Tag: 100-200

Novel structurally similar chromene derivatives with opposing effects on p53 and apoptosis mechanisms in colorectal HCT116 cancer cells was written by Lima, Cristovao F.;Costa, Marta;Proenca, M. F.;Pereira-Wilson, Cristina. And the article was included in European Journal of Pharmaceutical Sciences in 2015.Recommanded Product: 1-(Cyanomethyl)pyridin-1-ium chloride This article mentions the following:

In the present work, novel chromene derivatives fused with the imidazo[1,2-a]pyridine nucleus were tested for their anticancer potential in the human colorectal cancer HCT116 cells. Compounds 2a and 2c showed significant growth inhibitory activity with GI50 of 15 μM and 11 μM, resp. Compound 2c, the most potent, has a carbamate group in position 8 of the pyridine ring, and showed significant cell cycle arrest and induction of cell death by apoptosis, even at 5 μM. Besides different potencies, chromene analogs 2a and 2c showed different mechanisms of action. Whereas the carbamate-free chromene 2a induced cell cycle arrest at G1/G0 phase, compound 2c showed to arrest cell cycle at both S and G2 phases. Chromene derivative 2a at concentrations higher than its GI50 remarkably induced caspases-dependent apoptosis in a p53-independent manner. On the other hand, compound 2c increased significantly p53 levels and induced apoptosis in a p53- and caspases-dependent manner, even at concentrations lower than its GI50. Both compounds increased the Bax/Bcl-2 ratio, induced mitochondria depolarization and activated MAP kinases. In conclusion, two novel and structurally similar chromene derivatives showed cytotoxicity to HCT16 cells through opposing effects on p53 levels and apoptosis mechanisms, which may be relevant for further development of drugs acting on distinct mol. targets useful in the treatment of cancers with different genetic profiles and for personalized medicine. In the experiment, the researchers used many compounds, for example, 1-(Cyanomethyl)pyridin-1-ium chloride (cas: 17281-59-3Recommanded Product: 1-(Cyanomethyl)pyridin-1-ium chloride).

1-(Cyanomethyl)pyridin-1-ium chloride (cas: 17281-59-3) 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. Recommanded Product: 1-(Cyanomethyl)pyridin-1-ium chloride

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Microwave-assisted C-H oxidation of methylpyridylheteroarenes via a Kornblum-Type reaction was written by Tedder, Mariah L.;Dzeagu, Fortune O.;Mason, Marcos M.;Dixon, David A.;Carrick, Jesse D.. And the article was included in Tetrahedron in 2022.Recommanded Product: Phenyl(pyridin-2-yl)methanone This article mentions the following:

Expansion of the operational capacity of soft-Lewis basic complexant scaffolds towards improved phys. properties for the chemoselective sequestration of minor actinides from the electronically similar lanthanides necessitates rapid access to synthons for efficient complexant construction for downstream employment in separations assays. Pursuant to the aforementioned, authors were interested in exploring the potential utility of advanced, unsym. heteroarene constructs for separations which required access to pyridyl carbaldehydes. Limited com. availability of synthetic precursors inspired effort to define a chemoselective, microwave assisted, Kornblum-type reaction via C-H functionalization. This efficient reaction sequence uses I₂ as a mild oxidant without acidic or basic additives, in concert with DMSO as the solvent and putative oxygen source to afford a diverse array of heteroaryl products devoid of competitive remote Me group oxidation, or degradation of the heteroaryl N atom. Method development, substrate scope, and a preliminary mechanistic hypothesis supported by D. Functional Theory are presented herein. In the experiment, the researchers used many compounds, for example, Phenyl(pyridin-2-yl)methanone (cas: 91-02-1Recommanded Product: Phenyl(pyridin-2-yl)methanone).

Phenyl(pyridin-2-yl)methanone (cas: 91-02-1) 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. 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.Recommanded Product: Phenyl(pyridin-2-yl)methanone

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Azaindenoisoquinolines as Topoisomerase I Inhibitors and Potential Anticancer Agents: A Systematic Study of Structure-Activity Relationships was written by Kiselev, Evgeny;Agama, Keli;Pommier, Yves;Cushman, Mark. And the article was included in Journal of Medicinal Chemistry in 2012.Computed Properties of C7H5ClN2 This article mentions the following:

A comprehensive study of a series of azaindenoisoquinoline topoisomerase I (Top1) inhibitors is reported. The synthetic pathways have been developed to prepare 7-, 8-, 9-, and 10-azaindenoisoquinolines. The present study shows that 7-azaindenoisoquinolines possess the greatest Top1 inhibitory activity and cytotoxicity. Addnl., the introduction of a methoxy group into the D-ring of 7-azaindenoisoquinolines improved their biol. activities, leading to new lead mols. for further development. A series of QM calculations were performed on the model “sandwich” complexes of azaindenoisoquinolines with flanking DNA base pairs from the Drug-Top1-DNA ternary complex. The results of these calculations demonstrate how changes in two forces contributing to the π-π stacking (dispersion and charge-transfer interactions) affect the binding of the drug to the Top1-DNA cleavage complex and thus modulate the drug’s Top1 inhibitory activity. In the experiment, the researchers used many compounds, for example, 2-Chloro-4-methylpyridine-3-carbonitrile (cas: 65169-38-2Computed Properties of C7H5ClN2).

2-Chloro-4-methylpyridine-3-carbonitrile (cas: 65169-38-2) 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). 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. Computed Properties of C7H5ClN2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

GC-MS analysis of the composition of petroleum ether extract from stem of Panax japonicus was written by Lai, Pu-hui;Tian, Guang-hui;Gao, Yan-ni;Cai, Chun-yu;Liu, Cun-fang. And the article was included in Anhui Nongye Kexue in 2008.SDS of cas: 28020-37-3 This article mentions the following:

The study was to provide the basis for the comprehensive development and utilization of the stem of Panax japonicus in Qinba Mountains. With petroleum as solvent, the petroleum extraction from the powder of wild P. japonicus stem in Qinba Mountains extracted by ultrasonic, and its composition was separated and identified by GC-MS anal. 49 Compounds were separated and identified in the petroleum extraction of the stem of P.japonicus, and the main compounds were terpenes, fatty acids, enols, olefins and phenolic compounds, which shared 95.15% of the total liposol. constituents. The compound with the highest relatively content was spathulenol (22.07%), the second was palmitic acid with the content of 11.18%, and the third was selinene with the content of 9.20%. Their construction all contained unsaturated double bonds, which indicated that the petroleum extraction from the wild P. japonicus stem could had some physiol. activity. The petroleum extraction from the P. japonicus stem had good value on application and exploitation. In the experiment, the researchers used many compounds, for example, 3-Amino-2,6-dimethoxypyridine (cas: 28020-37-3SDS of cas: 28020-37-3).

3-Amino-2,6-dimethoxypyridine (cas: 28020-37-3) 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.SDS of cas: 28020-37-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Arylation of enelactams using TIPSOTf: reaction scope and mechanistic insight was written by Idzik, Tomasz J.;Myk, Zofia M.;Struk, Lukasz;Peruzynska, Magdalena;Maciejewska, Gabriela;Drozdzik, Marek;Sosnicki, Jacek G.. And the article was included in Organic Chemistry Frontiers in 2021.Computed Properties of C11H9NO This article mentions the following:

A novel method for inter- and intramol. arylation of enelactams (3,4-dihydropyridin-2-ones), up to 99% yield, triggered by triisopropylsilyltrifluoromethanesulfonate (TIPSOTf) was proposed. It offered high synthetic usefulness, especially for synthesis of polycyclic systems, e.g., I obtained from conformationally rigid δ-enelactams, for which use of conventional method, involving cyclization by treatment with TfOH, failed. Multinuclear (¹H, ¹³C, ¹⁹F and ²⁹Si) NMR spectroscopy applied for reaction monitoring as well as DOSY NMR experiment permitted identification of intermediates and proposition of reaction mechanism. In process of checking scope of method application, condensed and bridged polycyclic piperidin-2-ones, including a derivative of alangiifoliumine A, were obtained. The inhibition of malignant melanoma A375 cell proliferation by some benzoquinolizidine derivatives (up to IC₅₀ = 5.3 ± 0.4μM) was evidenced. In the experiment, the researchers used many compounds, for example, 5-Phenylpyridin-2-ol (cas: 76053-45-7Computed Properties of C11H9NO).

5-Phenylpyridin-2-ol (cas: 76053-45-7) 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. 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 C11H9NO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Mn(III) active site in hydrotalcite efficiently catalyzes the oxidation of alkylarenes with molecular oxygen was written by Wang, Anwei;Zhou, WeiYou;Sun, Zhonghua;Zhang, Zhong;Zhang, Zhihui;He, MingYang;Chen, Qun. And the article was included in Molecular Catalysis in 2021.Reference of 91-02-1 This article mentions the following:

Developing efficient heterogeneous catalytic systems based on easily available materials and mol. oxygen for the selective oxidation of alkylarenes is highly desirable. In the present research, NiMn hydrotalcite (Ni₂Mn-LDH) was found as an efficient catalyst in the oxidation of alkylarenes using mol. oxygen as the sole oxidant without any additive. Impressive catalytic performance, excellent stability and recyclability, broad applicable scope and practical potential for the catalytic system were observed Mn³⁺ species is proposed to be the efficient active site, and Ni²⁺ played an important role in stabilizing the Mn³⁺ species in the hydrotalcite structure. The kinetic study showed that the aerobic oxidation of diphenylmethane is a first-order reaction over Ni₂Mn-LDH with the activation energy (E_a) and pre-exponential factor (A₀) being 85.7 kJ mol^-1 and 1.8 x 10⁹ min^-1, resp. The Gibbs free energy (ΔG^≠) is -10.4 kJ mol^-1 K^-1 for the oxidation based on Eyring-Polanyi equation, indicating the reaction is exergonic. The mechanism study indicated that the reaction proceeded through both radical and carbocation intermediates. The two species were then trapped by mol. oxygen and H₂O or hydroxyl species, resp., to yield the corresponding products. The present research might provide information for constructing highly efficient and stable active site for the catalytic aerobic oxidation based on available and economic material. In the experiment, the researchers used many compounds, for example, Phenyl(pyridin-2-yl)methanone (cas: 91-02-1Reference of 91-02-1).

Phenyl(pyridin-2-yl)methanone (cas: 91-02-1) 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. 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.Reference of 91-02-1

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Iron-Catalyzed Borylation of Aryl Ethers via Cleavage of C-O Bonds was written by Zeng, Xiaoqin;Zhang, Yuxuan;Liu, Zhengli;Geng, Shasha;He, Yun;Feng, Zhang. And the article was included in Organic Letters in 2020.Computed Properties of C11H9NO This article mentions the following:

Herein, the iron-catalyzed borylation of aryl ethers and aryl amines via cleavage of C-O and C-N bonds is reported. This protocol does not require the use of Grignard reagents and displays a broad substrate scope, which allows the late-stage borylation. It also provides facile access to multisubstituted arenes through C-H functionalization using 2-pyridyloxy as the directing group. In the experiment, the researchers used many compounds, for example, 2-Phenoxypyridine (cas: 4783-68-0Computed Properties of C11H9NO).

2-Phenoxypyridine (cas: 4783-68-0) 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). 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.Computed Properties of C11H9NO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

RuHCl(CO)(PPh₃)₃-Catalyzed Direct Amidation of Arene C-H Bond with Azides was written by Xiao, Xinsheng;Jia, Guokai;Liu, Fang;Ou, Guangchuan;Xie, Ying. And the article was included in Journal of Organic Chemistry in 2018.COA of Formula: C12H11N This article mentions the following:

The direct ortho C-H amidation of arenes with azides by using an inexpensive RuHCl(CO)(PPh₃)₃ catalyst, it reported. The reaction proceeds efficiently in high yield over a broad range of substrates without requirement of any addnl. silver salt or additive. In the experiment, the researchers used many compounds, for example, 2-(m-Tolyl)pyridine (cas: 4373-61-9COA of Formula: C12H11N).

2-(m-Tolyl)pyridine (cas: 4373-61-9) 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. 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.COA of Formula: C12H11N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Potent Thiophene Antagonists of Human Complement C3a Receptor with Anti-Inflammatory Activity was written by Rowley, Jessica A.;Reid, Robert C.;Poon, Eunice K. Y.;Wu, Kai-Chen;Lim, Junxian;Lohman, Rink-Jan;Hamidon, Johan K.;Yau, Mei-Kwan;Halili, Maria A.;Durek, Thomas;Iyer, Abishek;Fairlie, David P.. And the article was included in Journal of Medicinal Chemistry in 2020.SDS of cas: 91-02-1 This article mentions the following:

Structure-activity relationships for a series of small-mol. thiophenes resulted in potent and selective antagonism of human Complement C3a receptor. The compounds are about 100-fold more potent than the most reported antagonist SB290157. A new compound JR14a was among the most potent of the new antagonists in vitro, assessed by (a) inhibition of intracellular calcium release (IC₅₀ 10 nM) induced in human monocyte-derived macrophages by 100 nM C3a, (b) inhibition of β-hexosaminidase secretion (IC₅₀ 8 nM) from human LAD2 mast cells degranulated by 100 nM C3a, and (c) selectivity for human C3aR over C5aR. JR14a was metabolically stable in rat plasma and in rat liver microsomes and efficacious in rats when given orally to suppress rat paw inflammation, macrophage and mast cell activation, and histopathol. induced by intraplantar paw administration of a C3aR agonist. Potent C3aR antagonists are now available for interrogating C3a receptor activation and suppressing C3aR-mediated inflammation in mammalian physiol. and disease. 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. In contrast to benzene, Pyridine’s electron density is not evenly distributed over the ring, reflecting the negative inductive effect of the nitrogen atom. 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. SDS of cas: 91-02-1

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Herbicidal activities of phenoxypyridines was written by Fujikawa, Kanichi;Kondo, Katushide;Yokomichi, Isao;Kimura, Fumio;Haga, Takahiro;Nishiyama, Ryuzo. And the article was included in Agricultural and Biological Chemistry in 1970.Application of 4783-68-0 This article mentions the following:

Among 307 phenoxypyridines prepared, the 3-phenoxypyridines and 4-phenoxypyr idines generally showed no significant herbicidal activities, but some of the 2-phenoxypyridines were very active. 2-(4-Nitrophenoxy)-3,5-dichloropyridine was the most effective. Comparison of the activity and structure of the 2-phenoxypyridines with those of the corresponding diphenyl ethers indicated that the 2-pyridoxy group was nearly equivalent physiol. to the phenoxy group. In the experiment, the researchers used many compounds, for example, 2-Phenoxypyridine (cas: 4783-68-0Application of 4783-68-0).

2-Phenoxypyridine (cas: 4783-68-0) 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). Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Application of 4783-68-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem