Category: pyridine-derivatives

Zheng, Ke published the artcileDesign and Synthesis of Highly Potent and Isoform Selective JNK3 Inhibitors: SAR Studies on Aminopyrazole Derivatives, Product Details of C6H8N2, the publication is Journal of Medicinal Chemistry (2014), 57(23), 10013-10030, database is CAplus and MEDLINE.

The c-jun N-terminal kinase 3 (JNK3) is expressed primarily in the brain. Numerous reports have shown that inhibition of JNK3 is a promising strategy for treatment of neurodegeneration. The optimization of aminopyrazole-based JNK3 inhibitors with improved potency, isoform selectivity, and pharmacol. properties by structure-activity relationship (SAR) studies utilizing biochem. and cell-based assays, and structure-based drug design is reported. These inhibitors had high selectivity over JNK1 and p38α, minimal cytotoxicity, potent inhibition of 6-OHDA-induced mitochondrial membrane potential dissipation and ROS generation, and good drug metabolism and pharmacokinetic (DMPK) properties for iv dosing. 26n was profiled against 464 kinases and was found to be highly selective hitting only seven kinases with >80% inhibition at 10 μM. Moreover, 26n showed good solubility, good brain penetration, and good DMPK properties. Finally, the crystal structure of 26k in complex with JNK3 was solved at 1.8 Å to explore the binding mode of aminopyrazole based JNK3 inhibitors.

Journal of Medicinal Chemistry published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C15H24S, Product Details of C6H8N2.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Fogler, Eran published the artcileRu(0) and Ru(II) Nitrosyl Pincer Complexes: Structure, Reactivity, and Catalytic Activity, Product Details of C23H43NP2, the publication is Inorganic Chemistry (2013), 52(19), 11469-11479, database is CAplus and MEDLINE.

Despite considerable interest in ruthenium carbonyl pincer complexes and their substantial catalytic activity, there has been relatively little study of the isoelectronic ruthenium nitrosyl complexes. Here the authors describe the synthesis and reactivity of several complexes of this type as well as the catalytic activity of complex 6. Reaction of the PNP ligand (PNP = 2,6-bis(^tBu₂PCH₂)pyridine) with RuCl₃(NO)(PPh₃)₂ yielded the Ru(II) complex 3. Chloride displacement by BAr^F- (BAr^F- = tetrakis(3,5-bis(trifluoromethyl)phenyl)borate) gave the crystallog. characterized, linear NO Ru(II) complex 4, which upon treatment with NaBEt₃H yielded the Ru(0) complexes 5. The crystallog. characterized Ru(0) square planar complex 5·BF₄ bears a linear NO ligand located trans to the pyridyl nitrogen. Further treatment of 5·BF₄ with excess LiOH gave the crystallog. characterized Ru(0) square planar, linear NO complex 6. Complex 6 catalyzes the dehydrogenative coupling of alcs. to esters, reaching full conversion under air or under argon. Reaction of the PNN ligand (PNN = 2-(^tBu₂PCH₂)-6-(Et₂NCH₂)pyridine) with RuCl₃(NO)(H₂O)₂ in ethanol gave an equilibrium mixture of isomers 7a and 7b. Further treatment of 7a + 7b with 2 equiv of sodium isopropoxide gave the crystallog. characterized, bent-nitrosyl, square pyramidal Ru(II) complex 8. Complex 8 was also synthesized by reaction of PNN with RuCl₃(NO)(H₂O)₂ and Et₃N in ethanol. Reaction of the “long arm” PN²N ligand (PN²N = 2-(^tBu₂PCH₂)-6-(Me₂NCH₂CH₂)pyridine) with RuCl₃(NO)(H₂O)₂ in ethanol gave complex 9, which upon treatment with 2 equiv of sodium isopropoxide gave complex 10. Complex 10 was also synthesized directly by reaction of PN²N with RuCl₃(NO)(H₂O)₂ and a base in ethanol. A noteworthy aspect of these nitrosyl complexes is their preference for the Ru(0) oxidation state over Ru(II). This preference is observed with both aromatized and dearomatized pincer ligands, in contrast to the Ru(II) oxidation state which is preferred by the analogous carbonyl complexes.

Inorganic Chemistry published new progress about 338800-13-8. 338800-13-8 belongs to pyridine-derivatives, auxiliary class Bis-phosphine Ligands, name is 2,6-Bis((di-tert-butylphosphino)methyl)pyridine, and the molecular formula is C23H43NP2, Product Details of C23H43NP2.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Saku, Osamu published the artcileDiscovery of Novel 5,5-Diarylpentadienamides as Orally Available Transient Receptor Potential Vanilloid 1 (TRPV1) Antagonists, Recommanded Product: (6-Ethoxypyridin-3-yl)boronic acid, the publication is Journal of Medicinal Chemistry (2012), 55(7), 3436-3451, database is CAplus and MEDLINE.

We have developed a novel and potent chem. series of 5,5-diphenylpentadienamides for targeting TRPV1 in vitro and in vivo. In this investigation, we examined a variety of replacements for the 5-position of dienamides with the goal of addressing issues related to pharmacokinetics. Our data suggest that substitution with alkoxy groups on the Ph ring at the 5-position increases their ability to penetrate the blood-brain barrier. This investigation culminated in the discovery of compound (R)-36b (I), which showed a good pharmacokinetic profile. In vivo, compound (R)-36b was found to be effective at reversing mech. allodynia in rats in a dose-dependent manner, and it reversed thermal hyperalgesia in a model of neuropathic pain induced by sciatic nerve injury.

Journal of Medicinal Chemistry published new progress about 612845-44-0. 612845-44-0 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester,Ether,Boronic Acids,Boronic acid and ester, name is (6-Ethoxypyridin-3-yl)boronic acid, and the molecular formula is C7H10BNO3, Recommanded Product: (6-Ethoxypyridin-3-yl)boronic acid.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Kakehi, Akikazu published the artcilePreparation of new nitrogen-bridged heterocycles. 42. Synthesis and the reaction of pyridinium N-ylides using bifunctional ethyl thiocyanatoacetates, COA of Formula: C7H7ClN2, the publication is Bulletin of the Chemical Society of Japan (1996), 69(6), 1769-1776, database is CAplus.

Various pyridinium (monosubstituted methylide)s I (R², R³, R⁴ = H, Me; R⁵ = cyano, CO₂Et, COMe, COPh) were smoothly attached to the cyano group in Et thiocyanatoacetate or Et 2-thiocyanatopropionate to afford the corresponding pyridinium (substituted cyanomethylide)s II in low-to-moderate yields, while pyridinium (unsubstituted amidate)s III (R¹, R², R³ = H, Me) reacted with the ester carbonyl group in the same reagents to give pyridinium (thiocyanatoacetato)- or (2-thiocyanatopropiono)amidates IV in considerable yields. The 1,3-dipolar cycloadditions of some pyridinium (unsym. substituted cyanomethylide)s with di-Me acetylenedicarboxylate (DMAD) in various solvents afforded only di-Me 3-cyanoindolizine-1,2-dicarboxylate, except for a few examples. On the other hand, the treatment of pyridinium (thiocyanatoaceto)- or (2-thiocyanatopropiono)amidates with a strong base, such as potassium tert-butoxide, gave new bicyclic mesoionic compounds, N-[2-(1,3,4-thiadiazolo[3,2-a]pyridinio)]acetamidate derivatives V, in moderate yields. The intermediacy of N-[1-(2-thiocyanatopyridinio)]acetamidates in the formation reactions of the latter compounds was also proven by independent syntheses.

Bulletin of the Chemical Society of Japan published new progress about 17281-59-3. 17281-59-3 belongs to pyridine-derivatives, auxiliary class Pyridine,Nitrile,Salt, name is 1-(Cyanomethyl)pyridin-1-ium chloride, and the molecular formula is C7H7ClN2, COA of Formula: C7H7ClN2.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Fatemi, Mohammad H. published the artcileCytotoxicity estimation of ionic liquids based on their effective structural features, Recommanded Product: 1-(Cyanomethyl)pyridin-1-ium chloride, the publication is Chemosphere (2011), 84(5), 553-563, database is CAplus and MEDLINE.

Cytotoxicity of a diverse set of 227 ionic liquids (taken from UFT/Merck Ionic Liquids Biol. Effects Database) containing 94 imidazolium, 53 pyridinium, 23 pyrrolidinium, 22 ammonium, 15 piperidinium, 10 morpholinium, 5 phosphanium, and 5 quinolinium cations in combination with 25 different types of anions to Leukemia Rat Cell Line (IPC-81) was estimated from their structural parameters using quant. structure – toxicity relationship “QSTR” methodol. Linear and nonlinear models were developed using genetic algorithm (GA), multiple linear regressions (MLR) and multilayer perceptron neural network (MLP NN) approaches. Robustness and reliability of the constructed models were evaluated through internal and external validation methods. Furthermore, chem. applicability domain was determined via leverage approach. In this work, it was revealed that the cationic moieties make the major contribution to cytotoxicity and the anionic parts play a secondary role in cytotoxicity of the ionic liquids studied here. Structural information represented in this work, can be used for a rational design of safer ILs.

Chemosphere published new progress about 17281-59-3. 17281-59-3 belongs to pyridine-derivatives, auxiliary class Pyridine,Nitrile,Salt, name is 1-(Cyanomethyl)pyridin-1-ium chloride, and the molecular formula is C7H7ClN2, Recommanded Product: 1-(Cyanomethyl)pyridin-1-ium chloride.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Fatemi, Mohammad H. published the artcileIn silico cytotoxicity estimation of ionic liquids based on their two- and three-dimensional structural descriptors, COA of Formula: C7H7ClN2, the publication is Monatshefte fuer Chemie (2011), 142(11), 1111-1119, database is CAplus.

The cytotoxicity of a series of ionic liquids containing ammonium, pyrrolidinium, imidazolium, pyridinium, and piperidinium cations against leukemia rat cell line IPC-81 was estimated from their structural parameters using quant. structure-activity relationship methodol. Linear and nonlinear models were developed using genetic algorithm multiple linear regression and multilayer perceptron neural network approaches. Robustness and reliability of the constructed models were evaluated by internal, external, and Y-randomization procedures. Furthermore, the chem. applicability domain was determined via a leverage approach for each model. The results of this study revealed that the contribution of structural characteristics of the anionic parts of the studied ILs were fewer than of the cationic parts.

Monatshefte fuer Chemie published new progress about 17281-59-3. 17281-59-3 belongs to pyridine-derivatives, auxiliary class Pyridine,Nitrile,Salt, name is 1-(Cyanomethyl)pyridin-1-ium chloride, and the molecular formula is C7H7ClN2, COA of Formula: C7H7ClN2.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Lee, Kum-Tatt published the artcileDetermination of serum iron and zinc by atomic absorption spectroscopy, Safety of 2-((2-(Pyridin-2-yl)hydrazono)methyl)pyridine, the publication is Mikrochimica Acta (1974), 65-72, database is CAplus and MEDLINE.

An improved, rapid, and precise method was developed for the simultaneous determination of Fe and Zn in serum by at. absorption spectroscopy. The new procedure avoided the clogging of the burner head and possible contamination from Hb Fe, which could occur in other at. absorption methods; it also yielded accurate data when the Fe concentration was <200 μg/100 ml serum, as well as in the higher ranges. The method dependend upon the efficient complexing of serum Fe and Zn with pyridine-2-aldehyde 2-pyridylhydrazone. Although these metal chelates were practically insoluble in aqueous media, by shifting the pH to the alk. side with KOH, they could be extracted quant. into an organic solvent, such as amyl alc. This organic extract could then be aspirated into the air-C2H2 flame of the spectrometer. Even in the lower ranges, the procedure yielded good reproducibility. The method can also be applied to urine samples.

Mikrochimica Acta published new progress about 2215-33-0. 2215-33-0 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 2-((2-(Pyridin-2-yl)hydrazono)methyl)pyridine, and the molecular formula is C11H10N4, Safety of 2-((2-(Pyridin-2-yl)hydrazono)methyl)pyridine.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Ceccarelli, Simona M. published the artcileRational design, synthesis, and structure-activity relationship of benzoxazolones: new potent mGlu5 receptor antagonists based on the fenobam structure, Safety of 4-Amino-2-picoline, the publication is Bioorganic & Medicinal Chemistry Letters (2007), 17(5), 1302-1306, database is CAplus and MEDLINE.

A class of potent and stable mGlu5 receptor antagonists was developed by combining information from a high-throughput screening campaign with the structure of the known anxiolytic fenobam. Representative compounds I from this class show favorable pharmacokinetic properties and are active in an in vivo model of anxiety.

Bioorganic & Medicinal Chemistry Letters published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C6H8N2, Safety of 4-Amino-2-picoline.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Matsuura, Rei published the artcilePalladium(II)-catalyzed γ-selective hydroarylation of alkenyl carbonyl compounds with arylboronic acids, Application of (1-(tert-Butoxycarbonyl)-1,2,3,6-tetrahydropyridin-4-yl)boronic acid, the publication is Chemical Science (2018), 9(44), 8363-8368, database is CAplus and MEDLINE.

A catalytic γ-selective syn-hydroarylation of alkenyl carbonyl compounds using arylboronic acids was developed using a substrate directivity approach with a palladium(II) catalyst. This method tolerated a wide range of functionalized (hetero)arylboronic acids and a variety of substitution patterns on the alkene. Preliminary mechanistic studies suggested that transmetalation is rate-limiting.

Chemical Science published new progress about 844501-00-4. 844501-00-4 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester,Amide,Boronic Acids,Boronic acid and ester, name is (1-(tert-Butoxycarbonyl)-1,2,3,6-tetrahydropyridin-4-yl)boronic acid, and the molecular formula is C10H18BNO4, Application of (1-(tert-Butoxycarbonyl)-1,2,3,6-tetrahydropyridin-4-yl)boronic acid.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Kolman, Viktor published the artcilePolysubstituted 4,6-bis(hetero)arylpyrimidines as dual inhibitors of nitric oxide and prostaglandin E₂ production, HPLC of Formula: 197958-29-5, the publication is Nitric Oxide (2017), 53-57, database is CAplus and MEDLINE.

As a part of our extensive structure-activity relationship study of anti-inflammatory heterocycles, a novel series of 67 polysubstituted 2-aminopyrimidines was prepared bearing one (at the C-4 position of the pyrimidine ring) or two (in the C-4 and C-6 positions) (hetero)aryl substituents attached directly through the C-C bond. The key synthetic steps involved either Suzuki-Miyaura or Stille cross-coupling reactions carried out on easily available 4,6-dichloropyrimidines. All prepared compounds, except one, were able to inhibit immune-activated production of nitric oxide (NO) significantly. Moreover, several compounds were found to be low micromolar dual inhibitors of NO and prostaglandin E₂ (PGE₂) production Although the exact mode of action of the prepared compounds remains to be elucidated, non-toxic dual inhibitors of NO and PGE₂ production may have great therapeutic benefit in treatment of various inflammation diseases and deserve further preclin. evaluation.

Nitric Oxide published new progress about 197958-29-5. 197958-29-5 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester, name is 2-Pyridinylboronic acid, and the molecular formula is C5H6BNO2, HPLC of Formula: 197958-29-5.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem