indole-building-block | - Page 116 of 1434

Zhao, Yin et al. published their research in Synlett in 2022 | CAS: 170489-16-4

1,4-Dimethyl-1H-indole-3-carbaldehyde (cas: 170489-16-4) 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. 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). Name: 1,4-Dimethyl-1H-indole-3-carbaldehyde

Visible-Light-Promoted Indole C-3 Formylation Using Eosin Y as a Photoredox Catalyst was written by Zhao, Yin;Li, Hongfang;Yin, Shan;Wu, Yandan;Ni, Guanghui. And the article was included in Synlett in 2022.Name: 1,4-Dimethyl-1H-indole-3-carbaldehyde This article mentions the following:

A visible-light-mediated C-3 formylation of indole catalyzed by eosin Y has been developed using tetramethylethylenediamine as a carbon source and air as an oxidant. This protocol shows high tolerance to a large quantity of functional groups under mild conditions and provides 3-formylated indoles with good yields. This method is a highly attractive alternative to the approach of traditional formylation. In the experiment, the researchers used many compounds, for example, 1,4-Dimethyl-1H-indole-3-carbaldehyde (cas: 170489-16-4Name: 1,4-Dimethyl-1H-indole-3-carbaldehyde).

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, Xiaomeng et al. published their research in Journal of Organic Chemistry in 2018 | CAS: 14204-27-4

2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4) 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. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.Formula: C14H9NO2S

Hydrochloric Acid-Promoted Intermolecular 1,2-Thiofunctionalization of Aromatic Alkenes was written by Li, Xiaomeng;Guo, Yunlong;Shen, Zengming. And the article was included in Journal of Organic Chemistry in 2018.Formula: C14H9NO2S This article mentions the following:

An efficient method for making 1,2-thiofunctionalized products via the difunctionalization of aromatic alkenes was developed. In this method, cheap and readily available hydrochloric acid was used to promote 1,2-thiofunctionalization of aryl alkenes with N-arylsulfenylphthalimide and different types of nucleophiles. Importantly, extension of nucleophiles can reach aryl ethers, indoles, and carboxylic acids with good reactivity. This practical and convenient method has broad substrate scope and high yields under metal-free and mild conditions. Furthermore, we achieved conversion and application for making sulfoxide and sulfone by oxidation In the experiment, the researchers used many compounds, for example, 2-(Phenylthio)isoindoline-1,3-dione (cas: 14204-27-4Formula: C14H9NO2S).

Song, Bo et al. published their research in Gaodeng Xuexiao Huaxue Xuebao in 2008 | CAS: 146368-07-2

1-Ethyl-2,3,3-trimethyl-3H-indol-1-ium-5-sulfonate (cas: 146368-07-2) 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.Reference of 146368-07-2

Synthesis and spectral properties of new water-soluble fluorescent label squarylium indocyanine dyes was written by Song, Bo;Zhang, Qian;Peng, Xiao-Jun;Ma, Wen-Hui;Wang, Bing-Shuai;Fu, Xin-Mei. And the article was included in Gaodeng Xuexiao Huaxue Xuebao in 2008.Reference of 146368-07-2 This article mentions the following:

Six water-soluble squarylium indocyanine dyes were synthesized and their structures were confirmed by ¹H NMR and MS spectroscopy. The absorption and emission spectra of these dyes in water, methanol, ethanol, DMF, DMSO were studied. The spectra of these dyes exhibit a neg. solvatochromism. The photo stability of these dyes in water was investigated as well. It is demonstrated that the electron-withdrawing group on N-position of cyanine dyes improves the photo stability as compared with the dyes with electron-donating group which decreases the photo stability obviously. In the experiment, the researchers used many compounds, for example, 1-Ethyl-2,3,3-trimethyl-3H-indol-1-ium-5-sulfonate (cas: 146368-07-2Reference of 146368-07-2).

Ittiamornkul, Kuljira et al. published their research in Chemical Science 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.Related Products of 827-01-0

Promiscuous indolyl vinyl isonitrile synthases in the biogenesis and diversification of hapalindole-type alkaloids was written by Ittiamornkul, Kuljira;Zhu, Qin;Gkotsi, Danai S.;Smith, Duncan R. M.;Hillwig, Matthew L.;Nightingale, Nicole;Goss, Rebecca J. M.;Liu, Xinyu. And the article was included in Chemical Science in 2015.Related Products of 827-01-0 This article mentions the following:

The hapalindole-type alkaloids naturally show striking late stage diversification of what was believed to be a conserved intermediate, cis-indolyl vinyl isonitrile I. Here we demonstrate enzymically, as well as through applying a synthetic biol. approach, that the pathway generating I (itself, a potent natural broad-spectrum antibiotic) is also dramatically flexible. We harness this to enable early stage diversification of the natural product and generation of a wide range of halo-analogs of I. This approach allows the preparatively useful generation of a series of antibiotics with increased lipophilicity over that of the parent antibiotic. In the experiment, the researchers used many compounds, for example, 5-Chloroindole-3-carboxaldehyde (cas: 827-01-0Related Products of 827-01-0).

Li, Jianxiao et al. published their research in Journal of Organic Chemistry in 2016 | 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.Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Name: 6-Nitro-1H-indole

Palladium-catalyzed oxidative sulfenylation of indoles and related electron-rich heteroarenes with aryl boronic acids and elemental sulfur was written by Li, Jianxiao;Li, Chunsheng;Yang, Shaorong;An, Yanni;Wu, Wanqing;Jiang, Huanfeng. And the article was included in Journal of Organic Chemistry in 2016.Name: 6-Nitro-1H-indole This article mentions the following:

An efficient and convenient palladium-catalyzed C-H bond oxidative sulfenylation of 1-R²-2-R⁴-R³-indoles and 2-R⁴-6-R³-imidazo[1,2-a]pyridines with aryl boronic acids and elemental sulfur for the synthesis of 3-sulfenylindole derivatives I and II, resp. (R¹ = H, alkyl, MeO, halo, CN; R² = H, Me, PhCH₂; R³ = H, halo, alkyl, MeO, NO₂; R⁴ = H, Me, CO₂Et, Ph) is disclosed. This procedure provides a useful and direct approach for the assembly of a wide range of structurally diverse 3-sulfenylheteroarenes with moderate to excellent yields from simple and readily available starting materials. Moreover, this synthetic protocol is suitable for N-protected and unprotected indoles. Notably, the construction of two C-S bonds in one step was also achieved in this transformation. In the experiment, the researchers used many compounds, for example, 6-Nitro-1H-indole (cas: 4769-96-4Name: 6-Nitro-1H-indole).

Fu, Liqiang et al. published their research in Bioorganic & Medicinal Chemistry Letters in 2012 | CAS: 110568-64-4

6-Nitroisoindolin-1-one (cas: 110568-64-4) 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.Recommanded Product: 6-Nitroisoindolin-1-one

Design, synthesis, and structure-activity relationship studies of conformationally restricted mutilin 14-carbamates was written by Fu, Liqiang;Liu, Xin;Ling, Chenyu;Cheng, Jianjun;Guo, Xingsheng;He, Huili;Ding, Shi;Yang, Yushe. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2012.Recommanded Product: 6-Nitroisoindolin-1-one This article mentions the following:

We report herein the design, synthesis, and structure-activity relationship studies of conformationally restricted mutilin 14-carbamates based on the structure of SB-222734. For example, reacting benzoates I (R¹ = H, MeO, NO₂, R² = H, F, NO₂, R⁹ = H) with N-bromosuccinimide gave the brominated compounds I (R⁹ = Br), which cyclized to give isoindolinones II. II were then coupled with 4-epi-mutilin 14-chloroformate III and treated with a saturated solution of ZnCl₂ in concentrated HCl resulting in a reverse 1,5-hydride shift to afford desired products IV. The antibacterial activities of these newly synthesized compounds were also evaluated and compared with linezolid and retapamulin. Results showed that most of the target compounds exhibit good potency in inhibiting the growth of Gram-pos. bacteria including Methicillin-susceptible Staphylococcus aureus MSSA (MIC: 0.0625-2 μg/mL), Methicillin-resistant S. aureus MRSA (MIC: 0.0625-2 μg/mL), Methicillin-susceptible Staphylococcus epidermidis MSSE (MIC: 0.0625-2 μg/mL), Methicillin-resistant S. epidermidis MRSE (MIC: 0.0625-2 μg/mL), and Streptococcus pneumonia (MIC: 0.0625-4 μg/mL). In particular, three remarkable compounds of this series IV (R¹ = NH₂, R² = H; R¹ = H, R² = NH₂) and isoquinolinyl derivative V exhibited comparable in vitro antibacterial profiles to that of retapamulin. In the experiment, the researchers used many compounds, for example, 6-Nitroisoindolin-1-one (cas: 110568-64-4Recommanded Product: 6-Nitroisoindolin-1-one).

Zhigulin, A. G. et al. published their research in Zhurnal Fizicheskoi Khimii in 1976 | CAS: 4583-55-5

5-Bromo-2,3-dimethyl-1H-indole (cas: 4583-55-5) 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. Moreover, it is known that it controls biofilm formation. However, the role of indole in the cell has not been fully elucidated.Formula: C10H10BrN

Mechanism of ionization of indole derivatives in aqueous solutions of strong acids was written by Zhigulin, A. G.;Librovich, N. B.;Yudin, L. G.;Kost, A. N.;Vinnik, M. I.. And the article was included in Zhurnal Fizicheskoi Khimii in 1976.Formula: C10H10BrN This article mentions the following:

The equilibrium constants of protonation and ion-pair formation for 1,2- and 2,3-dimethylindoles substituted by MeO, NO2, and Br groups were determined in aqueous H2SO4, HClO4, and HCl. The acidity of the medium and the activity of the acid affected the equilibrium In the experiment, the researchers used many compounds, for example, 5-Bromo-2,3-dimethyl-1H-indole (cas: 4583-55-5Formula: C10H10BrN).

Gutierrez-Tarrino, Silvia et al. published their research in Green Chemistry in 2021 | 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. Indole was synthesized in moderate yield via an o-naphthoquinone catalyzed tandem cross-coupling of substituted aniline and benzylamine under aerobic oxidation conditions.Formula: C14H11NO

Cobalt nanoclusters coated with N-doped carbon for chemoselective nitroarene hydrogenation and tandem reactions in water was written by Gutierrez-Tarrino, Silvia;Rojas-Buzo, Sergio;Lopes, Christian W.;Agostini, Giovanni;Calvino, Jose. J.;Corma, Avelino;Ona-Burgos, Pascual. And the article was included in Green Chemistry in 2021.Formula: C14H11NO This article mentions the following:

The development of active and selective non-noble metal-based catalysts for the chemoselective reduction of nitro compounds in aquo media under mild conditions is an attractive research area. Herein, the synthesis of subnanometric and stable cobalt nanoclusters, covered by N-doped carbon layers as core-shell (Co@NC-800), for the chemoselective reduction of nitroarenes is reported. The Co@NC-800 catalyst was prepared by the pyrolysis of the Co(tpy)₂ complex impregnated on Vulcan carbon. In fact, the use of a mol. complex based on six N-Co bonds drives the formation of a well-defined and distributed cobalt core-shell nanocluster covered by N-doped carbon layers. In order to elucidate its nature, it has been fully characterized by using several advanced techniques. In addition, this as-prepared catalyst showed high activity, chemoselectivity and stability toward the reduction of nitro compounds with H₂ and under mild reaction conditions; water was used as a green solvent, improving the previous results based on cobalt catalysts. Moreover, the Co@NC-800 catalyst is also active and selective for the one-pot synthesis of secondary aryl amines and isoindolinones through the reductive amination of nitroarenes. Finally, based on diffraction and spectroscopic studies, metallic cobalt nanoclusters with surface CoN_x patches have been proposed as the active phase in the Co@NC-800 material. In the experiment, the researchers used many compounds, for example, 2-Phenylisoindolin-1-one (cas: 5388-42-1Formula: C14H11NO).

Wu, Wenliang et al. published their research in Journal of the American Chemical Society in 2011 | CAS: 827-01-0

5-Chloroindole-3-carboxaldehyde (cas: 827-01-0) belongs to indole derivatives. Indole could be stereoselectively alkylated with chiral cyclopentyl sulfone reagent. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.Electric Literature of C9H6ClNO

Mild and Selective Ru-Catalyzed Formylation and Fe-Catalyzed Acylation of Free (N-H) Indoles Using Anilines as the Carbonyl Source was written by Wu, Wenliang;Su, Weiping. And the article was included in Journal of the American Chemical Society in 2011.Electric Literature of C9H6ClNO This article mentions the following:

Indoles undergo regioselective formylation and acylation reactions with N-methylaniline or N-benzylanilines in the presence of either ruthenium(III) or iron(II) chlorides using tert-Bu hydroperoxide as the oxidant to give 3-formyl or 3-benzoylindoles in 34-86% yields. The processes are operationally simple and compatible with a variety of functional groups. Reaction of indole with N-(¹³C-methyl)aniline yields 3-(¹³C-formyl)indole in 70% yield, unambiguously establishing that the carbonyl carbon in the formylation products originates from the Me group of N-Me aniline. In the experiment, the researchers used many compounds, for example, 5-Chloroindole-3-carboxaldehyde (cas: 827-01-0Electric Literature of C9H6ClNO).

Yan, Xue et al. published their research in Monatshefte fuer Chemie in 2020 | CAS: 4769-96-4

6-Nitro-1H-indole (cas: 4769-96-4) belongs to indole derivatives. Indole exists overwhelmingly in the 1H-indole form as do other simple indoles. Moreover, it is known that it controls biofilm formation. However, the role of indole in the cell has not been fully elucidated.Application of 4769-96-4

Synthesis and assessment of bisindoles as a new class of antibacterial agents was written by Yan, Xue;Tang, Ying-De;He, Fei;Yu, Shu-Juan;Liu, Xigong;Bao, Jie;Zhang, Hua. And the article was included in Monatshefte fuer Chemie in 2020.Application of 4769-96-4 This article mentions the following:

Antimicrobial screening of an inhouse library containing both natural products and synthetic compounds identified a bisindole mol. as a selective antibacterial hit. Further evaluation and structural modification afforded a series of dimeric indole derivatives, most of which showed moderate to good antibacterial activity against two Gram-pos. strains Staphylococcus aureus and Bacillus subtilis. Chiral HPLC was employed to sep. these racemates and the bioactive differences between the enantiomeric pairs were also assessed and discussed. Three dihalogenaged analogs also showed mild growth inhibition against a drug-resistant S. aureus strain. In the experiment, the researchers used many compounds, for example, 6-Nitro-1H-indole (cas: 4769-96-4Application of 4769-96-4).