Tag: 200-300

Discovery of novel dual RAGE/SERT inhibitors for the potential treatment of the comorbidity of Alzheimer′s disease and depression was written by Zhang, Chao;Wang, Lan;Xu, Yixiang;Huang, Yunyuan;Huang, Junyang;Zhu, Jin;Wang, Wei;Li, Wangsheng;Sun, Annan;Li, Xiaokang;Zhang, Haiyan;Li, Jian. And the article was included in European Journal of Medicinal Chemistry in 2022.Quality Control of tert-Butyl 4-carbamothioylpiperidine-1-carboxylate This article mentions the following:

Depression is identified as one of the most common psychiatric symptoms in Alzheimer′s disease (AD). The comorbidity of AD and depression increases the burden of clin. treatment and care in elderly patients. In order to find new treatment options, we first proposed the dual RAGE/SERT inhibitors by fusing the key pharmacophore of vilazodone and azeliragon for the potential treatment of AD with comorbid depression. After a series of structural modifications, 34 dual-target directed ligands were designed and synthesized, and their RAGE and SERT inhibitory activities were systematically evaluated. Among them, compound 12 showed good dual-target bioactivities against RAGE (IC50 = 8.26 ± 1.12 μM) and SERT (IC50 = 31.09 ± 5.15 nM) in vitro, better safety profile than azeliragon, good liver microsomal stability, weak CYP inhibition, and acceptable pharmacokinetic properties. Moreover, 12 ameliorated Aβ25-35-induced neurotoxicity in SH-SY5Y cells and alleviated the depressive symptom in tail suspension test. In brief, these results indicated that 12 is a prospective prototype for the potential treatment of AD with comorbid depression. In the experiment, the researchers used many compounds, for example, tert-Butyl 4-carbamothioylpiperidine-1-carboxylate (cas: 214834-18-1Quality Control of tert-Butyl 4-carbamothioylpiperidine-1-carboxylate).

tert-Butyl 4-carbamothioylpiperidine-1-carboxylate (cas: 214834-18-1) belongs to pyridine derivatives. Pyridine is diamagnetic and has a diamagnetic susceptibility of −48.7 × 10−6 cm3·mol−1.The molecular electric dipole moment is 2.2 debyes. The standard enthalpy of formation is 100.2 kJ·mol−1 in the liquid phase and 140.4 kJ·mol−1 in the gas phase. Reduced pyridines, namely tetrahydropyridines, dihydropyridines and piperidines, are found in numerous natural and synthetic compounds. The synthesis and reactivity of these compounds have often been driven by the fact many of these compounds have interesting and unique pharmacological properties. Quality Control of tert-Butyl 4-carbamothioylpiperidine-1-carboxylate

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New coordination polymers generated from oxadiazole-containing bidentate ligands and Cu-Cu dimetal units was written by Dong, Yu-Bin;Ma, Jian-Ping;Smith, Mark D.;Huang, Ru-Qi;Tang, Bo;Chen, Dezhan;zur Loye, Hans-Conrad. And the article was included in Solid State Sciences in 2002.Related Products of 15420-02-7 This article mentions the following:

Two new coordination polymers that contain di-Cu (Cu₂) units were prepared using Cu(OAc)₂·H₂O in combination with (1,3,4)-oxadiazole organic ligands L₁ and L₂ with dipyridyl substituents in MeOH. The compounds were characterized by single crystal x-ray diffraction, IR spectroscopy, and TGA. The structure of compound 1 (monoclinic, space group C2/c, a 19.9952(14), b 7.5005(5), c 16.0442(11) Å, β 109.000(10)°, Z = 4) features 1-dimensional zigzag chains that are cross-linked into a novel three-dimensional network by weak noncovalvent π-π interactions between the 3-pyridyl rings on the L₁ ligand. Compound 2 (monoclinic, space group C2/c, a 27.428(2), b 13.3833(11), c 8.6339(7) Å, β 103.973(2)°, Z = 4) also features a zigzag chain motif. In the solid state, small and large hexagonal channels are found in 1 and 2, resp. Compounds 1 and 2 are new examples of metal dimer-containing coordination polymers. In the experiment, the researchers used many compounds, for example, 2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole (cas: 15420-02-7Related Products of 15420-02-7).

2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole (cas: 15420-02-7) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ·mol−1 in pyridine vs. 150 kJ·mol−1 in benzene). Pyridine groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.Related Products of 15420-02-7

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Locking PDK1 in DFG-out conformation through 2-oxo-indole containing molecules: Another tools to fight glioblastoma was written by Sestito, Simona;Daniele, Simona;Nesi, Giulia;Zappelli, Elisa;Di Maio, Danilo;Marinelli, Luciana;Digiacomo, Maria;Lapucci, Annalina;Martini, Claudia;Novellino, Ettore;Rapposelli, Simona. And the article was included in European Journal of Medicinal Chemistry in 2016.Safety of 1-(3,4-Difluorobenzyl)-2-oxo-1,2-dihydropyridine-3-carboxylic acid This article mentions the following:

The phosphoinositide-dependent kinase-1 (PDK1) is one of the main components of the PI3K/Akt pathway. Also named the “master kinase” of the AGC family, PDK1 plays a critical role in tumorigenesis, by enhancing cell proliferation and inhibiting apoptosis, as well as in cell invasion and metastasis formation. Although there have been done huge efforts in discovering specific compounds targeting PDK1, nowadays no PDK1 inhibitor has yet entered the clinic. With the aim to pick out novel and potent PDK1 inhibitors, herein the authors report the design and synthesis of a new class of mols. obtained by merging the 2-oxo-indole nucleus with the 2-oxo-pyridonyl fragment, two moieties with high affinity for the PDK1 hinge region and its DFG-out binding site, resp. To this purpose, a small series of compounds were synthesized and a tandem application of docking and Mol. Dynamic (MD) was employed to get insight into their mode of binding. The OXID-pyridonyl hybrid, possessing the lower IC₅₀ (IC₅₀ = 112 nM), was also tested against recombinant kinases involved in the PI3K/PDK1/Akt pathway and was subjected to vitro studies to evaluate the cytotoxicity and the inhibition of tumor cell migration. All together the results let us to consider the OXID-pyridonyl hybrid, as a lead compound of a new generation of PDK1 inhibitors and encourage us to further studies in this direction. In the experiment, the researchers used many compounds, for example, 1-(3,4-Difluorobenzyl)-2-oxo-1,2-dihydropyridine-3-carboxylic acid (cas: 1001413-01-9Safety of 1-(3,4-Difluorobenzyl)-2-oxo-1,2-dihydropyridine-3-carboxylic acid).

1-(3,4-Difluorobenzyl)-2-oxo-1,2-dihydropyridine-3-carboxylic acid (cas: 1001413-01-9) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds. Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. Pyridine-based materials are valued for their optical and physical properties as well as their medical potential. Safety of 1-(3,4-Difluorobenzyl)-2-oxo-1,2-dihydropyridine-3-carboxylic acid

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Photosensitive cyclophosphazene and polyphosphazene was written by Bao, Rui;Qiu, Jin-Jun;Liu, Shu-Zheng;Cheng, Tao;Li, Dong;Liu, Cheng-Mei. And the article was included in Phosphorus, Sulfur and Silicon and the Related Elements in 2008.COA of Formula: C10H16BrN This article mentions the following:

Functional polyphosphazenes, such as fire retardant materials, high-performance rubber, biopolymer, optical materials and tissue engineering scaffold materials, have been attracted many attentions in recent years. A photosensitive polyphosphazene containing pyridinium groups was reported in this article. The synthesis procedures of preparing photosensitive polyphosphazene with pyridinium unit as side group are carried out. The Mw and Mn of polymer B and polymer C are 4.05 x 10⁶ g/mol and 4.69 × 10⁵ g/mol, resp. For the Polymer C is highly sensitive to light irradiation, it must be kept under dark. Comparing the absorption spectra of polymer B and Polymer C, there is a new absorption spectrum appearing at 357 nm in polymer C2’s curves. It resulted from the formation of conjugated structure. Under UV irradiation, those double bonds underwent cycloaddition reaction to form saturated structure, so the absorption peak at 357 nm decreased with increasing the irradiation time. In the experiment, the researchers used many compounds, for example, 1-Butyl-4-methylpyridin-1-ium bromide (cas: 65350-59-6COA of Formula: C10H16BrN).

1-Butyl-4-methylpyridin-1-ium bromide (cas: 65350-59-6) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ·mol−1 in pyridine vs. 150 kJ·mol−1 in benzene). Reduced pyridines, namely tetrahydropyridines, dihydropyridines and piperidines, are found in numerous natural and synthetic compounds. The synthesis and reactivity of these compounds have often been driven by the fact many of these compounds have interesting and unique pharmacological properties. COA of Formula: C10H16BrN

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Derivatives of pyridine and quinoline. LXXXVII. Bromo derivatives of 3-hydroxypyridine was written by den Hertog, H. J.;Schepman, F. R.;de Bruyn, J.;Thysse, G. J. E.. And the article was included in Recueil des Travaux Chimiques des Pays-Bas in 1950.Safety of 2,6-Dibromo-3-hydroxypyridine This article mentions the following:

The preparation of 8 Br derivatives of 3-hydroxypyridine is described: 2-Br, m. 186.5-7°, from 2-nitro-3-ethoxypyridine as given previously (C.A. 43, 6625h) with HBr in HOAc; 4-Br, m. 123.5-4° (20% from 0.5 g. 3,4-dihydroxypyridine and 4 g. POBr₃ at 130° for 4 hrs.; 5-Br, m. 166.5-7.5°, from 1.4 g. 5-bromo-3 ethoxypyridine heated 4 hrs. at 160-70° in 25 ml. aqueous 25% HCl; 6-Br, m. 135.5-6.5° (90-100% from 0.16 g. 6-bromo-3-ethoxypyridine heated in 40% of HBr 8 hrs. at 160°); 2,6-di-Br, m. 162-3°, from 0.5 g. 2-bromo-3-ethoxy-6-nitropyridine heated to 130° for 4 hrs. with 5 ml. of 40% HBr; 4,6(possibly 2,4)-di-Br, m. 190-1°, from 1 g. 2,4,6-tribromo-3-hydroxypyridine boiled 4-5 hrs. with 1.5 g. N₂H₄.H₂O in 8 ml. EtOH; 2,4,6-tri-Br (I), m. 90.5-91° (50% by brominating 0.5 g. 3-hydroxypyridine in aqueous Br to discoloration). A similar product is obtained by brominating either 2-bromo-3-hydroxypyridine (45% yield, m. 86-7°) or 6-bromo-3-hydroxypyridine (65-70% yield, m. 85-8°). I (1 g.) treated with 0.8 g. NaOH in 18 ml. MeOH at 140° for 5 hrs. gives 2-methoxy-4,6-dibromo-3-hydroxypyridine, m. 86-7°. Hydrogenation in an alk. EtOH solution yields 2,3-dihydroxypyridine, m. 247-8°. Addition of N₂H₄.H₂O in EtOH to I yields the hydrazinium salt of 2,4-6-tribromo-3-hydroxypyridine, C₅H₂ONBr₃.N₂H₂, m. 179-9.5°. 2,4,5,6-Tetrabromo-3 hydroxypyridine, m. 146.5-7.5°, was prepared by adding 5-bromo-3-hydroxypyridine to aqueous HBr. solution In the experiment, the researchers used many compounds, for example, 2,6-Dibromo-3-hydroxypyridine (cas: 6602-33-1Safety of 2,6-Dibromo-3-hydroxypyridine).

2,6-Dibromo-3-hydroxypyridine (cas: 6602-33-1) belongs to pyridine derivatives. Pyridines are an important class of heterocycles and occur in polysubstituted forms in many naturally occurring biologically active compounds, drug molecules and chiral ligands. Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C–H in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.Safety of 2,6-Dibromo-3-hydroxypyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthesis and Characterization of a Series of Bis-homoleptic Cycloruthenates with Terdentate Ligands as a Family of Panchromatic Dyes was written by Rees, Thomas W.;Liao, Jin Feng;Sinopoli, Alessandro;Male, Louise;Calogero, Giuseppe;Curchod, Basile F. E.;Baranoff, Etienne. And the article was included in Inorganic Chemistry in 2017.Computed Properties of C8H8BrNO2 This article mentions the following:

Six homoleptic bis-cyclometalated ruthenium complexes, Ru(NN̂Ĉ)₂, is reported where NN̂Ĉ is a 6-(2,4-difluoro-3-R³-phenyl)-4-R²-4′-R¹-2,2′-bipyridine with R³ = -H or -CF₃ and R² and R¹ = -COOEt or -CF₃. An effective synthesis of the ligands and the complexes is described. The UV-visible absorption studies demonstrate that these complexes are panchromatic dyes absorbing up to 900 nm. Importantly, the onset of absorption depends only on the substitution on the metalated Ph, whereas the intensity of absorption throughout the spectra is a function of substituents on both the Ph and the bipyridine moieties. The same trend is observed in electrochem. as the redox gap depends only on the substitution on the metalated Ph, whereas the oxidation and reduction potentials are a function of substituents on both the Ph and the bipyridine moieties. Preliminary tests as sensitizer for dye-sensitized solar cells demonstrate that the number of anchoring groups on the dye has a major influence on the device efficiency. In the experiment, the researchers used many compounds, for example, Ethyl 2-bromoisonicotinate (cas: 89978-52-9Computed Properties of C8H8BrNO2).

Ethyl 2-bromoisonicotinate (cas: 89978-52-9) belongs to pyridine derivatives. Pyridine is diamagnetic and has a diamagnetic susceptibility of −48.7 × 10−6 cm3·mol−1.The molecular electric dipole moment is 2.2 debyes. The standard enthalpy of formation is 100.2 kJ·mol−1 in the liquid phase and 140.4 kJ·mol−1 in the gas phase. One of the examples of pyridines is the well-known alkaloid lithoprimidine, which is an A3 adenosine receptor antagonist and N,N-dimethylaminopyridine (DMAP) analog, commonly used in organic synthesis.Computed Properties of C8H8BrNO2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Discovery of a new class of JMJD6 inhibitors and structure-activity relationship study was written by Wang, Tianqi;Zhang, Rong;Liu, Yang;Fang, Zhen;Zhang, Hailin;Fan, Yan;Yang, Shengyong;Xiang, Rong. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2021.Application In Synthesis of Ethyl 2-bromoisonicotinate This article mentions the following:

JmjC domain-containing protein 6 (JMJD6) has been thought as a potential target for various diseases particularly cancer. However, few selective JMJD6 inhibitors have been reported. In this investigation, mol. docking and biol. activity evaluation were performed to retrieve new JMJD6 inhibitors, which led to the identification of a hit compound, J2. Further structural optimization and structure-activity relationship (SAR) anal. towards J2 were carried out, which gave a new potent JMJD6 inhibitor, 7p. This compound showed an IC50 value of 0.681μM against JMJD6, but displayed no activity against other tested JmjC domain-containing protein family members, indicating good selectivity (>100 fold). Collectively, this investigation offers a selective JMJD6 inhibitor, which could be taken as a lead compound for subsequent drug discovery targeting JMJD6. In the experiment, the researchers used many compounds, for example, Ethyl 2-bromoisonicotinate (cas: 89978-52-9Application In Synthesis of Ethyl 2-bromoisonicotinate).

Ethyl 2-bromoisonicotinate (cas: 89978-52-9) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ·mol−1 in pyridine vs. 150 kJ·mol−1 in benzene). Reduced pyridines, namely tetrahydropyridines, dihydropyridines and piperidines, are found in numerous natural and synthetic compounds. The synthesis and reactivity of these compounds have often been driven by the fact many of these compounds have interesting and unique pharmacological properties. Application In Synthesis of Ethyl 2-bromoisonicotinate

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Counter-ion influence on the coordination mode of the 2,5-bis(4-pyridyl)-1,3,4-oxadiazole (bpo) ligand in mercury(II) coordination polymers, [Hg(bpo)_nX₂]: X = I^–, Br^–, SCN^–, N₃^– and NO₂^–; spectroscopic, thermal, fluorescence and structural studies was written by Mahmoudi, Ghodrat;Morsali, Ali. And the article was included in CrystEngComm in 2007.COA of Formula: C12H8N4O This article mentions the following:

New mercury(II)-organic polymeric complexes generated from 2,5-bis(4-pyridyl)-1,3,4-oxadiazole (bpo) as an angular dipyridyl derivative ligand, [Hg(bpo)_nX₂]: X = SCN^– (1), I^– (2), Br^– (3), NO₂^– (4) and N₃^– (5), was prepared from reactions of the ligand bpo with different mercury(II) salts. All these compounds were characterized by elemental anal., IR-, ¹H NMR-, and ¹³C NMR spectroscopic and structurally determined by x-ray single-crystal diffraction. The thermal stabilities of compounds 1–5 and the reported compound [Hg(μ-bpo)I₂]·CH₃CN (6), were studied by thermal gravimetric (TG) and differential thermal analyses (DTA). Solid-state luminescent spectra of the compounds 1–6 indicate intense fluorescent emissions at ∼470 nm. The results show the influence of the counterions on the coordination mode of the bpo ligand in the mercury ion as a soft acid that is capable of forming compounds with four-, five- and six coordination numbers and, consequently, acting in different forms of coordination polymers, containing both discrete and divergent (from 1-dimensional, 1-D to two-dimensional, 2-D) coordination frameworks. In the experiment, the researchers used many compounds, for example, 2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole (cas: 15420-02-7COA of Formula: C12H8N4O).

2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole (cas: 15420-02-7) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. Pyridine-based materials are valued for their optical and physical properties as well as their medical potential. COA of Formula: C12H8N4O

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electrospray ionization mass spectrometric study of 1,3,4-oxadiazole-copper complexes was written by Franski, Rafal. And the article was included in Journal of Mass Spectrometry in 2004.SDS of cas: 15420-02-7 This article mentions the following:

The complexes of 2,5-disubstituted-1,3,4-oxadiazoles, namely 2,5-diphenyl-1,3,4-oxadiazole (1), 2,5-bis(2-pyridyl)-1,3,4-oxadiazole (2) and 2,5-bis(4-pyridyl)-1,3,4-oxadiazole (3), with copper cation were studied by electrospray ionization mass spectrometry (ESI-MS). The ability of the compounds studied to form complexes with copper (under the ESI conditions) can be ordered as 2 > 1 > 3. The compounds studied tend to form both 1:1 and 2:1 chelate complexes with both copper(II) and copper(I). The complexes with copper(I) are formed in the ESI process. The influence of solvent polarity, solution flow-rate, counter ions (Cl^–, NO₃^–, CH₃COO^–, SO₄^2-, acetylacetonates) on the type of the ions observed was studied. In the experiment, the researchers used many compounds, for example, 2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole (cas: 15420-02-7SDS of cas: 15420-02-7).

2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole (cas: 15420-02-7) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds. Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C–H in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.SDS of cas: 15420-02-7

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Chemistry of 3-hydroxypyridine. Part 3. Synthesis of substituted 3-[fluoro(chloro)alkoxy]pyridines from halo- or amino-3-hydroxypyridines was written by Fuss, Andreas;Koch, Volker. And the article was included in Synthesis in 1990.Electric Literature of C5H3Br2NO This article mentions the following:

The nucleophilic addition of 3-hydroxypyridine to F₂C:CFCF₃ gave 73% 3-[(1,1,2,3,3,3-pentafluoropropyl)oxy]pyridine. The preparation of other 3-[(fluoroalkyl)oxy]pyridines from polyfluoroalkenes and hydroxpyridine derivatives is described. In the experiment, the researchers used many compounds, for example, 2,6-Dibromo-3-hydroxypyridine (cas: 6602-33-1Electric Literature of C5H3Br2NO).

2,6-Dibromo-3-hydroxypyridine (cas: 6602-33-1) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ·mol−1 in pyridine vs. 150 kJ·mol−1 in benzene). Pyridine groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.Electric Literature of C5H3Br2NO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem