120-72-9 | - Page 7 of 11 - Indole Building Blocks

Qin, Hua-Li’s team published research in European Journal of Medicinal Chemistry in 2020 | 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.SDS of cas: 120-72-9

SDS of cas: 120-72-9In 2020 ,《Indole-based derivatives as potential antibacterial activity against methicillin-resistance Staphylococcus aureus (MRSA)》 appeared in European Journal of Medicinal Chemistry. The author of the article were Qin, Hua-Li; Liu, Jing; Fang, Wan-Yin; Ravindar, L.; Rakesh, K. P.. The article conveys some information:

A review. Antibacterial-resistance speaks to an overall alarm, particularly in regards to the flare-up of methicillin-resistance Staphylococcus aureus (MRSA), a classic reason for genuine skin and flimsy tissues diseases. Clin. noteworthy antibacterial-resistance is probably the best challenge of the 21st century. Notwithstanding, new-fangled antibiotics are right now being created at a much more slow pace than our developing requirement for such drugs. The intriguing at. structure of indole ring makes them appropriate possibility for the drug advancement. In this scaled down survey we abridge novel indole-based derivatives potency against diverse bacterial strains. Specifically, we plot the connection between the different structures of altered indole derivatives along with its antibacterial movement against multidrug-resistance MRSA could be discussed. This prepared information may fill in as a target for the adjustment of accessible mols. to plan new powerful antibacterial agents with lesser side effects. In the experimental materials used by the author, we found 1H-Indole(cas: 120-72-9SDS of cas: 120-72-9)

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

Wan, Yichao’s team published research in European Journal of Medicinal Chemistry in 2019 | CAS: 120-72-9

Recommanded Product: 120-72-9In 2019 ,《Indole: A privileged scaffold for the design of anti-cancer agents》 appeared in European Journal of Medicinal Chemistry. The author of the article were Wan, Yichao; Li, Yuanhua; Yan, Chunxing; Yan, Mi; Tang, Zilong. The article conveys some information:

A review. In general, heterocyclic compounds are a significant source of pharmacol. active compounds Among them, the indole scaffold widely distributes in natural products and bioactive mols. including anti-cancer agents. In view of its unique physic-chem. and biol. properties, it has been used as a privileged scaffold in the anti-cancer agents design. So far, many natural and synthetic indole derivatives have been discovered as promising anti-cancer agents used in clinic or clin. evaluations, suggesting its prominent place in anti-cancer drugs development. This review aimed to provide a clear knowledge on the recent development of indoles as anti-cancer agents, such as myeloid cell leukemia-1 (Mcl-1) inhibitors, proviral insertion site in moloney murine leukemia virus (Pim) inhibitors, histone deacetylase (HDAC) inhibitors, silent mating type information regulation 2 homolog (SIRT) inhibitors and tubulin inhibitors, and made an insight into the corresponding structure-activity relationships (SARs). We hope the review could give a guide to develop new anti-cancer agents with greater potency against drug-sensitive and drug-resistant cancers in the future. In the experimental materials used by the author, we found 1H-Indole(cas: 120-72-9Recommanded Product: 120-72-9)

Kadagathur, Manasa’s team published research in Organic & Biomolecular Chemistry in 2021 | CAS: 120-72-9

Related Products of 120-72-9In 2021 ,《Syntheses and medicinal chemistry of azepinoindolones: a look back to leap forward》 appeared in Organic & Biomolecular Chemistry. The author of the article were Kadagathur, Manasa; Patra, Sandip; Sigalapalli, Dilep Kumar; Shankaraiah, Nagula; Tangellamudi, Neelima D.. The article conveys some information:

A review on Nitrogen-containing heterocyclic scaffolds constitute nearly 75% of small mols. which favorably act as drug candidates. For the past few decades, numerous natural and synthetic indole-based scaffolds have been reported for their diverse pharmacol. profiles. In particular, indole-fused azepines, termed azepinoindolones, have come under the radar of medicinal chemists owing to their synthetic and pharmacol. importance. Accumulating reports of evidence suggest that compounds containing this privileged scaffold display their cytotoxic effects via inhibition of kinase, topoisomerase I, mitochondrial malate dehydrogenase (mMDH), and tubulin polymerization and as DNA minor groove binding agents. Herein, author’s endeavor to present a closer look at the advancements of various synthetic and derivatization methods of azepinoindolone-based compounds Author’s have further extended author’s efforts to discuss the pharmacol. effects of azepinoindolones in the whole range of medicinal chem. as anti-Alzheimer, anticancer, anti-inflammatory, antidiabetic, antileishmanial, and antipyranosomal agents and as drug delivery vectors. Author’s anal. of recent advances reveals that azepinoindolones will continue to serve as potential pharmaceutical modalities in the years to come and their substantial pool of synthetic methods will be ever expanding. In the part of experimental materials, we found many familiar compounds, such as 1H-Indole(cas: 120-72-9Related Products of 120-72-9)

Hedrick, Erik’s team published research in Breast Cancer Research and Treatment in 2019 | CAS: 120-72-9

In 2019,Breast Cancer Research and Treatment included an article by Hedrick, Erik; Li, Xi; Cheng, Yating; Lacey, Alexandra; Mohankumar, Kumaravel; Zarei, Mahsa; Safe, Stephen. SDS of cas: 120-72-9. The article was titled 《Potent inhibition of breast cancer by bis-indole-derived nuclear receptor 4A1 (NR4A1) antagonists》. The information in the text is summarized as follows:

Nuclear receptor 4A1 (NR4A1) is overexpressed in mammary tumors, and the methylene-substituted bis-indole derivative 1,1-bis(3′-indolyl)-1-(p-hydroxyphenyl)methane (DIM-C-pPhOH) acts as an NR4A1 antagonist (inverse agonist) and inhibits NR4A1-regulated pro-oncogenic pathways/genes in breast and other cancer cells. Buttressed analogs of DIM-C-pPhOH were synthesized by condensation of the substituted p-hydroxybenzaldehydes with indole. Breast cancer cell growth, survival, and migration assays were carried out by cell counting, Annexin V staining, and Boyden chamber assays, resp. Changes in RNA and protein expression were determined by RT-PCR and western blots, resp. Anal. of RNAseq results was carried out using Ingenuity Pathway Anal., and in vivo potencies of NR4A1 antagonists were determined in athymic nude mice bearing MDA-MB-231 cells in an orthotopic model. Ingenuity Pathway anal. of common genes modulated by NR4A1 knockdown or treatment with DIM-C-pPhOH showed that changes in gene expression were consistent with the observed decreased functional responses, namely inhibition of growth and migration and increased apoptosis. DIM-C-pPhOH is rapidly metabolized and the effects and potencies of buttressed analogs of DIM-C-pPhOH which contain one or two substituents ortho to the hydroxyl groups were investigated using NR4A1-regulated gene/gene products as endpoints. The buttressed analogs were more potent than DIM-C-pPhOH in both in vitro assays and as inhibitors of mammary tumor growth. Moreover, using 1,1-bis(3′-indolyl)-1-(3-chloro-4-hydroxy-5-methoxyphenyl)methane (DIM-C-pPhOh-3-Cl-5-OCH3) significant tumor growth inhibition was observed at doses as low as 2 mg/kg/d which was at least an order of magnitude more potent than DIM-C-pPhOH. These buttressed analogs represent a more potent set of second generation NR4A1 antagonists as inhibitors of breast cancer. The experimental part of the paper was very detailed, including the reaction process of 1H-Indole(cas: 120-72-9SDS of cas: 120-72-9)

Li, Li’s team published research in The American journal of clinical nutrition in 2020 | CAS: 120-72-9

《Inulin-type fructan intervention restricts the increase in gut microbiome-generated indole in patients with peritoneal dialysis: a randomized crossover study.》 was written by Li, Li; Xiong, Qingqing; Zhao, Jing; Lin, Xuechun; He, Shuiqin; Wu, Nannan; Yao, Ying; Liang, Wangqun; Zuo, Xuezhi; Ying, Chenjiang. Related Products of 120-72-9 And the article was included in The American journal of clinical nutrition in 2020. The article conveys some information:

BACKGROUND: Indoxyl sulfate (IS) and p-cresyl sulfate (pCS), 2 important protein-bound uremic toxins, are independent risk factors for cardiovascular disease in patients with end-stage renal disease. Indole and p-cresol are gut microbiome-generated precursors of IS and pCS. OBJECTIVE: The aim of the present study was to determine whether inulin-type fructans (ITFs) reduce the production of indole and p-cresol by altering their producing bacteria in patients with peritoneal dialysis. METHODS: Patients receiving peritoneal dialysis for >3 mo without diabetes and not using antibiotics were recruited to a randomized, double-blind, placebo-controlled, crossover trial of ITF intervention over 36 wk (12-wk washout). The primary outcomes were gut microbiome, fecal indole and p-cresol, indole-producing bacteria, p-cresol-producing bacteria, and serum IS and pCS. The secondary outcomes were fecal pH, 24-h urine, and dialysis removal of IS and pCS. RESULTS: Of 21 individuals randomly assigned, 15 completed the study. The daily nutrient intakes, including protein, tryptophan, and tyrosine, were isostatic during the prebiotic, washout, and placebo intervention. There were no baseline differences in the outcomes of interest between treatments. For fecal indole, its concentrations did not change significantly in either treatment. However, there was a trend toward the treatment-by-time effect (P = 0.052), with a quantitative reduction in the ITF treatment and an increase in the control. The difference in the changes between the 2 treatments was significant (-10.07 ± 7.48 μg/g vs +13.35 ± 7.66 μg/g; P = 0.040). Similar to Bacteroides thetaiotaomicron, there was a difference over time between the 2 treatments, with a significant treatment and time interaction effect (P = 0.047). There were no treatment, time, or interaction effects for fecal p-cresol, serum IS and pCS, 24-h urine, and dialysis removal of IS and pCS. CONCLUSIONS: Our results suggested that ITFs restricted the increase in gut microbiome-generated indole in patients with peritoneal dialysis. This trial was registered at http://www.chictr.organiccn/showproj.aspx?proj=21228 as ChiCTR-INR-17013739. The experimental part of the paper was very detailed, including the reaction process of 1H-Indole(cas: 120-72-9Related Products of 120-72-9)

Jiang, Longxin’s team published research in Research on Chemical Intermediates in 2019 | CAS: 120-72-9

The author of 《Kinetic insights into removal of indole in aqueous solutions by ozonation: operating parameters, modeling and degradation pathways》 were Jiang, Longxin; Wang, Chunrong; Chen, Xiaoya; Liu, Dan; Zhang, Qi; Wang, Xingmin; Li, Haiyan; Sun, Moxin. And the article was published in Research on Chemical Intermediates in 2019. Reference of 1H-Indole The author mentioned the following in the article:

Nitrogenous heterocyclic compounds (NHCs) pose a serious threat to human health and ecosystems, and ozonation has been widely applied in the efficient removal of NHCs in water environments. In the present study, the degradation performance of indole in aqueous solutions was investigated. The second-order rate constants of indole reacting with mol. ozone at pH 2 and ·OH at pH 9 were determined to be 223.24 M-1 s-1 and 12.3 × 109 M-1 s-1, resp. The effect of different operating parameters both on the mass transfer and chem. kinetics was evaluated during the degradation of indole by ozonation. To attain a better removal performance, a pH value around 9 and a temperature of 35.6 °C were preferred. Addnl., the higher initial ozone concentrations were proved to be beneficial for the enhancement of the removal rate. Compared with synthetic solutions, the removal of indole appeared to be more efficient in real bio-treated coal gasification wastewater. A chem. kinetic model was built based on the rate constants and exposures of O3 and ·OH, and exptl. results demonstrated that the removal rates can be satisfactorily predicted. The relative contributions of O3 and ·OH measured by the modeling results indicated that the mol. ozone played a dominant role in the reaction system. By further anal. of intermediates with gas chromatog.-mass spectrometry (GC-MS), a number of products were detected, and three degradation pathways were tentatively proposed. This work provides a reference for kinetic studies on the treatment of other NHCs using ozone technologies. The experimental part of the paper was very detailed, including the reaction process of 1H-Indole(cas: 120-72-9Reference of 1H-Indole)

Ma, Chun’s team published research in Angewandte Chemie, International Edition in 2019 | CAS: 120-72-9

In 2019,Angewandte Chemie, International Edition included an article by Ma, Chun; Jiang, Fei; Sheng, Feng-Tao; Jiao, Yinchun; Mei, Guang-Jian; Shi, Feng. Application of 120-72-9. The article was titled 《Design and Catalytic Asymmetric Construction of Axially Chiral 3,3′-Bisindole Skeletons》. The information in the text is summarized as follows:

The first catalytic asym. construction of 3,3′-bisindole skeletons bearing both axial and central chirality has been established by organocatalytic asym. addition reactions of 2-substituted 3,3′-bisindoles with 3-indolylmethanols (up to 98 % yield, all >95:5 d.r., >99 % ee). This reaction also represents the first highly enantioselective construction of axially chiral 3,3′-bisindole skeletons, and utilizes the strategy of introducing a bulky group to the ortho-position of prochiral 3,3′-bisindoles. This reaction not only provides a good example for simultaneously controlling axial and central chirality in one operation, but also serves as a new strategy for catalytic enantioselective construction of axially chiral 3,3′-bisindole backbones from prochiral substrates. After reading the article, we found that the author used 1H-Indole(cas: 120-72-9Application of 120-72-9)

Ciulla, Maria Gessica’s team published research in Organic & Biomolecular Chemistry in 2019 | CAS: 120-72-9

Synthetic Route of C8H7NIn 2019 ,《Cascade reaction based synthetic strategies targeting biologically intriguing indole polycycles》 appeared in Organic & Biomolecular Chemistry. The author of the article were Ciulla, Maria Gessica; Zimmermann, Stefan; Kumar, Kamal. The article conveys some information:

A review. Indole polycycles are common structural frameworks of biol. intriguing small mols. of natural and synthetic origin and therefore remain interesting and challenging synthetic targets. Cascade reactions wherein a number of reactions occur in a sequential manner in the same reaction apparatus are highly efficient chem. processes which quickly build up mol. complexity. Synthetic approaches based on cascade reactions are highly useful as they tend to avoid multiple reaction work-up steps as well as purifications of all intermediary products. Therefore, in the last decade, a number of cascade reaction based approaches to build various mol. scaffolds of biol. interest have been reported. However, a relatively smaller number of cascade reaction based synthetic strategies have targeted the indole polycycles. In this article, we have summarized some interesting cascade reaction based synthesis designs leading to complex indole polycycles including some biol. intriguing and natural product inspired indole frameworks. The results came from multiple reactions, including the reaction of 1H-Indole(cas: 120-72-9Synthetic Route of C8H7N)

Bhadra, Biswa Nath’s team published research in Applied Catalysis, B: Environmental in 2019 | CAS: 120-72-9

The author of 《Oxidative denitrogenation with TiO2@porous carbon catalyst for purification of fuel: Chemical aspects》 were Bhadra, Biswa Nath; Song, Ji Yoon; Uddin, Nizam; Khan, Nazmul Abedin; Kim, Sunghwan; Choi, Cheol Ho; Jhung, Sung Hwa. And the article was published in Applied Catalysis, B: Environmental in 2019. Synthetic Route of C8H7N The author mentioned the following in the article:

In order to investigate the possible denitrogenation of fuels, oxidation of organonitrogen compounds (ONCs) was carried out by using H2O2 green oxidant over a TiO2-containing carbon catalyst, prepared by the pyrolysis of an MOF-composite [ZIF-8(30)@H2N-MIL-125] (named as MDC-C). Neutral ONCs, including indole (IND) and its derivatives, especially those with high electron d. on the nitrogen of the ONCs, different from basic ONCs, could be effectively oxidized, especially in the presence of a suitable extracting solvent CH3COOH. MDC-C showed a high turnover frequency in the oxidation of IND as compared with various com. or synthesized TiO2 nanoparticles. The used catalyst could be recycled by simple solvent washing up to the fourth run without severe deactivation. Therefore, it could be confirmed that MDC-C is effective in oxidative denitrogenation to remove ONCs, especially neutral ones, from fuels in the presence of H2O2 and a suitable extractant. Importantly, oxidation of IND derivatives was performed firstly under similar conditions to understand the mechanism of the reaction. High electron d. (that calculated in this study) on the nitrogen of the IND and its derivatives is important, suggesting that the electrophilic addition of oxygen atoms onto the substrates (via N on the INDs) might play a crucial role in the oxidation, even though further study is essential to support this assumption. The experimental part of the paper was very detailed, including the reaction process of 1H-Indole(cas: 120-72-9Synthetic Route of C8H7N)

Qiu, Xiaodong’s team published research in Angewandte Chemie, International Edition in 2019 | CAS: 120-72-9

The author of 《PIII-Chelation-Assisted Indole C7-Arylation, Olefination, Methylation, and Acylation with Carboxylic Acids/Anhydrides by Rhodium Catalysis》 were Qiu, Xiaodong; Wang, Panpan; Wang, Dingyi; Wang, Minyan; Yuan, Yu; Shi, Zhuangzhi. And the article was published in Angewandte Chemie, International Edition in 2019. Synthetic Route of C8H7N The author mentioned the following in the article:

Rhodium-catalyzed C7-selective decarbonylative arylation, olefination, and methylation of indoles with carboxylic acids or anhydrides by C-H and C-C bond activation have been developed. Furthermore, C7-acylation products can also be generated selectively at a lower reaction temperature in the developed system. The key to the high reactivity and regioselectivity of this transformation is the appropriate choice of an indole N-PtBu2 chelation-assisted group. This method has many advantages, including easy access and removal of the directing group, the use of cheap and widely available coupling agents, no requirement of an external ligand or oxidant, a broad substrate scope, high efficiency, and the formation of a sole regioisomer. In the experiment, the researchers used many compounds, for example, 1H-Indole(cas: 120-72-9Synthetic Route of C8H7N)