Tag: 200-300

《Synthesis, pharmacophores, and mechanism study of pyridin-2(1H)-one derivatives as regulators of translation initiation factor 3a》 was published in Archiv der Pharmazie (Weinheim, Germany) in 2013. These research results belong to Zhu, Weixing; Shen, Jie; Li, Qianbin; Pei, Qi; Chen, Jun; Chen, Zhuo; Liu, Zhaoqian; Hu, Gaoyun. Computed Properties of C13H11NO3 The article mentions the following:

Twenty-seven 1,5-disubstituted-pyridin-2(1H)-one derivatives were synthesized and evaluated for their anticancer and antifibrosis activity by A549 and NIH3T3 cell viability assays, resp. To study the selectivity between the cancer and fibrosis cell lines, pharmacophore models (F1-F4) were built in advance for compounds with pyridin-2(1H)-one scaffold, which revealed the relationship between the occupation of the aromatic sub-site F4 and potent anti-cancer activity. The relationship between structure and anti-cancer activity for all target compounds is also reported herein: 1-Phenyl-5-((m-tolylamino)methyl)pyridine-2(1H)-one (22) displayed both potency and selectivity (IC50 = 0.13 mM) toward the A549 cell line through the inhibition of translation initiation, especially by eIF3a suppression, and can be treated as a lead for the design of novel eIF3a regulators and anti-lung cancer agents. In the part of experimental materials, we found many familiar compounds, such as Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate(cas: 77837-09-3Computed Properties of C13H11NO3)

Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate(cas: 77837-09-3) 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. Computed Properties of C13H11NO3 Pyridine has a conjugated system of six π electrons that are delocalized over the ring.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

HPLC of Formula: 29682-15-3In 2018 ,《Selectivity in the Intermolecular Diels-Alder Reaction of Conjugated Trienes: Experimental and Theoretical Approaches》 appeared in European Journal of Organic Chemistry. The author of the article were Remeur, Camille; Desrat, Sandy; Gandon, Vincent; Roussi, Fanny. The article conveys some information:

Eleven analogs of the natural product meiogynin A, an inhibitor of proteins of the Bcl-2 family, have been elaborated by an intermol. Diels-Alder (DA) reaction of various conjugated chloro-trienes, in order to determine the influence of the modification of the south part of meiogynin A on its biol. activity. The chloro-trienes were obtained in two to five steps from com. compounds through a selective hydrochlorination of bromoalkyne intermediates to (Z)-1,2-dihalogenated alkenes followed by a chemoselective Suzuki-Miyaura cross-coupling. The intermol. DA reaction of these trienes with two α,β-unsaturated carboxylic acids as dienophiles occurred with a perfect regioselectivity and good to excellent diastereoselectivities [e.g., I + II → III (87%, endo/exo 85:15)]. These selectivities could be rationalized by DFT calculationsMethyl 5-bromopicolinate(cas: 29682-15-3HPLC of Formula: 29682-15-3) was used in this study.

Methyl 5-bromopicolinate(cas: 29682-15-3) belongs to pyridine. Pyridine and pyridine-derived structures are privileged pharmacophores in medicinal chemistry and an essential functionality for organic chemists. As the prototypical π-deficient heterocycle, pyridine illustrates distinctive chemistry as both substrate and reagent. HPLC of Formula: 29682-15-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Gujral, Gurjeet; Bhasin, K. K.; Gulati, Shivani published their research in Indian Journal of Heterocyclic Chemistry in 2021. The article was titled 《A new synthetic methodology for the preparation 2-Pyridyl anisyl/benzyl selenides: X-Ray Crystal Structure of 2-(4-Methyl pyridyl)tolyl selenide》.Synthetic Route of C5H3Br2N The article contains the following contents:

An effective methodol. for the synthesis of these selenides had been developed by reacting dianisyl/dibenzyl diselenide with substituted/unsubstituted 2-pyridyl halides in the presence of activated magnesium metal, Cu2O, and bipyridyl in DMF at 110°C for 18-20 h. The newly synthesized 2-pyridyl anisyl/benzyl selenides were either viscous liquids or crystalline solids that were stable at room temperature for several months without decomposition These were fully characterized by various spectroscopic techniques, namely, NMR (1H, 13C, and 77Se), IR, and mass spectroscopy. Single-crystal X-ray diffraction study of 2-(4-methylpyridyl) tolyl selenide was carried out to know the structural details of the mol. and well-defined diffraction quality crystals of 2-(4-Me pyridyl)tolyl selenide were obtained by slow evaporation of saturated solution of the compound in hexane-dichloromethane solvent mixture (4:1, volume/volume).2,5-Dibromopyridine(cas: 624-28-2Synthetic Route of C5H3Br2N) was used in this study.

2,5-Dibromopyridine(cas: 624-28-2) belongs to pyridine. Pyridine is very deactivated towards electrophilic substitution with respect to benzene. For this reason classical formylation, using methods such as the Gattermann or Vilsmeier reactions, are not generally successful. Synthetic Route of C5H3Br2N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The author of 《Ultrafast photodynamics of an azopyridine-functionalized iron(II) complex: implications for the concept of ligand-driven light-induced spin change》 were Megow, Sebastian; Fitschen, Henrike-Leonie; Tuczek, Felix; Temps, Friedrich. And the article was published in Journal of Physical Chemistry Letters in 2019. Synthetic Route of C6H7Br2N The author mentioned the following in the article:

We report on the ultrafast photodynamics of an iron(II) complex with a photoisomerizable pentadentate azo-tetrapyridylamino ligand after irradiation with UV light. The results of femtosecond transient electronic absorption spectroscopy performed on the low-spin (LS) form of the title complex show that initial excitation of the ππ* state of the azopyridine unit in the ligand at λpump = 312 nm is followed by an ultrafast intersystem crossing (ISC) that leads to the formation of a metal-centered (MC) 5T state, in competition with the intended photoswitching of the azopyridine unit. Addnl. measurements carried out upon excitation of the singlet metal-to-ligand charge-transfer (1MLCT) transition at λpump = 455 nm suggest that this energy transfer occurs via an MLCT state. The resulting high-spin (HS) 5T state of the complex is metastable and recovers to the LS ground state with a time constant of ∼3 ns. The implications of these observations on the ligand-driven light-induced spin change concept are discussed. After reading the article, we found that the author used 2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8Synthetic Route of C6H7Br2N)

2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8) belongs to pyridine. Pyridines form stable salts with strong acids. Pyridine itself is often used to neutralize acid formed in a reaction and as a basic solvent. Synthetic Route of C6H7Br2N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2019,Journal of the American Chemical Society included an article by Tanaka, Keita; Ewing, William R.; Yu, Jin-Quan. Synthetic Route of C6H7Br2N. The article was titled 《Hemilabile Benzyl Ether Enables γ-C(sp3)-H Carbonylation and Olefination of Alcohols》. The information in the text is summarized as follows:

Pd-catalyzed C(sp3)-H activation of alc. typically shows β-selectivity due to the required distance between the chelating atom in the attached directing group and the targeted C-H bonds. Herein the authors report the design of a hemilabile directing group which exploits the chelation of a readily removable benzyl ether moiety to direct γ- or δ-C-H carbonylation and olefination of alcs. The utility of this approach is also demonstrated in the late-stage C-H functionalization of β-estradiol to rapidly prepare desired analogs that required multi-step syntheses with classical methods. In addition to this study using 2-(Bromomethyl)pyridine hydrobromide, there are many other studies that have used 2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8Synthetic Route of C6H7Br2N) was used in this study.

2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8) belongs to pyridine. Pyridine’s structure is isoelectronic with that of benzene, but its properties are quite different. Pyridine is completely miscible with water, whereas benzene is only slightly soluble. Like all hydrocarbons, benzene is neutral (in the acid–base sense), but because of its nitrogen atom, pyridine is a weak base.Synthetic Route of C6H7Br2N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2017,Garcia-Carceles, Javier; Decara, Juan M.; Vazquez-Villa, Henar; Rodriguez, Ramon; Codesido, Eva; Cruces, Jacobo; Brea, Jose; Loza, Maria I.; Alen, Francisco; Botta, Joaquin; McCormick, Peter J.; Ballesteros, Juan A.; Benhamu, Bellinda; Rodriguez de Fonseca, Fernando; Lopez-Rodriguez, Maria L. published 《A Positive Allosteric Modulator of the Serotonin 5-HT2C Receptor for Obesity》.Journal of Medicinal Chemistry published the findings.Formula: C6H7Br2N The information in the text is summarized as follows:

The 5-HT2CR agonist lorcaserin, clin. approved for the treatment of obesity, causes important side effects mainly related to subtype selectivity. In the search for 5-HT2CR allosteric modulators as safer antiobesity drugs, a chem. library from Vivia Biotech was screened using ExviTech platform. Structural modifications of identified hit VA240 in synthesized analogs 6-41 afforded compound 11 (N-[(1-benzyl-1H-indol-3-yl)methyl]pyridin-3-amine, VA012), which exhibited dose-dependent enhancement of serotonin efficacy, no significant off-target activities, and low binding competition with serotonin or other orthosteric ligands. PAM 11 was very active in feeding inhibition in rodents, an effect that was not related to the activation of 5-HT2AR. A combination of 11 with the SSRI sertraline increased the anorectic effect. Subchronic administration of 11 reduced food intake and body weight gain without causing CNS-related malaise. The behavior of compound 11 identified in this work supports the interest of a serotonin 5-HT2CR PAM as a promising therapeutic approach for obesity. In the experiment, the researchers used many compounds, for example, 2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8Formula: C6H7Br2N)

2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8) belongs to pyridine. Pyridine is widely used in the precursor to agrochemicals and pharmaceuticals. Also, it is used as an important reagent and organic solvent.Formula: C6H7Br2N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2009,Aoyagi, Yutaka; Adachi, Yoshiyuki; Akagi, Shunta; Ohno, Naohito; Takeya, Koichi published 《First asymmetric synthesis of CJ-14877 and its enantiomer and their interleukin-1β inhibitory activities》.Bioorganic & Medicinal Chemistry Letters published the findings.Electric Literature of C7H6BrNO2 The information in the text is summarized as follows:

A potent antiinflammatory Me picolinate alkaloid CJ-14877 [(+)-I] and its enantiomer (-)-II were synthesized in two steps starting from com. available Me 5-bromopicolinate. The synthesis includes microwave-assisted Suzuki coupling reaction and Sharpless asym. dihydroxylation. In the experiment, the researchers used many compounds, for example, Methyl 5-bromopicolinate(cas: 29682-15-3Electric Literature of C7H6BrNO2)

Methyl 5-bromopicolinate(cas: 29682-15-3) belongs to pyridine. Pyridines are often used as catalysts or reagents; particular notice has been paid recently to how pyridine coordinates to metal centers enabling a wide range of valuable reactions. Electric Literature of C7H6BrNO2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Ko, Young Kwan; Lee, Seung Chul; Koo, Dong Wan; Jung, Mankil; Kim, Dae-Whang published an article on February 20 ,2001. The article was titled 《A new and facile synthesis of 2-pyridones》, and you may find the article in Bulletin of the Korean Chemical Society.Related Products of 77837-09-3 The information in the text is summarized as follows:

Treating coumalic acid with MeCOCl gave di-Me 4-(methoxymethylene)-2-pentenedioate. Reaction of the diester with amines, followed by cyclization, gave 5-carbomethoxy-2-pyridones. In the experimental materials used by the author, we found Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate(cas: 77837-09-3Related Products of 77837-09-3)

Methyl 6-oxo-1-phenyl-1,6-dihydropyridine-3-carboxylate(cas: 77837-09-3) belongs to pyridine derivatives. 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. Related Products of 77837-09-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Cellier, Marie; Gignoux, Amandine; James, Arthur L.; Orenga, Sylvain; Perry, John D.; Robinson, Shaun N.; Stanforth, Stephen P.; Turnbull, Graeme published their research in Bioorganic & Medicinal Chemistry Letters on December 15 ,2015. The article was titled 《2-(Nitroaryl)benzothiazole and benzoxazole derivatives as fluorogenic substrates for the detection of nitroreductase activity in clinically important microorganisms》.Name: N-(2-Chloropyridin-3-yl)-2-nitrobenzamide The article contains the following contents:

A series of carboxy-substituted 2-(nitroaryl)benzothiazole derivatives and carboxy-substituted 2-(nitroaryl)benzoxazole derivatives were prepared and evaluated as potential nitroreductase substrates for the purpose of detecting clin. important microorganisms. Several of the substrates produced highly fluorescent colonies with the majority of a panel of 10 Gram-neg. bacteria and also with two of a panel of 8 Gram-pos. bacteria. In the experimental materials used by the author, we found N-(2-Chloropyridin-3-yl)-2-nitrobenzamide(cas: 1028-86-0Name: N-(2-Chloropyridin-3-yl)-2-nitrobenzamide)

N-(2-Chloropyridin-3-yl)-2-nitrobenzamide(cas: 1028-86-0) belongs to anime. To avoid the problem of multiple alkylation, methods have been devised for “blocking” substitution so that only one alkyl group is introduced. The Gabriel synthesis is one such method; it utilizes phthalimide, C6H4(CO)2NH, whose one acidic hydrogen atom has been removed upon the addition of a base such as KOH to form a salt.Name: N-(2-Chloropyridin-3-yl)-2-nitrobenzamide

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Recommanded Product: 3,5,6-Trichloropicolinic acidOn March 31, 2009, Slotkin, Theodore A.; Seidler, Frederic J.; Wu, Changlong; MacKillop, Emiko A.; Linden, Karl G. published an article in Environmental Health Perspectives. The article was 《Ultraviolet photolysis of chlorpyrifos: developmental neurotoxicity modeled in PC12 cells》. The article mentions the following:

UV photodegradation products from pesticides form both in the field and during water treatment. We evaluated the photolytic breakdown of the organophosphate pesticide chlorpyrifos (CPF) in terms of both the chem. entities generated by low-pressure UV C irradiation and their potential as developmental neurotoxicants. We separated byproducts using high-performance liquid chromatog. and characterized them by gas chromatog./mass spectrometry. We assessed neurotoxicity in neuronotypic PC12 cells, both in the undifferentiated state and during differentiation. Photodegradation of CPF in methanol solution generated CPF oxon and trichloropyridinol, products known to retain developmental neurotoxicant actions, as well as a series of related organophosphate and phosphorothionate derivatives Exposure conditions that led to 50% degradation of CPF thus did not reduce developmental neurotoxicity. The degradation mixture inhibited DNA synthesis in undifferentiated cells to the same extent as native CPF. In differentiating cells, the products likewise retained the full ability to elicit shortfalls in cell number and corresponding effects on cell growth and neurite formation. When the exposure was prolonged to the point where 70% of the CPF was degraded, the adverse effects on PC12 cells were no longer evident; however, these conditions were sufficiently severe to generate toxic products from the methanol vehicle. Our results indicate that field conditions or remediation treatments that degrade a significant proportion of the CPF do not necessarily produce inactive products and, indeed, may elicit formation of even more toxic chems. that are more water soluble and thus have greater field mobility than CPF itself. The experimental part of the paper was very detailed, including the reaction process of 3,5,6-Trichloropicolinic acid(cas: 40360-44-9Recommanded Product: 3,5,6-Trichloropicolinic acid)

3,5,6-Trichloropicolinic acid(cas: 40360-44-9) belongs to pyridine. Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. As ligands, solvents, and catalysts they facilitate reactions; thus descriptions of these new ligands and their applications abound each year.Recommanded Product: 3,5,6-Trichloropicolinic acid

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem