Category: pyridazine

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 Novel Human Neutral Sphingomyelinase 2 Inhibitors as Potential Therapeutics for Alzheimer’s Disease, the main research direction is Alzheimer’s disease nSMase2 inhibitor PKPD bioavailability brain penetration SAR.Electric Literature of C4H9ClFN.

Neutral sphingomyelinase 2 (nSMase2) catalyzes the cleavage of sphingomyelin to phosphorylcholine and ceramide, an essential step in the formation and release of exosomes from cells that is critical for intracellular communication. Chronic increase of brain nSMase2 activity and related exosome release has been implicated in various pathol. processes, including the progression of Alzheimer’s disease (AD), making nSMase2 a viable therapeutic target. Recently, we identified phenyl(R)-(1-(3-(3,4-dimethoxyphenyl)-2,6-dimethylimidazo[1,2-b] pyridazin-8-yl) pyrrolidin-3-yl)-carbamate 1 (PDDC)(I), the first nSMase2 inhibitor which possesses both favorable pharmacodynamics and pharmacokinetic (PK) parameters, including substantial oral bioavailability, brain penetration and significant inhibition of exosome release from the brain in vivo. Herein we demonstrate efficacy of 1 (PDDC) in a mouse model of AD and detail extensive structure-activity relationship (SAR) studies with 70 analogs, unveiling several that exert similar or higher activity against nSMase2 with favorable pharmacokinetic properties.

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Reference:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Related Products of 17739-45-6. 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: 2-(2-Bromoethoxy)tetrahydro-2H-pyran, is researched, Molecular C7H13BrO2, CAS is 17739-45-6, about A combinatory approach towards the design of organic polymer luminescent materials. Author is Wang, Tao; Su, Xiaoge; Zhang, Xuepeng; Huang, Wenhuan; Huang, Linkun; Zhang, Xingyuan; Sun, Xiang; Luo, Yi; Zhang, Guoqing.

Room-temperature phosphorescent (RTP) materials have been widely used in sensing, imaging and display technol. The ability to predict and modulate RTP properties, such as emission color and lifetime, is particularly important for the design of rational materials. Here, we show that by incorporating three different types of acceptor moieties into a polylactide (PLA)-substituted carbazole donor, RTP with different emission colors and lifetimes (with an absolute quantum yield of up to 39.4%) could be generated. Specifically, the chem. conjugation between an n-π* type of luminophore and a π-π* one most likely results in dual RTP while the conjugation between two π-π* types of luminophores produces fluorescence-RTP (F-RTP) dual emission. The consistency between the exptl. results and theor. calculations further validates the observation. To demonstrate the versatility and application potential of these purely organic, biocompatible materials, aqueous nanoparticles were fabricated and used as high-contrast cell imaging agents, given the large Stokes shift of RTP materials.

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Reference:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

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 Tuning the Mechanical Properties of a Polymer Semiconductor by Modulating Hydrogen Bonding Interactions, the main research direction is tuning polymer semiconductor modulating hydrogen bonding.Synthetic Route of C7H13BrO2.

Conjugation breakers (CBs) with different H-bonding chemistries and linker flexibilities are designed and incorporated into a diketopyrrolopyrrole (DPP)-based conjugated polymer backbone. The effects of H-bonding interactions on polymer semiconductor morphol., mech. properties, and elec. performance are systematically investigated. We observe that CBs with an H-bonding self-association constant >0.7 or a denser packing tendency are able to induce higher polymer chain aggregation and crystallinity in as-casted thin films, resulting in a higher modulus and crack on-set strain. Addnl., the rDoC (relative degree of crystallinity) of the stretched thin film with the highest crack on-set strain only suffers a small decrease, suggesting the main energy dissipation mechanism is the breakage of H-bonding interactions. By contrast, other less stretchable polymer films dissipate strain energy through the breakage of crystalline domains, indicated by a drastic decrease in rDoC. Furthermore, we evaluate their elec. performances under mech. strain in fully stretchable field-effect transistors. The polymer with the highest crack on-set strain has the least degradation in mobility as a function of strain. Overall, these observations suggest that we can aptly tune the mech. properties of a polymer semiconductor by modulating intermol. interactions, such as H-bonding chem. and linker flexibility. Such understanding provides mol. design guidelines for future stretchable semiconductors.

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Reference:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 885272-25-3, is researched, SMILESS is COC2=CC=C1NC(C(C1=C2)CC(=O)O)=O, Molecular C11H11NO4Journal, Natural Product Communications called Preparation of O-methyl substituted 2-oxofuro- and 2-oxopyrrolidinoindolines by reductive lactonization of oxindolylacetic acids, Author is Morales-Rios, Martha S.; Rivera-Becerril, Ernesto; Lopez-Camacho, Perla Y.; Perez-Rojas, Nadia A.; Suarez-Castillo, Oscar R., the main research direction is oxofuroindoline oxopyrrolidinoindoline preparation reductive lactonization oxindolylacetic acid.Reference 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

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

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,
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

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,
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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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Reference:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem