Category: pyridine-derivatives

Malinowski, Marek published the artcileTitanium(0) reagents. III. A convenient preparation of 4-pyridinamine derivatives, HPLC of Formula: 18437-58-6, the publication is Journal fuer Praktische Chemie (Leipzig) (1988), 330(1), 154-8, database is CAplus.

Ti(0) slurry, easily accessible by the reduction of TiCl₄ with LiAlH₄ or Mg in THF, is an excellent reagent for the reduction of N-nitropyridine N-oxides, e.g., I (R = H, Me, F, Cl) to 4-aminopyridines, e.g., II. The reaction proceeds smoothly and fast at room temperature giving the amines in >90% yields.

Journal fuer Praktische Chemie (Leipzig) 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, HPLC of Formula: 18437-58-6.

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

Baydas, Yasemin published the artcileAsymmetric reduction of aromatic heterocyclic ketones with bio-based catalyst Lactobacillus kefiri P2, Related Products of pyridine-derivatives, the publication is Chemical Papers (2021), 75(3), 1147-1155, database is CAplus.

In this study, Lactobacillus kefiri P2 biocatalysts isolated from traditional dairy products, were used to catalyze the asym. reduction of prochiral ketones RC(O)R¹ (R = pyridin-2-yl, 2H-1,3-benzodioxol-5-yl, furan-2-yl, etc.; R¹ = Me, Ph, pyridin-2-yl) to chiral secondary alcs R/S-RCH(R¹)OH. Secondary chiral carbinols were obtained by asym. bioreduction of different prochiral substrates with results up to > 99% enantiomeric excess (ee). The compound R/S-RCH(R¹)OH (R = pyridin-2-yl, R¹ = Me (I)) which can be used in the synthesis of pharmaceuticals such as bufuralols potent nonselective β-blockers antagonists, Amiodarone (cardiac anti-arrhythmic), and Benziodarone (coronary vasodilator), was produced in gram-scale, high yield and enantiomerically pure form using L. kefiri P2 biocatalysts. The gram-scale production was carried out, and 9.70 g of I in enantiomerically pure form was obtained in 96% yield. Also, production of I in terms of yield and gram scale through catalytic asym. reduction using the biocatalyst was the highest report so far. This is a cost-effective, clean and eco-friendly process for the preparation of chiral secondary alcs. compared to chem. processes. From an environmental and economic perspective, this biocatalytic method has great application potential, making it a green and sustainable way of synthesis.

Chemical Papers published new progress about 91-02-1. 91-02-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene,Ketone, name is Phenyl(pyridin-2-yl)methanone, and the molecular formula is C12H9NO, Related Products of pyridine-derivatives.

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

Shahar, Or David published the artcileA high-throughput chemical screen with FDA approved drugs reveals that the antihypertensive drug Spironolactone impairs cancer cell survival by inhibiting homology directed repair, Application In Synthesis of 54856-23-4, the publication is Nucleic Acids Research (2014), 42(9), 5689-5701, database is CAplus and MEDLINE.

DNA double-strand breaks (DSBs) are the most severe type of DNA damage. DSBs are repaired by non-homologous end-joining or homol. directed repair (HDR). Identifying novel small mols. that affect HDR is of great importance both for research use and therapy. Mols. that elevate HDR may improve gene targeting, whereas inhibiting mols. can be used for chemotherapy, since some of the cancers are more sensitive to repair impairment. Here, the authors performed a high-throughput chem. screen for FDA approved drugs, which affect HDR in cancer cells. The authors found that HDR frequencies are increased by retinoic acid and Idoxuridine and reduced by the antihypertensive drug Spironolactone. The authors further revealed that Spironolactone impairs Rad51 foci formation, sensitizes cancer cells to DNA damaging agents, to Poly (ADP-ribose) polymerase (PARP) inhibitors and crosslinking agents and inhibits tumor growth in xenografts, in mice. This study suggests Spironolactone as a new candidate for chemotherapy.

Nucleic Acids Research published new progress about 54856-23-4. 54856-23-4 belongs to pyridine-derivatives, auxiliary class Pyridine,Salt,Amine,Inhibitor,Inhibitor, name is N-Methyl-2-(pyridin-2-yl)ethan-1-amine dimethanesulfonate, and the molecular formula is C18H12ClNO, Application In Synthesis of 54856-23-4.

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

Gupta, Ankur published the artcileSynthesis of biologically potent novel 5-(2-bromopyridin-3-yl-amino)-2-alkyl/aryl-isoindoline-1,3-dione analogs via Buchwald-Hartwig C-N coupling reaction, COA of Formula: C5H5BrN2, the publication is Letters in Organic Chemistry (2013), 10(2), 139-146, database is CAplus.

A novel series of N-alkyl/aryl substituted phthalimide analogs containing 2-bromopyridyl functionality were synthesized applying optimized Buchwald-Hartwig amination conditions using palladium acetate, cesium carbonate, and ±BINAP in toluene at 110°C under argon atm. The target heteroaryl phthalimide derivatives were obtained in moderate yield ranging from 40% to 51%. In the extra precision (XP) docking studies, at the ATP site of human topoisomerase IIα (hTopoIIα) (PDB id 1ZXM), we identified that compound I (R = Me) demonstrated remarkable H-bond interactions with catalytic MG²⁺, ASN 91, SER 148, SER 149, ALA 167 and compound I (R = 3-pyridyl) with ARG 162, ASN 163, GLY 164, LSY 168, ASN 95 indicating their significance as a plausible hTopoIIα inhibitors. In the in vitro evaluation of A549 cell line, compounds I (R = Me, 3-pyridyl) were observed to have only moderate cytotoxicity (IC₅₀ 180μg/mL and 210μg/mL resp.). The developed process could be widely employed for the synthesis of novel heterocyclic compounds with one of the components as N-alkyl/aryl substituted phthalimide derivatives and has the potential to be developed as a major route for the identification of active drug candidates.

Letters in Organic Chemistry published new progress about 39856-58-1. 39856-58-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Bromide,Amine, name is 2-Bromopyridin-3-amine, and the molecular formula is C5H5BrN2, COA of Formula: C5H5BrN2.

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

Galenko, E. E. published the artcileSynthesis of Water-Soluble α-Aminopyrroles, 1-(2-Amino-1H-pyrrol-3-yl)pyridinium Chlorides, Safety of 1-(Cyanomethyl)pyridin-1-ium chloride, the publication is Russian Journal of General Chemistry (2021), 91(7), 1424-1428, database is CAplus.

A method for the synthesis of water-soluble α-aminopyrroles, 1-(2-amino-1H-pyrrol-3-yl)pyridinium chlorides, by the reaction 1-(cyanomethyl)pyridinium chloride with alkyl 3-aryl-2H-azirine-2-carboxylates was developed.

Russian Journal of General Chemistry 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, Safety of 1-(Cyanomethyl)pyridin-1-ium chloride.

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

Smoll, Karena A. published the artcilePhotolysis of Pincer-Ligated Pd^II-Me Complexes in the Presence of Molecular Oxygen, Application In Synthesis of 338800-13-8, the publication is Organometallics (2017), 36(7), 1213-1216, database is CAplus.

The reactions of ^t-BuPNP and ^t-BuPCP Pd^II-Me complexes (^t-BuPNP = 2,6-bis[(di-tert-butylphosphino)methyl]pyridine and ^t-BuPCP = 2,6-bis[(di-tert-butylphosphino)methyl]phenyl) with O₂ are described and compared with the reported O₂ reactivity of related Pd^II-Me complexes. [(^t-BuPNP)PdMe]Cl was found to react with O₂ upon photolysis resulting in oxidation of the pincer ligand backbone to produce a (^t-BuPNO)PdCl complex. In contrast, photolysis of (^t-BuPCP)PdMe with O₂ resulted in oxidation of the Pd-Me group to form (^t-BuPCP)PdOCO₂H. Isotopic labeling, radical initiators, and solvent studies were used to gain insight into the mechanisms of these unusual reactions of late metal alkyls with mol. oxygen.

Organometallics 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 C7H7ClN2S, Application In Synthesis of 338800-13-8.

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

Yasui, Kosuke published the artcileThe Effect of the Leaving Group in N-Heterocyclic Carbene-Catalyzed Nucleophilic Aromatic Substitution Reactions, Product Details of C5H5BrN2, the publication is Bulletin of the Chemical Society of Japan (2020), 93(12), 1424-1429, database is CAplus.

The reactivity order of the leaving group was F > Cl â‰?Br > I in N-heterocyclic carbene-catalyzed CS_NAr reactions of aryl halides bearing an α,β-unsaturated amide was discussed. Based on a qual. Marcus anal., the nature of the transition state in this catalytic CS_NAr was primarily determined by the potential energy of the Meisenheimer complex, even though it was not involved as a discrete intermediate in the reaction pathway.

Bulletin of the Chemical Society of Japan published new progress about 39856-58-1. 39856-58-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Bromide,Amine, name is 2-Bromopyridin-3-amine, and the molecular formula is C14H26O2, Product Details of C5H5BrN2.

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

Nielsen, Martin published the artcileEfficient Hydrogen Production from Alcohols under Mild Reaction Conditions, Synthetic Route of 338800-13-8, the publication is Angewandte Chemie, International Edition (2011), 50(41), 9593-9597, database is CAplus and MEDLINE.

This effective acceptor-less dehydrogenation of alc. employs mild, neutral reaction conditions. The protocol is extended beyond the typical model substrate, iso-Pr alc., to the bio-relevant ethanol. Unprecedented high turnover frequencies for both iso-Pr alc. and ethanol are observed at low temperatures (< 100〈°C).

Angewandte Chemie, International Edition 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, Synthetic Route of 338800-13-8.

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

Sato, Masayuki published the artcileSynthesis of 5-fluoro-1,3-dioxin-4-ones: versatile building blocks of fluorinated compounds, Name: 1-Fluoropyridiniumtriflate, the publication is Journal of the Chemical Society, Chemical Communications (1991), 699-700, database is CAplus.

Fluorination of 5,6-unsubstituted dioxinone I (R = H) with F₂ followed by treatment with Et₃N affords the title compound I (R = F) which can be converted into fluorinated derivatives of formylacetic acid, e.g., (E)-AcOCH:CFCO₂Me or of heterocyclic systems, e.g., II and III.

Journal of the Chemical Society, Chemical Communications published new progress about 107263-95-6. 107263-95-6 belongs to pyridine-derivatives, auxiliary class Fluorination reagent, name is 1-Fluoropyridiniumtriflate, and the molecular formula is C6H5F4NO3S, Name: 1-Fluoropyridiniumtriflate.

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

Takeda, Sunao published the artcileα,α-Gem-difluorination of α-(alkylthio)acetophenone derivatives with N-fluoropyridinium salts, HPLC of Formula: 107263-95-6, the publication is Chemical & Pharmaceutical Bulletin (2000), 48(7), 1097-1100, database is CAplus and MEDLINE.

The α,α-gem-difluorination of 2′,4′-difluoro-α-(methylthio)acetophenone with N-fluoropyridinium salts gave 2′,4′,α,α-tetrafluoro-α-(methylthio)acetophenone. This reaction was accelerated by the addition of zinc chloride, zinc bromide or anhydrous iron(III) chloride, and higher yields than the reaction without additives were obtained. The gem-difluorination reaction using FP-T300 in the presence of zinc bromide was applicable to other α-(alkylthio)acetophenone derivatives

Chemical & Pharmaceutical Bulletin published new progress about 107263-95-6. 107263-95-6 belongs to pyridine-derivatives, auxiliary class Fluorination reagent, name is 1-Fluoropyridiniumtriflate, and the molecular formula is C6H9N3O2S, HPLC of Formula: 107263-95-6.

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