Tag: 200-300

Entangled metal-organic frameworks modulated by N-donor ligands of different conformations was written by Guo, Hua-Dong;Qiu, Dong-Fang;Guo, Xian-Min;Zheng, Guo-Li;Wang, Xiao;Dang, Song;Zhang, Hong-Jie. And the article was included in CrystEngComm in 2009.HPLC of Formula: 15420-02-7 This article mentions the following:

Based on the aromatic dicarboxylic acid and N-donor ligands with different conformations, four Zn(II) metal-organic frameworks, namely [Zn(mfda)(L¹)] (1), [Zn₂(mfda)₂(L₂)]·DMF·H₂O (2), [Zn₂(mfda)2(L³)(H₂O)]·DMF (3) and [Zn₂(mfda)₂(L⁴)] (4) were synthesized (mfda = 9,9-dimethylfluorene-2,7-dicarboxylate anion, L¹ = 1,10-phenanthroline, L² = 4,4′-bipyridine, L³ = 2,5-bis(4-pyridyl)-1,3,4-oxadiazole and L⁴ = 1,4-bis(imidazol-1-ylmethyl)benzene). Single-crystal x-ray diffraction revealed that all compounds exhibit entangled structures. Compound 1 is composed of 1D zigzag chains that are entangled through the π-π stacking interactions to generate a three-fold interpenetrating diamond-like networks. 2 Exhibits a two-fold interpenetrating (αPo) net, which leaves 1D channels with high free volume In 3, parallel mutual polythreadings of 2D layers are connected by hydrogen bonds into a self-penetrating framework with (4⁴·6¹⁰·7)(4·5·6)(4⁶·5²·6¹⁶·7³·9) topol. For 4, the interpenetrating 2D layers are connected into a self-interpenetrating net with (4⁹·6⁶) topol. The potential of N-donor ligands to produce interesting metal-organic frameworks was studied. Luminescent studies show that 1–4 exhibit strong blue fluorescent emissions. In the experiment, the researchers used many compounds, for example, 2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole (cas: 15420-02-7HPLC of Formula: 15420-02-7).

2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole (cas: 15420-02-7) 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. Pyridine derivatives are also useful as small-molecule α-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.HPLC of Formula: 15420-02-7

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthesis and Evaluation of Heterocyclic Analogues of Bromoxynil was written by Cutulle, Matthew A.;Armel, Gregory R.;Brosnan, James T.;Best, Michael D.;Kopsell, Dean A.;Bruce, Barry D.;Bostic, Heidi E.;Layton, Donovan S.. And the article was included in Journal of Agricultural and Food Chemistry in 2014.Recommanded Product: 2,6-Dibromoisonicotinonitrile This article mentions the following:

One attractive strategy to discover more active and/or crop-selective herbicides is to make structural changes to currently registered compounds This strategy is especially appealing for those compounds with limited herbicide resistance and whose chem. is accompanied with transgenic tools to enable herbicide tolerance in crop plants. Bromoxynil (I) is a photosystem II (PSII) inhibitor registered for control of broadleaf weeds in several agronomic and specialty crops. Recently at the University of Tennessee-Knoxville several analogs of bromoxynil were synthesized including a previously synthesized pyridine (2,6-dibromo-5-hydroxypyridine-2-carbonitrile sodium salt), a novel pyrimidine (4,6-dibromo-5-hydroxypyrimidine-2-carbonitrile sodium salt), and a novel pyridine N-oxide (2,6-dibromo-1-oxidopyridin-1-ium-4-carbonitrile). These new analogs of bromoxynil were also evaluated for their herbicidal activity on soybean (Glycine max), cotton (Gossypium hirsutum), redroot pigweed (Amaranthus retroflexus), velvetleaf (Abutilon theophrasti), large crabgrass (Digitaria sanguinalis), and pitted morning glory (Ipomoea lacunose) when applied at 0.28 kg ha^-1. A second study was conducted on a glyphosate-resistant weed (Amaranthus palmeri) with the compounds being applied at 0.56 kg ha^-1. Although all compounds were believed to inhibit PSII by binding in the quinone binding pocket of D1, the pyridine and pyridine-N-oxide analogs were clearly more potent than bromoxynil on Amaranthus retroflexus. However, application of the pyrimidine herbicide resulted in the least injury to all species tested. These variations in efficacy were investigated using mol. docking simulations, which indicate that the pyridine analog may form a stronger hydrogen bond in the pocket of the D1 protein than the original bromoxynil. A pyridine analog was able to control the glyphosate-resistant Amaranthus palmeri with >80% efficacy. The pyridine analogs of bromoxynil showed potential to have a different weed control spectrum compared to bromoxynil. A pyridine analog of bromoxynil synthesized in this research controlled several weed species greater than bromoxynil itself, potentially due to enhanced binding within the PSII binding pocket. Future research should compare this analog to bromoxynil using optimized formulations at higher application rates. In the experiment, the researchers used many compounds, for example, 2,6-Dibromoisonicotinonitrile (cas: 408352-58-9Recommanded Product: 2,6-Dibromoisonicotinonitrile).

2,6-Dibromoisonicotinonitrile (cas: 408352-58-9) 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. Pyridine derivatives are also useful as small-molecule α-helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.Recommanded Product: 2,6-Dibromoisonicotinonitrile

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Discovery of a biarylamide series of potent, state-dependent Na_V1.7 inhibitors was written by Schenkel, Laurie B.;DiMauro, Erin F.;Nguyen, Hanh N.;Chakka, Nagasree;Du, Bingfan;Foti, Robert S.;Guzman-Perez, Angel;Jarosh, Michael;La, Daniel S.;Ligutti, Joseph;Milgram, Benjamin C.;Moyer, Bryan D.;Peterson, Emily A.;Roberts, John;Yu, Violeta L.;Weiss, Matthew M.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2017.Electric Literature of C6H3BrF3N This article mentions the following:

State-dependent Na_V1.7 inhibitors. The Na_V1.7 ion channel has garnered considerable attention as a target for the treatment of pain. Herein we detail the discovery and structure-activity relationships of a novel series of biaryl amides. Optimization led to the identification of several state-dependent, potent and metabolically stable inhibitors which demonstrated promising levels of selectivity over Na_V1.5 and good rat pharmacokinetics. Compound I, which demonstrated preferential inhibition of a slow inactivated state of Na_V1.7, was advanced into a rat formalin study where upon reaching unbound drug levels several fold over the rat Na_V1.7 IC₅₀ it failed to demonstrate a robust reduction in nociceptive behavior. In the experiment, the researchers used many compounds, for example, 2-Bromo-3-(trifluoromethyl)pyridine (cas: 175205-82-0Electric Literature of C6H3BrF3N).

2-Bromo-3-(trifluoromethyl)pyridine (cas: 175205-82-0) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. 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. Electric Literature of C6H3BrF3N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The optimization of xanthine derivatives leading to HBK001 hydrochloride as a potent dual ligand targeting DPP-IV and GPR119 was written by Li, Gang;Meng, Bingxu;Yuan, Baokun;Huan, Yi;Zhou, Tian;Jiang, Qian;Lei, Lei;Sheng, Li;Wang, Weiping;Gong, Ningbo;Lu, Yang;Ma, Chen;Li, Yan;Shen, Zhufang;Huang, Haihong. And the article was included in European Journal of Medicinal Chemistry in 2020.Category: pyridine-derivatives This article mentions the following:

A series of xanthine compounds derived from the previous hit I with modification on the terminal side chain was discovered through ring formation strategy. Systematic optimization of the compounds with rigid heterocycles in the hydrophobic side chain led to the new lead compound HBK001 (II) with the improved DPP-IV inhibition and moderate GPR119 agonism activity in vitro. As a continuing work to further study the PK and PD profiles, II and its hydrochloride (22) were synthesized on grams scale and evaluated on the ADME/T and oral glucose tolerance test (OGTT) in ICR mice. Compound 22 showed the improved bioavailability and blood glucose-lowering effect in vivo compared to its free base 21h probably attributed to its improved solubility and permeability. The preliminary toxicity studies on compound 22 exhibited that the result of mini-Ames was neg. and the preliminary acute toxicity LD₅₀ in mice was above 1.5 g/kg, while it showed moderate inhibition on hERG channel with IC₅₀ 4.9μM maybe due to its high lipophilicity. These findings will be useful for the future drug design for more potent and safer dual ligand targeting DPP-IV and GPR119 for the treatment of diabetes. In the experiment, the researchers used many compounds, for example, tert-Butyl 4-carbamothioylpiperidine-1-carboxylate (cas: 214834-18-1Category: pyridine-derivatives).

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. Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Studies of 2-halopicoline N-oxides was written by Puszko, Aniela. And the article was included in Prace Naukowe Akademii Ekonomicznej imienia Oskara Langego we Wroclawiu in 1991.Computed Properties of C6H5Br2N This article mentions the following:

Oxidation of 2-halopicolines with peracetic acid or trifluoroacetic acids gave 2-halopicoline N-oxides I (X = Cl, Br, iodo). The electronic structure of I and their derivatives was studied by exptl. dipole moment values and UV spectra, and by SCF-CL-LCAO MO calculations (INDO approximation). Kinetics of the reaction of I with NaOEt were measured, and activation energies E^⧧, heats and entropies of activation, and free enthalpies ΔG^⧧ were calculated Treating I or its 4-nitro derivative gave 2,4-dibromopicoline N-oxides, 2-thiolopicoline N-oxides, and 2,4-dithiolopicoline N-oxides. Oxidation of the Me group in I with aqueous KMnO₄ gave 2-halocarboxypyridine N-oxides. These data are preceded by reviews of pyridine N-oxides and their derivatives with 501 references In the experiment, the researchers used many compounds, for example, 2,4-Dibromo-5-methylpyridine (cas: 79055-50-8Computed Properties of C6H5Br2N).

2,4-Dibromo-5-methylpyridine (cas: 79055-50-8) 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. Computed Properties of C6H5Br2N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

A Base-Promoted Reductive Coupling Platform for the Divergent Defluorofunctionalization of Trifluoromethylarenes was written by Wright, Shawn E.;Bandar, Jeffrey S.. And the article was included in Journal of the American Chemical Society in 2022.Product Details of 175205-82-0 This article mentions the following:

Trifluoromethylarenes ArCF₃ [Ar = di-Et phenylphosphonate, 3-(benzyloxy)-5-(trifluoromethyl)phenyl, 3-fluoropyridin-2-yl, etc.] reductive coupling method that dramatically expands the scope of difluorobenzylic substructures ArC(F₂)R [R = (hydroxyimino)methyl, (dimethylamino)[(trimethylsilyl)oxy]methyl, morpholin-4-yl[(trimethylsilyl)oxy]methyl, etc.] accessible via C-F bond functionalization was reported. Catalytic quantities of a Lewis base, in conjunction with a disilane reagent in formamide solvent, led to the replacement of a single trifluoromethyl fluorine atom with a silylated hemiaminal functional group. The reaction proceeds through a difluorobenzyl silane intermediate that can also be isolated. Together, these defluorinated products are shown to provide rapid access to over 20 unique difluoroalkylarene scaffolds. In the experiment, the researchers used many compounds, for example, 2-Bromo-3-(trifluoromethyl)pyridine (cas: 175205-82-0Product Details of 175205-82-0).

2-Bromo-3-(trifluoromethyl)pyridine (cas: 175205-82-0) 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.Product Details of 175205-82-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New synthesis of 2,3,6-trihydroxypyridine was written by Krowicki, Krzysztof. And the article was included in Roczniki Chemii in 1977.Recommanded Product: 2,6-Dibromo-3-hydroxypyridine This article mentions the following:

The K salt of 2,6-dibromo-3-hydroxypyridine was treated with PhCH₂Cl to give 3-benzyloxy-2,6-dibromopyridine which was further reacted with PhCH₂ONa to give 2,3,6-tribenzyloxypyridine (I) in 47% yield. I was treated with H on Pd-BaSO₄ in Ac₂O to give 2,3,6-triacetoxypyridine. In the experiment, the researchers used many compounds, for example, 2,6-Dibromo-3-hydroxypyridine (cas: 6602-33-1Recommanded Product: 2,6-Dibromo-3-hydroxypyridine).

2,6-Dibromo-3-hydroxypyridine (cas: 6602-33-1) 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. 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.Recommanded Product: 2,6-Dibromo-3-hydroxypyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Structure-based Design of Pyridone-Aminal eFT508 Targeting Dysregulated Translation by Selective Mitogen-activated Protein Kinase Interacting Kinases 1 and 2 (MNK1/2) Inhibition was written by Reich, Siegfried H.;Sprengeler, Paul A.;Chiang, Gary G.;Appleman, James R.;Chen, Joan;Clarine, Jeff;Eam, Boreth;Ernst, Justin T.;Han, Qing;Goel, Vikas K.;Han, Edward Z. R.;Huang, Vera;Hung, Ivy N. J.;Jemison, Adrianna;Jessen, Katti A.;Molter, Jolene;Murphy, Douglas;Neal, Melissa;Parker, Gregory S.;Shaghafi, Michael;Sperry, Samuel;Staunton, Jocelyn;Stumpf, Craig R.;Thompson, Peggy A.;Tran, Chinh;Webber, Stephen E.;Wegerski, Christopher J.;Zheng, Hong;Webster, Kevin R.. And the article was included in Journal of Medicinal Chemistry in 2018.Formula: C6H3BrFNO2 This article mentions the following:

Dysregulated translation of mRNA plays a major role in tumorigenesis. Mitogen-activated protein kinase interacting kinases (MNK)1/2 are key regulators of mRNA translation integrating signals from oncogenic and immune signaling pathways through phosphorylation of eIF4E and other mRNA binding proteins. Modulation of these key effector proteins regulates mRNA, which controls tumor/stromal cell signaling. Compound 23 (eFT508, 6′-((6-aminopyrimidin-4-yl)amino)-8′-methyl-2’H-spiro-[cyclohexane-1,3′-imidazo[1,5-a]pyridine]-1′,5′-dione hydrochloride), an exquisitely selective, potent dual MNK1/2 inhibitor, was designed to assess the potential for control of oncogene signaling at the level of mRNA translation. The crystal structure-guided design leverages stereoelectronic interactions unique to MNK culminating in a novel pyridone-aminal structure described for the first time in the kinase literature. Compound 23 has potent in vivo antitumor activity in models of diffuse large cell B-cell lymphoma and solid tumors, suggesting that controlling dysregulated translation has real therapeutic potential. Compound 23 is currently being evaluated in Phase 2 clin. trials in solid tumors and lymphoma. Compound 23 is the first highly selective dual MNK inhibitor targeting dysregulated translation being assessed clin. In the experiment, the researchers used many compounds, for example, 5-Bromo-3-fluoropicolinic acid (cas: 669066-91-5Formula: C6H3BrFNO2).

5-Bromo-3-fluoropicolinic acid (cas: 669066-91-5) 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. 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.Formula: C6H3BrFNO2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Co-crystallization of oxadiazole-bridged pyridyl-N-oxide building modules with R-aromatics (R = -OH, -NH₂ and -COOH) was written by Hou, Gui-Ge;Ma, Jian-Ping;Wang, Le;Wang, Ping;Dong, Yu-Bin;Huang, Ru-Qi. And the article was included in CrystEngComm in 2010.Application of 15420-02-7 This article mentions the following:

The reaction of oxadiazole bridging pyridyl-N-oxides (2,5-bis(4-pyridyl-N-oxide)-1,3,4-oxadiazole (A1) and 2-(4-pyridyl)-5-(4-pyridyl-N-oxide)-1,3,4-oxadiazole (A2)) with different substituted aromatics (R-aromatics, R = -OH, -NH₂, -COOH) were studied. Eight new organic co-crystals of 1-8 were synthesized and characterized by elemental anal., FTIR spectroscopy, ¹H NMR and single-crystal x-ray diffraction. The results display the distinct substituent effect on the hydrogen-bonded self-assembly systems. The luminescent properties of A1-A2 and 1-8 were studied in the solid state. In the experiment, the researchers used many compounds, for example, 2,5-Di(pyridin-4-yl)-1,3,4-oxadiazole (cas: 15420-02-7Application of 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. 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.Application of 15420-02-7

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Chemistry of 3-hydroxypyridine. Part 1. Bromination and iodination of 3-hydroxypyridine was written by Koch, Volker;Schnatterer, Stefan. And the article was included in Synthesis in 1990.Synthetic Route of C5H3Br2NO This article mentions the following:

Bromination of 3-hydroxypyridine (I) with Br₂ in aqueous NaOH gave 2-bromo, 2,6-dibromo, and 2,4-dibromo derivatives Iodination of I in aqueous Na₂CO₃ gave 2-iodo, 2,6-diiodo, and 2,4,6-triiodo derivatives Similarly, iodination of 2-bromo-3-hydroxypyridine gave 2-bromo-6-iodo- and 2-bromo-4,6-diiodo-3-hydroxypyridine. In the experiment, the researchers used many compounds, for example, 2,6-Dibromo-3-hydroxypyridine (cas: 6602-33-1Synthetic Route of C5H3Br2NO).

2,6-Dibromo-3-hydroxypyridine (cas: 6602-33-1) 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. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Synthetic Route of C5H3Br2NO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem