Month: October 2022

The author of 《Iron(II)-Based Metalloradical Activation: Switch from Traditional Click Chemistry to Denitrogenative Annulation》 were Roy, Satyajit; Khatua, Hillol; Das, Sandip Kumar; Chattopadhyay, Buddhadeb. And the article was published in Angewandte Chemie, International Edition in 2019. Application In Synthesis of 2-Bromo-5-methylpyridine The author mentioned the following in the article:

A unique concept for the intermol. denitrogenative annulation of 1,2,3,4-tetrazoles and alkynes was discovered by using a catalytic amount of Fe(TPP)Cl and Zn dust. The reaction precludes the traditional, more favored click reaction between an organic azide and alkynes, and instead proceeds by an unprecedented metalloradical activation. The method is anticipated to advance access to the construction of important basic nitrogen heterocycles, which will in turn enable discoveries of new drug candidates. In the experiment, the researchers used many compounds, for example, 2-Bromo-5-methylpyridine(cas: 3510-66-5Application In Synthesis of 2-Bromo-5-methylpyridine)

2-Bromo-5-methylpyridine(cas: 3510-66-5) 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. Application In Synthesis of 2-Bromo-5-methylpyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Design, synthesis, and evaluation of anticancer potential of some new benzopyran Schiff base derivatives》 was published in Indian Journal of Heterocyclic Chemistry in 2020. These research results belong to Kumar, Piyush; Rahman, Azizur Md.; Wal, Pranay; Singh, Kuldeep. Name: 4-Acetylpyridine The article mentions the following:

The present study was carried out to design, synthesize, and evaluate the anticancer activity of newly synthesized benzopyran Schiff bases I [R1 = Me, R2 = Ph, 4-ClC6H4, 2-pyridyl, etc.; R1 = R2 = Ph; R1R2C = adamantan-2-ylidene] on MCF-7 and MDA-MB-231 cell lines. Docking studies, in silico absorption, distribution, metabolism, elimination (ADME), and predicted toxicity studies have also been performed. Designed compounds I were synthesized by condensation of the substituted Trolox hydrazide with various ketones. All synthesized compounds I were tested on MCF-7 and MDA-MB-231 cell lines for anticancer activity. All compounds I, except for I (R1 = Me; R2 = 2-naphthyl) showed better docking scores than standard The majority of the compounds displayed good to potent anticancer activity on MCF-7 and MDA-MB-231 cell lines. After reading the article, we found that the author used 4-Acetylpyridine(cas: 1122-54-9Name: 4-Acetylpyridine)

4-Acetylpyridine(cas: 1122-54-9) 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.Name: 4-Acetylpyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Coumarin substituted symmetric diaminopyridine molecules: Synthesis, mesomorphic characterizations and DFT studies》 was published in Journal of Molecular Liquids in 2020. These research results belong to Mohammad, AbdulKarim-Talaq; Al-Mohammed, Mohammad Hameed; Srinivasa, H. T.; Ameen, Wissam Ahmed. Electric Literature of C5H7N3 The article mentions the following:

Synthesis and characterization of 2,6-diaminopyridine bearing sym. substituted coumarins I [R = n-pentyl, n-octyl, n-nonanyl, etc.] from a lateral side of the mols. was reported. All the mols. I were characterized by standard spectroscopic methods such as IR spectroscopy and NMR spectroscopy techniques. Mesomorphic properties were evaluated by the differential scanning calorimetry and the polarized optical microscope. The measurements showed that the lower members did not favor liquid crystal formation, while higher members were exhibiting liquid crystalline, namely nematic mesophase. The DFT computations manifest the nature of liquid crystal geometrical aspects. The experimental process involved the reaction of 2,6-Diaminopyridine(cas: 141-86-6Electric Literature of C5H7N3)

2,6-Diaminopyridine(cas: 141-86-6) belongs to pyridine. Pyridine and its simple derivatives are stable and relatively unreactive liquids, with strong penetrating odours that are unpleasant.Electric Literature of C5H7N3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Visible-Light-Enabled Ortho-Selective Aminopyridylation of Alkenes with N-Aminopyridinium Ylides》 was published in Journal of the American Chemical Society in 2020. These research results belong to Moon, Yonghoon; Lee, Wooseok; Hong, Sungwoo. COA of Formula: C6H4N2 The article mentions the following:

By utilizing an underexplored reactivity mode of N-aminopyridinium ylides, we developed the visible-light-induced ortho-selective aminopyridylation of alkenes via radical-mediated 1,3-dipolar cycloaddition The photocatalyzed single-electron oxidation of N-aminopyridinium ylides generates the corresponding radical cations that enable previously inaccessible 1,3-cycloaddition with a broader range of alkene substrates. The resulting cycloaddition adducts rapidly undergo subsequent homolytic cleavage of the N-N bond, conferring a substantial thermodn. driving force to yield various β-aminoethylpyridines. Remarkably, amino and pyridyl groups can be installed into both activated and unactivated alkenes with modular control of ortho-selectivity and 1,2-syn-diastereoselectivity under metal-free and mild conditions. Combined exptl. and computational studies are conducted to clarify the detailed reaction mechanism and the origins of site selectivity and diastereoselectivity. The experimental part of the paper was very detailed, including the reaction process of 4-Cyanopyridine(cas: 100-48-1COA of Formula: C6H4N2)

4-Cyanopyridine(cas: 100-48-1) 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.COA of Formula: C6H4N2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Synthesis and antifungal activity of imidazo[1,2-b]pyridazine derivatives against phytopathogenic fungi》 was written by Fan, Lingling; Luo, Zhongfu; Li, Yi; Liu, Xinyun; Fan, Judi; Xue, Wei; Tang, Lei; Li, Yong. Formula: C5H6BNO2 And the article was included in Bioorganic & Medicinal Chemistry Letters in 2020. The article conveys some information:

A series of 3,6-disubstituted imidazo[1,2-b]pyridazine derivatives were synthesized and characterized with spectroscopic analyses. The antifungal activities of these compounds against nine phytopathogenic fungi were evaluated by the mycelium growth rate method. The in vitro antifungal bioassays indicated that most of compounds displayed excellent and broad-spectrum antifungal activities. Especially, compounds 6-chloro-3-phenylimidazo[1,2-b]pyridazine, 6-chloro-3-(2-fluorophenyl)imidazo[1,2-b]pyridazine, 6-chloro-3-(2-chlorophenyl)imidazo[1,2-b]pyridazine, 6-chloro-3-(thiophen-3-yl)imidazo[1,2-b]pyridazine and 6-methoxy-3-phenylimidazo[1,2-b]pyridazine exhibited 1.9-25.5 fold more potent than the com. available fungicide hymexazol against Corn Curvalaria Leaf Spot (CL), Alternaria alternate (AA), Pyricularia oryzae (PO) and Alternaria brassicae (AB) strains. Structure-activity relation anal. showed that the enhanced antifungal activity is significantly affected by the substituents on the benzene ring and pyridazine ring. After reading the article, we found that the author used Pyridin-3-ylboronic acid(cas: 1692-25-7Formula: C5H6BNO2)

Pyridin-3-ylboronic acid(cas: 1692-25-7) 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. Formula: C5H6BNO2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Synthesis of Pd@graphene oxide framework nanocatalyst with enhanced activity in Heck-Mizoroki cross-coupling reaction》 was written by Shekarizadeh, Arezoo; Azadi, Roya. Computed Properties of C5H5BrN2 And the article was included in Applied Organometallic Chemistry in 2020. The article conveys some information:

A new method was developed for producing a catalyst involving a Pd nanoparticle (NP) embedded in a graphene oxide framework (Pd@GOF) with ordered macro- and mesoporous structures. First, 5,5′-diamino-2,2′-bipyridine was selected as crosslinking for covalent modification of GO nanosheets to prepare a 3-dimensional (3D) framework with interlayer spaces in which well-dispersed and ultra-small Pd NPs in situ grew and embedded the framework. The synthesized nanopores 3D Pd@GOF can act as nanoreactors to help the reaction substrates thoroughly come into contact with the surface of Pd NPs, thereby exhibiting high activity toward the Heck reaction, rarely reported concerning Pd NPs supported on 1-side functionalized graphene. The Pd@GOF catalyst can be used 10 times without any significant loss in the catalytic activity, confirming the long-term stability of this catalyst. The covalently assembled GOF was proposed as a universal platform for hosting noble metal NPs to construct the desired metal@GOF nanocatalyst with improved activity and stability that can be used in a broad range of practical applications. In the part of experimental materials, we found many familiar compounds, such as 6-Bromopyridin-3-amine(cas: 13534-97-9Computed Properties of C5H5BrN2)

6-Bromopyridin-3-amine(cas: 13534-97-9) belongs to anime. Primary amines having a tertiary alkyl group (R3CNH2) are difficult to prepare with most methods but are made industrially by the Ritter reaction. In this method a tertiary alcohol reacts with hydrogen cyanide (HCN) in the presence of a concentrated strong acid; a formamide, RNH―CHO, is formed first, which then undergoes hydrolysis.Computed Properties of C5H5BrN2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Design, synthesis, and evaluation of substituted 2-acylamide-1,3-benzo[d]zole analogues as agents against MDR- and XDR-MTB》 was written by Li, Dongsheng; Liu, Chao; Jiang, Xinhai; Lin, Yuan; Zhang, Jing; Li, Yan; You, Xuefu; Jiang, Wei; Chen, Minghua; Xu, Yanni; Si, Shuyi. Reference of 2-(Bromomethyl)pyridine hydrobromide And the article was included in European Journal of Medicinal Chemistry in 2021. The article conveys some information:

N-(5-chlorobenzo[d]oxazol-2-yl)-4-methyl-1,2,3-thiadiazole-5-carboxamide has been identified as a potent inhibitor of Mtb H37Rv, with a min. inhibitory concentration (MIC) of 0.42μM. In this study, a series of substituted 2-acylamide-1,3-zole analogs e.g., 4-methyl-N-(naphtho[1,2-d]oxazol-2-yl)-1,2,3-thiadiazole-5-carboxamide were designed and synthesized, and their anti-Mtb activities were analyzed. In total, some compounds were found to be potent anti-Mtb agents, especially against the MDR- and XDR-MTB strains, with MIC values < 10μM. These analogs can inhibit both drug-sensitive and drug-resistant Mtb. Four representative compounds were selected for further profiling, and the results indicate that compound 4-methyl-N-(5-(pyridin-2-yl)benzo[d]oxazol-2-yl)-1,2,3-thiadiazole-5-carboxamide is acceptably safe and has favorable pharmacokinetic (PK) properties. In addition, this compound displays potent activity against Gram-pos. bacteria, with MIC values in the range of 1.48-11.86μM. The data obtained herein suggest that promising anti-Mtb candidates may be developed via structural modification, and that further research is needed to explore other compounds In the experiment, the researchers used 2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8Reference of 2-(Bromomethyl)pyridine hydrobromide)

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.Reference of 2-(Bromomethyl)pyridine hydrobromide

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Yin, Chengyang; Liu, Shuang; Qin, Zhaoxian; Zhang, Yifei; Li, Gao; Zhao, Zhen published their research in European Journal of Inorganic Chemistry in 2021. The article was titled 《Butterfly-Like Tetranuclear Copper(I) Clusters for Efficient Alkyne Homocoupling Reactions》.Application of 2510-22-7 The article contains the following contents:

In this work, we here prepare a new tetranuclear CuI cluster with a precise configuration of Cu4(PPh3)4(bis(prop-2-ynyloxy)biphenyl)2. X-ray single-crystal diffraction shows that the bi-alkynyl ligands bind to two Cu atoms via a σ-bond and to the other two Cu atoms via a π-bond configuration, presenting a new alkynyl-Cu motif and a butterfly-like framework. Cu4(PPh3)4L2 clusters exhibit photoluminescence property at 410 and 505 nm. Cu4(PPh3)4L2 clusters also give good performances in the alkyne homocoupling reactions after its immobilization on different oxides. The copper(I) species is proved to be the catalytic active site during the homocoupling reactions. And the basic property of the oxides (e. g. NiO) can promote the coupling catalysis, and a side-group effect of the alkyne reactants is distinctly observed In all, this study extends the catalytic application of the copper clusters to the carbon-carbon coupling reactions and gives some cue to develop the potential exploitation of copper clusters in other organic transformations. In addition to this study using 4-Ethynylpyridine, there are many other studies that have used 4-Ethynylpyridine(cas: 2510-22-7Application of 2510-22-7) was used in this study.

4-Ethynylpyridine(cas: 2510-22-7) 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. Application of 2510-22-7

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Kurose, Ayako; Ishida, Yuto; Hirata, Goki; Nishikata, Takashi published their research in Angewandte Chemie, International Edition in 2021. The article was titled 《Direct α-Tertiary Alkylations of Ketones in a Combined Copper-Organocatalyst System》.Product Details of 1122-54-9 The article contains the following contents:

Herein, we report an efficient method for the tertiary alkylation of a ketone by using an α-bromocarbonyl compound as the tertiary alkyl source in a combined Cu-organocatalyst system. This dual catalyst system enables the addition of a tertiary alkyl radical to an enamine. Mechanistic studies revealed that the catalytically generated enamine is a key intermediate in the catalytic cycle. The developed method can be used to synthesize substituted 1,4-dicarbonyl compounds containing quaternary carbons bearing various alkyl chains. The experimental process involved the reaction of 4-Acetylpyridine(cas: 1122-54-9Product Details of 1122-54-9)

4-Acetylpyridine(cas: 1122-54-9) 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. Product Details of 1122-54-9

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Madide, Thobeka; Somboro, Anou M.; Amoako, Daniel G.; Khumalo, Hezekiel M.; Khan, Rene B. published an article in 2021. The article was titled 《Di-2-picolylamine triggers caspase-independent apoptosis by inducing oxidative stress in human liver hepatocellular carcinoma cells》, and you may find the article in Biotechnology and Applied Biochemistry.Application of 1539-42-0 The information in the text is summarized as follows:

The basis of this study was to determine the effects of DPA on the proliferation and apoptosis of human hepatocellular carcinoma cells and elucidate the possible mechanisms. The methylthiazol tetrazolium assay served to measure cell viability and generated an IC50 of 1591μM. Luminometry was used to investigate caspase activity and ATP concentration It was observed that the decreased cell viability was associated with reduced ATP levels. Despite increased Bax and caspase 9 activity, cell death was caspase independent as indicated by the reduction in caspase 3/7 activity. This was associated with the downregulation poly(ADP-ribose) polymerase cleavage (Western blotting). However, the Hoescht assay depicted nuclear condensation and apoptotic body formation with elevated DPA levels suggesting DNA damage in HepG2 cells. DNA damage assessed by the comet assay confirmed an increased comet tail formation. The presence of oxidative stress was investigated by quantifying reactive species (malondialdehyde and nitrates concentration) and Western blotting to confirm the expression of antioxidant proteins. The DPA increased lipid peroxidation (RNS), a marker of oxidative stress, consequently causing cell death. The accompanying upregulation of stress-associated proteins superoxide dismutase (SOD2), nuclear factor (erythroid-derived 2)-like 2 (Nrf2), and Hsp70 verifies oxidative stress. In addition to this study using Bis(pyridin-2-ylmethyl)amine, there are many other studies that have used Bis(pyridin-2-ylmethyl)amine(cas: 1539-42-0Application of 1539-42-0) was used in this study.

Bis(pyridin-2-ylmethyl)amine(cas: 1539-42-0) is a secondary amine with two picolyl substituents. As a tridentate ligand this compound provides three nitrogen donors that affords good selectivity for Zn2+ over biologically relevant metals such as Na+, K+, Mg2+ and Ca2+, and leaves coordination sites free for anion binding. Application of 1539-42-0

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem