Heterocyclic Building Blocks-Pyridazine

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 2-(2-Bromoethoxy)tetrahydro-2H-pyran, is researched, Molecular C7H13BrO2, CAS is 17739-45-6, about Novel 18F-Labeled Isonicotinamide-Based Radioligands for Positron Emission Tomography Imaging of Glycogen Synthase Kinase-3β, the main research direction is fluorine 18 isonicotinamide radioligand preparation PET imaging GSK3 brain; 18F-labeled; GSK-3β; PET; brain; isonicotinamide.SDS of cas: 17739-45-6.

Glycogen synthase kinase-3β (GSK-3β), a cytoplasmic serine/threonine protein kinase, is involved in several human pathologies including Alzheimer’s disease, bipolar disorder, diabetes, and cancer. Positron emission tomog. (PET) imaging of GSK-3β could aid in investigating GSK-3β levels under normal and pathol. conditions. In this study, we designed and synthesized fluorinated PET radioligands starting with recently identified isonicotinamide derivatives that showed potent affinity to GSK-3β. After extensive in vitro inhibitory activity assays and analyzing U87 cell uptake, we identified [18F]10a-d as potential tracers with good specificity and high affinity. They were then subjected to further in vivo evaluation in rodent brain comprising PET imaging and metabolism studies. The radioligands [18F]10b-d penetrated the blood-brain barrier and accumulated in GSK-3β-rich regions, including amygdala, cerebellum, and hippocampus. Also, it could be specifically blocked using the corresponding standard compounds With these results, this work sets the basis for further development of novel 18F-labeled GSK-3β PET probes.

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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: 2-(2-Bromoethoxy)tetrahydro-2H-pyran, is researched, Molecular C7H13BrO2, CAS is 17739-45-6, about New GSH-responsive amphiphilic zinc(II) phthalocyanine micelles as efficient drug carriers for combinatorial cancer therapy.Computed Properties of C7H13BrO2.

Combination therapies for the treatment of cancer have attracted wide attention. The poor selectivity and biocompatibility of photosensitizers (PS) limit the use of combination therapies in chemotherapy and photodynamic therapy (PDT) for cancer. In this work, the Gender PS (mPEG-b-PLA-S-S-ZnPC), asym. zinc(II) phthalocyanine (ZnPC) and mono-methoxy oxygen-based polyethylene glycol-polylactic acid (mPEG-b-PLA) were designed and synthesized for PDT through disulfide bond (-S-S-). The amphipathic PS could be self-assembled into a micelle in aqueous solution, and paclitaxel (PTX) was encapsulated in the core of the micelle for chemotherapy (PTX/mPEG-b-PLA-S-S-ZnPc). The PTX/mPEG-b-PLA-S-S-ZnPc micelle was spherical with a uniform diameter of about 184 nm. At the first 48 h, the release behaviors of ZnPC and PTX at 10 mmol / L GSH were 30% and 75.2%, resp. These results suggested that GSH-responsive PTX/mPEG-b-PLA-S-S-ZnPc micelle was an active ingredient in combination therapies for cancer.

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Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Electric Literature of C7H13BrO2. 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: 2-(2-Bromoethoxy)tetrahydro-2H-pyran, is researched, Molecular C7H13BrO2, CAS is 17739-45-6, about Synthesis and preclinical evaluation of [18F]PF04217903, a selective MET PET tracer. Author is Lien, Vegard Torp; Hauge, Emily; Nuruddin, Syed; Klaveness, Jo; Olberg, Dag Erlend.

The tyrosine kinase MET (hepatocyte growth factor receptor) is abnormally activated in a wide range of cancers and is often correlated with a poor prognosis. Precision medicine with positron emission tomog. (PET) can potentially aid in the assessment of tumor biochem. and heterogeneity, which can prompt the selection of the most effective therapeutic regimes. The selective MET inhibitor PF04217903 (1) formed the basis for a bioisosteric replacement to the deoxyfluorinated analog [18F]2, intended as a PET tracer for MET. [18F]2 could be synthesized with a “”hydrous fluoroethylation”” protocol in 6.3 ± 2.6% radiochem. yield and a molar activity of >50 GBq/μmol. In vitro autoradiog. indicated that [18F]2 specifically binds to MET in PC3 tumor tissue, and in vivo biodistribution in mice showed predominantly a hepatobiliary excretion along with a low retention of radiotracer in other organs.

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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 Fluorine in medicinal chemistry: β-fluorination of peripheral pyrrolidines attached to acridine ligands affects their interactions with G-quadruplex DNA, published in 2011-03-07, which mentions a compound: 136725-55-8, Name is (R)-(-)-3-Fluoropyrrolidine Hydrochloride, Molecular C4H9ClFN, Related Products of 136725-55-8.

Comparative X-ray structure studies reveal that C-F bond incorporation into the peripheral pyrrolidine moieties of the G-quadruplex DNA binding ligand BSU6039 leads to a distinct pyrrolidine ring conformation, relative to the non-fluorinated analog, and with a different binding mode involving reversal of the pyrrolidinium N+-H orientation.

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Pyridazine – Wikipedia,
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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: 885272-25-3, is researched, Molecular C11H11NO4, about Preparation of O-methyl substituted 2-oxofuro- and 2-oxopyrrolidinoindolines by reductive lactonization of oxindolylacetic acids, the main research direction is oxofuroindoline oxopyrrolidinoindoline preparation reductive lactonization oxindolylacetic acid.Safety of 2-(5-Methoxy-2-oxoindolin-3-yl)acetic acid.

A practical procedure for the preparation of O-methyl-substituted 3a,8-dialkyl-2-oxofuroindoline derivatives was described. A reductive lactonization of the corresponding (oxindolyl)acetic acids provides a route for the formation of this class of compounds Further transformation of 2-oxofuroindolines into 2-oxopyrrolidinoindolines and then to pyrrolidinoindolines demonstrates their versatility as key intermediates in natural products synthesis. The results of single-crystal X-ray crystallog. analyses are given for five of the studied compounds The title compounds thus formed included a 3,3a,8,8a-tetrahydro-2H-furo[2,3-b]indol-2-one (furanone) derivative (I) and (3aR,8aS)-rel-1,2,3,3a,8,8a-hexahydro-5-methoxy-1-methyl-3a,8-bis(phenylmethyl)pyrrolo[2,3-b]indole (II) and related compounds, such as 5-methoxydebromoflustramine B. The synthesis of the target compounds was achieved using 2,3-dihydro-5-methoxy-1H-indole-3-acetic acid derivatives as key intermediates.

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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.Gao, Yuning; Xu, Qin; Shi, Min published the article 《Enantioselective Synthesis of Polycyclic Indole Derivatives Based on aza-Morita-Baylis-Hillman Reaction》 about this compound( cas:21778-81-4 ) in ACS Catalysis. Keywords: imine acrylate chiral phosphine enantioselective Morita Baylis Hillman RCM; polycyclic indole derivative stereoselective preparation. Let’s learn more about this compound (cas:21778-81-4).

A chiral phosphine-catalyzed asym. aza-Morita-Baylis-Hillman reaction between indole-derived sulfonyl imines and bis(3-chlorophenyl)methyl acrylate has been developed, giving the desired adducts in good yields and enantiomeric excess values along with the further transformations to polycyclic indoles such as dihydropyrido[1,2-a]indole and dihydropyrazino[1,2-a]indole skeleton.

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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 Synthesis and biological evaluation of indoles, published in 2015, which mentions a compound: 21778-81-4, Name is 5-Methoxy-1H-indole-2-carbaldehyde, Molecular C10H9NO2, Computed Properties of C10H9NO2.

Objective of this research was to synthesize and characterize indole derivatives Indole nucleus has antimicrobial activities. Different kind of indole ring derivatives were synthesized such as 3-((E)-2-nitrovinyl)-1H-indole, 2-(1H-indol-3-yl)ethanamine, N-(2-(1H-indol-3-yl)ethyl)benzamide, Me 2-(3-(2-(benzamido)ethyl)-1H-indol-1-yl)acetate, 2-(3-(2-(benzamido)ethyl)-1H-indol-1-yl)acetic acid, N-(2-(1-((2,3-dihydro-1H-inden-5-yl-carbamoyl)methyl)-1H-indol-3-yl)ethyl)benzamide, e.g., I [R = 4-indanyl, 5-indanyl]. Antifungal activity of compounds I [R = 4-indanyl, 5-indanyl] were also studied.

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Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Related Products of 21778-81-4. 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 Synthesis of Indole- and Pyrrole-Fused Seven-Membered Nitrogen Heterocycles via Acid-Base Switchable Cyclization Involving Cleavage of Amide C-N Bonds. Author is Hao, Yanke; Zhou, Pan; Niu, Kaikai; Song, Hongjian; Liu, Yuxiu; Zhang, Jingjing; Wang, Qingmin.

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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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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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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Reference:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem