Day: October 18, 2022

Ranga, Pavit Kumar; Ahmad, Feroz; Nager, Prashant; Rana, Prabhat Singh; Vijaya Anand, Ramasamy published their research in Journal of Organic Chemistry in 2021. The article was titled 《Bis(amino)cyclopropenium Ion as a Hydrogen-Bond Donor Catalyst for 1,6-Conjugate Addition Reactions》.SDS of cas: 399-52-0 The article contains the following contents:

The catalytic application of the bis(amino)cyclopropenium ion has been investigated in conjugate addition reactions. The hydrogen atom, which is attached to the cyclopropene ring of bis(amino)cyclopropenium salts, is moderately acidic and can potentially serve as a hydrogen-bond donor catalyst in some organic transformations. This hypothesis has been successfully realized in the 1,6-conjugate addition reactions of p-quinone methides with various nucleophiles such as indole, 2-naphthol, thiols, phenols, and so forth. The spectroscopic studies (NMR and UV-vis) as well as the deuterium isotope labeling studies clearly revealed that the hydrogen atom (C-H) that is present in the cyclopropene ring of the catalyst is indeed solely responsible for catalyzing these transformations. In addition, these studies also strongly indicate that the C-H hydrogen of the cyclopropene ring activates the carbonyl group of the p-quinone methide through hydrogen bonding. The results came from multiple reactions, including the reaction of 5-Fluoro-1H-indole(cas: 399-52-0SDS of cas: 399-52-0)

5-Fluoro-1H-indole(cas: 399-52-0) is a member of aromaticfluorinated building blocks. Fluorine-containing aromatics have been incorporated into crop-protection chemicals (herbicides, insecticides, fungicides). Liquid crystals, positron emission tomography, and imaging systems represent new areas where fluoroaromatics and fluoroheterocyclics have gained attention.SDS of cas: 399-52-0

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

Chantana, Chayamon; Jaratjaroonphong, Jaray published their research in Journal of Organic Chemistry in 2021. The article was titled 《FeCl3·6H2O as a Mild Catalyst for Nucleophilic Substitution of Symmetrical Bis(indoyl)methanes》.Related Products of 399-52-0 The article contains the following contents:

In this paper, unsym. bis(indolyl)methane (BIM) and 3-alkylindole derivatives were smoothly synthesized from sym. BIMs with a variety of nucleophiles including heteroaromatic/aromatic compounds, allylsilane and alkynylsilane. FeCl3·6H2O was found to be a mild and highly effective catalyst for this nucleophilic substitution reaction in which N-methyl-2-phenylindole behaves as a good leaving group in the Csp3-Csp2 bond cleavage reaction. The operational ease, nonexpensive and environmentally friendly catalyst, mild reaction conditions, broad functional group tolerance, and scalability of this reaction strategy were advantages of the present procedure. The experimental part of the paper was very detailed, including the reaction process of 5-Fluoro-1H-indole(cas: 399-52-0Related Products of 399-52-0)

5-Fluoro-1H-indole(cas: 399-52-0) is a member of aromaticfluorinated building blocks. Fluorine-containing aromatics have been incorporated into crop-protection chemicals (herbicides, insecticides, fungicides). Liquid crystals, positron emission tomography, and imaging systems represent new areas where fluoroaromatics and fluoroheterocyclics have gained attention.Related Products of 399-52-0

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

Chantana, Chayamon; Sirion, Uthaiwan; Iawsipo, Panata; Jaratjaroonphong, Jaray published an article in 2021. The article was titled 《Short Total Synthesis of (±)-Gelliusine E and 2,3′-Bis(indolyl)ethylamines via PTSA-Catalyzed Transindolylation》, and you may find the article in Journal of Organic Chemistry.Name: 5-Fluoro-1H-indole The information in the text is summarized as follows:

A first and short total synthesis of the marine sponge 2,3′-bis(indolyl)ethylamine (2,3′-BIEA) alkaloid (±)-gelliusine E was performed in both a three-step divergent approach and a one-pot three-component approach with an overall yield of up to 58%. A key feature of the novel strategy is PTSA-catalyzed transindolylation of the readily synthesized 3,3′-BIEAs with tryptamine derivatives The structure of the isolated natural product is revised as protonated (±)-gelliusine E I. By design, this modular route allows the rapid synthesis of other members of the 2,3′-BIEA family, for example, (±)-6,6′-bis-(debromo)-gelliusine F II and analogs with step economy, operational simplicity, and reduced waste. Furthermore, their cytotoxicity in breast cancer cells was investigated. In the experiment, the researchers used many compounds, for example, 5-Fluoro-1H-indole(cas: 399-52-0Name: 5-Fluoro-1H-indole)

5-Fluoro-1H-indole(cas: 399-52-0) is a member of aromaticfluorinated building blocks. Fluorine-containing aromatics have been incorporated into crop-protection chemicals (herbicides, insecticides, fungicides). Liquid crystals, positron emission tomography, and imaging systems represent new areas where fluoroaromatics and fluoroheterocyclics have gained attention.Name: 5-Fluoro-1H-indole

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

In 2022,Zhang, Shanshan; Yang, Qian; Defoirdt, Tom published an article in Journal of Applied Microbiology. The title of the article was 《Indole decreases the virulence of pathogenic vibrios belonging to the Harveyi clade》.Application In Synthesis of 1H-Indole The author mentioned the following in the article:

Indole is a signaling mol. secreted by over 85 species of bacteria, including several Vibrio species, and it has been reported to affect different bacterial phenotypes such as biofilm formation, motility, and virulence. In this study, we aimed at investigating the inter-strain variability of the effect of indole in 12 different strains belonging to the Harveyi clade of vibrios. Indole reduced the virulence of all strains towards gnotobiotic brine shrimp larvae. The survival rate of brine shrimp larvae challenged with vibrios pretreated with indole was increased by 1.3-fold to 1.8-fold. Addnl., indole significantly decreased the biofilm formation in all of the strains, decreased the swimming motility in eight of the strains, and decreased swarming motility in five of the strains. When cultured in the presence of exogenous indole, the mRNA level of the pirA and pirB toxin genes were down-regulated to 65% and 46%, and to 62% and 55% in the AHPND-causing strains Vibrio parahaemolyticus M0904 and Vibrio campbellii S01, resp. These data indicate that indole has a significant impact on the virulence of different strains belonging to the Harveyi clade of vibrios. Significance and Impact of the Study : Our results suggest that indole signaling is a valid target for the development of novel therapeutics in order to control infections caused by Harveyi clade vibrios in aquaculture.1H-Indole(cas: 120-72-9Application In Synthesis of 1H-Indole) was used in this study.

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.Application In Synthesis of 1H-Indole

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

In 2022,Zhang, Shang-Shi; Liu, Yan-Zhi; Zheng, Yi-Chuan; Xie, Hui; Chen, Shao-Yong; Song, Jia-Lin; Shu, Bing published an article in Advanced Synthesis & Catalysis. The title of the article was 《Rhodium(III)-Catalyzed Regioselective C-H Allylation and Prenylation of Indoles at C4-Position》.SDS of cas: 399-52-0 The author mentioned the following in the article:

Herein, Rh(III)-catalyzed C4-selective C-H allylation and prenylation of indoles, e.g., I (R = H), by using a weak carbonyl coordination directing group have been reported. By employing 5-methylene-1,3-dioxan-2-ones, 4-vinyl-1,3-dioxolan-2-ones and 2-methyl-2,3-butadiene as scalable cross-coupling partners, these divergent synthesis protocols proceed smoothly under redox-neutral reaction conditions, delivering various allylated and prenylated indoles, e.g., I [R = CH2C(=CH2)CH2OH, CH2CH=CHCH2OH], in moderate to satisfactory yields. This transformation exhibits high functional-groups compatibility and broad substrate scope. A scale-up experiment and mechanistic studies were also accomplished. In the experimental materials used by the author, we found 5-Fluoro-1H-indole(cas: 399-52-0SDS of cas: 399-52-0)

5-Fluoro-1H-indole(cas: 399-52-0) is a member of aromaticfluorinated building blocks. Fluorine-containing aromatics have been incorporated into crop-protection chemicals (herbicides, insecticides, fungicides). Liquid crystals, positron emission tomography, and imaging systems represent new areas where fluoroaromatics and fluoroheterocyclics have gained attention.SDS of cas: 399-52-0

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

Application In Synthesis of 1H-IndoleIn 2020 ,《The importance of indole and azaindole scaffold in the development of antitumor agents》 appeared in European Journal of Medicinal Chemistry. The author of the article were Han, Yu; Dong, Wei; Guo, Qunqun; Li, Xiufen; Huang, Longjiang. The article conveys some information:

A review. With some indoles and azaindoles being successfully developed as anticancer drugs, the design and synthesis of indole and azaindole derivatives with remarkable antitumor activity has received increasing attention and significant progress has been made. This paper reviews the recent progress in the study of tumorigenesis, mechanism of actions and structure activity relationships about anticancer indole and azindole derivatives Combining structure activity relationships and mol. targets-related knowledge, this review will help researchers design more effective, safe and cost-effective anticancer indoles and azindoles agents. In the experimental materials used by the author, we found 1H-Indole(cas: 120-72-9Application In Synthesis of 1H-Indole)

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.Application In Synthesis of 1H-Indole

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

《Identification of β carbolines isolated from fluorescent human lens proteins》 was published in Nature (London, United Kingdom) in 1976. These research results belong to Dillon, James; Spector, Abraham; Nakanishi, Koji. Application of 59132-30-8 The article mentions the following:

The fluorescent 43,000 mol. weight protein (C1) obtained on alk. degradation of the insoluble or high mol. weight protein fraction of human lens gave 2 fully aromatic β-carbolines (I and II) on decomposition or oxidation These β-carbolines were also obtained on decomposition or oxidation of 3,4-dihydro-β-carboline 3-carboxylic acids (III and IV) showing that C1 is a mit. of III and IV. Protein hydrolysates from 45- and 77-year-old but not young human lens contained I and II, suggesting that there is an age-dependent formation of the β-carboline skeleton in human lens. Preliminary experiments suggested 1,2,3,4-tetrahydro-β-carboline 1,3-dicarboxylic acid (V) and its 1-Me derivative (VI) are the in vivo precursors of IV and III, resp. The experimental part of the paper was very detailed, including the reaction process of 2,3,4,9-Tetrahydro-1H-pyrido[3,4-b]indole-1,3-dicarboxylic acid(cas: 59132-30-8Application of 59132-30-8)

2,3,4,9-Tetrahydro-1H-pyrido[3,4-b]indole-1,3-dicarboxylic acid(cas: 59132-30-8) belongs to indole.The indole subunit is an almost ubiquitous component of biologically active natural products, and its study has been the focus of research for decades.Application of 59132-30-8They are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas.

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

《Oxidative trimerization of indoles via water-assisted visible-light photoredox catalysis and the study of their anti-cancer activities》 was written by Cheng, Li-Ting; Luo, Sheng-Qi; Hong, Bor-Cherng; Chen, Chia-Ling; Li, Wen-Shan; Lee, Gene-Hsiang. Formula: C8H6FNThis research focused ontrisindolone preparation antitumor crystal structure mol; indole oxidative trimerization photocatalyst water assisted. The article conveys some information:

A series of trisindolones I [R = H, 5-Me, 6-Br, etc.] was synthesized via water assisted visible-light photocatalyzed oxidative trimerization of indoles under mild and scalable reaction conditions. Compounds I were evaluated against three human cancer cell lines (MDA-MB-231, A549 and HeLa). Compound I [R = 5-I] represented a potent, micromolar to submicromolar range anticancer agent against MDA-MB-231, A549 and HeLa cells. The successful example of the catalyst-free CFL irradiation of 5-iodo-1H-indole provided a green, natural, and convenient synthetic process of compound I [R = 5-I]. The experimental process involved the reaction of 5-Fluoro-1H-indole(cas: 399-52-0Formula: C8H6FN)

5-Fluoro-1H-indole(cas: 399-52-0) is a member of aromaticfluorinated building blocks. Depending on which substituents are present, fluoroaromatic intermediates can be converted into fluorinated or fluorine-free commercial end products.Fluorine-containing aromatics have been incorporated into drugs (hypnotics, tranquilizers, antiinflammatory agents, analgesics, antibacterials).Formula: C8H6FN

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

Electric Literature of C10H8FNO2On May 31, 1988, Fagan, Gay P.; Chapleo, Christopher B.; Lane, Anthony C.; Myers, Malcolm; Roach, Alan G.; Smith, Colin F. C.; Stillings, Michael R.; Welbourn, Anthony P. published an article in Journal of Medicinal Chemistry. The article was 《Indoline analogs of idazoxan: potent α2-antagonists and α1-agonists》. The article mentions the following:

The synthesis and α-adrenergic activity of a series of substituted 2-imidazolinylindolines are described. Substitution in the indoline ring generated compounds with a spectrum of adrenoreceptor antagonist/agonist profiles that proved sensitive to both the nature and position of the substituent. Many of the derivatives possess greater presynaptic antagonist potency than the corresponding benzodioxan, dihydrobenzofuran, and indan analogs; however, this α2-antagonism is often accompanied by α1-agonist activity. It was not possible to sep. α2-antagonist from α1-agonist properties in this series. Compounds of most interest proved to be the N-Et, 5-chloro-N-Me, and 5-chloro-N-Et derivatives, all being potent α2-antagonists and α1-agonists. Substitution at the 4- and 7-position of the indoline ring generally gave compounds with nonselective agonist properties. In the part of experimental materials, we found many familiar compounds, such as Methyl 4-fluoro-1H-indole-2-carboxylate(cas: 113162-36-0Electric Literature of C10H8FNO2)

Methyl 4-fluoro-1H-indole-2-carboxylate(cas: 113162-36-0) is a member of aromaticfluorinated building blocks. Depending on which substituents are present, fluoroaromatic intermediates can be converted into fluorinated or fluorine-free commercial end products.Fluorine-containing aromatics have been incorporated into drugs (hypnotics, tranquilizers, antiinflammatory agents, analgesics, antibacterials).Electric Literature of C10H8FNO2

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

Application In Synthesis of Potassium 4-(1H-indol-3-yl)butanoateOn November 30, 2004 ,《Peroxidases during adventitious rooting in cuttings of Arbutus unedo and Taxus baccata as affected by plant genotype and growth regulator treatment》 appeared in Plant Growth Regulation. The author of the article were Metaxas, Demetrios J.; Syros, Thomas D.; Yupsanis, Traianos; Economou, Athanasios S.. The article conveys some information:

Cuttings of Arbutus unedo (strawberry tree) and Taxus baccata (yew) were treated with 8.0 and 10.0 g l-1, resp., of KIBA, IBA, IAA, NAA and Paclobutrazol. No rooting occurred without growth regulator treatment. The effect of growth regulators on percentage of rooting followed the order KIBA > IBA > IAA = NAA = Paclobutrazol = 0% (for A. unedo) and KIBA > IBA > IAA > NAA > Paclobutrazol = 0% (for T. baccata). Genotypes of the above plant species had significant effects on the number and length of roots, percentage of rooting and peroxidase specific activity (PA) on KIBA-treated cuttings. High PA seems to be related with low percentage of rooting in the case of A. unedo cuttings while no similar results were noticed in the case of T. baccata. Electrophoretic anal. revealed the appearance of two to three anionic and one cationic peroxidase isoforms in A. unedo cuttings, while six to nine anionic and no cationic peroxidases isoforms appeared in the case of T. baccata genotypes. During adventitious rooting, the PA showed the three interdependent phases (induction, initiation, expression) in both K-IBA treated cuttings of A. unedo and T. baccata, but in a different time course. In addition to this study using Potassium 4-(1H-indol-3-yl)butanoate, there are many other studies that have used Potassium 4-(1H-indol-3-yl)butanoate(cas: 60096-23-3Application In Synthesis of Potassium 4-(1H-indol-3-yl)butanoate) was used in this study.

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.Application In Synthesis of Potassium 4-(1H-indol-3-yl)butanoate

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