19005-93-7 | - Page 4 of 11 - Indole Building Blocks

Sahoo, Subrata team published research on Journal of Organic Chemistry in 2021 | 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., Electric Literature of 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). Electric Literature of 19005-93-7.

Sahoo, Subrata;Pal, Shantanu research published 《 Copper-Catalyzed One-Pot Synthesis of Quinazolinones from 2-Nitrobenzaldehydes with Aldehydes: Application toward the Synthesis of Natural Products》, the research content is summarized as follows. A novel, efficient, and atom-economical approach for the construction of quinazolinones from 2-nitrobenzaldehydes has been unveiled via copper-catalyzed nitrile formation, hydrolysis, and reduction in one pot for the first time. In this reaction, urea is used as a source of nitrogen for nitrile formation, hydrazine hydrate is used for both the reduction of the nitro group and the hydrolysis of nitrile, and atm. oxygen is used as the sole oxidant. The method portrays a wide substrate scope with good functional group tolerances. Moreover, this method was applied for the synthesis of schizocommunin, tryptanthrin, phaitanthrin-A, phaitanthrin-B, and 8H-quinazolino[4,3-b]quinazolin-8-one.

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

Salah, Kennouche team published research on ChemistrySelect in 2022 | 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, 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. Application of C9H7NO.

Salah, Kennouche;Blanco-Lopez, Ester;Sirvent, Ana;Behloul, Cherif;Najera, Carmen;De Gracia Retamosa, M.;Sansano, Jose M.;Yus, Miguel;Foubelo, Francisco research published 《 Stereoselective Synthesis of Biheterocycles Containing Indole and 5,6-Dihydropyridin-2(1H)-one or α-methylene-β-butyrolactam Scaffolds》, the research content is summarized as follows. Indium-mediated allylation of N-tert-butanesulfinyl imines derived from indole-2 and 3-carbaldehydes I [R¹ = H, Me, Et; R² = H, 4-Br, 5-OMe, etc.] and II with allylic bromides, proceed with high diastereoselectivity. Homoallylic amide derivatives were transformed into dihydropyridinones, e.g., III and IV, upon successive desulfinylation, N-acylation with acryloyl chloride and ring-closing-metathesis. Desulfinylation of amine ester derivatives obtained when Et 2-(bromomethyl)acrylate was used as the allylating reagent, led to the corresponding α-methylene-β-butyrolactams in modest yields.

Sehout, Imene team published research on Journal of Molecular Structure in 2021 | 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. Reference of 19005-93-7.

Sehout, Imene;Boulebd, Houssem;Boulcina, Raouf;Nemouchi, Sara;Bendjeddou, Lamia;Bramki, Amina;Merazig, Hocine;Debache, Abdelmadjid research published 《 Synthesis, crystal structure, Hirshfeld surface analysis, biological evaluation, DFT calculations, and in silico ADME analysis of 4-arylidene pyrazolone derivatives as promising antibacterial agents》, the research content is summarized as follows. The present paper describes an ultrasound-assisted synthesis of a series of 4-arylidene-1H-pyrazol-5(4H)-one derivatives, I [R = 4-HOC₆H₄, thiophen-2-yl, 4-MeOC₆H₄, etc.], catalyzed by sulfamic acid. The prepared compounds were characterized by phys. and spectroscopic techniques, and for compound I [R = 3,5-(MeO)₂C₆H₃] by single crystal X-ray diffraction anal. Theor. calculations, such as mol. structure optimization, frontier MOs, mol. electrostatic potential, and mol. descriptors, have been performed in order to get insight into the mol. structure and chem. reactivity of the synthesized compounds The antibacterial activity of all compounds was assessed against six bacterial strains; and it was found that these compounds are good inhibitors of Gram-pos. bacteria rather than Gram-neg. In addition, good oral bioavailability was predicted for all compounds by in silico calculations of ADME (absorption, distribution, metabolism, and elimination) and pharmacokinetic parameters.

Seo, Yohan team published research on European Journal of Medicinal Chemistry in 2020 | 19005-93-7

Related Products 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.

Seo, Yohan;Lee, Jeong Hwa;Park, So-hyeon;Namkung, Wan;Kim, Ikyon research published 《 Expansion of chemical space based on a pyrrolo[1,2-a]pyrazine core: Synthesis and its anticancer activity in prostate cancer and breast cancer cells》, the research content is summarized as follows. A highly atom-economical three-component route to novel 3,4-dihydropyrrolo[1,2-a]pyrazine ring skeleton multi-functionalized on the pyrazine unit I [R = Me, CH₂CO₂Et, Bn, etc.; X = Br, I] was developed. This [4+1+1] annulation approach led us to gain access to a new N-fused bicyclic chem. space having two distinctive functional groups (heteroaryl and aroyl) in a trans manner. Investigation of anticancer activity of the synthesized compounds and their derivatives revealed that compound I [R = CH₂COC₆H₅; X = Br] had potent anticancer activity. Compound I [R = CH₂COC₆H₅; X = Br] significantly inhibited cell viability in prostate cancer cells (PC-3) and breast cancer cells (MCF-7) with IC₅₀ value of 1.18 ± 0.05μM and 1.95 ± 0.04μM, resp. In addition, compound I [R = CH₂COC₆H₅; X = Br] strongly reduced cell migration in a dose dependent manner, and induced apoptosis via caspase-3 activation and cleavage of PARP in PC-3 and MCF-7 cells. Results of this study showed that compound I [R = CH₂COC₆H₅; X = Br] could be a potential anticancer agent against prostate cancer and breast cancer.

Shindo, Mitsuru team published research on Phytochemistry (Elsevier) in 2020 | 19005-93-7

Shindo, Mitsuru;Makigawa, Saki;Kodama, Kozue;Sugiyama, Hiromi;Matsumoto, Kenji;Iwata, Takayuki;Wasano, Naoya;Kano, Arihiro;Morita, Miyo Terao;Fujii, Yoshiharu research published 《 Design and chemical synthesis of root gravitropism inhibitors: Bridged analogues of ku-76 have more potent activity》, the research content is summarized as follows. Previously, we found (2Z,4E)-5-phenylpenta-2,4-dienoic acid (ku-76) to be a selective inhibitor of root gravitropic bending of lettuce radicles at 5μM, with no concomitant growth inhibition, and revealed the structure-activity relationship in this inhibitory activity. The conformation of ku-76 is flexible owing to the open-chain structure of pentan-2,4-dienoic acid with freely rotating single bonds, and the (2Z)-alkene moiety may be isomerized by external factors. To develop more potent inhibitors and obtain insight into the target biomols., various analogs of ku-76, fixed through conformation and/or configuration, were synthesized and evaluated. Stereochem. fixation was effective in improving the potency of gravitropic bending inhibition. Finally, we found highly potent conformational and/or configurational analogs (ku-257, ku-294 and ku-308), that did not inhibit root growth. The inhibition of root curvature by these analogs was comparable to that of naptalam.

Ouyang, Jie team published research on Journal of the American Chemical Society in 2022 | 19005-93-7

Ouyang, Jie;Maji, Rajat;Leutzsch, Markus;Mitschke, Benjamin;List, Benjamin research published 《 Design of an Organocatalytic Asymmetric (4 + 3) Cycloaddition of 2-Indolylalcohols with Dienolsilanes》, the research content is summarized as follows. Here the authors present the design of a highly enantioselective, catalytic (4 + 3) cycloaddition of gem-dialkyl 2-indolyl alcs. and dienolsilanes, enabled by strong and confined IDPi Lewis acids. The method furnishes novel bicyclo[3.2.2]cyclohepta[b]indoles with up to three stereogenic centers, one of which is quaternary. A broad substrate scope is accompanied by versatile downstream chem. modifications. D. functional theory-supported mechanistic studies shed light on the importance of the in situ generated silylium species in an overall concerted yet asynchronous cycloaddition

Pallapati, Ramya Krishna team published research on Chemistry Africa in 2020 | 19005-93-7

Electric Literature 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.

Pallapati, Ramya Krishna;Mutchu, Baby Ramana;Khandapu, Bala Murali Krishna;Vanga, Umamaheswara Rao;Varala, Ravi;Bollikolla, Hari Babu research published 《 Synthesis of Novel Gabapentin Scaffold Derived Hydrazide-hydrazones for Potential Antimicrobial agents and Antioxidants》, the research content is summarized as follows. Twelve new analogs of gabapentin (GBP) derived hydrazide-hydrazone scaffolds were produced by using various electronically and structurally divergent aromatic aldehydes. All the hydrazones were obtained in moderate to good yields (66-82%) by heating the GBP hydrazide with resp. aldehydes to a temperature of 45-65°C for 4-7 h. Further, the compounds were explored for their antimicrobial activity on three different Gram pos. (Micrococcus luteus, Streptococcus mutans, Enterococcus faecalis) and Gram neg. bacterial strains (Salmonella enterica, Alcaligenes faecalis, Pseudomonas aeruginosa). The antibacterial results obtained were found to be good against Gram pos. bacteria when compared to Gram neg. bacteria. Moreover, the compounds were also screened for antioxidant activity at four different concentrations using the DPPH method and the results showed that some of the compounds were moderately active.

Patel, Anilkumar S. team published research on Letters in Organic Chemistry in 2021 | 19005-93-7

Patel, Anilkumar S.;Gandhi, Sahaj A.;Modh, Rajesh D.;Patel, Urmila H.;Naliapara, Yogesh T.;Kapuriya, Naval P. research published 《 Facile Synthesis of (E)-5-Styrylpyrimidines via Wittig Reaction Using Sodium Tripolyphosphate in Water》, the research content is summarized as follows. An inexpensive and eco-friendly Wittig olefination protocol has been developed to prepare novel (E)-5-styrylpyrimidines. The reaction of pyrimidine phosphonium ylide with different aryl/heteroaryl aldehydes underwent smoothly in the presence of sodium tripolyphosphate (STPP) in aqueous condition giving (E)-5-styrylpyrimidines in very high yields (77 – 96%).

Perin, N. team published research on European Journal of Medicinal Chemistry in 2021 | 19005-93-7

Perin, N.;Hok, L.;Bec, A.;Persoons, L.;Vanstreels, E.;Daelemans, D.;Vianello, R.;Hranjec, M. research published 《 N-substituted benzimidazole acrylonitriles as in vitro tubulin polymerization inhibitors: Synthesis, biological activity and computational analysis》, the research content is summarized as follows. The design, synthesis and biol. activity of novel N-substituted benzimidazole based acrylonitriles I (R¹ = H, CN; R² = Me, i-Bu, Ph; R³ = Ph, pyridin-3-yl, 1H-indol-2-yl, etc.) as potential tubulin polymerization inhibitors were presented. Their synthesis was achieved using classical linear organic and microwave assisted techniques, starting from aromatic aldehydes R³CHO and N-substituted-2-cyanomethylbenzimidazoles II. All newly prepared compounds I were tested for their antiproliferative activity in vitro on eight human cancer cell lines and one reference non-cancerous assay. N,N-dimethylamino substituted acrylonitriles I [R¹ = H, R² = i-Bu, R³ = 4-(dimethylamino)phenyl (III); and R¹ = CN, R² = i-Bu, R³ = 4-(dimethylamino)phenyl (IV)], bearing N-iso-Bu and cyano substituents placed on the benzimidazole nuclei, showed strong and selective antiproliferative activity in the submicromolar range of inhibitory concentrations (IC₅₀ 0.2-0.6μM), while being significantly less toxic than reference systems docetaxel and staurosporine, thus promoting them as lead compounds Mechanism of action studies demonstrated that two most active compounds III and IV inhibited tubulin polymerization Computational anal. confirmed the suitability of the employed benzimidazole-acrylonitrile skeleton for the binding within the colchicine binding site in tubulin, thus rationalizing the observed antitumor activities, and demonstrated that E-isomers are active substances. It also provided structural determinants affecting both the binding position and the matching affinities and identifying the attached NMe₂ group as the most dominant in promoting the binding, which allows ligands to optimize favorable cation…π and hydrogen bonding interactions with Lys352.

Peyrot, Cedric team published research on Molecules in 2020 | 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.

Peyrot, Cedric;Mention, Matthieu M.;Brunissen, Fanny;Balaguer, Patrick;Allais, Florent research published 《 Innovative bio-based organic UV-A and blue light filters from Meldrum’s acid》, the research content is summarized as follows. Faced with the ban of some organic UV filters such as octinoxate or avobenzone, especially in Hawaii, it became essential to offer new alternatives that are both renewable and safe for humans and the environment. In this context, a class of bio-based mols. displaying interesting UV filter properties and great (photo)stability has been developed from Meldrum’s acid and bio-based and synthetic p-hydroxycinnamic acids, furans and pyrroles. Moreover, p-hydroxycinnamic acid-based Meldrum’s derivatives possess valuable secondary activities sought by the cosmetic industry such as antioxidant and anti-tyrosinase properties. The evaluation of the properties of mixture of judiciously chosen Meldrum’s acid derivatives highlighted the possibility to modulate secondary activity while maintaining excellent UV protection. Meldrum’s acid derivatives are not only competitive when benchmarked against organic filters currently on the market (i.e., avobenzone), but they also do not exhibit any endocrine disruption activity.