliminary studies indicated that three hybrids, e.g., I, exhibited potent in vitro antioxidant and significant in vivo antidyslipidemic effects. The results results suggest that these new hybrid scaffolds may serve as promising leads for the development of next generation lipid lowering agents. In the experiment, the researchers used many compounds, for example, 5-Chloroindole-3-carboxaldehyde (cas: 827-01-0Application In Synthesis of 5-Chloroindole-3-carboxaldehyde).

5-Chloroindole-3-carboxaldehyde (cas: 827-01-0) belongs to indole derivatives. Indole, also called Benzopyrrole, a heterocyclic organic compound occurring in some flower oils, such as jasmine and orange blossom, in coal tar, and in fecal matter. 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). Application In Synthesis of 5-Chloroindole-3-carboxaldehyde

Kim, Ji Hye et al. published their research in Angewandte Chemie, International Edition in 2020 | CAS: 14204-27-4

2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4) 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. They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.Formula: C14H9NO2S

Divergent Strain-Release Amino-Functionalization of [1.1.1]Propellane with Electrophilic Nitrogen-Radicals was written by Kim, Ji Hye;Ruffoni, Alessandro;Al-Faiyz, Yasair S. S.;Sheikh, Nadeem S.;Leonori, Daniele. And the article was included in Angewandte Chemie, International Edition in 2020.Formula: C14H9NO2S This article mentions the following:

Herein the authors report the development of a photocatalytic strategy for the divergent preparation of functionalized bicyclo[1.1.1]pentylamines. This approach exploits, for the first time, the ability of nitrogen-radicals to undergo strain-release reaction with [1.1.1]propellane. This reactivity is facilitated by the electrophilic nature of these open-shell intermediates and the presence of strong polar effects in the transition-state for C-N bond formation/ring-opening. With the aid of a simple reductive quenching photoredox cycle, the authors have successfully harnessed this novel radical strain-release amination as part of a multicomponent cascade compatible with several external trapping agents. Overall, this radical strategy enables the rapid construction of novel amino-functionalized building blocks with potential application in medicinal chem. programs as p-substituted aniline bioisosteres. In the experiment, the researchers used many compounds, for example, 2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4Formula: C14H9NO2S).

Rodrigues, Tiago et al. published their research in Angewandte Chemie, International Edition in 2015 | CAS: 827-01-0

5-Chloroindole-3-carboxaldehyde (cas: 827-01-0) 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. They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.Application of 827-01-0

Multidimensional De Novo Design Reveals 5-HT_2B Receptor-Selective Ligands was written by Rodrigues, Tiago;Hauser, Nadine;Reker, Daniel;Reutlinger, Michael;Wunderlin, Tiffany;Hamon, Jacques;Koch, Guido;Schneider, Gisbert. And the article was included in Angewandte Chemie, International Edition in 2015.Application of 827-01-0 This article mentions the following:

The authors report a multi-objective de novo design study driven by synthetic tractability and aimed at the prioritization of computer-generated 5-HT_2B receptor ligands with accurately predicted target-binding affinities. Relying on quant. bioactivity models the authors designed and synthesized structurally novel, selective, nanomolar, and ligand-efficient 5-HT_2B modulators with sustained cell-based effects. The authors’ results suggest that seamless amalgamation of computational activity prediction and mol. design with microfluidics-assisted synthesis enables the swift generation of small mols. with the desired polypharmacol. In the experiment, the researchers used many compounds, for example, 5-Chloroindole-3-carboxaldehyde (cas: 827-01-0Application of 827-01-0).

Wu, Zhiqiang et al. published their research in Synthetic Communications in 2021 | CAS: 4769-96-4

6-Nitro-1H-indole (cas: 4769-96-4) belongs to indole derivatives. Indole could be stereoselectively alkylated with chiral cyclopentyl sulfone reagent. They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.Related Products of 4769-96-4

Solvent-free multi-component synthesis of unsymmetrical bis(indolyl)alkanes with Lewis acid-surfactant-SiO₂ as nanocatalyst was written by Wu, Zhiqiang;Wang, Gang;Li, Zhenliang;Feng, Enke;Liang, Yanping;Zhan, Haijuan;Liu, Wanyi. And the article was included in Synthetic Communications in 2021.Related Products of 4769-96-4 This article mentions the following:

Herein, the multicomponent synthesis of the bis(indolyl)methane derivatives in a ball mill were reported. The reaction was carried out under solvent-free conditions using only the Lewis acid-surfactant-SiO₂ composite nanocatalyst (LASSC) prepared in situ. The unsym. bis(indolyl) methane derivatives containing nitro or fluorine substitution with a yield of 72%-92% were obtained in a short reaction time. Under the action of the verified combined catalyst of AlCl₃闁?H₂O + SDS + SiO₂, the method of preparing unsym. bis(indolyl)methane by mech. grinding without solvent was obvious advantages. Finally, the catalysis system was used eight times without a significant decrease in activity were inspected. In the experiment, the researchers used many compounds, for example, 6-Nitro-1H-indole (cas: 4769-96-4Related Products of 4769-96-4).

Surya Prakash Rao, H. et al. published their research in Synthetic Communications in 2022 | CAS: 5388-42-1

2-Phenylisoindolin-1-one (cas: 5388-42-1) belongs to indole derivatives. Indole, also called Benzopyrrole, a heterocyclic organic compound occurring in some flower oils, such as jasmine and orange blossom, in coal tar, and in fecal matter. More than 200 indole derivatives have already been marketed as drugs or are under advanced stages of clinical trials.HPLC of Formula: 5388-42-1

Palladium-catalyzed intramolecular C-N coupling: Facile synthesis of tetracyclic C(3)-aminoisoindolinones was written by Surya Prakash Rao, H.;Prabhakaran, J.. And the article was included in Synthetic Communications in 2022.HPLC of Formula: 5388-42-1 This article mentions the following:

Herein, a new methodol. to access tetracyclic heterocyclic compounds incorporating fused isoindolinone and benzimidazoline or isoindolinone and quinazoline motifs was reported. The palladium-(II) catalyzed intramol. Buchwald-Hartwig C-N coupling involving the C(3) amino and the N(2) 2-bromophenyl groups provided coveted heterocycles in excellent yields. The methodol. was versatile, highly efficient and has a wide scope for the synthesis of a range of medicinally important tetracyclic C(3)-aminoisoindolinones. In the experiment, the researchers used many compounds, for example, 2-Phenylisoindolin-1-one (cas: 5388-42-1HPLC of Formula: 5388-42-1).

Carrillo, Adela I. et al. published their research in Reaction Chemistry & Engineering in 2018 | CAS: 5388-42-1

2-Phenylisoindolin-1-one (cas: 5388-42-1) belongs to indole derivatives. Indole could be stereoselectively alkylated with chiral cyclopentyl sulfone reagent. More than 200 indole derivatives have already been marketed as drugs or are under advanced stages of clinical trials.SDS of cas: 5388-42-1

A versatile, immobilized gold catalyst for the reductive amination of aldehydes in batch and flow was written by Carrillo, Adela I.;Llanes, Patricia;Pericas, Miquel A.. And the article was included in Reaction Chemistry & Engineering in 2018.SDS of cas: 5388-42-1 This article mentions the following:

An efficient and environmentally friendly catalytic route for the reductive amination of carbonyl compounds has been designed. First, a one-pot procedure has been followed for the synthesis and incorporation of gold nanoparticles (AuNPs) into a mesoporous silica solid by using light as an abundant and clean energy source. Then, the as-prepared material has been successfully employed as a heterogeneous catalyst in the production of secondary and tertiary amines by reductive amination using Ph(Me)2SiH as the reducing agent. The endurance of the catalyst has been demonstrated in batch, and a continuous flow process allowing the safe preparation of multigram amounts of reductive amination products (accumulated TON = 434 in 18 h operation involving 6 sequential examples) has been implemented. The scope of the reaction has also been extended to the synthesis of more challenging active pharmaceutical ingredients (APIs), such as indoprofen precursors and biomass-derived products, which were obtained in good to excellent yields. In the experiment, the researchers used many compounds, for example, 2-Phenylisoindolin-1-one (cas: 5388-42-1SDS of cas: 5388-42-1).