19005-93-7 | - Page 8 of 11 - Indole Building Blocks

Jian, Kaixia team published research on Organic Chemistry Frontiers 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., Formula: C9H7NO

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. Formula: C9H7NO.

Jian, Kaixia;Li, Bingnan;Zhu, Shuxian;Xuan, Qingqing;Song, Qiuling research published 《 Chemoselective reduction of α,β-unsaturated ketones to allylic alcohols under catalyst-free conditions》, the research content is summarized as follows. An ever more expedient, green and general method for the chemoselective reductions of exo- and endo-α,β-unsaturated cycloketones, e.g., RCH=R¹ (R = Ph, thiophen-2-yl, 6-bromopyridin-3-yl, cyclohexyl, etc.; R¹ = 2-oxocyclobutylidene, 2-oxocyclopentylidene, etc.) and acyclic α,β-unsaturated ketones R²CH=CHC(O)R³ (R² = Ph, 2,6,6-trimethylcyclohex-2-en-1-yl, thiophen-2-yl, etc.; R³ = Me, Ph, naphthalen-2-yl, etc.) and (2E)-2-methyl-3-phenylprop-2-enal in the presence of H₃N.BH₃ under catalyst-free conditions was described. The polarized H₃N.BH₃ preferred to coordinate with the polarized C=O bond, forming a six-membered transition state, and then the reduced products were furnished via a concerted double hydrogen transfer process. The process well explained the absolute chemoselectivity.

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

Kam, Caleb M. team published research on Future Medicinal Chemistry in 2020 | 19005-93-7

Kam, Caleb M.;Tauber, Amanda L.;Levonis, Stephan M.;Schweiker, Stephanie S. research published 《 Design, synthesis and evaluation of potential inhibitors for poly(ADP-ribose) polymerase members 1 and 14》, the research content is summarized as follows. Poly(ADP-ribose) polymerase (PARP) members PARP1 and PARP14 belong to an 18-member superfamily of post-translational modifying enzymes. A library of 9 novel non-NAD analog amine compounds was designed, synthesized and evaluated for inhibitory activity against PARP1 and PARP14. Both in silico studies and in vitro assays identified compound 2 as a potential PARP1 inhibitor, inhibiting activity by 93 ± 2% (PARP14 inhibition: 0 ± 6%), and 7 as a potential PARP14 inhibitor, inhibiting activity by 91 ± 2% (PARP1 inhibition: 18 ± 4%), at 10-μm concentration Key in silico interactions with TYR907 in PARP1 and TYR1620 and TYR1646 in PARP14 have been identified. Compound 2 and compound 7 have been identified as potential leads for the development of selective PARP inhibitors.

Fang, Zhuangjie team published research on Natural Product Research in 2021 | 19005-93-7

Safety of 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.

Fang, Zhuangjie;Chen, Siqiang;Zhu, Yiguang;Li, Jie;Khan, Imran;Zhang, Qingbo;Zhang, Changsheng research published 《 A new uridine derivative and a new indole derivative from the coral-associated actinomycete Pseudonocardia sp. SCSIO 11457》, the research content is summarized as follows. A new uridine derivative 11457A, and a new indole derivative 11457B, together with a known compound 1H-indole-2-carbaldehyde, were characterized from the fermentation broth of the actinomycete Pseudonocardia sp. SCSIO 11457, an isolate associated with the scleractinian coral Galaxea fascicularis. Upon detailed spectroscopic anal., 11457A was identified as a uridine analog, and 11457B was elucidated as an indole derivative 2-hydroxy-1-(1H-indol-2-yl)pentane-1,4-dione. Biol. evaluation indicated that none of compounds showed antibacterial activities against pathogenic bacteria or cytotoxic activities against human cancer cell lines.

Faramarzi, Zeinab team published research on Heterocycles in 2021 | 19005-93-7

Faramarzi, Zeinab;Kiyani, Hamzeh research published 《 Organocatalyzed three-component synthesis of isoxazol-5(4H)-ones under aqueous conditions》, the research content is summarized as follows. The three-component cyclocondensation was performed using various frequently available aryl/heteroaryl aldehydes, hydroxylamine hydrochloride and β-ketoesters in water as a green reaction medium at 80°C. In this reaction, isoxazol-5(4H)-ones were obtained in the presence of 2-aminopyridine as an efficient and low-cost organocatalyst. The present methodol. offered sustainable approach with appreciable yields of the desired heterocycles. This procedure has expectant features, including shorter reaction times, easy separation of pure products, avoiding the hazardous organic solvents, simplicity exptl. procedure, operationally simple and eco-friendly. The heterocyclic structures were characterized using phys. properties and anal. of spectral data.

Ganwir, Prerna team published research on Research on Chemical Intermediates in 2022 | 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.

Ganwir, Prerna;Bandivadekar, Priyanka;Kudale, Pawan;Chaturbhuj, Ganesh U. research published 《 Catalyst-free, one-pot expeditious synthesis of polyhydroquinolines and 2-amino-4H-chromenes》, the research content is summarized as follows. The present work highlights a rapid, efficient, eco-friendly protocol for synthesizing one-pot polyhydroquinolines via Hantzsch reaction and 2-amino-4H-chromene derivatives under catalyst-free condition. The present mild and greener method uses ethanol: water (1:1) without catalyst at room temp and 90°C. The structurally diverse substrates were selected to ascertain the ability of the current approach to handle different functional groups, including ketones as one of the substrates. The current methodol. is economical and environmentally friendly for the three and four-component reaction of aliphatic, acyclic, aromatic, heterocyclic aldehydes in shorter reaction time, simple workup procedure, no catalyst with excellent yields, and high atom efficiency are the added advantages of this protocol.

Gao, Yongzhi team published research on Journal of Medicinal Chemistry in 2021 | 19005-93-7

Gao, Yongzhi;van Haren, Matthijs J.;Buijs, Ned;Innocenti, Paolo;Zhang, Yurui;Sartini, Davide;Campagna, Roberto;Emanuelli, Monica;Parsons, Richard B.;Jespers, Willem;Gutierrez-de-Teran, Hugo;van Westen, Gerard J. P.;Martin, Nathaniel I. research published 《 Potent inhibition of nicotinamide N-methyltransferase by alkene-linked bisubstrate mimics bearing electron deficient aromatics》, the research content is summarized as follows. Nicotinamide N-methyltransferase (NNMT) methylates nicotinamide (vitamin B3) to generate 1-methylnicotinamide (MNA). NNMT overexpression has been linked to a variety of diseases, most prominently human cancers, indicating its potential as a therapeutic target. The development of small-mol. NNMT inhibitors has gained interest in recent years, with the most potent inhibitors sharing structural features based on elements of the nicotinamide substrate and the S-adenosyl-L-methionine (SAM) cofactor. We here report the development of new bisubstrate inhibitors that include electron-deficient aromatic groups to mimic the nicotinamide moiety. In addition, a trans-alkene linker was found to be optimal for connecting the substrate and cofactor mimics in these inhibitors. The most potent NNMT inhibitor identified exhibits an IC₅₀ value of 3.7 nM, placing it among the most active NNMT inhibitors reported to date. Complementary anal. techniques, modeling studies, and cell-based assays provide insights into the binding mode, affinity, and selectivity of these inhibitors.

Ghashghaei, Ouldouz team published research on Angewandte Chemie, International Edition in 2021 | 19005-93-7

Product Details 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.

Ghashghaei, Ouldouz;Pedrola, Marina;Seghetti, Francesca;Martin, Victor V.;Zavarce, Ricardo;Babiak, Michal;Novacek, Jiri;Hartung, Frederick;Rolfes, Katharina M.;Haarmann-Stemmann, Thomas;Lavilla, Rodolfo research published 《 Extended Multicomponent Reactions with Indole Aldehydes: Access to Unprecedented Polyheterocyclic Scaffolds, Ligands of the Aryl Hydrocarbon Receptor》, the research content is summarized as follows. The participation of reactants undergoing a polarity inversion along a multicomponent reaction allows the continuation of the transformation with productive domino processes. Thus, indole aldehydes in Groebke-Blackburn-Bienayme reactions lead to an initial adduct which spontaneously triggers a series of events leading to the discovery of novel reaction pathways together with direct access to a variety of linked, fused, and bridged polyheterocyclic scaffolds. Indole 3- and 4-carbaldehydes with suitable isocyanides and aminoazines afford fused adducts through oxidative Pictet-Spengler processes, whereas indole 2-carbaldehyde yields linked indolocarbazoles under mild conditions, and a bridged macrocycle at high temperature These novel structures are potent activators of the human aryl hydrocarbon receptor signaling pathway.

Giancola, JoLynn B. team published research on European Journal of Medicinal Chemistry in 2020 | 19005-93-7

Giancola, JoLynn B.;Bonifazi, Alessandro;Cao, Jianjing;Ku, Therese;Haraczy, Alexandra J.;Lam, Jenny;Rais, Rana;Coggiano, Mark A.;Tanda, Gianluigi;Newman, Amy Hauck research published 《 Structure-activity relationships for a series of (Bis(4-fluorophenyl)methyl)sulfinylethyl-aminopiperidines and -piperidine amines at the dopamine transporter: Bioisosteric replacement of the piperazine improves metabolic stability》, the research content is summarized as follows. The bioisosteric substitutions of the piperazine ring were explored with a series of aminopiperidines and piperidine amines wherein compounds with either a terminal tertiary amine or amide were synthesized. Several lead compounds showed high to moderate DAT affinities and metabolic stability in rat liver microsomes. N-(2-((bis(4-fluorophenyl)methyl)sulfinyl)ethyl)-1-(4-fluorobenzyl)piperidin-4-amine (DAT K_i = 50.6 nM), I [R= F] (DAT K_i = 77.2 nM) and II [X₁=X₂= F] (DAT K_i = 30.0 nM) produced only minimal stimulation of ambulatory activity in mice, compared to cocaine, suggesting an atypical DAT inhibitor profile.

Gour, Jitendra team published research on Bioorganic Chemistry in 2019 | 19005-93-7

Gour, Jitendra;Gatadi, Srikanth;Pooladanda, Venkatesh;Ghouse, Shaik Mahammad;Malasala, Satyaveni;Madhavi, Y. V.;Godugu, Chandraiah;Nanduri, Srinivas research published 《 Facile synthesis of 1,2,3-triazole-fused indolo- and pyrrolo[1,4]diazepines, DNA-binding and evaluation of their anticancer activity》, the research content is summarized as follows. A facile synthetic strategy has been developed for the generation of structurally diverse N-fused heterocycles. The formation of fused 1,2,3-triazole indolo and pyrrolodiazepines I (R = H, Me; R¹ = H, 4-Me, 4-Br, etc.) proceeds through an initial Knoevenagel condensation followed by intramol. azide-alkyne cycloaddition reaction at room temperature without recourse to the traditional Cu(I)-catalyzed azide-alkyne cycloadditions The synthesized compounds were evaluated for their in vitro anti-cancer activity against the NCI 60 cell line panel. Among the tested compounds, I (R = H; R¹ = H) and I (R = H; R¹ = 4-OH) were found to exhibit potent inhibitory activity against many of the cell lines. Cell cycle anal. indicated that the compounds inhibit the cell cycle at sub G1 phase. The DNA-nano drop method, viscosity experiment and docking studies suggested these compounds possess DNA binding affinity.

Guettlein, Patricia team published research on Organic & Biomolecular Chemistry in 2022 | 19005-93-7

Synthetic Route 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.

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. Synthetic Route of 19005-93-7.

Guettlein, Patricia;Schrey, Hedda;Zeng, Haoxuan;Schobert, Rainer research published 《 Syntheses and biological effects of natural Morinda lactone and derivatives》, the research content is summarized as follows. 2-Caffeoyl-3-ketohexulofuranosonic acid γ-lactone (morinda lactone; 1a), a natural constituent of Morinda citrifolia L. (Rubiaceae), and eight derivatives with variance in the aryl residue were synthesized by Tsuji-Trost allylation of vitamin C acetonide with the resp. aryl allyl alc. They were screened for antibiotic activities and for effects on the growth and persistence of microbial biofilms. Some derivatives were active against biofilms of S. aureus or C. albicans at concentrations not toxic to these microorganisms or mammalian cells.