Awasthi, Amardeep’s team published research in Tetrahedron in 2020-06-05 | 3731-53-1

Tetrahedron published new progress about Alkoxycarbonylation. 3731-53-1 belongs to class pyridine-derivatives, and the molecular formula is C6H8N2, Electric Literature of 3731-53-1.

Awasthi, Amardeep; Mukherjee, Anagh; Singh, Mandeep; Rathee, Garima; Vanka, Kumar; Chandra, Ramesh published the artcile< Highly efficient chemoselective N-tert butoxycarbonylation of aliphatic/aromatic/heterocyclic amines using diphenylglycoluril as organocatalyst>, Electric Literature of 3731-53-1, the main research area is tertiary butyl carbamate chemoselective preparation DFT; amine tertiary butyldicarbonate carbonylation diphenylglycoluril organocatalyst.

An efficient approach for the chemoselective synthesis of tertiary-butyl-carbamates I [R1 = Ph, 4-BrC6H4, PhCH2CH2, etc.; R2 = H; R1R2 = CH2CH2N(Ph)CH2CH2] via N-tert-butoxycarbonylation of a variety of amines using diphenylglycoluril as organocatalyst was described. For the first time, a plausible mechanism for the N-tert-butoxycarbonylation was proposed using d. functional theory (DFT) calculations supported by NMR studies. The reusability of the organocatalyst and observation of the desired N-Boc protected amines I being formed without the formation of side products like urea, oxazolidinone, isocyanate, and N, N-di-Boc derivatives made the present protocol desirable.

Tetrahedron published new progress about Alkoxycarbonylation. 3731-53-1 belongs to class pyridine-derivatives, and the molecular formula is C6H8N2, Electric Literature of 3731-53-1.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Duran-Mota, Jose Antonio’s team published research in ACS Biomaterials Science & Engineering in 2021-09-13 | 2127-03-9

ACS Biomaterials Science & Engineering published new progress about Fibroblast. 2127-03-9 belongs to class pyridine-derivatives, and the molecular formula is C10H8N2S2, Application In Synthesis of 2127-03-9.

Duran-Mota, Jose Antonio; Yani, Julia Quintanas; Almquist, Benjamin D.; Borros, Salvador; Oliva, Nuria published the artcile< Polyplex-Loaded Hydrogels for Local Gene Delivery to Human Dermal Fibroblasts>, Application In Synthesis of 2127-03-9, the main research area is polyplex hydrogel fibroblast mRNA wound dressing; gene delivery; human dermal fibroblasts; hydrogel; nanoparticles; poly(β-amino ester)s; polyethylene glycol; skin; wound healing.

Impaired cutaneous healing leading to chronic wounds affects between 2 and 6% of the total population in most developed countries and it places a substantial burden on healthcare budgets. Current treatments involving antibiotic dressings and mech. debridement are often not effective, causing severe pain, emotional distress, and social isolation in patients for years or even decades, ultimately resulting in limb amputation. Alternatively, gene therapy (such as mRNA therapies) has emerged as a viable option to promote wound healing through modulation of gene expression. However, protecting the genetic cargo from degradation and efficient transfection into primary cells remain significant challenges in the push to clin. translation. Another limiting aspect of current therapies is the lack of sustained release of drugs to match the therapeutic window. Herein, we have developed an injectable, biodegradable and cytocompatible hydrogel-based wound dressing that delivers poly(β-amino ester)s (pBAEs) nanoparticles in a sustained manner over a range of therapeutic windows. We also demonstrate that pBAE nanoparticles, successfully used in previous in vivo studies, protect the mRNA load and efficiently transfect human dermal fibroblasts upon sustained release from the hydrogel wound dressing. This prototype wound dressing technol. can enable the development of novel gene therapies for the treatment of chronic wounds.

ACS Biomaterials Science & Engineering published new progress about Fibroblast. 2127-03-9 belongs to class pyridine-derivatives, and the molecular formula is C10H8N2S2, Application In Synthesis of 2127-03-9.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Sekimata, Katsuhiko’s team published research in Chemical & Pharmaceutical Bulletin in 2019-03-31 | 93-60-7

Chemical & Pharmaceutical Bulletin published new progress about Activin receptor ACVRLK2 Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 93-60-7 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO2, HPLC of Formula: 93-60-7.

Sekimata, Katsuhiko; Sato, Tomohiro; Sakai, Naoki; Watanabe, Hisami; Mishima-Tsumagari, Chiemi; Taguri, Tomonori; Matsumoto, Takehisa; Fujii, Yoshifumi; Handa, Noriko; Honma, Teruki; Tanaka, Akiko; Shirouzu, Mikako; Yokoyama, Shigeyuki; Miyazono, Kohei; Hashizume, Yoshinobu; Koyama, Hiroo published the artcile< Bis-heteroaryl pyrazoles: identification of orally bioavailable inhibitors of activin receptor-like kinase-2 (R206H)>, HPLC of Formula: 93-60-7, the main research area is bisheteroaryl pyrazole ALK2 mutation inhibitor oral bioavailability; activin receptor-like kinase-2; fibrodysplasia ossificans progressiva; inhibitor.

Mutant activin receptor-like kinase-2 (ALK2) was reported to be closely associated with the pathogenesis of fibrodysplasia ossificans progressiva (FOP) and diffuse intrinsic pontine glioma (DIPG), and therefore presents an attractive target for therapeutic intervention. Through in silico virtual screenings and structure-activity relationship studies assisted by X-ray crystallog. analyses, a novel series of bis-heteroaryl pyrazole was identified as potent inhibitors of ALK2 (R206H). Derived from in silico hit compound RK-59638 (6a), compound 18p was identified as a potent inhibitor of ALK2 (R206H) with good aqueous solubility, liver microsomal stability, and oral bioavailability.

Chemical & Pharmaceutical Bulletin published new progress about Activin receptor ACVRLK2 Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 93-60-7 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO2, HPLC of Formula: 93-60-7.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Basu, Sourav’s team published research in European Journal of Medicinal Chemistry in 2022-02-05 | 387350-39-2

European Journal of Medicinal Chemistry published new progress about Heterocyclic compounds, nitrogen Role: PAC (Pharmacological Activity), RCT (Reactant), SPN (Synthetic Preparation), THU (Therapeutic Use), BIOL (Biological Study), RACT (Reactant or Reagent), PREP (Preparation), USES (Uses). 387350-39-2 belongs to class pyridine-derivatives, and the molecular formula is C7H7F3N2, Application In Synthesis of 387350-39-2.

Basu, Sourav; Middya, Sandip; Banerjee, Monali; Ghosh, Rajib; Pryde, David C.; Yadav, Dharmendra B.; Shrivastava, Ritesh; Surya, Arjun published the artcile< The discovery of potent small molecule cyclic urea activators of STING>, Application In Synthesis of 387350-39-2, the main research area is cyclic urea preparation interferon stimulator activation; Immune oncology; Innate immunity; Interferon; STING; cGAS.

STING mediates innate immune responses that are triggered by the presence of cytosolic DNA. Activation of STING to boost antigen recognition is a therapeutic modality that is currently being tested in cancer patients using nucleic-acid based macrocyclic STING ligands. We describe here the discovery of 3,4-dihydroquinazolin-2(1H)-one based 6,6-bicyclic heterocyclic agonists of human STING that activate all known human variants of STING with high potency.

European Journal of Medicinal Chemistry published new progress about Heterocyclic compounds, nitrogen Role: PAC (Pharmacological Activity), RCT (Reactant), SPN (Synthetic Preparation), THU (Therapeutic Use), BIOL (Biological Study), RACT (Reactant or Reagent), PREP (Preparation), USES (Uses). 387350-39-2 belongs to class pyridine-derivatives, and the molecular formula is C7H7F3N2, Application In Synthesis of 387350-39-2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Kusumoto, Sotaro’s team published research in Inorganic Chemistry in 2022-09-26 | 93-60-7

Inorganic Chemistry published new progress about Carboxylic acids, carboxylic acid uranyl complexes Role: PRP (Properties), SPN (Synthetic Preparation), PREP (Preparation). 93-60-7 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO2, Product Details of C7H7NO2.

Kusumoto, Sotaro; Atoini, Youssef; Masuda, Shunya; Kim, Jee Young; Hayami, Shinya; Kim, Yang; Harrowfield, Jack; Thuery, Pierre published the artcile< Zwitterionic and Anionic Polycarboxylates as Coligands in Uranyl Ion Complexes, and Their Influence on Periodicity and Topology>, Product Details of C7H7NO2, the main research area is preparation crystal structure zwitterionic polycarboxylate uranyl complexes; polycarboxylate uranyl complexes coordination polymers photoluminescence quantum yield.

The three zwitterionic di- and tricarboxylate ligands 1,1′-[(2,3,5,6-tetramethylbenzene-1,4-diyl)bis(methylene)]bis(pyridin-1-ium-4-carboxylate) (pL1), 1,1′-[(2,3,5,6-tetramethylbenzene-1,4-diyl)bis(methylene)]bis(pyridin-1-ium-3-carboxylate) (mL1), and 1,1′,1′′-[(2,4,6-trimethylbenzene-1,3,5-triyl)tris(methylene)]tris(pyridin-1-ium-4-carboxylate) (L2) were used as ligands to synthesize 15 uranyl ion complexes involving various anionic coligands, in most cases polycarboxylates. [(UO2)2(pL1)2(cbtc)(H2O)2]·10H2O (1, cbtc4- = cis,trans,cis-1,2,3,4-cyclobutanetetracarboxylate) is a discrete, dinuclear ring-shaped complex with a central cbtc4- pillar. While [UO2(pL1)(NO3)2] (2), [UO2(pL1)(OAc)2] (3), and [UO2(pL1)(HCOO)2] (4) are simple chains, [(UO2)2(mL1)(1,3-pda)2] (5, 1,3-pda2- = 1,3-phenylenediacetate) is a daisy chain and [UO2(pL1)(pdda)]3·10H2O (6, pdda2- = 1,2-phenylenedioxydiacetate) is a double-stranded, ribbon-like chain. Both [UO2(pL1)(pht)]·5H2O (7, pht2- = phthalate) and [(UO2)3(mL1)(pht)2(OH)2] (8) crystallize as diperiodic networks with the sql topol., the latter involving hydroxo-bridged trinuclear nodes. [(UO2)2(pL1)(c/t-1,3-chdc)2] (9, c/t-1,3-chdc2- = cis/trans-1,3-cyclohexanedicarboxylate) and [UO2(pL1)(t-1,4-chdc)]·1.5H2O (10, t-1,4-chdc2- = trans-1,4-cyclohexanedicarboxylate) are also diperiodic, with the V2O5 and sql topologies, resp. Both [(UO2)2(mL1)(c/t-1,4-chdc)2] (11) and [(UO2)2(pL1)(1,2-pda)2] (12, 1,2-pda2- = 1,2-phenylenediacetate) crystallize as diperiodic networks with hcb topol., and they display 3-fold parallel interpenetration. [HL2][(UO2)3(L2)(adc)3]Br (13, adc2- = 1,3-adamantanedicarboxylate) contains a very corrugated hcb network with two different kinds of cells, and the uncoordinated HL2+ mol. associates with the coordinated L2 to form a capsule containing the bromide anion. [(UO2)2(pL1)(kpim)2] (14, kpim2- = 4-ketopimelate) is a three-periodic framework with pL1 mols. pillaring fes diperiodic subunits, whereas [(UO2)2(L2)2(t-1,4-chdc)](NO3)1.7Br0.3·6H2O (15), the only cationic complex in the series, is a triperiodic framework with dmc topol. and t-1,4-chdc2- anions pillaring fes diperiodic subunits. Solid-state emission spectra and photoluminescence quantum yields are reported for all complexes.

Inorganic Chemistry published new progress about Carboxylic acids, carboxylic acid uranyl complexes Role: PRP (Properties), SPN (Synthetic Preparation), PREP (Preparation). 93-60-7 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO2, Product Details of C7H7NO2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Li, Yu-Ling’s team published research in Analytical Chemistry (Washington, DC, United States) in 2020-11-03 | 22961-45-1

Analytical Chemistry (Washington, DC, United States) published new progress about Antitumor agents. 22961-45-1 belongs to class pyridine-derivatives, and the molecular formula is C11H10N2, Recommanded Product: N-Phenylpyridin-4-amine.

Li, Yu-Ling; Zhou, Bo-Wen; Cheng, Jie; Zhang, Fang; Zhang, Jing; Zhang, Li; Guo, Yin-Long published the artcile< Mass Spectrometry-Based Discovery of New Chemical Scaffold Rearrangement Ions: Aza-biphenylene as a Novel Potent Biradical Agent in Cancer Chemotherapy>, Recommanded Product: N-Phenylpyridin-4-amine, the main research area is azabiphenylene metabolite anticancer oxidative stress mass spectrometry.

Discovery of a new drug is time-consuming, laborious, and expensive. Herein, a novel integrative strategy for discovering potential new lead compounds has been developed, which was based on the characteristics of mass spectrometry (MS). MS was used to predict the potential forced degradation products (DPs) and metabolites of drugs by electrospray ionization and collision-induced dissociation (CID). Special rearrangement ions representing unique predicted DPs and metabolites were identified. The consistency between the predicted and the measured results was proven by in vitro metabolism and forced degradation of a com. drug, resp. From this, new chem. scaffold rearrangement ions named (aza)-biphenylenes, as potent anticancer agents, were discovered. As a representative aza-biphenylene analog, 2-azabiphenylene was proven in vitro to induce apoptosis and inhibit the growth of various human cancer cells in a dose-dependent manner. Surprisingly, 2-azabiphenylene exhibited the best comparable bioactivity with the pos. control sorafenib, but showed significantly lower in vitro cytotoxicity than sorafenib (at least a 5-fold decrease in cytotoxicity) because it could be targeted to the tumor microenvironment at low pH. A biradical mechanism accompanied by a mitochondrion-dependent oxidative stress mechanism was proposed to explore its anticancer mechanism. The highly reactive intermediate aza-biphenylenediyl worked as an active pharmaceutical ingredient and induced apoptosis of cancer cells. This provided the basis for the potential applications of CID-induced special rearrangement ions in developing new lead compounds

Analytical Chemistry (Washington, DC, United States) published new progress about Antitumor agents. 22961-45-1 belongs to class pyridine-derivatives, and the molecular formula is C11H10N2, Recommanded Product: N-Phenylpyridin-4-amine.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Xiao, Yue’s team published research in ACS Macro Letters in 2019-04-16 | 2127-03-9

ACS Macro Letters published new progress about Depolymerization. 2127-03-9 belongs to class pyridine-derivatives, and the molecular formula is C10H8N2S2, Related Products of 2127-03-9.

Xiao, Yue; Li, Yang; Zhang, Bohan; Li, Hui; Cheng, Zehong; Shi, Jianqiao; Xiong, Jing; Bai, Yugang; Zhang, Ke published the artcile< Functionalizable, Side Chain-Immolative Poly(benzyl ether)s>, Related Products of 2127-03-9, the main research area is selfimmolative polybenzylether.

Herein, we report a poly(benzyl ether)-based self-immolative polymer (SIP) with pendant pyridine disulfide groups. Cleavage of the side-chain disulfides leads to the formation of phenolates, which initiate depolymerization from the side chain. Due to the higher d. of the disulfide groups compared to that of the chain-end-capping group, which normally is responsible for initiating depolymerization of SIPs, the side chain-immolative polymer (ScIP) can be readily degraded in the solid state where the mobility of polymer chains is substantially limited. The ScIP was also further modified through the thiol-disulfide exchange reaction to prepare ScIP-g-poly(ethylene glycol) graft polymers and organogels, which were also able to undergo complete reductive self-immolative degradation

ACS Macro Letters published new progress about Depolymerization. 2127-03-9 belongs to class pyridine-derivatives, and the molecular formula is C10H8N2S2, Related Products of 2127-03-9.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Lu, Hongyan’s team published research in Colloids and Surfaces, B: Biointerfaces in 2020-06-30 | 2127-03-9

Colloids and Surfaces, B: Biointerfaces published new progress about Antitumor agents. 2127-03-9 belongs to class pyridine-derivatives, and the molecular formula is C10H8N2S2, Name: 1,2-Di(pyridin-2-yl)disulfane.

Lu, Hongyan; Zhao, Qinfu; Wang, Xiudan; Mao, Yuling; Chen, Caishun; Gao, Yikun; Sun, Changshan; Wang, Siling published the artcile< Multi-stimuli responsive mesoporous silica-coated carbon nanoparticles for chemo-photothermal therapy of tumor>, Name: 1,2-Di(pyridin-2-yl)disulfane, the main research area is mesoporous silica carbon nanoparticle delivery chemophotothermal therapy cancer; Carbon dots; Chemo-photothermal synergistic therapy; Controlled release; Mesoporous silica-coated mesoporous carbon; Stimuli-response.

In this work, a traceable dual-porous mesoporous silica-coated mesoporous carbon nanocomposite with high drug loading capacity and high photothermal conversion efficiency (30.5%) was successfully prepared Based on the nanocomposite, a pH/redox/near IR multi-stimuli responsive drug delivery system was constructed to realize the accurate drug delivery, drug controlled release and chemo-photothermal synergistic antitumor therapy. MCN@Si was used as a vehicle to load doxorubicin with a high drug loading efficacy of 48.2% and a NIR absorbance agent for photothermal therapy and NIR thermal imaging. Carbon dots with proper size were covalently attached to the surface of MCN@Si via disulfide bonds to block the mesopores, preventing DOX premature release from DOX/MCN@Si-CDs. DOX was rapidly released at the condition of low pH and high GSH concentration due to the breakage of disulfide bonds and protonation of DOX. Moreover, the local hyperthermia generated by MCN@Si-CDs under NIR irradiation could not only directly kill cells, but also accelerate DOX release and enhance cells sensitivity and permeability. Two-dimensional cells and three-dimensional tumor spheroids assays illustrated that DOX/MCN@Si-CDs + NIR group exhibited thermochemotherapy synergistic treatment effect and combination index was 0.378. All the results demonstrated that DOX/MCN@Si-CDs is a traceable multi-stimuli responsive nanodelivery system and can achieve efficient chemo-photothermal synergistic antitumor therapy.

Colloids and Surfaces, B: Biointerfaces published new progress about Antitumor agents. 2127-03-9 belongs to class pyridine-derivatives, and the molecular formula is C10H8N2S2, Name: 1,2-Di(pyridin-2-yl)disulfane.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

den Hertog, H J’s team published research in Recueil des Travaux Chimiques des Pays-Bas et de la Belgique in 1950 | 14121-36-9

Recueil des Travaux Chimiques des Pays-Bas et de la Belgique published new progress about 14121-36-9. 14121-36-9 belongs to class pyridine-derivatives, and the molecular formula is C5HCl4N, Recommanded Product: 2,3,4,6-Tetrachloropyridine.

den Hertog, H. J.; Schogt, J. C. M.; de Bruyn, J.; de Klerk, A. published the artcile< Derivatives of pyridine and quinoline. LXXXIII. Chloropyridines>, Recommanded Product: 2,3,4,6-Tetrachloropyridine, the main research area is .

2,4,5-Trichloropyridine has been synthesized, 6 other chloropyridines reëxamd., and the m. ps. and b. ps. of 19 chloropyridines determined Nicotinic acid (5 g.) divided in 2 tubes was shaken 4 h. at 250-70° with 42 g. PCl5 and 20 g. POCl3; steam distillation gave an oil and a precipitate which was refluxed 1 h. with 20 mL. 80% H2SO4, diluted with H2O, made basic, and steam-distilled; various fractions m. above 65° [cf. Seyfferth, J. prakt. Chem. 34, 241(1886)], and from the last fraction 2,3,5,6-tetrachloropyridine, m. 90-0.5°, was isolated. 3-Bromo-2,4-dihydroxypyridine (I) (5 g.) and 25 mL. 48% HBr heated 3 h. at 200° in 2 sealed tubes gave, after adding H2O and allowing to stand, 0.5 g. I and from the mother liquor 3.1 g. 5-bromo-2,4-dihydroxypyridine, m. 226.5-7.5°; 1 g. heated 2 h. at 200° with 10 mL. 38% HCl gave 3-chloro-2,4-dihydroxypyridine, decompose about 310°. Et 2,4-dihydroxy-5-pyridinecarboxylate (II) (3 g.) heated 2.5 h. at 115-20° with 18 g. POCl3 gave on steam distillation 90% of the 2,4-di-Cl compound (III), m. 31.5-2°. Saponification with an equivalent amount of dilute NaOH for 0.5 h. gave 80% 2,4-dichloro-5-pyridinecarboxylic acid “”hydrate”” (IV), m. 198° after liquefying at 155° and resolidifying, which could not be dehydrated by recrystallization from EtOH, C6H6, or ligroin, or by sublimation. IV (10 g.) and 10-15 g. POCl3 warmed to 100°, treated gradually with 30 g. PCl5, heated at 140° 0.5 h., evaporated under a vacuum, and the residue dissolved in C6H6 and saturated with NH3 gave 85% 2,4-dichloro-5-pyridinecarboxylic acid, m. 152-3° (from H2O). III (1.7 g.) in 2-3 mL. EtOH with 0.45 g. (NH2)2.H2O let stand 15 min. and a few ml. H2O added gave Et 2-chloro-4-hydrazino-5-pyridinecarboxylate, m. 147-8°; 1 g. suspended in 30 mL. boiling H2O treated dropwise with 35 mL. 10% CuSO4 solution, refluxed 2.5 h., and steam-distilled gave 45-50% Et 2-chloro-5-pyridinecarboxylate (V), saponified to the acid, m. 195° (decomposition) (amide, m. 211°). V (0.25 g.) heated 4 h. at 110° in a sealed tube with 0.1 g. Na in 6 mL. MeOH, diluted with H2O, acidified, and evaporated halfway gave 2-methoxy-5-pyridinecarboxylic acid, m. 171.5-2.5° (from H2O). 2,4-Dichloro-5-pyridinecarboxylic acid (4 g.) and 2 mL. POCl3 warmed to 100°, treated with 13 g. PCl5, warmed 0.5 h. at 140°, evaporated under a vacuum, taken up in C6H6, and saturated with NH3 gave 95% nitrile, m. 136-7°; 0.5 g. with 0.5 mL. Br in 50 mL. 7% KOH at room temperature for a few hrs., then a few hrs. at 70°, acidified, made basic, and extracted with Et2O gave 30-40% 2,4-dichloro-5-aminopyridine (VI), m. 80-1° (from ligroin). VI (0.5 g.) in 10 mL. 38% HCl in an ice-salt bath treated with 1.05 g. NaNO2 in 3 mL. H2O, then with 2.2 g. Cu powder, and steam-distilled gave 40-50% 2,4,5-trichloropyridine (VII), m. 8.5-9° (from aqueous EtOH). Heating 0.1 g. VII 4 h. at 160° with 2 mL. NH4OH (d. 0.9) gave 2,5-dichloro-4-aminopyridine, m. 119-20°; 0.02 g. in 0.5 mL. 38% HCl treated with 0.08 g. H2O2 and evaporated gave 2,3,5-trichloro-4-aminopyridine, m. 147°. NaNO2 with 1 g. 2-chloro-3-aminopyridine gave 0.5 g. 2,3-dichloropyridine, m. 66.5-7°, which with concentrated NH4OH at 190° 36 h. gave 2-amino-3-chloropyridine (VIII), m. 61.5-2°. Heating 0.7 g. 2,4-dihydroxypyridine (IX) with 4 mL. POCl3 2.5 h. at 130-40° gave on making basic, steam-distilling, and extracting with Et2O 60-5% 2,4-di-Cl compound, m. -1 to 0°, b760 189-90°; 0.6 g. with 16 mL. NH4OH heated at 170-80° 4.5 h., made basic, extracted with Et2O, evaporated, and the residue fractionally extracted with 20 mL. ligroin gave 0.05 g. 2-amino-4-chloropyridine, m. 129-30° (picrate, m. 236-43°); after an addnl. extraction with 35 mL. ligroin giving 0.1 g. crystals, 0.1 g. residue remained from which 4-amino-2-chloropyridine, m. 91-1.5°, could be isolated by crystallization 4-Nitraminopyridine (1.8 g.) with 11 mL. 38% HCl heated 10 h. at 100°, made alk., and steam-distilled gave in the 1st fraction (20 mL.) a little 4-chloro- (soluble in dilute HCl), and 10% 3,4,5-trichloropyridine, m. 71.5-2.5°. The 2nd fraction (100 mL.) gave (0.4 g. 4-amino-3,5-dichloropyridine (X), m. 159.5-60.5°. Koenigs, Mields, and Gurlt (C.A. 19, 70) suggested that X was 3,4-dichloropyridine (XII). However, the structure of X was indicated by its isolation in 55-60% yield from 4-aminopyridine by chlorination with HC1 and also from 4-amino-3-chloropyridine (XI). Reduction of 4-chloro-3-nitropyridine with Fe powder and AcOH gave 70% 3-amino-4-chloropyridine, m. 59.5-60.5° (N-Ac derivative, m. 113-13.5°; picrate, m. 181-1.5°); diazotization as before gave XII, m. 23-3.5°, b760 182-3°. XII heated 10 h. at 190° with NH4OH gave XI, m. 60.5-1.5° [picrate, m. 227-9° (decomposition)]; 0.2 g. XII with 0.04 g. Na in 2 mL. EtOH heated 4 h. at 160° gave a residue of 0.175 g. oily 3-chloro-4-ethoxypyridine (picrate, m. 159.5-60°; picrolonate, m. 202-3°). II with HCl and H2O2 gave 70% Et 2,4-dihydroxy-3-chloro-5-pyridinecarboxylate,m. 257-8°; POCl3 then gave 60% Et 2,3,4-trichloro-5-pyridinecarboxylate, m. 34°, 0.07 g. of which was boiled 1.5 h. with 4 mL. 1% NaOH and the Ag salt heated to 230° in a stream of CO2 with distillation, giving 2,3,4-trichloropyridine (XIII), m. 45-6°. IX with HCl and H2O2 gave 3-chloro-2,4-dihydroxypyridine (XIV), decompose about 310°; 0.2 g. I with 5 mL. 38% HCl at 200° 3 h. also gave XIV which was converted to XIII. Et 3-bromo-2,4-dihydroxy-5-pyridinecarboxylate with HCl, then POCl3, gave XIII. 2-Amino-3-chloro-4-bromopyridine (0.14 g.) in 50 mL. EtOH with 0.1 g. NaOH and 10 mg. Pd-Norit catalyst gave impure 2-amino-3-chloropyridine (impure picrate, m. 232-3°). XIII with NH4OH gave by filtration and extraction with ligroin 2-amino-3,4-dichloropyridine, m. 93-5° (picrate, m. 234.5-7°); the crystals less soluble in ligroin were 2,3-dichloro-4-aminopyridine (XV), m. 153.5-4.5° (picrate, m. 198.5-9.5°). XV with HCl and H2O2 gave 2,3,5-trichloro-4-aminopyridine, m. 150-2°. 2,6-Dichloro-4-aminopyridine (XVI) diazotized gave 85% 2,4,6-trichloropyridine (XVII), m. 32.5-3°, b760 217.5-18.5°. XVII with NH4OH gave 2-amino-4,6-dichloro-pyridine (most soluble in ligroin), m. 112.5°, and XVI, m. 170.3°. XVII with NaOMe as before gave 70-5% 2,4,6-trimethoxypyridine, m. 47-8°, which was converted to the 3,5-di-Cl derivative, m. 95.5-6°. 2,4-Dichloro-3-nitropyridine, prepared in 75% yield from IX, was reduced with Fe and AcOH, giving 85-90% 3-amino compound (XVIII), m. 69-9.5° (N-Ac derivative, m. 161-2°). XVIII (0.75 g.) in 15 mL. AcOH saturated with HCl was mixed with 0.7 mL. 30% aqueous H2O2 in 3.3 mL. AcOH, heated 0.5 h. at 80°, and poured into NaOH and Na2SO3 in H2O, giving 3-amino-2,4,6-trichloropyridine (XIX), m. 77.5-8°, and XVIII. Diazotization of XIX gave 75% 2,3,4,6-tetrachloropyridine (XX), m. 37.5-8°, b760 248-9.5°. XVI chlorinated as for XVIII gave 4-amino-2,3,6-trichloropyridine, m. 160-0.5°, which was converted to XX. The substance m. 74-5° [Sell and Dootson, J. Chem. Soc. 73,432(1898)] obtained by the chlorination of pyridine was therefore not XX.

Recueil des Travaux Chimiques des Pays-Bas et de la Belgique published new progress about 14121-36-9. 14121-36-9 belongs to class pyridine-derivatives, and the molecular formula is C5HCl4N, Recommanded Product: 2,3,4,6-Tetrachloropyridine.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Frolov, Nikita’s team published research in Pharmaceuticals in 2022 | 123-03-5

Pharmaceuticals published new progress about Acinetobacter baumannii. 123-03-5 belongs to class pyridine-derivatives, and the molecular formula is C21H38ClN, Recommanded Product: 1-Hexadecylpyridin-1-ium chloride.

Frolov, Nikita; Detusheva, Elena; Fursova, Nadezhda; Ostashevskaya, Irina; Vereshchagin, Anatoly published the artcile< Microbiological Evaluation of Novel Bis-Quaternary Ammonium Compounds: Clinical Strains, Biofilms, and Resistance Study>, Recommanded Product: 1-Hexadecylpyridin-1-ium chloride, the main research area is clin strains biofilms microbiologica novel bis quaternary ammonium compound; antibacterial activity; antibiofilm activity; antiseptics; bacterial resistance; biocides; disinfectants; pyridinium salts; quaternary ammonium compounds.

This work is devoted to the investigation of biocidal properties of quaternary ammonium compounds (QACs) based on pyridine structures with aromatic spacers, and their widely known analogs, against clin. significant microorganisms. This study is focused on investigating their antimicrobial activity (min. inhibitory concentrations (MICs) and min. bactericidal concentrations (MBCs)), antibiofilm properties (min. biofilm inhibitory concentrations (MBICs) and min. biofilm eradication concentrations (MBECs)), synergetic effect with different alcs. in antiseptic formulations, and bacterial resistance development. It was shown that all combined analog preparations had a higher level of antibacterial activity against the tested bacterial strains, with a 16- to 32-fold reduction in MICs and MBCs compared to previously used antiseptic preparations Moreover, hit-QACs demonstrated a stable effect against Gram-neg. E. coli, K. pneumoniae, and A. baumannii within a month of incubation. Overall results indicated a high level of antibacterial activity of pyridine-based QACs.

Pharmaceuticals published new progress about Acinetobacter baumannii. 123-03-5 belongs to class pyridine-derivatives, and the molecular formula is C21H38ClN, Recommanded Product: 1-Hexadecylpyridin-1-ium chloride.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem