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 4-Phenylpyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione Inhibitors of the Checkpoint Kinase Wee1. Structure-Activity Relationships for Chromophore Modification and Phenyl Ring Substitution, published in 2006-08-10, which mentions a compound: 21778-81-4, mainly applied to pyrrolocarbazole dione preparation kinase Wee1 inhibitor, Application In Synthesis of 5-Methoxy-1H-indole-2-carbaldehyde.

High-throughput screening has identified a novel class of inhibitors of the checkpoint kinase Wee1, which have potential for use in cancer chemotherapy. These inhibitors, e.g. I (R = H, 2-FC6H4, 3-NCC6H4, 2,6-Br2C6H3, 2-thienyl, 3-pyrrolyl, 3-pyridyl, etc.), are based on a 4-phenylpyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione template and have been shown by X-ray crystallog. to bind at the ATP site of the enzyme. An extensive study of the effects of substitution around this template has been carried out, which has identified substituents which lead to improvements in potency and selectivity for Wee1. While retention of the maleimide ring and pendant 4-Ph group is necessary for potency, replacement of the carbazole nitrogen by oxygen is well tolerated and results in improved Wee1 selectivity against the related checkpoint kinase Chk1. Wee1 potency and selectivity are also enhanced by the incorporation of lipophilic functionality at the 2′-position of the 4-Ph ring, and Wee1 selectivity against Chk1 is favored by C3-C5 alkyl substitution of the carbazole nitrogen. These studies provide a basis for the design of active analogs of the pyrrolocarbazole lead with improved phys. properties.

From this literature《4-Phenylpyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione Inhibitors of the Checkpoint Kinase Wee1. Structure-Activity Relationships for Chromophore Modification and Phenyl Ring Substitution》,we know some information about this compound(21778-81-4)Application In Synthesis of 5-Methoxy-1H-indole-2-carbaldehyde, but this is not all information, there are many literatures related to this compound(21778-81-4).

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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 2-[N-Acylamino(C1-C3)alkyl]indoles as MT1 melatonin receptor partial agonists, antagonists, and putative inverse agonists.Category: pyridazine.

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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The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 5-Methoxy-1H-indole-2-carbaldehyde(SMILESS: O=CC(N1)=CC2=C1C=CC(OC)=C2,cas:21778-81-4) is researched.Recommanded Product: 148-51-6. The article 《Oxidation by silver carbonate on celite. XV. Heterocyclic alcohols》 in relation to this compound, is published in Journal of Heterocyclic Chemistry. Let’s take a look at the latest research on this compound (cas:21778-81-4).

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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Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 21778-81-4, is researched, Molecular C10H9NO2, about One-pot asymmetric synthesis of quaternary pyrroloindolones through a multicatalytic N-allylation/hydroacylation sequence, the main research direction is indolecarboxaldehyde allyl ester multicatalytic enantioselective allylation hydroacylation sequence; quaternary pyrroloindolone asym synthesis; asymmetric catalysis; carbenes; hydroacylation; indoles; multicatalysis.Category: pyridazine.

An intramol., quaternary-C-center-forming hydroacylation of α-substituted acrylates was discovered. This interesting transformation can be readily incorporated into a multicatalytic tandem process enabled by a combination of nucleophilic tertiary amine and N-heterocyclic carbene catalysis. With no addnl. stoichiometric base required, this transformation affords quaternary pyrroloindolones with high levels of enantioselectivity.

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Pyridazine – Wikipedia,
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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 Concise synthesis of carbazole-1,4-quinones and evaluation of their antiproliferative activity against HCT-116 and HL-60 cells, the main research direction is carbazolequinone preparation antiproliferative human; indole allyl alc tandem ring closing metathesis dehydrogenation; Antiproliferative activity; Carbazole-1,4-quinone; Koeniginequinone A; Koeniginequinone B.Quality Control of 5-Methoxy-1H-indole-2-carbaldehyde.

A convenient synthesis of carbazole-1,4-quinone alkaloid koeniginequinones A and B using a tandem ring-closing metathesis with the dehydrogenation reaction sequence under an O2 atmosphere as an important step is reported. Using this method, carbazole-1,4-quinones substituted at the 5-, 6-, 7-, and/or 8-positions I (R1 = R2 = H, CH3; R3 = H, 6-OCH3, 5,6-(OCH3)2, 7-CH3, 6-NO2, etc.; R4 = H, MOM) have been synthesized. Moreover, 24 compounds, including koeniginequinones A and B, have been evaluated for their antiproliferative activity against HCT-116 and HL-60 cells, and the 6-nitro analog exhibited the most potent activity against both tumor cell types.

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Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

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 published the article 《2-[N-Acylamino(C1-C3)alkyl]indoles as MT1 melatonin receptor partial agonists, antagonists, and putative inverse agonists》. Keywords: melatonin receptor antagonist agonist.They researched the compound: 5-Methoxy-1H-indole-2-carbaldehyde( cas:21778-81-4 ).Product Details of 21778-81-4. 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.

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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Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 21778-81-4, is researched, Molecular C10H9NO2, about Development and Synthesis of DNA-Encoded Benzimidazole Library, the main research direction is preparation DNA conjugated benzimidazole library NK3 receptor antagonist; DNA tagged fluoronitrobenzamide amine aldehyde; DNA-encoded library technology; benzimidazole.Quality Control of 5-Methoxy-1H-indole-2-carbaldehyde.

Encoded library technol. (ELT) is an effective approach to the discovery of novel small-mol. ligands for biol. targets. A key factor for the success of the technol. is the chem. diversity of the libraries. Here we report the development of DNA-conjugated benzimidazoles. Using 4-fluoro-3-nitrobenzoic acid as a key synthon, we synthesized a 320 million-member DNA-encoded benzimidazole library using Fmoc-protected amino acids, amines and aldehydes as diversity elements. Affinity selection of the library led to the discovery of a novel, potent and specific antagonist of the NK3 receptor.

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Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Related Products of 21778-81-4. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 5-Methoxy-1H-indole-2-carbaldehyde, is researched, Molecular C10H9NO2, CAS is 21778-81-4, about Amide-Amine Replacement in Indole-2-carboxamides Yields Potent Mycobactericidal Agents with Improved Water Solubility. Author is Tan, Yu Jia; Li, Ming; Gunawan, Gregory Adrian; Nyantakyi, Samuel Agyei; Dick, Thomas; Go, Mei-Lin; Lam, Yulin.

Indolecarboxamides are potent but poorly soluble mycobactericidal agents. Here, it was found that modifying the incipient scaffold by amide-amine substitution and replacing the indole ring with benzothiophene or benzoselenophene led to striking (10-20-fold) improvements in solubility Potent activity could be achieved without the carboxamide linker but not in the absence of the indole ring. The indolylmethylamine, N-cyclooctyl-6-trifluoromethylindol-2-ylmethylamine (MIC90Mtb 0.13μM, MBC99.9Mtb 0.63μM), exemplifies a promising member that is more soluble and equipotent to its carboxamide equivalent It is also an inhibitor of the mycolate transporter MmpL3, a property shared by the methylamines of benzothiophene and benzoselenophene.

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Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Recommanded Product: 5-Methoxy-1H-indole-2-carbaldehyde. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 5-Methoxy-1H-indole-2-carbaldehyde, is researched, Molecular C10H9NO2, CAS is 21778-81-4, about Catalytic asymmetric dipolar cycloadditions of indolyl delocalized metal-allyl species for the enantioselective synthesis of cyclopenta [b]indoles and pyrrolo[1,2-a]indoles. Author is Tian, Fei; Yang, Wu-Lin; Ni, Tao; Zhang, Jian; Deng, Wei-Ping.

Herein, a novel indolyl substituted metal-allyl zwitterionic intermediates through the decarboxylation of conveniently available vinyl indoloxazolidones, which could be regarded as two types of dipolar species through the anionic delocalization was disclosed. The palladium-π-allyl species tended to served as an all-carbon 1,3-dipole in the asym. [3+2] cycloaddition with electron-deficient alkenes, which furnished polysubstituted cyclopenta[b]indoles I [R1 = H, 7-F, 7-Cl, etc.; R2 = Ph, 1-naphthyl, 2-furanyl, etc.; R3 = CN, CO2Me] with high regio- and stereoselectivities. Meanwhile, the iridium-π-allyl species was recognized as an aza-1,3-dipole in asym. [3+2] cycloaddition with in situ generated C1 ammonium enolates, afforded pyrrolo[1,2-a]indoles II [R1 = H, 7-F, 7-Cl, etc.; R4 = CH:CHCH3, Ph, 3-thienyl, etc.] with high diastereo- and enantioselectivities. In addition, the dipolar cycloadditions could be easily scaled-up and several synthetic transformations of the cycloadducts were demonstrated for the rapid synthesis of diverse chiral polycyclic indoles.

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Reference:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 21778-81-4, is researched, Molecular C10H9NO2, about Asymmetric Sequential Corey-Chaykovsky Cyclopropanation/Cloke-Wilson Rearrangement for the Synthesis of 2,3-Dihydrofurans, the main research direction is alkynyl isothiocineole indolyl acrylonitrile diastereoselective enantioselective Cloke Wilson rearrangement; progaryl sulfonium salt indolyl acrylonitrile diastereoselective Cloke Wilson rearrangement; indolyl furan preparation Corey Chaykovsky cyclopropanation.Safety of 5-Methoxy-1H-indole-2-carbaldehyde.

The first sequential Corey-Chaykovsky cyclopropanation/Cloke-Wilson rearrangement between propargyl sulfonium salts and acrylonitrile derivatives was developed, affording the tetra-substituted 2,3-dihydrofurans in generally excellent yields (57-98%) with good diastereoselectivities (7:1-18:1). In addition, chiral propargyl sulfonium salt is also suitable for this strategy, giving the optically active 2,3-dihydrofurans with good enantioselectivities. This reaction sequence was designed upon in situ generated 10π-conjugated structures from the dearomatization of indole fragments and subsequent intramol. 1,6-addition

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Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem