Category: 21778-81-4

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called I2/DMSO-catalyzed one-pot approach for the synthesis of 1,3,4-selenadiazoles, published in 2021, which mentions a compound: 21778-81-4, mainly applied to arylaldehyde hydrazide selenium iodine catalyst one pot cascade reaction; diaryl selenadiazole preparation; hetroarylaldehyde hydrazide selenium iodine catalyst one pot cascade reaction; diheteroaryl selenadiazole preparation, Reference of 5-Methoxy-1H-indole-2-carbaldehyde.

A three-component cascade reaction for the synthesis of 1,3,4-selenadiazoles and their derivatives from arylaldehydes, hydrazine, and elemental selenium by using mol. iodine wais reported. This strategy was operationally simple, well-suited to a wide range of functional groups, and provided the desired products in moderate to excellent yields. The proposed mechanism predicted that the reaction tolerated a radical process.

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Reference:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Acid Catalyzed Synthesis of Spiroindolone Scaffolds by Iso-Pictet-Spengler Spirocyclization and Evaluation of their Antibacterial Activity, published in 2017, which mentions a compound: 21778-81-4, Name is 5-Methoxy-1H-indole-2-carbaldehyde, Molecular C10H9NO2, Reference of 5-Methoxy-1H-indole-2-carbaldehyde.

Acetic acid catalyzed synthesis of new spiroindolones (tetrahydrospiro-γ-carbolines) was achieved in good yield by iso-Pictet Spengler spirocyclization of substituted isotryptamines with isatins. All the compounds were screened for antibacterial activities against S. aureus, E. coli, P. aeruginosa and S. typhi bacteria. The preliminary antibacterial study indicated that compounds bearing halo substituent showed potent inhibitory activity towards S. typhi and P. aeruginosa and moderate activities towards S. aureus and E. coli.

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Reference:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Synthetic Route of C10H9NO2. 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 Oxidation by silver carbonate on celite. XV. Heterocyclic alcohols.

Oxidation of primary and secondary alcs. in heterocyclic series by AgCO3 absorbed on Celite gave aldehydes or ketones with excellent yields. Also oxidized were the alcs. containing the furan, pyrrole, thiophene, pyridine, or indole nucleus. The oxidation of codeine and of dihydrocodeine also was studied. Although the AgCO3 did not react with dihydrocodeine, the oxidation occurred using Ag2CO5-Celite. The yield for codeinone is better than 91%. Tetrahydrofurfuryl alc. and 2-hydroxymethyltetrahydropyran were slowly degraded to γ-butyrolactone and δ-valerolactone, resp.

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Reference:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Pirovano, Valentina; Arpini, Elisa; Dell’Acqua, Monica; Vicente, Ruben; Abbiati, Giorgio; Rossi, Elisabetta published the article 《Gold(I)-Catalyzed Synthesis of Tetrahydrocarbazoles via Cascade [3,3]-Propargylic Rearrangement/[4+2] Cycloaddition of Vinylindoles and Propargylic Esters》. Keywords: tetrahydrocarbazole preparation diastereoselective; indole vinyl ester propargylic cascade rearrangement cycloaddition gold catalyst.They researched the compound: 5-Methoxy-1H-indole-2-carbaldehyde( cas:21778-81-4 ).Computed Properties of C10H9NO2. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:21778-81-4) here.

A gold(I)-catalyzed cascade [3,3]-propargylic rearrangement and [4+2] cycloaddition reaction of 2-vinylindoles, e.g., I, with propargylic esters R3CH(OZ)(C=CR4) (R3 = CH3, C6H5, 4-FC6H4, etc.; R4 = H, Et, n-Pr, i-Pr, Ph; Z = pivaloyl, acetyl) has been reported. The reaction leads to the synthesis of highly substituted tetrahydrocarbazole derivatives, e.g., II, in high yields and diastereoselectivities. Furthermore, a preliminary screening for an asym. version of this reaction has been described.

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Reference:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Related Products of 21778-81-4. 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 I2/DMSO-catalyzed one-pot approach for the synthesis of 1,3,4-selenadiazoles. Author is Bowroju, Suresh Kuarm; Bavanthula, Rajitha.

A three-component cascade reaction for the synthesis of 1,3,4-selenadiazoles and their derivatives from arylaldehydes, hydrazine, and elemental selenium by using mol. iodine wais reported. This strategy was operationally simple, well-suited to a wide range of functional groups, and provided the desired products in moderate to excellent yields. The proposed mechanism predicted that the reaction tolerated a radical process.

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Reference:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Quality Control 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 Synthesis of Indole- and Pyrrole-Fused Seven-Membered Nitrogen Heterocycles via Acid-Base Switchable Cyclization Involving Cleavage of Amide C-N Bonds.

The method for synthesis of indole- and pyrrole-fused seven-membered nitrogen heterocycles I [R = H, Br; R1 = H; RR1 = -CH=CHCH=CH-, -CH=C(OMe)CH=CH-, -CH=CHC(Br)=CH-, etc.; R2 = H, Me, 3-(trifluoromethyl)phenyl, ethyloxidanyl; R3 = H, Me; R4 = Me, 4-methylphenyl, thiophen-2-yl, etc.], 2-tosyl-1,2,3,4-tetrahydro-5H-[1,5]diazocino[3,2,1-hi]indol-5-one and II (R5 = H, OMe; R6 = Me, 2-fluorophenyl, thiophen-2-yl, etc.) by means of acid-base switchable cyclization reactions have been reported. The reactions involved cleavage of amide C-N bonds, chemoselective N-1 or C-3 acylation, and 1,4-Michael addition This method could be used to construct two different kinds of seven-membered rings in one step from the same starting material without the need for a transition-metal catalyst.

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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.Atwell, Graham J.; Milbank, Jared J. B.; Wilson, William R.; Hogg, Alison; Denny, William A. researched the compound: 5-Methoxy-1H-indole-2-carbaldehyde( cas:21778-81-4 ).Product Details of 21778-81-4.They published the article 《5-Amino-1-(chloromethyl)-1,2-dihydro-3H-benz[e]indoles: Relationships between Structure and Cytotoxicity for Analogues Bearing Different DNA Minor Groove Binding Subunits》 about this compound( cas:21778-81-4 ) in Journal of Medicinal Chemistry. Keywords: chloromethyl benzindole preparation cytotoxicity structure. We’ll tell you more about this compound (cas:21778-81-4).

A series of 5-amino-seco-CBI compounds, designed for use as effectors for prodrugs, were prepared to study structure-activity relationships for the cytotoxicity of side chain analogs. Compounds were prepared by coupling 1-(chloromethyl)-5-nitro-1,2-dihydro-3H-benz[e]indole to appropriate carboxylic acids, followed by nitro group reduction, or by coupling suitable 5-amino-protected indolines to α,β-unsaturated acids, followed by deblocking. These AT-specific DNA alkylating agents were evaluated for cytotoxicity in a series of tumor cell lines (AA8, UV4, EMT6, SKOV3). For those analogs bearing an indolecarbonyl side chain, the 5′-methoxy derivative was the most cytotoxic (IC50 1.3 nM in AA8 cells, 4 h exposure), comparable to that of the parent CBI-TMI (5′,6′,7′-trimethoxyindole) derivative (IC50 0.46 nM in the above assay). A subset of solubilized derivatives bearing O(CH2)2NMe2 substituents were about 10-fold less potent. For compounds containing an acryloyl linker in the side chain, the 4′-methoxycinnamoyl derivative proved the most cytotoxic (IC50 0.09 nM in the above assay). A number of these 5-amino-seco-CBI-TMI analogs (including the solubilized compounds) are of interest both as cytotoxins and as components of amine-based prodrugs designed for tumor-specific activation.

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Electric Literature of C10H9NO2. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. 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.

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Formula: C10H9NO2. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. 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. Author is Outlaw, Victor K.; Zhou, Jiawang; Bragg, Arthur E.; Townsend, Craig A..

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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Category: pyridazine. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 5-Methoxy-1H-indole-2-carbaldehyde, is researched, Molecular C10H9NO2, CAS is 21778-81-4, about Non-Bonding Electron Pair versus π-Electrons in Solution Phase Halogen Bond Catalysis: Povarov Reaction of 2-Vinylindoles and Imines. Author is Suzuki, Takumi; Kuwano, Satoru; Arai, Takayoshi.

The non-bonding electron pair (n-pair) of heteroatoms and π-electrons are both efficient halogen bond (XB) acceptors. In solid and gas phase studies, n-pairs generally prevail over π-bonding orbitals as XB acceptors, whereas few studies have been conducted regarding the preference in solution phase. Herein, the Povarov reaction via the C-I···N XB interaction and [4+2] cycloaddition via the C-I···π XB interaction were evaluated, revealing that the n-pair was more dominant in the XB catalysis system in solution The XB donor-catalyzed Povarov reaction gave diverse indolyl-tetrahydroquinoline derivatives in good yields. Synthesis of indolyl-quinolines was also developed.

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