Tag: M.W:100-200

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: (R)-(-)-3-Fluoropyrrolidine Hydrochloride, is researched, Molecular C4H9ClFN, CAS is 136725-55-8, about Discovery of novel 4-phenyl-2-(pyrrolidinyl)nicotinamide derivatives as potent Nav1.1 activators, the main research direction is phenyl pyrrolidinyl nicotinamide derivative preparation sodium channel CNS disease; Dravet syndrome phenyl pyrrolidinyl nicotinamide derivative preparation; BBB penetration; Dravet syndrome; Na(v)1.1 activator; Slow current decay of inactivation; Voltage-gated sodium channels.Formula: C4H9ClFN.

The voltage-gated sodium channel, Nav1.1, is predominantly expressed in parvalbumin-pos. fast spiking interneurons and has been genetically linked to Dravet syndrome. Starting from a high throughput screening hit isoxazole derivative 5, modifications of 5 via combinations of IonWorks and Q-patch assays successfully identified the nicotinamide derivative 4. Its increasing decay time constant (tau) of Nav1.1 currents at 0.03 μM along with significant selectivity against Nav1.2, Nav1.5, and Nav1.6 and acceptable brain exposure in mice was observed Compound 4 is a promising Nav1.1 activator that can be used to analyze pathophysiol. functions of the Nav1.1 channel towards treating various central nervous system diseases.

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Reference:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

COA of Formula: C10H9NO2. 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 Modulation of the antitumor activity by methyl substitutions in the series of 7H-pyridocarbazole monomers and dimers. Author is Leon, P.; Garbay-Jaureguiberry, C.; Barsi, M. C.; Le Pecq, J. B.; Roques, Bernard P..

The structure of the dimeric antitumor drug ditercalinium (NSC 366241) [2,2′-([4,4′-bipiperidine]-1,1′-diyldi-2,1-ethanediyl)bis[10-methoxy-7H-pyrido[4,3-c]carbazolium] tetramethanesulfonate] was modified by introduction of Me groups in various positions of the aromatic ring. Methylation of 7H-pyridocarbazoles on position 7 was performed by reaction with NaH followed by MeI addition methylation at the 5- or 6-position required a total synthesis of the pyridocarbazole ring, including photocyclization of the appropriately substituted indolylpyridylethylene. Thus, 7H-pyridocarbazole monomers, e.g., 5-Me derivative I, and dimers, e.g. 6-Me derivative II, were prepared Monomeric analogs with the nitrogen atom of the pyridine ring in different positions have also been synthesized. Pharmacol. properties and DNA interactions of the new compounds are reported. In contrast with the monomeric analog of ditercalinium, which was inactive, Me substitutions on the 10-methoxy-7H-pyrido[4,3-c]carbazolium in positions 6 or 7 led to monomers endowed with small but significant activity. Dimerization of the methyl-substituted pyridocarbazoles yielded DNA bisintercalators with affinity slightly higher than that of the unsubstituted parent compounds These dimers, characterized by a relatively better therapeutic index, have the same mechanism of action as ditercalinium. Otherwise, in monomeric and dimeric series, Me substitution in position 4 or 5 provided inactive compounds unable to intercalate into DNA. All these results are in agreement with the previously proposed geometry for the complex of ditercalinium with DNA.

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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 N-heterocyclic carbene catalyzed domino reactions of formylcyclopropane 1,1-diesters: construction of a 6-5-5 tricyclic pyrrolo[1,2-a]indole.Quality Control of 5-Methoxy-1H-indole-2-carbaldehyde.

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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Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

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.Computed Properties of C7H13BrO2. The article 《Copper-Catalyzed Annulation of 2-Formylazoles with o-Aminoiodoarenes》 in relation to this compound, is published in Journal of Organic Chemistry. Let’s take a look at the latest research on this compound (cas:21778-81-4).

In the presence of catalytic CuI and sparteine, 2-formylpyrroles can be annulated with o-aminoiodoarenes to give substituted pyrrolo[1,2-a]quinoxalines and related heterocycles. The reaction also works for annulation of 2-formylindoles, 2-formylimidazole, 2-formylbenzimidazole, and a 3-formylpyrazole.

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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, Article, Organic & Biomolecular Chemistry called Pd-catalyzed cascade allylic alkylation and dearomatization reactions of indoles with vinyloxirane, Author is Gao, Run-Duo; Xu, Qing-Long; Dai, Li-Xin; You, Shu-Li, which mentions a compound: 21778-81-4, SMILESS is O=CC(N1)=CC2=C1C=CC(OC)=C2, Molecular C10H9NO2, Electric Literature of C10H9NO2.

A palladium-catalyzed cascade allylic alkylation reaction of di-Me malonate tethered indoles with vinyloxirane was developed through intramol. nucleophilic ring-opening of vinyloxirane followed by subsequent intramol. Friedel-Crafts type allylic alkylation or allylic dearomatization. This protocol provided an efficient method to synthesize structurally diverse tetrahydrocarbolines e.g., I, and spiroindolenine derivatives e.g., II, under mild conditions.

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Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

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.Category: pyridazine.Das, Tapas; Kayet, Anirban; Mishra, Ruchika; Singh, Vinod K. published the article 《Highly fluorescent 1,2-dihydropyrimido[1,6-α]indoles: an efficient metal-free synthesis and photophysical study》 about this compound( cas:21778-81-4 ) in Chemical Communications (Cambridge, United Kingdom). Keywords: dihydropyrimidoindole preparation; indole carboxaldehyde ethyl arylideneglycinate aldol Mannich reaction. Let’s learn more about this compound (cas:21778-81-4).

A metal-free route to highly fluorescent 1,2-dihydropyrimido[1,6-α]indole derivatives I (R = H, OCH3, CH3, Br; Ar = C6H5, naphth-1-yl, furan-2-yl, etc.) has been developed via base catalyzed aldol followed by the Mannich reaction of indole-2-carboxaldehydes II with Et N-arylideneglycinates ArHC=NCH2COOEt at room temperature This transformation consists of the sequential formation of two new bonds to afford highly functionalized pyrimidoindole derivatives under mild reaction conditions.. Photophys. properties of the products have also been reported.

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Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Discovery and Characterization of Selective and Ligand-Efficient DYRK Inhibitors》. Authors are Henderson, Scott H.; Sorrell, Fiona; Bennett, James; Fedorov, Oleg; Hanley, Marcus T.; Godoi, Paulo H.; Ruela de Sousa, Roberta; Robinson, Sean; Ashall-Kelly, Alexander; Hopkins Navratilova, Iva; Walter, Daryl S.; Elkins, Jonathan M.; Ward, Simon E..The article about the compound:(R)-(-)-3-Fluoropyrrolidine Hydrochloridecas:136725-55-8,SMILESS:Cl.F[C@@H]1CCNC1).HPLC of Formula: 136725-55-8. Through the article, more information about this compound (cas:136725-55-8) is conveyed.

Dual-specificity tyrosine-regulated kinase 1A (DYRK1A) regulates the proliferation and differentiation of neuronal progenitor cells during brain development. Consequently, DYRK1A has attracted interest as a target for the treatment of neurodegenerative diseases, including Alzheimer′s disease (AD) and Down′s syndrome. Recently, the inhibition of DYRK1A has been investigated as a potential treatment for diabetes, while DYRK1A′s role as a mediator in the cell cycle has garnered interest in oncol. indications. Structure-activity relationship (SAR) anal. in combination with high-resolution X-ray crystallog. leads to a series of pyrazolo[1,5-b]pyridazine inhibitors with excellent ligand efficiencies, good physicochem. properties, and a high degree of selectivity over the kinome. Compound 11 (I) exhibited good permeability and cellular activity without P-glycoprotein liability, extending the utility of 11 in an in vivo setting. These pyrazolo[1,5-b]pyridazines are a viable lead series in the discovery of new therapies for the treatment of diseases linked to DYRK1A function.

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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, RSC Advances called Rhodium(II)-catalyzed intramolecular annulation of 1-sulfonyl-1,2,3-triazoles with indoles: facile synthesis of functionalized tetrahydro-β-carbolines, Author is Shang, Hai; Tian, Yu; Luo, Jun; Li, Lingyu; Tang, Yefeng; Zou, Zhongmei, which mentions a compound: 21778-81-4, SMILESS is O=CC(N1)=CC2=C1C=CC(OC)=C2, Molecular C10H9NO2, Electric Literature of C10H9NO2.

A novel rhodium(II)-catalyzed intramol. annulation of 1-sulfonyl-1,2,3-triazoles with indoles was developed, which enabled the facile synthesis of various 4-functionalized tetrahydro-β-carbolines as well as relevant scaffolds from readily available starting materials.

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Reference:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Recommanded Product: 21778-81-4. 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 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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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 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, published in 1999-08-26, which mentions a compound: 21778-81-4, Name is 5-Methoxy-1H-indole-2-carbaldehyde, Molecular C10H9NO2, Recommanded Product: 5-Methoxy-1H-indole-2-carbaldehyde.

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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Reference:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem