19005-93-7 | - Page 10 of 11 - Indole Building Blocks

Cui, Peipei team published research on Scientific Reports in 2022 | 19005-93-7

19005-93-7, 1H-Indole-2-carbaldehyde is a useful research compound. Its molecular formula is C9H7NO and its molecular weight is 145.16 g/mol. The purity is usually 95%.
1H-Indole-2-carbaldehyde is a useful research chemical used as a reactant in the synthesis of substituted 2-amino-4H-chromenes and benzochromenes using K2CO3 as catalyst.
1H-Indole-2-carbaldehyde is a solvent that has been used in the protein data and molecular modeling study. The 1H NMR spectrum of this compound showed an intense signal at δ 4.8 ppm, corresponding to the hydroxyl proton. This solvent also has fluorescence properties, as shown by its photophysical and structural analysis. The 1H-indole-2-carbaldehyde molecule has an active methylene group and an oxindole ring with amine substituents., SDS of cas: 19005-93-7

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. 19005-93-7, formula is C9H7NO, Name is 1H-Indole-2-carbaldehyde. 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: 19005-93-7.

Cui, Peipei;Cai, Mingjiang;Meng, Yanan;Yang, Yan;Song, Hongjian;Liu, Yuxiu;Wang, Qingmin research published 《 Design, synthesis and biological activities of echinopsine derivatives containing acylhydrazone moiety》, the research content is summarized as follows. Based on the broad-spectrum biol. activities of echinopsine and acylhydrazones, a series of echinopsine derivatives containing acylhydrazone moieties I (R = C₆H₅, 4-MeSC₆H₄, 4-BrC₆H₄, etc.) have been designed, synthesized and their biol. activities were evaluated for the first time. The bioassay results indicated that most of the compounds showed moderate to good antiviral activities against tobacco mosaic virus (TMV), among which echinopsine (I) (inactivation activity, 49.5 +/- 4.4%; curative activity, 46.1 +/- 1.5%; protection activity, 42.6 +/- 2.3%) and its derivatives I (R = C₆H₅) (inactivation activity, 44.9 +/- 4.6%; curative activity, 39.8 +/- 2.6%; protection activity, 47.3 ± 4.3%), I (R = 4-t-BuC₆H₄) (inactivation activity, 47.9 +/- 0.9%; curative activity, 43.7 +/- 3.1%; protection activity, 44.6 +/- 3.3%), I (R = 4-PhC₆H₅) (inactivation activity, 46.2 +/- 1.6%; curative activity, 45.0 +/- 3.7%; protection activity, 41.7 +/- 0.9%) showed higher anti-TMV activity in vivo at 500 mg/L than com. ribavirin (inactivation activity, 38.9 +/- 1.4%; curative activity, 39.2 +/- 1.8%; protection activity, 36.4 +/- 3.4%). Some compounds exhibited insecticidal activities against Plutella xylostella, Mythimna sep. and Spodoptera frugiperda. Especially, compounds I (R = 4-PhC₆H₅, anthracen-9-yl) displayed excellent insecticidal activities against Plutella xylostell even at 0.1 mg/L. Addnl., most echinopsine derivatives exhibited high fungicidal activities against Physalospora piricola and Sclerotinia sclerotiorum.

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

Dawidowski, Maciej team published research on Journal of Medicinal Chemistry in 2020 | 19005-93-7

Dawidowski, Maciej;Kalel, Vishal C.;Napolitano, Valeria;Fino, Roberto;Schorpp, Kenji;Emmanouilidis, Leonidas;Lenhart, Dominik;Ostertag, Michael;Kaiser, Marcel;Kolonko, Marta;Tippler, Bettina;Schliebs, Wolfgang;Dubin, Grzegorz;Maeser, Pascal;Tetko, Igor V.;Hadian, Kamyar;Plettenburg, Oliver;Erdmann, Ralf;Sattler, Michael;Popowicz, Grzegorz M. research published 《 Structure-Activity Relationship in Pyrazolo[4,3-c]pyridines, First Inhibitors of PEX14-PEX5 Protein-Protein Interaction with Trypanocidal Activity》, the research content is summarized as follows. Trypanosoma protists are pathogens leading to a spectrum of devastating infectious diseases. The range of available chemotherapeutics against Trypanosoma is limited, and the existing therapies are partially ineffective and cause serious adverse effects. Formation of the PEX14-PEX5 complex is essential for protein import into the parasites’ glycosomes. This transport is critical for parasite metabolism and failure leads to mislocalization of glycosomal enzymes, with fatal consequences for the parasite. Hence, inhibiting the PEX14-PEX5 protein-protein interaction (PPI) is an attractive way to affect multiple metabolic pathways. Herein, we have used structure-guided computational screening and optimization to develop the first line of compounds that inhibit PEX14-PEX5 PPI. The optimization was driven by several X-ray structures, NMR binding data, and mol. dynamics simulations. Importantly, the developed compounds show significant cellular activity against Trypanosoma, including the human pathogen Trypanosoma brucei gambiense and Trypanosoma cruzi parasites.

Duan, Xiao-Yong team published research on Organic Letters in 2021 | 19005-93-7

In addition to indoleacetic acid, indigo, and tryptophan, numerous compounds obtainable from plant or animal sources contain the indole molecular structure. 19005-93-7, formula is C9H7NO, Name is 1H-Indole-2-carbaldehyde. The best-known group of these compounds is the indole alkaloids, members of which have been isolated from plants representing more than 30 families. Safety of 1H-Indole-2-carbaldehyde.

Duan, Xiao-Yong;Tian, Zhaohui;Liu, Binghao;He, Tao;Zhao, Liang-Liang;Dong, Mengdie;Zhang, Pengna;Qi, Jing research published 《 Highly Enantioselective Synthesis of Pyrroloindolones and Pyrroloquinolinones via an N-Heterocyclic Carbene-Catalyzed Cascade Reaction》, the research content is summarized as follows. In this work, the NHC-catalyzed Michael/Mannich/lactamization cascade reaction of enals with either indole-2-carboxaldehyde-derived aldimines or indole-7-carboxaldehyde-derived aldimines is described. This protocol enables the rapid assembly of optically active pyrroloindolones, e.g., I, and pyrroloquinolinones derivatives, e.g., II, under mild conditions with high yields, excellent enantioselectivities, and a broad substrate scope.

Datta, Riya team published research on Indian Journal of Chemistry in 2021 | 19005-93-7

Application of C9H7NO, 1H-Indole-2-carbaldehyde is a useful research compound. Its molecular formula is C9H7NO and its molecular weight is 145.16 g/mol. The purity is usually 95%.
1H-Indole-2-carbaldehyde is a useful research chemical used as a reactant in the synthesis of substituted 2-amino-4H-chromenes and benzochromenes using K2CO3 as catalyst.
1H-Indole-2-carbaldehyde is a solvent that has been used in the protein data and molecular modeling study. The 1H NMR spectrum of this compound showed an intense signal at δ 4.8 ppm, corresponding to the hydroxyl proton. This solvent also has fluorescence properties, as shown by its photophysical and structural analysis. The 1H-indole-2-carbaldehyde molecule has an active methylene group and an oxindole ring with amine substituents., 19005-93-7.

Indole, first isolated in 1866, has the molecular formula C8H7N, and it is commonly synthesized from phenylhydrazine and pyruvic acid, 19005-93-7, formula is C9H7NO, Name is 1H-Indole-2-carbaldehyde. although several other procedures have been discovered.Indole is a colourless solid having a pleasant fragrance in highly dilute solutions. It melts at 52.5° C (126.5° F). Application of C9H7NO.

Jacob, Biju;Datta, Riya research published 《 Synthesis, characterization and antimicrobial studies of novel Schiff bases and their complexes》, the research content is summarized as follows. Novel Schiff bases, Furan-2-carboxylic acid pyridin-4-ylmethyleneamide, and Thiophene-2-carboxylic acid 1H-indol-2-ylmethyleneamide and their mononuclear Ni(II) and Cu(II) complexes have been synthesized and characterized by elemental anal., molar conductance, UV-visible, FT-IR, ¹H NMR and EPR spectroscopy. The complexes are nonelectrolytes as evidenced from the molar conductance vaules. The ligands and their complexes have been tested for their antimicrobial activity against one gram pos. bacteria, Bacillus subtilis, gram neg. bacteria, Escherichia coli and fungi Candida albicans. It is found that metal complexes exhibited more activity than the free ligand.

Abdelkafi, Hajer team published research on Journal of Medicinal Chemistry in 2020 | 19005-93-7

Abdelkafi, Hajer;Michau, Aurelien;Pons, Valerie;Ngadjeua, Flora;Clerget, Alexandra;Ait Ouarab, Lilia;Buisson, David-Alexandre;Montoir, David;Caramelle, Lucie;Gillet, Daniel;Barbier, Julien;Cintrat, Jean-Christophe research published 《 Structure-Activity Relationship Studies of Retro-1 Analogues against Shiga Toxin》, the research content is summarized as follows. High-throughput screening has shown that Retro-1 inhibits ricin and Shiga toxins by diminishing their intracellular trafficking via the retrograde route, from early endosomes to the Golgi apparatus To improve the activity of Retro-1, a structure-activity relationship (SAR) study was undertaken and yielded an analog with a roughly 70-fold better half-maximal effective concentration (EC₅₀) against Shiga toxin cytotoxicity measured in a cell protein synthesis assay.

Ahmed Fouad, Manar team published research on European Journal of Organic Chemistry in 2021 | 19005-93-7

Ahmed Fouad, Manar;Ferretti, Francesco;Formenti, Dario;Milani, Fabio;Ragaini, Fabio research published 《 Synthesis of Indoles by Reductive Cyclization of Nitro Compounds Using Formate Esters as CO Surrogates》, the research content is summarized as follows. Alkyl and aryl formate esters were evaluated as CO sources in the Pd- and Pd/Ru-catalyzed reductive cyclization of 2-nitrostyrenes to give indoles. Whereas the use of alkyl formates requires the presence of a ruthenium catalyst such as Ru₃(CO)₁₂, the reaction with Ph formate can be performed by using a Pd/phenanthroline complex alone. Ph formate was found to be the most effective CO source and the desired products were obtained in excellent yields, often higher than those previously reported using pressurized CO. The reaction tolerates many functional groups, including sensitive ones like a free aldehydic group or a pendant pyrrole. Detailed experiments and kinetic studies allow to conclude that the activation of Ph formate is base-catalyzed and that the metal doesn’t play a role in the decarbonylation step. The reactions can be performed in a single thick-walled glass tube with as little as 0.2 mol-% palladium catalyst and even on a 2 g scale. The same protocol can be extended to other nitro compounds, affording different heterocycles.

Akunuri, Ravikumar team published research on Chemistry & Biodiversity in 2022 | 19005-93-7

Recommanded Product: 1H-Indole-2-carbaldehyde, 1H-Indole-2-carbaldehyde is a useful research compound. Its molecular formula is C9H7NO and its molecular weight is 145.16 g/mol. The purity is usually 95%.
1H-Indole-2-carbaldehyde is a useful research chemical used as a reactant in the synthesis of substituted 2-amino-4H-chromenes and benzochromenes using K2CO3 as catalyst.
1H-Indole-2-carbaldehyde is a solvent that has been used in the protein data and molecular modeling study. The 1H NMR spectrum of this compound showed an intense signal at δ 4.8 ppm, corresponding to the hydroxyl proton. This solvent also has fluorescence properties, as shown by its photophysical and structural analysis. The 1H-indole-2-carbaldehyde molecule has an active methylene group and an oxindole ring with amine substituents., 19005-93-7.

Akunuri, Ravikumar;Unnissa, Tanveer;Kaul, Grace;Akhir, Abdul;Saxena, Deepanshi;Wajidali, Mohmadd;Veerareddy, Vaishnavi;Yaddanapudi, Venkata Madhavi;Chopra, Sidharth;Nanduri, Srinivas research published 《 Synthesis and Antibacterial Evaluation of Rhodanine and Its Related Heterocyclic Compounds against S. aureus and A. baumannii》, the research content is summarized as follows. Antimicrobial resistance is a serious challenge to modern medicine. Besides imposing high financial burden, multidrug resistant infections are directly responsible for high morbidity and mortality. Even though a number of antibiotics are currently available to treat infections caused by ESKAPE organisms, more and more bacterial strains are becoming resistant to these drugs. Prevailing circumstances pose an urgent unmet need for the development of newer antimicrobials to treat the infections caused by MDR organisms. Rhodanine and structurally related 5-membered heterocycles possess wide range of pharmacol. activities. A number of these derivatives have shown good to potent inhibition against various microorganisms. They are reported to alter the function of DNA gyrase B, metallo-β-lactamases, penicillin binding protein (PBP), Mur ligases, RNA polymerase, Enoyl ACP reductases, 1-deoxy-d-xylulose-5-phosphate reductoisomerase. etc which are vital in bacterial growth, survival and replication. In this study, we have generated a library of Rhodanine and related 5 membered heterocyclic derivatives and screened them against a panel of pathogens. Among all the compounds, 2a-i, 3a-b, 3g, 4, 6b-c, 6e, 6g, 12a-b and 14b-c have demonstrated good to moderate inhibition against S. aureus (MIC 0.125-8 μg/mL). Further, compound 17b demonstrated moderate activity against A. baumannii (MIC 8 μg/mL). In addition, compounds 2a, 2e, 4, 6c, 6g and 14b have shown good to mild inhibition against MDR S. aureus including VRSA (MIC 0.5-16 μg/mL) with good selectivity index 20-1600. In addition, compound 2e inhibited the growth gradually after 6 h in time kill kinetic studies and not antagonized with the tested FDA approved drugs.

Aleaba, Gilda team published research on Polycyclic Aromatic Compounds in | 19005-93-7

Previous studies have identified that indole-oxidases are present in P. putida, whose major ligands are heterocyclic substrates and have an interesting affinity when the substrate is indole. 19005-93-7, formula is C9H7NO, Name is 1H-Indole-2-carbaldehyde. These enzymes oxidize the ring so the substrate turns into Indigo. Formula: C9H7NO.

Aleaba, Gilda;Khedmatgozar Asadi, Shaghayegh;Daneshvar, Nader;Shirini, Farhad research published 《 Introduction of [2,2′-Bipyridine]-1,1′-Diium Perchlorate as a Novel and Highly Efficient Dicationic Bronsted Acidic Organic Salt for the Synthesis of 3-Methyl-4-Arylmethylene Isoxazole-5(4H)-One Derivatives in Water》, the research content is summarized as follows. A novel pyridinium-based dicationic organic salt, [H₂-BiPyr][ClO₄]₂, were easily prepared and characterized by FT-IR and NMR spectroscopy. After characterization, it was used as the catalyst in a one-pot multi-component reaction of aromatic aldehydes, Et acetoacetate and hydroxylamine hydrochloride under aqueous conditions at reflux temperature leading to the formation of 3-methyl-4-arylmethylene isoxazole-5(4H)-one derivatives Easy and low-cost preparation of the catalyst, high yields, short reaction times and acceptable reusability of the catalyst were the most important advantages of this method.

Aleku, Godwin A. team published research on Green Chemistry in 2020 | 19005-93-7

Computed Properties of 19005-93-7, 1H-Indole-2-carbaldehyde is a useful research compound. Its molecular formula is C9H7NO and its molecular weight is 145.16 g/mol. The purity is usually 95%.
1H-Indole-2-carbaldehyde is a useful research chemical used as a reactant in the synthesis of substituted 2-amino-4H-chromenes and benzochromenes using K2CO3 as catalyst.
1H-Indole-2-carbaldehyde is a solvent that has been used in the protein data and molecular modeling study. The 1H NMR spectrum of this compound showed an intense signal at δ 4.8 ppm, corresponding to the hydroxyl proton. This solvent also has fluorescence properties, as shown by its photophysical and structural analysis. The 1H-indole-2-carbaldehyde molecule has an active methylene group and an oxindole ring with amine substituents., 19005-93-7.

Aleku, Godwin A.;Roberts, George W.;Leys, David research published 《 Biocatalytic reduction of α,β-unsaturated carboxylic acids to allylic alcohols》, the research content is summarized as follows. We have developed robust in vivo and in vitro biocatalytic systems that enable reduction of α,β-unsaturated carboxylic acids to allylic alcs. and their saturated analogs. These compounds are prevalent scaffolds in many industrial chems. and pharmaceuticals. A substrate profiling study of a carboxylic acid reductase (CAR) investigating unexplored substrate space, such as benzo-fused (hetero)aromatic carboxylic acids and α,β-unsaturated carboxylic acids, revealed broad substrate tolerance and provided information on the reactivity patterns of these substrates. E. coli cells expressing a heterologous CAR were employed as a multi-step hydrogenation catalyst to convert a variety of α,β-unsaturated carboxylic acids to the corresponding saturated primary alcs., affording up to >99% conversion. This was supported by the broad substrate scope of E. coli endogenous alc. dehydrogenase (ADH), as well as the unexpected CC bond reducing activity of E. coli cells. In addition, a broad range of benzofused (hetero)aromatic carboxylic acids were converted to the corresponding primary alcs. by the recombinant E. coli cells. An alternative one-pot in vitro two-enzyme system, consisting of CAR and glucose dehydrogenase (GDH), demonstrates promiscuous carbonyl reductase activity of GDH towards a wide range of unsaturated aldehydes. Hence, coupling CAR with a GDH-driven NADP(H) recycling system provides access to a variety of (hetero)aromatic primary alcs. and allylic alcs. from the parent carboxylates, in up to >99% conversion. To demonstrate the applicability of these systems in preparative synthesis, we performed 100 mg scale biotransformations for the preparation of indole-3-aldehyde and 3-(naphthalen-1-yl)propan-1-ol using the whole-cell system, and cinnamyl alc. using the in vitro system, affording up to 85% isolated yield.

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Chemistry is the experimental and theoretical study of materials on their properties at both the macroscopic and microscopic levels. 19005-93-7, Name is 1H-Indole-2-carbaldehyde, molecular formula is C9H7NO. In an article, author is Kim, Kyeongha,once mentioned of 19005-93-7, Application In Synthesis of 1H-Indole-2-carbaldehyde.

A tandem aerobic oxidation protocol has been developed for the facile synthesis of indole-3-carboxylates. Two readily available starting materials, anilines and benzyl-amines, were efficiently cross-coupled under the o-naphthoquinone-catalyzed aerobic oxidation conditions to the corresponding 2-arylmethyleneaminophenylacetates that in turn smoothly underwent the Cu(II)-catalyzed intramolecular Mannich reaction. The resulting indoline derivatives were aerobically oxidized to indole-3-carboxylates, providing a ready access to indole derivatives from two simple amine derivatives.

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Reference:
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