Indole Building Blocks

Qin, Hui’s team published research in Journal of Organic Chemistry in 2019-11-01 | 20870-77-3

Journal of Organic Chemistry published new progress about Cross-coupling reaction. 20870-77-3 belongs to class indole-building-block, and the molecular formula is C8H6ClNO, Application In Synthesis of 20870-77-3.

Qin, Hui; Li, Qi; Xu, Jian; Zhang, Jie; Qu, Wei; Liu, Wenyuan; Feng, Feng; Sun, Haopeng published the artcile< A Mild and Direct C(sp3)-S Cross-Coupling of Oxindoles with Thiols: Synthesis of Unsymmetrical 3-Thiooxindoles>, Application In Synthesis of 20870-77-3, the main research area is thiooxindole preparation coupling oxindole thiol.

Herein, an operationally simple and mild strategy to construct sulfenation of oxindoles with a series of thiols in the absence of transition metals was developed. This methodol. provides an efficient way to directly form a C-S bond at the C-3 position of oxindoles under mild reaction conditions with a cheap and common solvent and base in moderate to good yields.

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

Bai, Jian-Fei’s team published research in Organic Letters in 2020-07-17 | 4771-48-6

Organic Letters published new progress about [3+2] Cycloaddition reaction catalysts (regioselective, stereoselective). 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, Recommanded Product: 4-Methyl-1H-indole-3-carbaldehyde.

Bai, Jian-Fei; Zhao, Lulu; Wang, Fang; Yan, Fachao; Kano, Taichi; Maruoka, Keiji; Li, Yuehui published the artcile< Organocatalytic Formal (3+2) Cycloaddition toward Chiral Pyrrolo[1,2-a]indoles via Dynamic Kinetic Resolution of Allene Intermediates>, Recommanded Product: 4-Methyl-1H-indole-3-carbaldehyde, the main research area is indole propargylic alc preparation phosphoric acid enantioselective regioselective cycloaddition; pyrroloindole preparation.

The chiral phosphoric acid catalyzed formal (3+2) cycloaddition of 3-substituted 1H-indoles and propargylic alcs. containing a functional directing group (p-NHAc or p-OH) was reported. A straightforward method to synthesize chiral pyrrolo[1,2-a]indole bearing a tetrasubstituted carbon stereocenter was represented. The reaction proceeded smoothly with a wide array of substrate tolerance to deliver various chiral pyrrolo[1,2-a]indoles in up to 93% yield and 98% ee. The utility of this method is highlighted by the diverse transformations of the products into various indole derivatives

Zhou, Xiao-Yu’s team published research in Synthetic Communications in 2021 | 399-76-8

Synthetic Communications published new progress about Aromatic carboxylic acids Role: RCT (Reactant), RACT (Reactant or Reagent) (hetero). 399-76-8 belongs to class indole-building-block, and the molecular formula is C9H6FNO2, Category: indole-building-block.

Zhou, Xiao-Yu; Chen, Xia; Liu, Hai-Long published the artcile< KI catalyzed C-H functionalization of acetone for the synthesis of 2-oxopropyl hetero-aromatic carboxylates>, Category: indole-building-block, the main research area is heteroaryl carboxylic acid acetone potassium iodide catalyst bond activation; oxopropyl heteroarylcarboxylate preparation.

KI catalyzed C-H functionalization of acetone with hetero-aromatic carboxylic acids was developed. With potassium iodide as catalyst and sodium chlorite as oxidant, cascade reaction including α-H electrophilic substitution of acetone and nucleophilic substitution of iodoacetone occurred smoothly. 2-Oxopropyl hetero-aromatic carboxylates were obtained with the good to excellent yields.

Zhao, Yin’s team published research in Synlett in 2022-04-30 | 4771-48-6

Synlett published new progress about Formylation. 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, SDS of cas: 4771-48-6.

Zhao, Yin; Li, Hongfang; Yin, Shan; Wu, Yandan; Ni, Guanghui published the artcile< Visible-Light-Promoted Indole C-3 Formylation Using Eosin Y as a Photoredox Catalyst>, SDS of cas: 4771-48-6, the main research area is formyl indole preparation green chem; indole formylation eosin Y visible light.

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.

Synlett published new progress about Formylation. 4771-48-6 belongs to class indole-building-block, and the molecular formula is C10H9NO, SDS of cas: 4771-48-6.

Li, Zhipeng’s team published research in Analyst (Cambridge, United Kingdom) in 2020 | 950846-89-6

Analyst (Cambridge, United Kingdom) published new progress about Fluorescence. 950846-89-6 belongs to class indole-building-block, and the molecular formula is C30H36N4O2, COA of Formula: C30H36N4O2.

Li, Zhipeng; Xiong, Wei; He, Xiaojun; Qi, Xiaoliang; Ding, Feng; Shen, Jianliang published the artcile< A novel strategy for rhodamine B-based fluorescent probes with a selective glutathione response for bioimaging in living cells>, COA of Formula: C30H36N4O2, the main research area is rhodamine B fluorescent probe glutathione bioimaging.

The aim of this study was to overcome the reported shortcomings of the glutathione (GSH) detection of rhodamine-based fluorescent probes, such as poor selectivity to thiol groups and reversible unstable covalent binding with the thiol groups. Here, the authors have developed a simple and specific fluorescent probe based on rhodamine B, which can be used to selectively detect GSH in solution and perform bioimaging in living cells. This design strategy uses a specific reaction between allenamide and the GSH thiol group, which proceeds rapidly in a phosphate buffer/tetrahydrofuran (PBS/THF) mixture with specific selectivity, and forms a stable and irreversible conjugate. The combined simplicity and specificity of the recognition process enables it to serve as a fluorescent probe for detecting GSH level changes in living cells. Such a new recognizing strategy thus may open a new window for its further application in detecting GSH levels both in vitro and in vivo.

Analyst (Cambridge, United Kingdom) published new progress about Fluorescence. 950846-89-6 belongs to class indole-building-block, and the molecular formula is C30H36N4O2, COA of Formula: C30H36N4O2.

Blythe, Eugene K.’s team published research in Journal of Environmental Horticulture in 2004 | CAS: 60096-23-3

Potassium 4-(1H-indol-3-yl)butanoate(cas: 60096-23-3) is auxin-family plant hormone, and is thought to be a precursor of indole-3-acetic acid (IAA) the most abundant and the basic auxin natively occurring and functioning in plants. IAA generates the majority of auxin effects in intact plants, and is the most potent native auxin.Name: Potassium 4-(1H-indol-3-yl)butanoate

Blythe, Eugene K.; Sibley, Jeff L.; Tilt, Ken M.; Ruter, John M. published an article in Journal of Environmental Horticulture. The title of the article was 《Auxin application to stem cuttings of selected woody landscape plants by incorporation into a stabilized organic rooting substrate》.Name: Potassium 4-(1H-indol-3-yl)butanoate The author mentioned the following in the article:

Stem cuttings of Buxus sinica var. insularis “”Wintergreen””, Elaeagnus × ebbingei, Ficus benjamina, Gardenia augusta “”Radicans””, Ilex glabra “”Nigra””, Ilex vomitoria “”Nana””, Juniperus conferta “”Blue Pacific””, Ternstroemia gymnanthera, and Trachelospermum asiaticum were inserted into a stabilized organic rooting substrate (plugs comprised of peat and a polymer binder) that had been soaked in water, aqueous solutions of K-IBA (15 to 75 ppm), or K-IBA + K-NAA (15 ppm + 7.5 ppm to 60 ppm + 30 ppm). Rooting and initial shoot growth responses were compared with cuttings receiving a basal quick-dip in K-IBA (1000 ppm) or K-IBA + K-NAA (1000 ppm + 500 ppm). Rooting percentage, number of roots per rooted cutting, and total root length per rooted cutting for cuttings rooted in auxin-treated plugs were similar to or greater than cuttings receiving a basal quick-dip; lesser results were obtained in a few cases with K-IBA + K-NAA. Percent of rooted cuttings with new shoots and shoot length per rooted cutting for cuttings rooted in plugs treated with K-IBA were mostly similar to cuttings receiving a basal quick-dip in K-IBA, while cuttings rooted in plugs treated with K-IBA + K-NAA exhibited similar or lesser results compared to cuttings receiving a basal quick-dip in K-IBA + K-NAA. In the experimental materials used by the author, we found Potassium 4-(1H-indol-3-yl)butanoate(cas: 60096-23-3Name: Potassium 4-(1H-indol-3-yl)butanoate)

Loncar, Nikola’s team published research in International Journal of Molecular Sciences in 2019 | CAS: 120-72-9

1H-Indole(cas: 120-72-9) belongs to indole. 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. 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.Product Details of 120-72-9

The author of 《Structure-based redesign of a self-sufficient flavin-containing monooxygenase towards indigo production》 were Loncar, Nikola; van Beek, Hugo L.; Fraaije, Marco W.. And the article was published in International Journal of Molecular Sciences in 2019. Product Details of 120-72-9 The author mentioned the following in the article:

Indigo is currently produced by a century-old petrochem.-based process, therefore it is highly attractive to develop a more environmentally benign and efficient biotechnol. process to produce this timeless dye. Flavin-containing monooxygenases (FMOs) are able to oxidize a wide variety of substrates. In this paper we show that the bacterial mFMO can be adapted to improve its ability to convert indole into indigo. The improvement was achieved by a combination of computational and structure-inspired enzyme redesign. We showed that the thermostability and the kcat for indole could be improved 1.5-fold by screening a relatively small number of enzyme mutants. This project not only resulted in an improved biocatalyst but also provided an improved understanding of the structural elements that determine the activity of mFMO and provides hints for further improvement of the monooxygenase as biocatalyst. The experimental part of the paper was very detailed, including the reaction process of 1H-Indole(cas: 120-72-9Product Details of 120-72-9)

Dai, Chunxiao’s team published research in Environmental Science and Pollution Research in 2022 | CAS: 120-72-9

In 2022,Dai, Chunxiao; Ma, Fang; Ma, Qiao; Yang, Jing; Li, Yan; Yang, Bingyu; Qu, Yuanyuan published an article in Environmental Science and Pollution Research. The title of the article was 《Investigation of indole biodegradation by Cupriavidus sp. strain IDO with emphases on downstream biotransformation and indigo production》.Safety of 1H-Indole The author mentioned the following in the article:

Indole, as a typical N-heterocyclic aromatic pollutant, poses risks to living things; however, indole-biotransformation mechanisms remain under-discussed, especially those related to its downstream biotransformation. Here, we systematically investigated the characteristics of indole degradation by strain Cupriavidus sp. IDO. We found that Cupriavidus sp. IDO could utilize 25 to 150 mg/L indole within 40 h and identified three intermediates (2-oxindole, indigo, and isatin). Addnl., integrated genomics and proteomics anal. of the indole biotransformation mechanism in strain IDO revealed 317 proteins showing significant changes (262 upregulated and 55 downregulated) in the presence of indole. Among these, three clusters containing indole oxidoreductase, CoA-thioester ligase, and gentisate 1,2-oxidoreductase were identified as potentially responsible for upstream and downstream indole metabolism Moreover, HPLC-MS and -omics anal. offered insight into the indole-degradation pathway in strain IDO. Furthermore, the indole oxidoreductase IndAB, which initiates indole degradation, was heterologously expressed in Escherichia coli BL21(DE3). Optimization by the response surface methodol. resulted in a maximal production of 135.0 mg/L indigo by the recombination strains in tryptophan medium. This work enriches our understanding of the indole-biodegradation process and provides new insights into multiple indole-degradation pathways in natural environments. The experimental part of the paper was very detailed, including the reaction process of 1H-Indole(cas: 120-72-9Safety of 1H-Indole)

O’Mahony, Cian’s team published research in International Journal of Molecular Sciences in 2022 | CAS: 120-72-9

Reference of 1H-IndoleIn 2022 ,《Diet-Microbiota Interplay: An Emerging Player in Macrophage Plasticity and Intestinal Health》 appeared in International Journal of Molecular Sciences. The author of the article were O’Mahony, Cian; Amamou, Asma; Ghosh, Subrata. The article conveys some information:

A review. Inflammatory bowel diseases (IBD) are chronic disorders of the gastrointestinal tract with an increasing prevalence worldwide. Targeted therapies for IBD are limited by several factors, including the therapeutic ceiling and the high incidence of non-responders or loss-of-response. In order to improve therapeutic efficacy, there is critical need to decipher disease pathogenesis, currently not well understood. Macrophages, innate immune cells that exhibit high plasticity, perpetuate inflammatory signalling in IBD through excessive release of inflammatory mediators. In recent years, pioneering research has revealed the importance of the interplay between macrophages and gut microbiota in maintaining intestinal homeostasis. Particular attention is focusing on microbiota-derived metabolites, believed to possess immunomodulatory properties capable of manipulating macrophage plasticity. Microbiota-derived short-chain fatty acids (SCFAs) and indole compounds, along with dietary sourced omega-3 (ω-3) polyunsaturated fatty acids (PUFA), exert anti-inflammatory effects, attributable to interactions with macrophages. Before we can effectively incorporate these metabolites into IBD therapies, a deeper understanding of microbiota-macrophage interactions at a mol. level is necessary. Therefore, the aim of this review is firstly to detail current knowledge regarding how diet and microbiota-derived metabolites modify macrophage plasticity. Later, we discuss the concept of therapeutic strategies directed at microbiota-macrophage interactions, which could be highly valuable for IBD therapies in the future. After reading the article, we found that the author used 1H-Indole(cas: 120-72-9Reference of 1H-Indole)

Kaur, Kamalpreet’s team published research in Anti-Cancer Agents in Medicinal Chemistry in 2020 | CAS: 120-72-9

Recommanded Product: 1H-IndoleIn 2020 ,《Recent Development in Indole Derivatives as Anticancer Agents for Breast Cancer》 appeared in Anti-Cancer Agents in Medicinal Chemistry. The author of the article were Kaur, Kamalpreet; Jaitak, Vikas. The article conveys some information:

A review. Background: Breast Cancer (BC) is the second most common cause of cancer related deaths in women. Due to severe side effects and multidrug resistance, current therapies like hormonal therapy, surgery, radiotherapy and chemotherapy become ineffective. Also, the existing drugs for BC treatment are associated with several drawbacks such as poor oral bioavailability, non-selectivity and poor pharmacodynamics properties. Therefore, there is an urgent need for the development of more effective and safer anti BC agents. Objective: This article explored in detail the possibilities of indole-based heterocyclic compounds as anticancer agents with breast cancer as their major target. Methods: Recent literature related to indole derivatives endowed with encouraging anti BC potential is reviewed. With special focus on BC, this review offers a detailed account of multiple mechanisms of action of various indole derivatives: aromatase inhibitor, tubulin inhibitor, microtubule inhibitor, targeting estrogen receptor, DNA-binding mechanism, induction of apoptosis, inhibition of PI3K/AkT/NFkB/mTOR, and HDAC inhibitors, by which these derivatives have shown promising anticancer potential. Results: Exhaustive literature survey indicated that indole derivatives are associated with properties of inducing apoptosis and disturbing tubulin assembly. Indoles are also associated with the inhibition of NFkB/mTOR/PI3K/AkT and regulation of estrogen-mediated activity. Furthermore, indole derivatives have been found to modulate critical targets such as topoisomerase and HDAC. These derivatives have shown significant activity against breast cancer cells. Conclusion: In BC, indole derivatives seem to be quite competent and act through various mechanisms that are well established in case of BC. This review has shown that indole derivatives can further be explored for the betterment of BC chemotherapy. A lot of potential is still hidden which demands to be discovered for upgrading BC chemotherapy. In addition to this study using 1H-Indole, there are many other studies that have used 1H-Indole(cas: 120-72-9Recommanded Product: 1H-Indole) was used in this study.