Tag: 100-200

Synthesis of a Series of Non-Symmetric Bispyridinium and Related Compounds and Their Affinity Characterization at the Nicotinic Acetylcholine Receptor was written by Rappenglueck, Sebastian;Sichler, Sonja;Hoefner, Georg;Wein, Thomas;Niessen, Karin V.;Seeger, Thomas;Paintner, Franz F.;Worek, Franz;Thiermann, Horst;Wanner, Klaus T.. And the article was included in ChemMedChem in 2018.Electric Literature of C8H11N This article mentions the following:

The current standard therapy to counteract organophosphate intoxication is not effective in equal measure against all types of organophosphorus compounds (OPCs), as the outcome of oxime-induced reactivation of inactivated acetylcholinesterase (AChE) strongly depends on the particular OPC. In case the reactivation is insufficient, acetylcholine concentrations that rise to pathophysiol. levels force the nicotinic acetylcholine receptor (nAChR) into a desensitized state and hence a functionally inactive state. As a consequence, neurotransmission is irreversibly disrupted at the neuromuscular junction. Previous electrophysiol. studies identified the sym. bispyridinium compound 1,1′-(propane-1,3-diyl)bis[4-(tert-butyl)pyridin-1-ium] diiodide (MB327) as a re-sensitizer of the desensitized nAChR. MB327 is thereby capable of restoring the functional activity. Very recently, in silico modeling studies suggested non-sym. derivatives of MB327 as potential re-sensitizers with enhanced binding affinity and thus possible enhanced efficacy. In this study, 26 novel non-sym. bispyridinium compounds and related derivatives were synthesized. For the synthesis of the highly polar target compounds in sufficient quantities, newly developed and highly efficient two-step procedures were used. Compounds were characterized in terms of their binding affinity toward the MB327 binding site at the nAChR using recently developed mass spectrometry (MS) Binding Assays. Regarding structure-affinity relationships at the MB327 binding site, the presence of two quaternary aromatic nitrogen centers as well as pyridinium systems with a tert-Bu group at the 4-position or a NMe₂ group at the 3- or 4-positions appeared to be beneficial for high binding affinities. In the experiment, the researchers used many compounds, for example, 2-Isopropylpyridine (cas: 644-98-4Electric Literature of C8H11N).

2-Isopropylpyridine (cas: 644-98-4) belongs to pyridine derivatives. Pyridine has a conjugated system of six 锜?electrons that are delocalized over the ring. The molecule is planar and, thus, follows the H鐪塩kel criteria for aromatic systems. Pyridine groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.Electric Literature of C8H11N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Design, Synthesis and Anticancer Activity of Aza Heterocycles Containing Gallate Moiety (Part III) was written by El-Ebiary, N. M.;Swellem, R. H.;Nawwar, G. A. M.. And the article was included in Pharmaceutical Chemistry Journal in 2017.Related Products of 628-13-7 This article mentions the following:

Our previously reported compound, 3-(2-hydroxy-3,4-dimethoxyphenyl)-1-phenyl-1H-pyrazole-4-carbaldehyde, was allowed to react with acetophenone, Et cyanoacetate and/or malononitrile to give the corresponding compounds, e.g. I, which were treated with thiourea afforded thiopyrimidine derivatives The coupling of 3a and 3b with 2′,3′,4′,6′-tetra-O-acetyl-_-D-glucopyranosyl bromide (4) afforded compounds 5a and 5b, resp. Reaction of I with acetophenone yielded pyridone derivative II, which was fused in pyridine hydrochloride to give demethylated product. The coupling of II with some cyclic and acyclic halosugars afforded various N-glycoside derivatives New compounds were tested for their antitumor activity on MCF-7 human breast adenocarcinoma cell line and HepG2 liver carcinoma cell line. Almost all tested compounds exhibited antitumor activity, especially II, which displayed the most potent inhibitory activity with IC₅₀ = 2.97 and 2.67 g/mL against MCF-7 and HepG2 cell lines, resp. Compound 6 was tested for its acute toxicity (LD) and found to have very low toxicity based on LD₅₀ values (no label > 600 < 2000 mg/kg) as recommended by the Organization for Economic Co-operation and Development. 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. 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 groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.Related Products of 628-13-7

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

A study on the reaction pathway for isomerization of tetrahydrotricyclopentadiene using ionic liquid catalyst was written by Kim, Dae Hyun;Han, Jeong-Sik;Jeon, Jong-Ki;Yim, Jin-Heong. And the article was included in Kongop Hwahak in 2015.Safety of Pyridinehydrochloride This article mentions the following:

The kinetic behavior of tetrahydrotricyclopentadiene (THTCPD) isomerization was studied by using two kinds of chloroaluminate ionic liquid (IL) catalyst with different Lewis acidity. THTCPD isomerization pathway was discussed under the different temperature and time as reaction parameters using IL catalysts consisting of 1-butyl-3-methylimidazolun chloride (BMIC)/AlCl₃ with low acidity and pyridine hydrochloride (PHC)/AlCl₃ with high acidity. The conversion of THTCPD isomerization increased with increasing Lewis acidity of IL catalyst. The THTCPD isomerization pathway changed as a function of reaction temperature and catalyst acidity. In the case of BMIC/AlCl₃ IL catalyst, THTCPD isomerization pathway was similar to that of using conventional AlCl₃ catalyst. However, two different types of addnl. pathways (endo, exo, endo-NB 閳?exo, exo, endo-NB 閳?exo, exo, exo-NB and endo, exo, endo-NB 閳?exo, exo, endo-NB 閳?exo, exo, exo- CP) were appeared when using PHC/AlCl₃ IL catalyst. In the experiment, the researchers used many compounds, for example, Pyridinehydrochloride (cas: 628-13-7Safety of Pyridinehydrochloride).

Pyridinehydrochloride (cas: 628-13-7) 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. Safety of Pyridinehydrochloride

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Copper(II)-hydroxide facilitated C-C bond formation: the carboxamido pyridine system versus the methylimino pyridine system was written by Li, Yinghua;Fan, Weibin;Zhang, Zilong;Xie, Xingkun;Xiang, Shiqun;Huang, Deguang. And the article was included in Dalton Transactions in 2020.Related Products of 122637-39-2 This article mentions the following:

A copper(II)-hydroxide-induced carbon-carbon bond formation reaction is explored with the synthesis of an asym. carboxamido-methylimino pyridine Cu(I) complex of [Cu^I(py(N-CO)(NC-C)ph₂^Me2)₂]^– (12). Two imine-Me groups are coupled to form a bridged C-C bond (NC-C-C-CN) at the Me positions with the reduction of two Cu²⁺ center ions to Cu⁺. The reaction is checked with three dicarboxamido pyridine [Cu^II-OH] complexes, with which dinuclear Cu(I) complexes of [Cu₂(py(N-CO)₂ph₂^R2)₂]^2- (R = Me (3), Me and allyl (6)) and trinuclear [Cu^II-Cu^I-Cu^II] complex of [Cu₃(閳?sub>20-py(N-CO)₂ph₂dien^Me3)₂]⁺ (9) are obtained. The reactivities of the [Cu^II-L] (L = DMF, OH^–) complexes in dicarboxamido pyridine, carboxamido-methylimino pyridine and dimethylimino pyridine systems are discussed in terms of the electron delocalization properties of ligands. A cooperative metal-ligand (Cu²⁺ and enamide ligand) interaction is proposed based on the characterization of ligated Cu(II) intermediates with the techniques of x-ray crystallog., UV-vis spectroscopy, cyclic voltammogram, EPR spectroscopy, and DFT calculations In the experiment, the researchers used many compounds, for example, 6-Acetylpicolinic acid (cas: 122637-39-2Related Products of 122637-39-2).

6-Acetylpicolinic acid (cas: 122637-39-2) belongs to pyridine derivatives. Pyridine is diamagnetic and has a diamagnetic susceptibility of 閳?8.7 鑴?10閳? cm3璺痬ol閳?.The molecular electric dipole moment is 2.2 debyes. The standard enthalpy of formation is 100.2 kJ璺痬ol閳? in the liquid phase and 140.4 kJ璺痬ol閳? in the gas phase. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Related Products of 122637-39-2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Selective synthesis of some imidazopyridine-fused chromones was written by Costa, Marta;Proenca, M. Fernanda. And the article was included in Tetrahedron in 2011.Formula: C7H7ClN2 This article mentions the following:

A fused heterocyclic scaffold combining the imidazo[1,2-a]pyridine with a substituted chromone was synthesized in a one-pot procedure. The reaction proceeds by intramol. cyclization of 1-(2-imino-2H-chromen-3-yl)pyridinium chloride in ethanol and in the presence of DABCO. A detailed study of the exptl. conditions allowed a clear understanding of the reaction pathway. In the experiment, the researchers used many compounds, for example, 1-(Cyanomethyl)pyridin-1-ium chloride (cas: 17281-59-3Formula: C7H7ClN2).

1-(Cyanomethyl)pyridin-1-ium chloride (cas: 17281-59-3) 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 groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.Formula: C7H7ClN2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthesis and structure-activity relationships of aza- and diazabiphenyl analogues of the antitubercular drug (6S)-2-nitro-6-{[4-(trifluoromethoxy)benzyl]oxy}-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine (PA-824) was written by Kmentova, Iveta;Sutherland, Hamish S.;Palmer, Brian D.;Blaser, Adrian;Franzblau, Scott G.;Wan, Baojie;Wang, Yuehong;Ma, Zhenkun;Denny, William A.;Thompson, Andrew M.. And the article was included in Journal of Medicinal Chemistry in 2010.Formula: C6H6BrNO This article mentions the following:

New heterocyclic analogs of the potent biphenyl class derived from antitubercular drug I were prepared, aiming to improve aqueous solubility but maintain high metabolic stability and efficacy. The strategy involved replacement of one or both Ph groups by pyridine, pyridazine, pyrazine, or pyrimidine, in order to reduce lipophilicity. For para-linked biaryls, hydrophilicities (ClogP) correlated with measured solubilities, but highly soluble bipyridine analogs displayed weak antitubercular activities. A terminal pyridine or proximal heterocycle allowed retention of potency and provided solubility improvements, particularly at low pH, with examples from the latter classes displaying the better in vivo efficacies, high metabolic stabilities, and excellent pharmacokinetics. Five such compounds were >100-fold better than the parent drug in a mouse model of acute Mycobacterium tuberculosis infection, and two orally bioavailable pyridine analogs (3-4-fold more soluble than the parent at low pH) were superior to antitubercular drug II in a chronic infection model. In the experiment, the researchers used many compounds, for example, (4-Bromopyridin-2-yl)methanol (cas: 131747-45-0Formula: C6H6BrNO).

(4-Bromopyridin-2-yl)methanol (cas: 131747-45-0) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ璺痬ol閳? in pyridine vs. 150 kJ璺痬ol閳? in benzene). 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: C6H6BrNO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

(Pentamethylcyclopentadienyl)cobalt(III)-Catalyzed Direct Trifluoromethylthiolation of Arenes via C-H Activation was written by Liu, Xu-Ge;Li, Qingjiang;Wang, Honggen. And the article was included in Advanced Synthesis & Catalysis in 2017.Safety of 2-(m-Tolyl)pyridine This article mentions the following:

The direct trifluoromethylthiolation of arenes was realized via (pentamethylcyclopentadienyl)cobalt(III)-catalyzed C(sp²)-H activation and coupling with AgSCF₃ under the assistance of a directing group. The reaction features redox-neutrality, mild conditions, broad substrate scope, and good functional group tolerance. Preliminary mechanistic studies have been conducted. In the experiment, the researchers used many compounds, for example, 2-(m-Tolyl)pyridine (cas: 4373-61-9Safety of 2-(m-Tolyl)pyridine).

2-(m-Tolyl)pyridine (cas: 4373-61-9) 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 浼?helix mimetics that inhibit protein-protein interactions, as well as functionally selective GABA ligands.Safety of 2-(m-Tolyl)pyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Scalable Rhodium(III)-Catalyzed Aryl C-H Phosphorylation Enabled by Anodic Oxidation Induced Reductive Elimination was written by Wu, Zheng-Jian;Su, Feng;Lin, Weidong;Song, Jinshuai;Wen, Ting-Bin;Zhang, Hui-Jun;Xu, Hai-Chao. And the article was included in Angewandte Chemie, International Edition in 2019.HPLC of Formula: 4783-68-0 This article mentions the following:

Transition metal catalyzed C-H phosphorylation remains an unsolved challenge. Reported methods are generally limited in scope and require stoichiometric silver salts as oxidants. Reported here is an electrochem. driven Rh^III-catalyzed aryl C-H phosphorylation reaction that proceeds through H₂ evolution, obviating the need for stoichiometric metal oxidants. The method is compatible with a variety of aryl C-H and P-H coupling partners and particularly useful for synthesizing triarylphosphine oxides from diarylphosphine oxides, which are often difficult coupling partners for transition metal catalyzed C-H phosphorylation reactions. Exptl. results suggest that the mechanism responsible for the C-P bond formation involves an oxidation-induced reductive elimination process. In the experiment, the researchers used many compounds, for example, 2-Phenoxypyridine (cas: 4783-68-0HPLC of Formula: 4783-68-0).

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

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Novel 1,4-dihydropyridine calcium antagonists. I. Synthesis and hypotensive activity of 4-(substituted pyridyl)-1,4-dihydropyridine derivatives was written by Ashimori, Atsuyuki;Ono, Taizo;Uchida, Takeshi;Ohtaki, Yutaka;Fukaya, Chikara;Watanabe, Masahiro;Yokoyama, Kazumasa. And the article was included in Chemical & Pharmaceutical Bulletin in 1990.Recommanded Product: (4-Bromopyridin-2-yl)methanol This article mentions the following:

A series of 4-(substituted pyridyl)-1,4-dihydropyridine derivatives I (R = H, halo, CF₃, etc.) were synthesized and their hypotensive effects examined Several compounds have a hypotensive activity parallel to that of nicardipine; the 4-(3-trifluoromethyl-2-pyridyl) and 4-(2-trifluoromethyl-3-pyridyl) derivatives, in particular, had approx. twice the duration of nicardipine, and the 4-(4-cyano-2-pyridyl) derivative had the most potent hypotensive activity of all the derivatives synthesized. In the experiment, the researchers used many compounds, for example, (4-Bromopyridin-2-yl)methanol (cas: 131747-45-0Recommanded Product: (4-Bromopyridin-2-yl)methanol).

(4-Bromopyridin-2-yl)methanol (cas: 131747-45-0) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ路mol鈭? in pyridine vs. 150 kJ路mol鈭? in benzene). 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: (4-Bromopyridin-2-yl)methanol

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem