Tag: M.W=150-200

Kakehi, Akikazu published the artcilePreparation of new nitrogen-bridged heterocycles. 42. Synthesis and the reaction of pyridinium N-ylides using bifunctional ethyl thiocyanatoacetates, COA of Formula: C7H7ClN2, the publication is Bulletin of the Chemical Society of Japan (1996), 69(6), 1769-1776, database is CAplus.

Various pyridinium (monosubstituted methylide)s I (R², R³, R⁴ = H, Me; R⁵ = cyano, CO₂Et, COMe, COPh) were smoothly attached to the cyano group in Et thiocyanatoacetate or Et 2-thiocyanatopropionate to afford the corresponding pyridinium (substituted cyanomethylide)s II in low-to-moderate yields, while pyridinium (unsubstituted amidate)s III (R¹, R², R³ = H, Me) reacted with the ester carbonyl group in the same reagents to give pyridinium (thiocyanatoacetato)- or (2-thiocyanatopropiono)amidates IV in considerable yields. The 1,3-dipolar cycloadditions of some pyridinium (unsym. substituted cyanomethylide)s with di-Me acetylenedicarboxylate (DMAD) in various solvents afforded only di-Me 3-cyanoindolizine-1,2-dicarboxylate, except for a few examples. On the other hand, the treatment of pyridinium (thiocyanatoaceto)- or (2-thiocyanatopropiono)amidates with a strong base, such as potassium tert-butoxide, gave new bicyclic mesoionic compounds, N-[2-(1,3,4-thiadiazolo[3,2-a]pyridinio)]acetamidate derivatives V, in moderate yields. The intermediacy of N-[1-(2-thiocyanatopyridinio)]acetamidates in the formation reactions of the latter compounds was also proven by independent syntheses.

Bulletin of the Chemical Society of Japan 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, COA of Formula: C7H7ClN2.

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

Fatemi, Mohammad H. published the artcileCytotoxicity estimation of ionic liquids based on their effective structural features, Recommanded Product: 1-(Cyanomethyl)pyridin-1-ium chloride, the publication is Chemosphere (2011), 84(5), 553-563, database is CAplus and MEDLINE.

Cytotoxicity of a diverse set of 227 ionic liquids (taken from UFT/Merck Ionic Liquids Biol. Effects Database) containing 94 imidazolium, 53 pyridinium, 23 pyrrolidinium, 22 ammonium, 15 piperidinium, 10 morpholinium, 5 phosphanium, and 5 quinolinium cations in combination with 25 different types of anions to Leukemia Rat Cell Line (IPC-81) was estimated from their structural parameters using quant. structure – toxicity relationship “QSTR” methodol. Linear and nonlinear models were developed using genetic algorithm (GA), multiple linear regressions (MLR) and multilayer perceptron neural network (MLP NN) approaches. Robustness and reliability of the constructed models were evaluated through internal and external validation methods. Furthermore, chem. applicability domain was determined via leverage approach. In this work, it was revealed that the cationic moieties make the major contribution to cytotoxicity and the anionic parts play a secondary role in cytotoxicity of the ionic liquids studied here. Structural information represented in this work, can be used for a rational design of safer ILs.

Chemosphere 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, Recommanded Product: 1-(Cyanomethyl)pyridin-1-ium chloride.

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

Fatemi, Mohammad H. published the artcileIn silico cytotoxicity estimation of ionic liquids based on their two- and three-dimensional structural descriptors, COA of Formula: C7H7ClN2, the publication is Monatshefte fuer Chemie (2011), 142(11), 1111-1119, database is CAplus.

The cytotoxicity of a series of ionic liquids containing ammonium, pyrrolidinium, imidazolium, pyridinium, and piperidinium cations against leukemia rat cell line IPC-81 was estimated from their structural parameters using quant. structure-activity relationship methodol. Linear and nonlinear models were developed using genetic algorithm multiple linear regression and multilayer perceptron neural network approaches. Robustness and reliability of the constructed models were evaluated by internal, external, and Y-randomization procedures. Furthermore, the chem. applicability domain was determined via a leverage approach for each model. The results of this study revealed that the contribution of structural characteristics of the anionic parts of the studied ILs were fewer than of the cationic parts.

Monatshefte fuer Chemie 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, COA of Formula: C7H7ClN2.

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

Lee, Kum-Tatt published the artcileDetermination of serum iron and zinc by atomic absorption spectroscopy, Safety of 2-((2-(Pyridin-2-yl)hydrazono)methyl)pyridine, the publication is Mikrochimica Acta (1974), 65-72, database is CAplus and MEDLINE.

An improved, rapid, and precise method was developed for the simultaneous determination of Fe and Zn in serum by at. absorption spectroscopy. The new procedure avoided the clogging of the burner head and possible contamination from Hb Fe, which could occur in other at. absorption methods; it also yielded accurate data when the Fe concentration was <200 μg/100 ml serum, as well as in the higher ranges. The method dependend upon the efficient complexing of serum Fe and Zn with pyridine-2-aldehyde 2-pyridylhydrazone. Although these metal chelates were practically insoluble in aqueous media, by shifting the pH to the alk. side with KOH, they could be extracted quant. into an organic solvent, such as amyl alc. This organic extract could then be aspirated into the air-C2H2 flame of the spectrometer. Even in the lower ranges, the procedure yielded good reproducibility. The method can also be applied to urine samples.

Mikrochimica Acta published new progress about 2215-33-0. 2215-33-0 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 2-((2-(Pyridin-2-yl)hydrazono)methyl)pyridine, and the molecular formula is C11H10N4, Safety of 2-((2-(Pyridin-2-yl)hydrazono)methyl)pyridine.

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

Upadhyay, Nitinkumar Satyadev published the artcileRhodium-Catalyzed Regioselective Synthesis of Isoindolium Salts from 2-Arylpyridines and Alkenes in Aqueous Medium under Oxygen, Recommanded Product: 5-Methyl-2-(p-tolyl)pyridine, the publication is Advanced Synthesis & Catalysis (2016), 358(21), 3381-3386, database is CAplus.

A highly regioselective synthesis of pyrido[2,1-a]isoindolium salts, e.g., I (X-rays single crystal structure shown), from 2-arylpyridines and two equivalent of electron-deficient alkenes catalyzed by rhodium is demonstrated. The reaction was carried out in aqueous medium at 110 °C using inexpensive oxygen as oxidant. Reverse aza-Michael addition of the isoindolium salt occurs when the salt was treated with base to give a β-disubstituted alkene product. A reaction mechanism involving an ortho C-H olefination of 2-arylpyridine by alkene, intramol. aza-Michael addition, deprotonation at the β-carbon of the alkene fragment followed by another Michael addition to give the final product is proposed.

Advanced Synthesis & Catalysis published new progress about 85237-71-4. 85237-71-4 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene, name is 5-Methyl-2-(p-tolyl)pyridine, and the molecular formula is C9H8BNO2, Recommanded Product: 5-Methyl-2-(p-tolyl)pyridine.

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

Naskar, Gouranga published the artcileLigand-Enabled [3+2] Annulation of Aromatic Acids with Maleimides by C(sp³)-H and C(sp²)-H Bond Activation, Safety of Pyridine-3-sulfonic acid, the publication is Chemistry – A European Journal (2022), 28(39), e202200778, database is CAplus and MEDLINE.

Synthesis of tricyclic heterocyclic mols. I [R = 5-F, 5-Me, 5-CF₃, etc.; R¹ = Me, Et, Bn, etc.] with a free carboxylic group in a high atom- and step-economical manner via palladium-catalyzed [3+2] annulation of substituted benzoic acids with maleimides was described. The reaction proceeded via a dual C-H bond activation such as C(sp³)-H at the benzylic position and C(sp²)-H bond activation at the meta position of substituted aromatics An external ligand (MPAA) was crucial for the success of present protocol. Further, the decarboxylation and esterification of the free carboxylic acid group of observed products were carried out.

Chemistry – A European Journal published new progress about 636-73-7. 636-73-7 belongs to pyridine-derivatives, auxiliary class Pyridine,Sulfonic acid, name is Pyridine-3-sulfonic acid, and the molecular formula is C5H5NO3S, Safety of Pyridine-3-sulfonic acid.

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

Baker, Paul K. published the artcileThe synthesis of the first examples of water-soluble seven-coordinate complexes of tungsten(II), Safety of Pyridine-3-sulfonic acid, the publication is Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry (1995), 1525-6, database is CAplus.

Reaction of the seven-coordinate complex [WI₂(CO)₃(NCMe)₂] with two equivalent of 4-HO₂CC₅H₄N in MeOH at room temperature gave the bis(pyridine-4-carboxylic acid) complex [WI₂(CO)₃(4-HO₂CC₅H₄N)₂] (1) in good yield, which, upon treatment with two equivalent of NaOH in EtOH, afforded the completely water soluble complex [WI₂(CO)₃(4-NaO₂CC₅H₄N)₂] (2) in good yield; reaction of the latter with an equimolar amount of 3-NaO₃SC₅H₄N yielded [WI₂(CO)₃(4-NaO₂CC₅H₄N)(3-NaO₃SC₅H₄N)], which represents the 1st room-temperature ligand-substitution reaction in H₂O of a metal carbonyl complex.

Journal of the Chemical Society, Dalton Transactions: Inorganic Chemistry published new progress about 636-73-7. 636-73-7 belongs to pyridine-derivatives, auxiliary class Pyridine,Sulfonic acid, name is Pyridine-3-sulfonic acid, and the molecular formula is C5H5NO3S, Safety of Pyridine-3-sulfonic acid.

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

Brouwer, Chad published the artcileDevelopment of N-Methyl-(2-arylquinolin-4-yl)oxypropanamides as Leads to PET Radioligands for Translocator Protein (18 kDa), Safety of 2-Bromopyridin-3-amine, the publication is Journal of Medicinal Chemistry (2014), 57(14), 6240-6251, database is CAplus and MEDLINE.

Translocator protein (18 kDa), known as TSPO, is a recognized biomarker of neuroinflammation. Radioligands with PET accurately quantify TSPO in neuroinflammatory conditions. However, the existence of three human TSPO genotypes that show differential affinity to almost all useful TSPO PET radioligands hampers such studies. There is an unmet need for genotype-insensitive, high-affinity, and moderately lipophilic TSPO ligands that may serve as leads for PET radioligand development. To address this need, we varied the known high-affinity TSPO ligand (l)-N,N-diethyl-2-methyl-3-(2-phenylquinolin-4-yl)propanamide in its aryl scaffold, side chain tether, and pendant substituted amido group while retaining an N-Me group as a site for labeling with carbon-11. From this effort, oxygen-tethered N-methyl-aryloxypropanamides emerged as new high-affinity TSPO ligands with attenuated lipophilicity, including one example with attractive properties for PET radioligand development, namely N-methyl-N-phenyl-2-{[2-(pyridin-2-yl)quinolin-4-yl]oxy}propanamide (22a; rat K_i = 0.10 nM; human TSPO genotypes K_i = 1.4 nM; clogD = 4.18).

Journal of Medicinal 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, Safety of 2-Bromopyridin-3-amine.

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

Qian, Yingjie published the artcileA palladium complex confined in a thiadiazole-functionalized porous conjugated polymer for the Suzuki-Miyaura coupling reaction, Application In Synthesis of 39856-58-1, the publication is RSC Advances (2019), 9(58), 33563-33571, database is CAplus and MEDLINE.

Porous organic polymers (POPs) with well-distributed and tunable functional groups acting as ligands for specific reactions are promising supports for confining useful novel metals such as Pd, Au, and Pd. Herein, a thiadiazole-containing POP has been successfully synthesized and used for immobilizing Pd species. Pd immobilized inside the micropores (2.3 nm) of the POP material is easily prepared owing to a large amount of the strong anchoring group, thiadiazole, which is intrinsically distributed in the as-prepared POP. The rigid thiadiazole-containing polymer can stabilize the central metal rather than poisoning it. The as-prepared catalyst shows excellent catalytic activity in Suzuki-Miyaura coupling reactions under mild reaction conditions and low catalyst loading. Importantly, the intrinsically distributed thiadiazole ligands can stabilize the Pd moiety, preventing aggregation and leaching, and afford excellent catalytic lifetimes. Consequently, the catalyst can be reused 10 times without a significant loss of its catalytic activity.

RSC Advances 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, Application In Synthesis of 39856-58-1.

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

Gou, Yi published the artcileDithiocarbazate-Fe^III, -Co^III, -Ni^II, and -Zn^II Complexes: Design, Synthesis, Structure, and Anticancer Evaluation, Safety of Phenyl(pyridin-2-yl)methanone, the publication is Journal of Medicinal Chemistry (2022), 65(9), 6677-6689, database is CAplus and MEDLINE.

Non-platinum-metal complexes show great potential as anticancer agents. Herein, a series of dithiocarbazate non-Pt-metal complexes, including [Fe^III(L)₂]·Cl·2H₂O 1, [Co^III(L)₂]·NO₃·2.5H₂O 2, [Ni^II(L)₂] 3, and [Zn^II(L)₂] 4, have been designed and evaluated for their efficacy as antineoplastic agents. Among them, complex 2 exhibited higher anticancer efficacy than complexes 1, 3, 4, and cisplatin against several cancer cell lines. Hemolysis assays revealed that complex 2 showed comparable hemolysis with cisplatin. In vivo anticancer evaluations showed that complex 2 could retard tumor xenograft growth effectively with low systemic toxicity. Further studies revealed that complex 2 suppressed cancer cells by triggering multiple mechanisms involving the simultaneous inhibition of mitochondria and glycolytic bioenergetics. Overall, our study provides new insights into the anticancer mechanism of Co complexes, which can be used as a good strategy to overcome the flexibility of cancer cells to chemotherapy adaptation.

Journal of Medicinal Chemistry 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, Safety of Phenyl(pyridin-2-yl)methanone.

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