Month: October 2022

Velezheva, Valeriya; Brennan, Patrick; Ivanov, Pavel; Kornienko, Albert; Lyubimov, Sergey; Kazarian, Konstantin; Nikonenko, Boris; Majorov, Konstantin; Apt, Alexander published an article on February 1 ,2016. The article was titled 《Synthesis and antituberculosis activity of indole-pyridine derived hydrazides, hydrazide-hydrazones, and thiosemicarbazones》, and you may find the article in Bioorganic & Medicinal Chemistry Letters.Synthetic Route of C10H6ClNO3 The information in the text is summarized as follows:

We describe the design, synthesis, and in vitro antimycobacterial activity of a series of novel simple hybrid hydrazides and hydrazide-hydrazones combining indole and pyridine nuclei. The compounds are derivatives of 1-acetylindoxyl or substituted indole-3-carboxaldehydes tethered via a hydrazine group by simple C-N or double C:N bonds with 3- and 4-pyridines, 1-oxide 3- and 4-pyridine carbohydrazides. The most active of the 15 compounds showed MICs values against an INH-sensitive strain of Mycobacterium tuberculosis H37Rv equal to that of INH (0.05-2 μg/mL). Five compounds demonstrated appreciable activity against the INH-resistant M. tuberculosis CN-40 clin. isolate (MICs: 2-5 μg/mL), providing justification for further in vivo studies. The results came from multiple reactions, including the reaction of 5-Chloro-3-formyl-1H-indole-2-carboxylic acid(cas: 380448-07-7Synthetic Route of C10H6ClNO3)

5-Chloro-3-formyl-1H-indole-2-carboxylic acid(cas: 380448-07-7) is a member of organic chlorides. Organic chlorides are compounds containing a carbon-chlorine bond, which are widely used in the oil field as a wax dissolver. They are generally not present in crude oils and are typically the result of additives, cleaning solutions or chemicals used for oil recovery.Synthetic Route of C10H6ClNO3

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 2019,Chemical Communications (Cambridge, United Kingdom) included an article by Zhang, Jitan; Wu, Manyi; Fan, Jian; Xu, Qiaoqiao; Xie, Meihua. Electric Literature of C8H6FN. The article was titled 《Selective C-H acylation of indoles with α-oxocarboxylic acids at the C4 position by palladium catalysis》. The information in the text is summarized as follows:

The first Pd-catalyzed direct C-H acylation of indoles at the C4 position with α-oxocarboxylic acids using a ketone directing group was described. This reaction exhibited high regioselectivity with the tolerance of a wide scope of functional groups to afford diverse acylated indoles I [R = Me, Ph, Bn, Ts; R1 = H, Me, Ph; R2 = H, Me, Et, t-Bu, Ph; R3 = Ph, 4-MeC6H4, 2-thienyl, etc.; R4 = H, 5-F, 6-Br, etc.] in moderate to good yields. The control experiments evidenced the generation of acyl radicals via K2S2O8 promoted decarboxylation of α-oxocarboxylic acids and the involvement of a PdII/PdIV catalytic cycle. Importantly, the synthetically useful selectivity observed might be applied to prepare indole derivatives with anti-tumor activity as tubulin inhibitors. In the experimental materials used by the author, we found 5-Fluoro-1H-indole(cas: 399-52-0Electric Literature of C8H6FN)

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.Electric Literature of 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

《Gut microbial catabolites of tryptophan are ligands and agonists of the aryl hydrocarbon receptor: a detailed characterization》 was written by Vyhlidalova, Barbora; Krasulova, Kristyna; Pecinkova, Petra; Marcalikova, Adela; Vrzal, Radim; Zemankova, Lenka; Vanco, Jan; Travnicek, Zdenek; Vondracek, Jan; Karasova, Martina; Mani, Sridhar; Dvorak, Zdenek. Recommanded Product: 1H-IndoleThis research focused ontryptophan aryl hydrocarbon receptor signaling colorectal hepatocyte adenocarcinoma; aryl hydrocarbon receptor; indoles; microbiome; tryptophan. The article conveys some information:

We examined the effects of gut microbial catabolites of tryptophan on the aryl hydrocarbon receptor (AhR). Using a reporter gene assay, we show that all studied catabolites are low-potency agonists of human AhR. The efficacy of catabolites differed substantially, comprising agonists with no or low (i3-propionate, i3-acetate, i3-lactate, i3-aldehyde), medium (i3-ethanol, i3-acrylate, skatole, tryptamine), and high (indole, i3-acetamide, i3-pyruvate) efficacies. We displayed ligand-selective antagonist activities by i3-pyruvate, i3-aldehyde, indole, skatole, and tryptamine. Ligand binding assay identified low affinity (skatole, i3-pyruvate, and i3-acetamide) and very low affinity (i3-acrylate, i3-ethanol, indole) ligands of the murine AhR. Indole, skatole, tryptamine, i3-pyruvate, i3-acrylate, and i3-acetamide induced CYP1A1 mRNA in intestinal LS180 and HT-29 cells, but not in the AhR-knockout HT-29 variant. We observed a similar CYP1A1 induction pattern in primary human hepatocytes. The most AhR-active catabolites (indole, skatole, tryptamine, i3-pyruvate, i3-acrylate, i3-acetamide) elicited nuclear translocation of the AhR, followed by a formation of AhR-ARNT heterodimer and enhanced binding of the AhR to the CYP1A1 gene promoter. Collectively, we comprehensively characterized the interactions of gut microbial tryptophan catabolites with the AhR, which may expand the current understanding of their potential roles in intestinal health and disease. The results came from multiple reactions, including the reaction of 1H-Indole(cas: 120-72-9Recommanded Product: 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.Recommanded Product: 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

Vesely, Jan; Ledvina, Miroslav; Jindrich, Jindrich; Saman, David; Trnka, Tomas published an article in Collection of Czechoslovak Chemical Communications. The title of the article was 《Improved synthesis of 1,2-trans-acetates and 1,2-trans ethyl 1-thioglycosides derived from 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-D-hexopyranosides》.Electric Literature of C22H25NO9S The author mentioned the following in the article:

Effective one-pot synthesis of 1,2-trans-acetates derived from N-phthaloyl-protected D-glucosamine, D-galactosamine and D-mannosamine, resp., is presented. Anomerization of the corresponding 1,2-cis-acetates and direct conversion of all of them to 1,2-trans Et 1-thioglycosides are also described and discussed. In the experiment, the researchers used many compounds, for example, Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranoside(cas: 99409-32-2Electric Literature of C22H25NO9S)

Ethyl 3,4,6-tri-O-acetyl-2-deoxy-2-phthalimido-β-D-thioglucopyranoside(cas: 99409-32-2) 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.Electric Literature of C22H25NO9SThey are capable of binding to a variety of receptors with high affinity and thus have applications in a wide range of therapeutic areas. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.

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

The author of 《Metal-organic framework with various functional groups: Remarkable adsorbent for removal of both neutral indole and basic quinoline from liquid fuel》 were Shin, Subin; Sarker, Mithun; Lee, Hong-In; Jhung, Sung Hwa. And the article was published in Chemical Engineering Journal (Amsterdam, Netherlands) in 2019. Safety of 1H-Indole The author mentioned the following in the article:

Removal of nitrogen-containing compounds from fuel is very important for effective utilization of fuel. In this study, a stable metal-organic framework (MOF, here, MIL-125) and its amino form (MIL-125-NH2) were prepared, and the latter one was further modified to get MIL-125 with various functional groups or MIL-125-NH-C(O)-C(O)-OH. The obtained MIL-125s were applied in the adsorption of both neutral indole (IND) and basic quinoline (QUI) from model fuel in order to estimate the possible applications of the MOFs in adsorptive denitrogenation. MIL-125-NH-C(O)-C(O)-OH, MIL-125-VFG (VFG means various functional groups), showed remarkable performances in the adsorptions. Or, MIL-125-VFG showed the highest adsorption capacity for IND, compared with any adsorbent reported so far. The MOF also showed the second highest uptake of QUI, after the protonated polyaniline(5%)@MIL-101. The remarkable performances of MIL-125-VFG could be interpreted with ample active sites for H-bonding, or the adsorption could be explained via H-bonding (IND: H-donor; QUI: H-acceptor). Moreover, the MOF can be easily recycled by ethanol washing. Therefore, MOFs with ample active sites for H-bonding (or with various functional groups) can be suggested as a promising adsorbent for purification of liquid fuel or adsorptive denitrogenation. The results came from multiple reactions, including the reaction of 1H-Indole(cas: 120-72-9Safety 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.Safety 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

The author of 《Palladium-catalyzed regioselective C-H alkynylation of indoles with haloalkynes: access to functionalized 7-alkynylindoles》 were Fang, Songjia; Jiang, Guangbin; Li, Meng; Liu, Zhenying; Jiang, Huanfeng; Wu, Wanqing. And the article was published in Chemical Communications (Cambridge, United Kingdom) in 2019. Safety of 5-Fluoro-1H-indole The author mentioned the following in the article:

A Pd-catalyzed uniquely regioselective C-H alkynylation of indoles was described. In this protocol, simple and readily available haloalkynes are employed as efficient alkynylating reagents, affording functionalized 7-alkynylindoles in moderate to good yields. Also, further transformations of 7-alkynylated products were performed, which demonstrated the potential application of this method in organic synthesis. The results came from multiple reactions, including the reaction of 5-Fluoro-1H-indole(cas: 399-52-0Safety of 5-Fluoro-1H-indole)

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).Safety of 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

《Indole: A Promising Scavenging Agent for Methylglyoxal and Related Carbonyls in Tryptophan Containing Maillard Model Systems》 was written by Ghassem Zadeh, Raheleh; Yaylayan, Varoujan. HPLC of Formula: 120-72-9This research focused ontryptophan Maillard model indole methylglyoxal carbonyl scavenging; carbonyl scavengers; formaldehyde; indole; methylglyoxal; phenylacetaldehyde and PhIP; tryptophan. The article conveys some information:

In situ generation of efficient carbonyl trapping agents from amino acids during food processing can be considered a useful approach to control the accumulation of harmful Maillard reaction products in food. Tryptophan is one such amino acid that can be used to generate carbonyl trapping agents. Indole, the main thermal degradation product of tryptophan, is known to react with simple aldehydes through electrophilic aromatic substitution type reactions mainly at carbon positions 2 and 3 in addition to the ring nitrogen. The ability of indole to scavenge three moles of reactive aldehydes per mol of indole such as formaldehyde, methylglyoxal, and phenylacetaldehyde was investigated using model systems containing tryptophan or indole. The model systems were either (a) heated in an aqueous solution in stainless steel reactors at specified time and temperatures and analyzed by qTOF-MS/MS or (b) directly pyrolyzed and analyzed by GC/MS using isotope labeling technique. Unlike the other aldehydes, the initial alc. formed with phenylacetaldehyde was able to dehydrate and form an stable conjugated system with the indole. In general, indole was able to capture three moles of paraformaldehyde, three moles of methylglyoxal and three moles of phenylacetaldehyde and suppress the formation of 2-amino-1-methyl-6-phenylimidazo(4,5-b)pyridine (PhIP) generated in a model system. After reading the article, we found that the author used 1H-Indole(cas: 120-72-9HPLC of Formula: 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.HPLC of Formula: 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

Product Details of 120-72-9In 2019 ,《Enhanced anaerobic biodegradation efficiency and mechanism of quinoline, pyridine, and indole in coal gasification wastewater》 appeared in Chemical Engineering Journal (Amsterdam, Netherlands). The author of the article were Shi, Jingxin; Xu, Chunyan; Han, Yuxing; Han, Hongjun. The article conveys some information:

Anaerobic bottle experiments were operated in parallel for 160 consecutive days for raw (R1), Polyurethane (R2), and Fe3O4@Cu/Polyurethane (R3) biodegradation of selected nitrogen-heterocyclic (NHCs) in coal gasification wastewater. The addition of Fe3O4@Cu/Polyurethane absolutely had an enhancement of microorganism for the degradation of NHCs. The results of GC-MS showed that the first step of anaerobic degradation of NHCs was the opening of nitrogen heterocyclic ring, the second step was the release of ammonia nitrogen and the opening of benzene ring. In R3, direct interspecies electron transfer (DIET) guided by Fe3O4@Cu could realize the rapid transfer of electrons and avoid the accumulation of electrons in the degradation of the NHCs. Furthermore, acute toxicity anal. showed that under the enhancement of Fe3O4@Cu/Polyurethane, the selected NHCs was degraded effectively and the toxic inhibition of selected NHCs on living organisms decreased effectively. Finally, high-throughput 16S rRNA pyrosequencing showed that the dominant strains were dispersed more balanced with the assist of Fe3O4@Cu/Polyurethane. In addition to this study using 1H-Indole, there are many other studies that have used 1H-Indole(cas: 120-72-9Product Details of 120-72-9) 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.Product Details of 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

In 2019,Chemical Communications (Cambridge, United Kingdom) included an article by Chang, Chieh-Yu; Lin, Yu-Huan; Wu, Yen-Ku. SDS of cas: 399-52-0. The article was titled 《Palladium-catalyzed N1-selective allylation of indoles with allylic alcohols promoted by titanium tetraisopropoxide》. The information in the text is summarized as follows:

The direct N1-selective allylation of indoles with allylic alcs. has been accomplished by synergistic functions of palladium catalysts and titanium tetraisopropoxide. The site selectivity is notably different from that observed in other related transition metal-catalyzed approaches. This chem. provides a facile route to a variety of allylated indoles I (R = 5-MeO, 4-MeO, 6-MeO, etc.; R1 = Me, H, Ph, etc.) in synthetically useful yields. The utility of this simple allylation reaction was demonstrated with the first total synthesis of (+)-N-(4′-hydroxyprenyl)-cyclo(alanyltryptophyl), which was completed in five steps, starting from L-tryptophan Me ester hydrochloride. The experimental part of the paper was very detailed, including the reaction process 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