Tag: M.W:100-200

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, Science China: Chemistry called 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, which mentions a compound: 21778-81-4, SMILESS is O=CC(N1)=CC2=C1C=CC(OC)=C2, Molecular C10H9NO2, SDS of cas: 21778-81-4.

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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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.Liou, Jing-Ping; Wu, Zi-Yi; Kuo, Ching-Chuan; Chang, Chi-Yen; Lu, Pei-Yi; Chen, Chi-Ming; Hsieh, Hsing-Pang; Chang, Jang-Yang researched the compound: 5-Methoxy-1H-indole-2-carbaldehyde( cas:21778-81-4 ).HPLC of Formula: 21778-81-4.They published the article 《Discovery of 4-Amino and 4-Hydroxy-1-aroylindoles as Potent Tubulin Polymerization Inhibitors》 about this compound( cas:21778-81-4 ) in Journal of Medicinal Chemistry. Keywords: indole trimethoxybenzoyl chloride aroylation; trimethoxybenzoic anhydride indole acylation; indoline trimethoxybenzoyl chloride aroylation; tetrahydroquinoline trimethoxybenzoyl chloride acylation; aroylindole derivative preparation antitubulin anticancer activity; aroylindoline derivative preparation antitubulin anticancer activity; aroyltetrahydroquinoline derivative preparation antitubulin anticancer activity. We’ll tell you more about this compound (cas:21778-81-4).

1-Aroylindoline, 1-aroyl-1,2,3,4-tetrahydroquinoline, and 1-aroylindole derivatives, e.g., I and II, were synthesized and evaluated for anticancer activity. The 4-amino and 4-hydroxy-1-aroylindoles I and II, with IC50 of 0.9 and 0.6 μM, resp., exhibited antitubulin activity superior or comparable to that of colchicine and combretastatin A-4. They also showed antiproliferative activity with IC50 of 0.3-5.4 nM in a set of human cancer cell lines.

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Pyridazine – Wikipedia,
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Application In Synthesis of (R)-(-)-3-Fluoropyrrolidine Hydrochloride. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: (R)-(-)-3-Fluoropyrrolidine Hydrochloride, is researched, Molecular C4H9ClFN, CAS is 136725-55-8, about Discovery and Characterization of Selective and Ligand-Efficient DYRK Inhibitors. Author is 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..

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

Shang, Hai; Tian, Yu; Luo, Jun; Li, Lingyu; Tang, Yefeng; Zou, Zhongmei published an article about the compound: 5-Methoxy-1H-indole-2-carbaldehyde( cas:21778-81-4,SMILESS:O=CC(N1)=CC2=C1C=CC(OC)=C2 ).Name: 5-Methoxy-1H-indole-2-carbaldehyde. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:21778-81-4) through the article.

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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Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Category: pyridazine. 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 Organocatalytic cascade aldimine condensation/[1,6]-hydride transfer/Mannich-type cyclization: sustainable access to indole-2,3-fused diazocanes. Author is Wang, Lin-Xuan; Qiu, Bin; An, Xiao-De; Dong, Pei-Zhen; Liu, Rui-Bin; Xiao, Jian.

An unprecedented organocatalytic cascade aldimine condensation/[1,6]-hydride transfer/Mannich-type cyclization of indole-2-carbaldehydes with o-aminoanilines was developed to assemble polycyclic indole-2,3-fused diazocanes in one step. This novel methodol. featured high step- and atom-economy, was redox-neutral and metal-free, and occurred at room temperature It opened a new window for the application of hydride transfer chem. in constructing medium-sized ring structures.

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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.Name: 5-Methoxy-1H-indole-2-carbaldehyde.Zhang, Lei; Zhao, Fei; Zheng, Mingyue; Zhai, Yun; Liu, Hong published the article 《Rapid and selective access to three distinct sets of indole-based heterocycles from a single set of Ugi-adducts under microwave heating》 about this compound( cas:21778-81-4 ) in Chemical Communications (Cambridge, United Kingdom). Keywords: three distinct set indole heterocycle preparation; Ugi adduct microwave heating. Let’s learn more about this compound (cas:21778-81-4).

Three distinct sets of indole-based heterocycles, e.g. I, II and III, were rapidly and selectively synthesized from the same set of Ugi-adducts, e.g. IV, under microwave heating in a reaction-condition-controlled manner. Notably, an unprecedented metal-free intramol. sp3-hybridized C-H arylation using only cesium carbonate was discovered.

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Reference:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Application In Synthesis of (R)-(-)-3-Fluoropyrrolidine Hydrochloride. 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: (R)-(-)-3-Fluoropyrrolidine Hydrochloride, is researched, Molecular C4H9ClFN, CAS is 136725-55-8, about Fluoropyrrolidine amides as dipeptidyl peptidase IV inhibitors. Author is Caldwell, Charles G.; Chen, Ping; He, Jiafang; Parmee, Emma R.; Leiting, Barbara; Marsilio, Frank; Patel, Reshma A.; Wu, Joseph K.; Eiermann, George J.; Petrov, Aleksandr; He, Huaibing; Lyons, Kathryn A.; Thornberry, Nancy A.; Weber, Ann E..

Amides derived from fluorinated pyrrolidines and 4-substituted cyclohexylglycine analogs have been prepared and evaluated as inhibitors of dipeptidyl dipeptidase IV (DP-IV). Analogs which incorporated (S)-3-fluoropyrrolidine showed good selectivity for DP-IV over quiescent cell proline dipeptidase (QPP). Amide I had good pharmacokinetic properties and was orally active in an oral glucose tolerance test in lean mice.

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Reference:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Related Products of 39977-42-9. 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: Methyl 5-(hydroxymethyl)picolinate, is researched, Molecular C8H9NO3, CAS is 39977-42-9, about Continuous-Flow Pd-Catalyzed Carbonylation of Aryl Chlorides with Carbon Monoxide at Elevated Temperature and Pressure.

The development of a continuous-flow protocol for a palladium-catalyzed methoxycarbonylation of (hetero)aryl chlorides RCl (R = 4-cyanophenyl, quinolin-2-yl, pyrazin-2-yl, etc.) using carbon monoxide gas and methanol is described. (Hetero)aryl chlorides are the least expensive of the aryl halides, but are underutilized in carbonylation reactions due to their very poor reactivity. The described protocol exploits intensified conditions at elevated temperature and pressure, which are readily accessed within a continuous-flow environment, to provide moderate to excellent product yields RC(O)OCH3 (11 examples) in a short 16 min residence time. The continuous-flow protocol enables the safe and potentially scalable carbonylation of aryl chlorides using CO gas.

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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: 136725-55-8, is researched, Molecular C4H9ClFN, about Fluorine Substitution Induced High Tc of Enantiomeric Perovskite Ferroelectrics: (R)- and (S)-3-(Fluoropyrrolidinium)MnCl3, the main research direction is manganese chloride fluoropyrrolidinium fluorine substitution enantiomeric perovskite ferroelec.Synthetic Route of C4H9ClFN.

The past decade has witnessed much progress in designing mol. ferroelecs., whose intrinsic mech. flexibility, structural tunability, and easy processability are desirable for next-generation flexible and wearable electronic devices. However, an obstacle in expanding their promising applications in nonvolatile memory elements, capacitors, and sensors is effectively modulating the Curie temperature (Tc). Here, taking advantage of fluorine substitution on the reported mol. ferroelec., (pyrrolidinium)MnCl3, we present enantiomeric perovskite ferroelecs., namely, (R)- and (S)-3-(fluoropyrrolidinium)MnCl3. The close van der Waal’s radii and the similar steric parameters between H and F atoms ensure the min. disruption of the crystal structure, while their different electronegativity and polarizability can trigger significant changes in the phys. and chem. properties. As expected, the Tc gets successfully increased from 295 K in (pyrrolidinium)MnCl3 to 333 K in these two homochiral compounds Such a dramatic enhancement of 38 K signifies an important step toward designing high-Tc mol. ferroelecs. In the light of the conceptually new idea of fluorine substitution, one could look forward to a continuous succession of new mol. ferroelec. materials and technol. developments.

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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 Selective Synthesis of 5,6-Dihydroindolo-[1,2-a]quinoxalines and 6,7-Dihydroindolo-[2,3-c]quinolines by Orthogonal Copper and Palladium Catalysis.Reference of 5-Methoxy-1H-indole-2-carbaldehyde.

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