Day: February 9, 2023

Discovery, synthesis and characterization of a series of (1-alkyl-3-methyl-1H-pyrazol-5-yl)-2-(5-aryl-2H-tetrazol-2-yl)acetamides as novel GIRK1/2 potassium channel activators was written by Sharma, Swagat;Kozek, Krystian A.;Abney, Kristopher K.;Kumar, Sushil;Gautam, Nagsen;Alnouti, Yazen;David Weaver, C.;Hopkins, Corey R.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2019.Category: pyridine-derivatives This article mentions the following:

The study described the discovery and characterization of a series of 5-aryl-2H-tetrazol-3-yl acetamides as G protein-gated inwardly-rectifying potassium (GIRK) channels activators. Working from an initial hit discovered during a high-throughput screening campaign, a tetrazole scaffold was identified that shifts away from the previously reported urea-based scaffolds while remaining effective GIRK1/2 channel activators. In addition, the compounds were evaluated in Tier 1 DMPK assays and identified a (3-methyl-1H-pyrazol-1-yl)tetrahydrothiophene-1,1-dioxide head group that imparts interesting and unexpected microsomal stability compared to previously-reported pyrazole head groups. In the experiment, the researchers used many compounds, for example, 2-Fluoroisonicotinonitrile (cas: 3939-14-8Category: pyridine-derivatives).

2-Fluoroisonicotinonitrile (cas: 3939-14-8) 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). 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.Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Agarose processing in protic and mixed protic-aprotic ionic liquids: dissolution, regeneration and high conductivity, high strength ionogels was written by Trivedi, Tushar J.;Srivastava, D. N.;Rogers, Robin D.;Kumar, Arvind. And the article was included in Green Chemistry in 2012.Computed Properties of C10H16ClN This article mentions the following:

We have shown that low viscosity alkyl or hydroxyalkyl ammonium formate ionic liquids (ILs) can dissolve agarose, and higher dissolution can be achieved in the mixed, alkyl or hydroxyalkyl ammonium + imidazolium or pyridinium ILs. The polarity parameters α, β, π*, E_T(30) and E_T^N of these IL systems were measured to explain their dissolution ability for agarose. Dissolved agarose was either regenerated using methanol as a precipitating solvent or ionogels were formed by cooling the agarose-IL solutions to ambient temperature Exceptionally high strength ionogels were obtained from the agarose solutions in N-(2-hydroxyethyl)ammonium formate or its mixture with 1-butyl-3-methylimidazolium chloride. Regenerated material and ionogels are characterized for their possible degradation/conformational changes and gel properties (thermal hysteresis, strength, viscoelasticity and conductivity) resp. A high strength, high conducting ionogel was demonstrated to be able to build an electrochromic window. Such ionogels can also be utilized for other soft matter electronic devices and biomedical applications. In the experiment, the researchers used many compounds, for example, 1-Butyl-3-methylpyridinium Chloride (cas: 125652-55-3Computed Properties of C10H16ClN).

1-Butyl-3-methylpyridinium Chloride (cas: 125652-55-3) belongs to pyridine derivatives. Pyridine has a conjugated system of six π electrons that are delocalized over the ring. The molecule is planar and, thus, follows the Hückel criteria for aromatic systems. 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. Computed Properties of C10H16ClN

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Vibrational spectroscopic (FT-IR and FT-Raman) studies, natural bond orbital analysis and molecular electrostatic potential surface of 3-hydroxy-6-methyl-2-nitropyridine was written by Karnan, M.;Balachandran, V.;Murugan, M.. And the article was included in Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy in 2012.Product Details of 15128-90-2 This article mentions the following:

The optimized mol. structure and corresponding vibrational assignments of 3-hydroxy-6-methyl-2-nitropyridine have been investigated using d. functional theory (DFT) B3LYP method with 6-311++G(d,p), 6-311++G(2d,2p) and 6-311++G(3d,3p) basis sets. Investigation of the relative orientation of the hydroxyl group with respect to the nitro group has shown that two conformers (O-cis) and (O-trans) exist. The vibrational anal. of the stable conformer of the title compound is performed by means of IR absorption and Raman spectroscopy in combination with theor. simulations. The mol. stability and bond strength were investigated by applying the natural bond orbital (NBO) anal. Information about the size, shape, charge d. distribution and site of chem. reactivity of the mol. has been obtained by mapping electron d. isosurface with electrostatic potential (ESP). The isotropic chem. shift computed by ¹H and ¹³C NMR (NMR) chem. shifts of the HMNP calculated using the gauge invariant AO (GIAO) method also shows good agreement with exptl. observations. In the experiment, the researchers used many compounds, for example, 3-Hydroxy-6-methyl-2-nitropyridine (cas: 15128-90-2Product Details of 15128-90-2).

3-Hydroxy-6-methyl-2-nitropyridine (cas: 15128-90-2) belongs to pyridine derivatives. Pyridine has a conjugated system of six π electrons that are delocalized over the ring. The molecule is planar and, thus, follows the Hückel criteria for aromatic systems. Pyridine derivatives are also useful as small-molecule α-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.Product Details of 15128-90-2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Host-guest interaction-directed strategy for managing mechanochromic luminescence behavior by modulating molecular packing and conformation was written by Han, Xie;Sun, DongDong;Tang, Shi;Wu, Yong;Wang, Luyao;Zhang, Xiongzhi;Liu, Simin. And the article was included in Journal of Materials Chemistry C: Materials for Optical and Electronic Devices in 2021.SDS of cas: 626-64-2 This article mentions the following:

Developing a simple strategy to precisely modulate the mechanochromic luminescence (MCL) behavior of fluorophores is of great significance in understanding their structure-property relationship and promoting their potential application. Herein, we report a donor-acceptor (D-A) mol. 1-(7-nitrobenz-2-oxa-1,3-diazol-4-yl)pyridin-4-one (NBDP), which shows a bathochromic shift of fluorescence upon grinding. Interestingly, when NBDP is absorbed by cucurbit[8]uril (CB[8]) solid, the formed NBDP@CB[8] complex exhibits an unexpected hypsochromic shift. Detailed spectroscopic and structural analyses suggest that mol. packing and conformation change induced by host-guest interactions are responsible for the distinct luminescence response. This strategy is both conceptually and synthetically simple and offers a promising approach for the construction of new MCL systems. In the experiment, the researchers used many compounds, for example, Pyridin-4-ol (cas: 626-64-2SDS of cas: 626-64-2).

Pyridin-4-ol (cas: 626-64-2) belongs to pyridine derivatives. Pyridine’s the lone pair does not contribute to the aromatic system but importantly influences the chemical properties of pyridine, as it easily supports bond formation via an electrophilic attack. Pyridine derivatives are also useful as small-molecule α-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.SDS of cas: 626-64-2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthesis and reaction of 3,4-diaminothiophenes was written by Tominaga, Yoshinori;Fujito, Hiroshi;Norisue, Hajime;Ushirogochi, Atsuyuki;Matsuda, Yoshiro;Kobayashi, Goro. And the article was included in Yakugaku Zasshi in 1979.SDS of cas: 17281-59-3 This article mentions the following:

Addition of pyridinium chloride I and CS₂ gave Ia, which was alkylated by XCH₂Y (X = Cl, Br; Y = CN, CO₂Et, Bz, CONH₂), cyclized, and iodomethylated to give II (R¹ = CN, CO₂Et, Bz, CONH₂; R² = pyridinio iodide). Cleavage of II iodide by addition of MeNH₂ followed by cyclization, acid hydrolysis, and neutralization gave II (R¹ = CN, CO₂Et, Bz, CONH₂; R² = NH₂). Also prepared were thieno[3,2-d]pyrimidinones III (R³ = Me, Ph; R⁴ = NH₂, NHBz, pyridinio chloride) and the thieno[3′,4′:4,5]imidazo[1,2-a]pyridine IV. In the experiment, the researchers used many compounds, for example, 1-(Cyanomethyl)pyridin-1-ium chloride (cas: 17281-59-3SDS of cas: 17281-59-3).

1-(Cyanomethyl)pyridin-1-ium chloride (cas: 17281-59-3) 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. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.SDS of cas: 17281-59-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Efficient and stable deep blue thermally activated delayed fluorescent molecules based on a bipyridine acceptor core was written by Cheng, Cong;Jiang, Yongshi;Wang, Haonan;Lou, Weiwei;Zhu, Yunhui;Deng, Chao;Wang, Dan;Tsuboi, Taiju;Li, Guijie;Zhang, Qisheng. And the article was included in Journal of Materials Chemistry C: Materials for Optical and Electronic Devices in 2021.Application In Synthesis of (2,6-Dichloropyridin-4-yl)boronic acid This article mentions the following:

High efficiency and low cost organic light-emitting diodes (OLEDs) employing thermally activated delayed fluorescent (TADF) materials have attracted great attention. However, combining high quantum efficiency and stability is still challenging for deep blue TADF OLEDs. Here, we report a type of novel blue TADF emitter consisting of a bipyridine weak acceptor and four carbazole donors. These D-A-type emitters exhibit a high fluorescence rate of 9.8 x 10⁷ s^-1 and a small ΔE_ST of 0.08 eV owing to the energy approach of the frontier orbitals on the isolated D/A segments and adequate overlap of the frontier orbitals in the D-A systems. The organic light-emitting diodes containing these emitters offer deep blue emission with a half-width of 58 nm. High external quantum efficiencies of 15.3% and 18.7% are achieved in devices with emission maxima at 459 nm and 471 nm, resp. In comparison to the structurally analogous TADF emitters with a π-bridge between the donor and acceptor moieties, the bipyridine/carbazole derivatives with a compact “donors-surrounding-acceptor” structure exhibit superior stability in both photoluminescence and electroluminescence. In the experiment, the researchers used many compounds, for example, (2,6-Dichloropyridin-4-yl)boronic acid (cas: 1072951-54-2Application In Synthesis of (2,6-Dichloropyridin-4-yl)boronic acid).

(2,6-Dichloropyridin-4-yl)boronic acid (cas: 1072951-54-2) 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, 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. Application In Synthesis of (2,6-Dichloropyridin-4-yl)boronic acid

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In vitro and in vivo profile of 2-(3-di-fluoromethyl-5-phenylpyrazol-1-yl)-5-methanesulfonylpyridine, a potent, selective, and orally active canine COX-2 inhibitor was written by Li, Jin;Lynch, Michael P.;DeMello, Kristin Lundy;Sakya, Subas M.;Cheng, Hengmiao;Rafka, Robert J.;Bronk, Brian S.;Jaynes, Burton H.;Kilroy, Carolyn;Mann, Donald W.;Haven, Michelle L.;Kolosko, Nicole L.;Petras, Carol;Seibel, Scott B.;Lund, Lisa A.. And the article was included in Bioorganic & Medicinal Chemistry in 2005.Electric Literature of C6H6BrNO2S This article mentions the following:

The synthesis of a novel canine COX-2 selective inhibitor, 2-(3-difluoromethyl-5-phenylpyrazol-1-yl)-5-methanesulfonylpyridine, and its in vitro and in vivo profile are described. One pyrazole compound demonstrated excellent potency and selectivity for canine COX-2 in both in vitro and ex vivo whole blood assays. This novel COX-2 inhibitor also showed a good pharmacokinetic profile (pk) following oral (po), i.v. (iv), and s.c. dosing and demonstrated excellent in vivo efficacy in a canine synovitis model. In the experiment, the researchers used many compounds, for example, 2-Bromo-5-(methylsulfonyl)pyridine (cas: 343262-51-1Electric Literature of C6H6BrNO2S).

2-Bromo-5-(methylsulfonyl)pyridine (cas: 343262-51-1) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. Several pyridine derivatives play important roles in biological systems. While its biosynthesis is not fully understood, nicotinic acid (vitamin B3) occurs in some bacteria, fungi, and mammals.Electric Literature of C6H6BrNO2S

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Selective sp³ C-H alkylation via polarity-match-based cross-coupling was written by Le, Chip;Liang, Yufan;Evans, Ryan W.;Li, Ximing;MacMillan, David W. C.. And the article was included in Nature (London, United Kingdom) in 2017.Computed Properties of C7H9Br2N This article mentions the following:

The functionalization of carbon-hydrogen (C-H) bonds is one of the most attractive strategies for mol. construction in organic chem. The hydrogen atom is considered to be an ideal coupling handle, owing to its relative abundance in organic mols. and its availability for functionalization at almost any stage in a synthetic sequence. Although many C-H functionalization reactions involve C(sp³)-C(sp²) coupling, there is a growing demand for C-H alkylation reactions, wherein sp³ C-H bonds are replaced with sp³ C-alkyl groups. Here, we describe a polarity-match-based selective sp³ C-H alkylation via the combination of photoredox, nickel and hydrogen-atom transfer catalysis. This methodol. simultaneously uses three catalytic cycles to achieve hydridic C-H bond abstraction (enabled by polarity matching), alkyl halide oxidative addition, and reductive elimination to enable alkyl-alkyl fragment coupling. The sp³ C-H alkylation is highly selective for the α-C-H of amines, ethers and sulfides, which are commonly found in pharmaceutically relevant architectures. This cross-coupling protocol should enable broad synthetic applications in de novo synthesis and late-stage functionalization chem. In the experiment, the researchers used many compounds, for example, 2-(2-Bromoethyl)pyridine hydrobromide (cas: 72996-65-7Computed Properties of C7H9Br2N).

2-(2-Bromoethyl)pyridine hydrobromide (cas: 72996-65-7) belongs to pyridine derivatives. In contrast to benzene, Pyridine’s electron density is not evenly distributed over the ring, reflecting the negative inductive effect of the nitrogen atom. 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. Computed Properties of C7H9Br2N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

A bioluminescent sensor for highly selective and sensitive detection of human carboxylesterase 1 in complex biological samples was written by Wang, Dan-Dan;Jin, Qiang;Zou, Li-Wei;Hou, Jie;Lv, Xia;Lei, Wei;Cheng, Hai-Ling;Ge, Guang-Bo;Yang, Ling. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2016.Related Products of 628-13-7 This article mentions the following:

A highly selective and sensitive bioluminescent sensor compound (DME) for human carboxylesterase 1 (hCE1) was designed and synthesized by introduction of a MeOH moiety into D-luciferin and well characterized. DME could be used for real-time monitoring of hCE1 activities in complex biol. samples and for bio-imaging of endogenous hCE1 in living SKOV-3-Luc⁺ cells. In the experiment, the researchers used many compounds, for example, Pyridinehydrochloride (cas: 628-13-7Related Products of 628-13-7).

Pyridinehydrochloride (cas: 628-13-7) 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). 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.Related Products of 628-13-7

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Supramolecular assemblies of new pseudohalide end-to-end bridged copper(II) complex and molecular structural variety of penta and hexa-coordinated metal(II) complexes with hydrazido-based ligand was written by Singh, Yogendra;Patel, R. N.;Patel, S. K.;Jadeja, R. N.;Patel, A. K.;Patel, N.;Roy, H.;Bhagriya, P.;Singh, Rita;Butcher, R. J.;Jasinski, Jerry P.;Herrero, S.;Cortijo, M.. And the article was included in Inorganica Chimica Acta in 2020.SDS of cas: 91-02-1 This article mentions the following:

With an hydrazido-based ligand, C₁₄H₁₃N₂O and Cu, Ni metal(II) salts, three new mononuclear [Ni(HL)(NO₃)(H₂O)]NO₃,C₁₄H₁₅N₅NiO₈ (1), [Cu(HL)(H₂O)₂].2NO₃, C₁₄H₁₇CuN₅O₄ (2), [Ni(HL)₂].2ClO₄, C₂₈H₃₀Cl₂N₆NiO₁₂ (3) and one binuclear end-to-end thiocynate bridged [Cu₂(μ-SCN)₂(L)₂], C₃₀H₂₄Cu₂N₈O₂S₂ (4) complexes have been synthesized and characterized by physico-chem. techniques. All of the complexes were structurally characterized using single crystal X-ray diffraction. Complexes 1 and 2 have a penta-coordinated environment around the metal(II) center, whereas complex 3 has a distorted hexa-coordinated geometry. In complex 4 two symmetry related, adjacent copper(II) coordination moieties are joined end-to-end in an unprecedented manner forming a thiocynate bridged, yielding a dicopper entity. The presence of two “sym.” thiocynate bridges with Cu-SCN and Cu-NCS distances of 2.832 Å and 1.925 Å, resp., results in a Cu···Cu distance of 5.503 Å. Binuclear complex, 4 exhibits a weak antiferromagnetic interaction between adjacent copper(II) centers. These copper(II) mononuclear and binuclear complexes have also been studied by X-band EPR. The crystal packing of these new complexes is stabilized by H-bonding, weak intermol. interactions, CH···π and π···π interactions. Electrochem. data (CV and DPV) for the complexes shows M^II → M^I reduction activity. Electronic spectroscopy and computational features are examined by quantum chem. studies. The inhibitory effect of the complexes were tested on a cell population with IMR 32 (neuroblastoma), MCF 7 (breast cancer), HepG2 (hepatocellular carcinoma), L132 (lung cells) cell lines by MTT assay. Complex 3 showed a prominent cytotoxicity against the all cell lines. Expression levels of the Bax (pro-apoptotic) and Bcl2 (anti-apoptotic) genes were also studied, wherein the genes of interest showed a moderate down regulation after treatment with complexes 1 and 3. Finally, antioxidant superoxide dismutase activity measurements show that the complexes behave as superoxide dismutase mimics. In the experiment, the researchers used many compounds, for example, Phenyl(pyridin-2-yl)methanone (cas: 91-02-1SDS of cas: 91-02-1).

Phenyl(pyridin-2-yl)methanone (cas: 91-02-1) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. 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.SDS of cas: 91-02-1

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem