Category: 21778-81-4

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 5-Methoxy-1H-indole-2-carbaldehyde( cas:21778-81-4 ) is researched.Computed Properties of C10H9NO2.Lena, Gersande; Trapani, Joseph A.; Sutton, Vivien R.; Ciccone, Annette; Browne, Kylie A.; Smyth, Mark J.; Denny, William A.; Spicer, Julie A. published the article 《Dihydrofuro[3,4-c]pyridinones as Inhibitors of the Cytolytic Effects of the Pore-Forming Glycoprotein Perforin》 about this compound( cas:21778-81-4 ) in Journal of Medicinal Chemistry. Keywords: furopyridinone dihydro arylmethylidene preparation inhibitor cytolytic effect glycoprotein perforin; pyrrolopyridinone arylmethylidene heteroarylmethylidene preparation inhibitor cytolytic effect glycoprotein perforin. Let’s learn more about this compound (cas:21778-81-4).

Dihydrofuro[3,4-c]pyridinones are the first class of small mols. reported to inhibit the cytolytic effects of the lymphocyte toxin perforin. A lead structure was identified from a high throughput screen, and a series of analogs I (X = O, S; Y = O, NH; R = Ph, 4-FC6H4, 2-furyl, 5-methyl-2-thienyl, 3-thienyl, 2-benzofuryl, 3-benzothienyl, 3-indolyl, etc.) were designed and prepared to explore structure-activity relationships around the core bicyclic ring and pendant aryl(heteroaryl) ring. This resulted in the identification of a submicromolar inhibitor of the perforin-induced lysis of Jurkat T-lymphoma cells.

As far as I know, this compound(21778-81-4)Computed Properties of C10H9NO2 can be applied in many ways, which is helpful for the development of experiments. Therefore many people are doing relevant researches.

Reference:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 5-Methoxy-1H-indole-2-carbaldehyde, is researched, Molecular C10H9NO2, CAS is 21778-81-4, about Synthesis of indole-2-carbaldehydes, 2-(2-aminoethyl) – and 2-(2-aminopropyl)indoles, the main research direction is indolecarboxaldehydes aminoalkyl; aminoalkyl indolecarboxaldehydes.Synthetic Route of C10H9NO2.

Et indole-2-carboxylate derivatives (e.g. I) were reduced by LiAlH4 to indole-2-methanol derivatives (e.g. II). These were oxidized by MnO2 to indole-2-carboxaldehyde derivatives (e.g. III), which were also prepared from the indole-2-carboxylates by the McFadyen-Stevens reaction. The aldehydes reacted with MeNO2 and EtNO2, and the condensation products (e.g. IV and V) were reduced by LiAlH4 to 2-(2-aminoethyl)indoles (e.g. VI) and 2-(2-aminopropyl)indoles (e.g. VII), resp.

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Reference:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Spadoni, Gilberto; Balsamini, Cesarino; Bedini, Annalida; Diamantini, Giuseppe; Di Giacomo, Barbara; Tontini, Andrea; Tarzia, Giorgio; Mor, Marco; Plazzi, Pier Vincenzo; Rivara, Silvia; Nonno, Romolo; Pannacci, Marilou; Lucini, Valeria; Fraschini, Franco; Stankov, Bojidar Michaylov researched the compound: 5-Methoxy-1H-indole-2-carbaldehyde( cas:21778-81-4 ).Application of 21778-81-4.They published the article 《2-[N-Acylamino(C1-C3)alkyl]indoles as MT1 melatonin receptor partial agonists, antagonists, and putative inverse agonists》 about this compound( cas:21778-81-4 ) in Journal of Medicinal Chemistry. Keywords: melatonin receptor antagonist agonist. We’ll tell you more about this compound (cas:21778-81-4).

The synthesis of several novel indole melatonin analogs substituted at the 2-position with acylaminomethyl, acylaminoethyl, or acylaminopropyl side chains is reported. Using a novel in vitro functional assay (specific binding of [35S]GTPγS), the authors showed that several of these compounds exhibited partial agonist, antagonist, and inverse agonist activity. Binding and functional assays were performed on cloned human MT1 receptor. Structure-activity relation considerations indicate that N-[1-aryl-2-(4-methoxy-1H-indol-2-yl)(C1-C2)alkyl]alkanamides represent a lead structure for this type of ligands.

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Reference:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Application of 21778-81-4. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 5-Methoxy-1H-indole-2-carbaldehyde, is researched, Molecular C10H9NO2, CAS is 21778-81-4, about N-heterocyclic carbene catalyzed domino reactions of formylcyclopropane 1,1-diesters: construction of a 6-5-5 tricyclic pyrrolo[1,2-a]indole. Author is Li, Linxia; Du, Ding; Ren, Jun; Wang, Zhongwen.

Catalyzed by N-heterocyclic carbenes (NHCs), a domino ring-opening/redox amidation/Knoevenagel condensation of readily available formylcyclopropane 1,1-diesters with 1H-indole-2-carbaldehydes is reported. This methodol. provides a new and direct method for the construction of a 6-5-5 tricyclic pyrrolo[1,2-a]indole skeleton I (R1 = H, 5-Me, 5-MeO, 5-Et, 5-iPr, 5-Cl, R2 = CO2Et, R3 = Et, R4 = H; R1 = R4 = H, R2 = CO2Me, R3 = Me; R1 = R4 = H,R2 = CO2iPr, R3 = Et; R1 = H, R2 = CO2Et, R3 = Et, R4 = Me; R1 = H, 5-Me, 5-Cl, R2 = H, R3 = Et, R4 = H).

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Reference:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Zhang, Lei; Zhao, Fei; Zheng, Mingyue; Zhai, Yun; Wang, Jiang; Liu, Hong researched the compound: 5-Methoxy-1H-indole-2-carbaldehyde( cas:21778-81-4 ).Application In Synthesis of 5-Methoxy-1H-indole-2-carbaldehyde.They published the article 《Selective Synthesis of 5,6-Dihydroindolo-[1,2-a]quinoxalines and 6,7-Dihydroindolo-[2,3-c]quinolines by Orthogonal Copper and Palladium Catalysis》 about this compound( cas:21778-81-4 ) in European Journal of Organic Chemistry. Keywords: dihydroindoloquinoxaline dihydroindoloquinoline preparation copper palladium catalyst; Ugi four component reaction. We’ll tell you more about this compound (cas:21778-81-4).

In combination with the Ugi four-component reaction, two important indole-fused heterocycles were prepared in two steps from readily accessible starting materials. From the same set of Ugi adducts 5, 5,6-dihydroindolo[1,2-a]quinoxalines were rapidly generated in excellent yields by a copper-catalyzed N-H arylation pathway, whereas 6,7-dihydroindolo[2,3-c]quinolones were obtained by palladium-catalyzed C-H arylations in good yields without the protection of the indole N1 moiety. Microwave heating was used to accelerate these intramol. C-N and C-C bond-forming reactions performed under controlled reaction conditions.

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Reference:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Application In Synthesis of 5-Methoxy-1H-indole-2-carbaldehyde. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: 5-Methoxy-1H-indole-2-carbaldehyde, is researched, Molecular C10H9NO2, CAS is 21778-81-4, about Three-Step One-Pot Synthesis of 1,4-Dihydropyrazolo[4,3-b|indoles Using Copper Catalysis.

A convenient three-step one-pot copper-catalyzed method has been developed for the preparation of pyrazolo[4,3-b]indoles, new indole-based compounds with potential biol. activity. Treatment of various hydrazines, including alkyl hydrazines, with indole-2-carbaldehydes generated the corresponding products in moderate to good yields without protection of the indole N-1 moiety. In addition, LiOH was used as a base in the copper-catalyzed coupling reaction. Microwave heating was used to accelerate the iodination of indoles and the C-N bond formation.

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Reference:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Evaluation Study, Article, Research Support, N.I.H., Extramural, Research Support, Non-U.S. Gov’t, Journal of Medicinal Chemistry called Synthesis and Biological Evaluation of Indolyl-Pyridinyl-Propenones Having Either Methuosis or Microtubule Disruption Activity, Author is Trabbic, Christopher J.; Overmeyer, Jean H.; Alexander, Evan M.; Crissman, Emily J.; Kvale, Heather M.; Smith, Marcie A.; Erhardt, Paul W.; Maltese, William A., which mentions a compound: 21778-81-4, SMILESS is O=CC(N1)=CC2=C1C=CC(OC)=C2, Molecular C10H9NO2, Formula: C10H9NO2.

Methuosis is a form of nonapoptotic cell death characterized by an accumulation of macropinosome-derived vacuoles with eventual loss of membrane integrity. Small mols. inducing methuosis could offer significant advantages compared to more traditional anticancer drug therapies that typically rely on apoptosis. Herein we further define the effects of chem. substitutions at the 2- and 5-indolyl positions on our lead compound I. We have identified a number of compounds that induce methuosis at similar potencies, including an interesting analog having a hydroxypropyl substituent at the 2-position. In addition, we have discovered that certain substitutions on the 2-indolyl position redirect the mode of cytotoxicity from methuosis to microtubule disruption. This switch in activity is associated with an increase in potency as large as 2 orders of magnitude. These compounds appear to represent a new class of potent microtubule-active anticancer agents.

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Reference:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 5-Methoxy-1H-indole-2-carbaldehyde, is researched, Molecular C10H9NO2, CAS is 21778-81-4, about Unusual blue-shifted acid-responsive photoluminescence behavior in 6-amino-8-cyanobenzo[1,2-b]indolizines.SDS of cas: 21778-81-4.

6-Amino-8-cyanobenzo[1,2-b]indolizines, a new class of photoluminescent materials, exhibit reversible pH-dependent optical properties characterized by an uncommon and dramatic blue shift in fluorescence emission when protonated. Acid titration and NMR spectroscopy experiments reveal that, rather than the anticipated N-protonation, C-protonation and loss of aromaticity is responsible for the observed photophys. changes. Efficient synthesis from indole-2-carboxaldehydes makes variously substituted versions of this nucleus readily available to tune optical and pH effects.

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Reference:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 21778-81-4, is researched, SMILESS is O=CC(N1)=CC2=C1C=CC(OC)=C2, Molecular C10H9NO2Journal, ACS Catalysis called Cooperative N-heterocyclic Carbene and Iridium Catalysis Enables Stereoselective and Regiodivergent [3 + 2] and [3 + 3] Annulation Reactions, Author is Zhang, Jian; Gao, Yan-Shan; Gu, Bu-Ming; Yang, Wu-Lin; Tian, Bo-Xue; Deng, Wei-Ping, the main research direction is pyrroloindole preparation enantioselective diastereoselective regioselective; indolyl allyl carbonate enal cyclization carbene iridium catalyst; formylcyclopropane enal cyclization carbene iridium catalyst; pyridineindole preparation enantioselective diastereoselective regioselective; enal indolyl allyl carbonate cyclization carbene iridium catalyst.SDS of cas: 21778-81-4.

A cooperative N-heterocyclic carbene (NHC)/iridium catalysis has been developed to achieve highly stereoselective and regiodivergent [3 + 2] and [3 + 3] annulation reactions of 2-indolyl allyl carbonates I (R = H, Me; R1 = H, OMe, Me, F, Cl; R1 = H, OMe, Cl) with enals R3CH=CHCHO (R1 = Ph, hexyl, 4-chlorophenyl, furan-2-yl, etc.). The use of the NHC catalyst has introduced switchable homoenolate and enolate intermediates from the common enal precursor via a simple adjustment of reaction conditions in a predictable manner. This protocol furnishes two types of biol. important products, pyrrolo[1,2-a]indoles II and pyridine[1,2-a]indoles III, with high diastereo- and enantioselectivities (up to >20:1 dr and >99% ee). Notably, all four stereoisomers of these products with two vicinal stereocenters could be afforded through permutations of the enantiomers of the two chiral catalysts. Mechanistic investigations and further computational d. functional theory calculations give an explanation of the origin of the regioselectivity. In addition, the NHC-enolate intermediate generated from formylcyclopropanes IV (R4 = Ph, tert-Bu, naphthalen-2-yl, etc.) was also compatible in this cooperative catalytic system and thus the arsenal of optically pure pyrrolo[1,2-a]indole products V was enriched.

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Reference:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Safety of 5-Methoxy-1H-indole-2-carbaldehyde. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 5-Methoxy-1H-indole-2-carbaldehyde, is researched, Molecular C10H9NO2, CAS is 21778-81-4, about Dihydrofuro[3,4-c]pyridinones as Inhibitors of the Cytolytic Effects of the Pore-Forming Glycoprotein Perforin. Author is Lena, Gersande; Trapani, Joseph A.; Sutton, Vivien R.; Ciccone, Annette; Browne, Kylie A.; Smyth, Mark J.; Denny, William A.; Spicer, Julie A..

Dihydrofuro[3,4-c]pyridinones are the first class of small mols. reported to inhibit the cytolytic effects of the lymphocyte toxin perforin. A lead structure was identified from a high throughput screen, and a series of analogs I (X = O, S; Y = O, NH; R = Ph, 4-FC6H4, 2-furyl, 5-methyl-2-thienyl, 3-thienyl, 2-benzofuryl, 3-benzothienyl, 3-indolyl, etc.) were designed and prepared to explore structure-activity relationships around the core bicyclic ring and pendant aryl(heteroaryl) ring. This resulted in the identification of a submicromolar inhibitor of the perforin-induced lysis of Jurkat T-lymphoma cells.

In addition to the literature in the link below, there is a lot of literature about this compound(5-Methoxy-1H-indole-2-carbaldehyde)Safety of 5-Methoxy-1H-indole-2-carbaldehyde, illustrating the importance and wide applicability of this compound(21778-81-4).

Reference:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem