Tag: M.W=150-200

Jimenez Plaza, J. published the artcile2-Pyridylaldehyde-2-pyridylhydrazone as an analytical reagent. V. Spectrophotometric determination of copper(II), Application of 2-((2-(Pyridin-2-yl)hydrazono)methyl)pyridine, the publication is Boletin de la Sociedad Quimica del Peru (1980), 46(1), 94-102, database is CAplus.

2-Pyridylaldehyde-2-pyridylhydrazone reacts with Cu(II) in pH 5 buffer solution (HOAc-NaOAc) to form a 1:1 complex. The reaction can be used to determine Cu(II) by measuring the absorbance of the complex at 350-370 nm. Beer’s law is obeyed for 1-6.5 ppm Cu. Tolerance levels are given for 30 ions.

Boletin de la Sociedad Quimica del Peru 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, Application of 2-((2-(Pyridin-2-yl)hydrazono)methyl)pyridine.

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

Lamers, Philip published the artcileTetrahydrobenzo[c]thieno[2,1-e]isothiazole 4-Oxides: Three-Dimensional Heterocycles as Cross-Coupling Building Blocks, Related Products of pyridine-derivatives, the publication is Organic Letters (2018), 20(1), 116-118, database is CAplus and MEDLINE.

Tetrahydrobenzothienoisothiazole oxides such as I (R = H, I, Br, F, Cl, NC, MeO₂C, O₂N, F₅S, F₃C), cyclic sulfoximines, were prepared as novel heterocycles amenable to cross-coupling reactions and automated parallel synthesis. Reaction of tetrahydrothiophene with anilines such as 4-RC₆H₄NH₂ (R = H, I, Br, F, Cl, NC, MeO₂C, O₂N, F₅S, F₃C) mediated by N-chlorosuccinimide (NCS) and Et₃N in CH₂Cl₂ yielded (tetrahydrothienyl)anilines such as II (R = H, I, Br, F, Cl, NC, MeO₂C, O₂N, F₅S, F₃C) in 29-89% yields; tetrahydrothiopyran, N-Boc thiomorpholine, and 1,4-thioxane yielded thioether-substituted anilines, but the products did not undergo oxidative cyclocondensation. Further oxidation of (tetrahydrothienyl)anilines with N-chlorosuccinimide, treatment with aqueous NaOH, and oxidation with meta-chloroperbenzoic acid (mCPBA) yielded such as I (R = H, I, Br, F, Cl, NC, MeO₂C, O₂N, F₅S, F₃C). I (R = I, Br) and related tetrahydrobenzothienoisothiazole oxides underwent borylation, Sonogashira, and Suzuki coupling reactions.

Organic Letters 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, Related Products of pyridine-derivatives.

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

Biot, Nicolas published the artcileConcurring Chalcogen- and Halogen-Bonding Interactions in Supramolecular Polymers for Crystal Engineering Applications, Related Products of pyridine-derivatives, the publication is Chemistry – A European Journal (2020), 26(13), 2904-2913, database is CAplus and MEDLINE.

The engineering of crystalline mol. solids through the simultaneous combination of distinctive non-covalent interactions is an important field of research, as it could allow chemist to prepare materials depicting multi-responsive properties. It is in this context that, pushed by a will to expand the chem. space of chalcogen-bonding interactions, a concept is put forward for which chalcogen- and halogen-bonding interactions can be used simultaneously to engineer multicomponent co-crystals. Through the rational design of crystallizable mols., chalcogenazolo pyridine scaffold (CGP) modules were prepared that, bearing either a halogen-bond acceptor or donor at the 2-position, can interact with suitable complementary mol. modules undergoing formation of supramol. polymers at the solid state. The recognition reliability of the CGP moiety to form chalcogen-bonded dimers allows the formation of heteromol. supramol. polymers through halogen-bonding interactions, as confirmed by single-crystal X-ray diffraction anal.

Chemistry – A European Journal 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, Related Products of pyridine-derivatives.

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

Biot, Nicolas published the artcileProgramming Recognition Arrays through Double Chalcogen-Bonding Interactions, Safety of 2-Bromopyridin-3-amine, the publication is Chemistry – A European Journal (2018), 24(21), 5439-5443, database is CAplus and MEDLINE.

In this work, we have programmed and synthesized a recognition motif constructed around a chalcogenazolo-pyridine scaffold (CGP) that, through the formation of frontal double chalcogen-bonding interactions, associates into dimeric EX-type complexes. The reliability of the double chalcogen-bonding interaction has been shown at the solid-state by X-ray anal., depicting the strongest recognition persistence for a Te-congener. The high recognition fidelity, chem. and thermal stability and easy derivatization at the 2-position makes CGP a convenient motif for constructing supramol. architectures through programmed chalcogen-bonding interactions.

Chemistry – A European Journal 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

Zhang, Xian Man published the artcileEquilibrium acidities and homolytic bond dissociation energies of the acidic carbon-hydrogen bonds in N-substituted trimethylammonium and pyridinium cations, Related Products of pyridine-derivatives, the publication is Journal of Organic Chemistry (1993), 58(11), 3060-6, database is CAplus.

Equilibrium acidities (pK_HA) of the cations in 16 N-substituted trimethylammonium salts, one N-phenacylquinuclidinium salt, 8 N-substituted pyridinium salts, and N-(ethoxycarbonyl)isoquinolinium bromide, together with the oxidation potentials of their conjugate bases, have been determined in Me₂SO. The acidifying effects of the α-trimethylammonium groups (α-Me₃N⁺) and the α-pyridinium groups (α-PyN⁺) on the adjacent acidic C-H bonds in these cations were found to average about 10 and 18 pK_HA units, resp. The homolytic bond dissociation energies of the acidic C-H bonds in these cations, estimated by the combination of the equilibrium acidities with the oxidation potentials of their corresponding conjugate bases (ylides), show that the α-trimethylammonium groups destabilize adjacent radicals by 2-6 kcal/mol, whereas α-pyridinium groups stabilize adjacent radicals by 3-6 kcal/mol. The effects of α-pyridinium groups on the stabilization energies of the radicals derived from these cations were ca. 4-10 kcal/mol smaller than those of the corresponding Ph groups, whereas their effects on the equilibrium acidities of the cations were 5.4-13.1 pK_HA units larger. The pK_HA value of tetramethylammonium cation (Me₄N⁺) was estimated by extrapolation to be about 42 in Me₂SO.

Journal of Organic 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 C8H11BO3, Related Products of pyridine-derivatives.

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

Ortgies, Stefan published the artcileSelenium-Catalyzed Oxidative C(sp²)-H Amination of Alkenes Exemplified in the Expedient Synthesis of (Aza-)Indoles, Category: pyridine-derivatives, the publication is Organic Letters (2015), 17(11), 2748-2751, database is CAplus and MEDLINE.

A new selenium-catalyzed protocol for the direct, intramol. amination of C(sp²)-H bonds using N-fluorobenzenesulfonimide as the terminal oxidant is reported. This method enables the facile formation of a broad range of diversely functionalized indoles and azaindoles derived from easily accessible ortho-vinyl anilines and vinylated aminopyridines, resp. The procedure exploits the pronounced carbophilicity of selenium electrophiles for the catalytic activation of alkenes and leads to the formation of C(sp²)-N bonds in high yields and with excellent functional group tolerance.

Organic Letters 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, Category: pyridine-derivatives.

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

Sturrock, Keith R. published the artcileThe preparation of ketene dithioacetals and thiophenes from chloropyridines containing an active methylene group, COA of Formula: C9H10ClNO2, the publication is Heterocycles (2011), 82(2), 1657-1662, database is CAplus.

The base-catalyzed reaction of CS₂ with the active methylene groups of 6-chloropyridine-3-acetonitrile and -3-acetate, followed by alkylation with reagents also containing active methylene groups, led to ketene dithioacetals. Further reaction with base afforded highly substituted thiophenes.

Heterocycles published new progress about 164464-60-2. 164464-60-2 belongs to pyridine-derivatives, auxiliary class Pyridine,Chloride,Ester, name is Ethyl 2-(2-chloropyridin-3-yl)acetate, and the molecular formula is C9H17NO, COA of Formula: C9H10ClNO2.

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

Boot, Arnoud published the artcileAnticancer activity of novel pyrido[2,3-b]indolizine derivatives: the relevance of phenolic substituents, Formula: C7H7ClN2, the publication is Anticancer Research (2014), 34(4), 1673-1678, database is CAplus and MEDLINE.

Background/Aim: The potential of indolizine derivatives as anticancer agents has been shown through recent studies. Herein, we present our exptl. results, showing that pyrido[2,3-b]indolizine derivatives are effective against colorectal cancer (CRC) cell lines. Materials and Methods: Several pyrido[2,3-b]indolizine derivatives were synthesized and their anticancer potential was evaluated against three CRC cell lines and two normal fibroblast cultures. Results: Our experiments identified 4-(3,4)-dihydroxyphenyl)-2-phenylpyrido[2,3-b]indolizine-10-carbonitrile (4f) as being active against all CRC cell lines at concentrations non-cytotoxic against fibroblast cultures. Addnl., cell-cycle anal. indicated that pyrido[2,3-b]indolizines can affect cell-cycle progression, with treated cells accumulating in the S- and G₂/M-phase. Conclusion: The hydroxyl groups in both the 3- and 4- positions of the aromatic substituent on C4 of the indolizine nucleus are crucial for activity against CRC cell lines. Further manipulation of the number and position of hydroxyl substituents on the aromatic rings may lead to improved anticancer activity of this class of compounds

Anticancer Research 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, Formula: C7H7ClN2.

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

Pelchowicz, Zvi published the artcileSubstituted tryptamines and their derivatives, HPLC of Formula: 102236-19-1, the publication is Journal of the Chemical Society (1960), 4699-701, database is CAplus.

o-MeC₆H₄NH₂ (21.3 g.), 54 ml. concentrated HCl, and 236 ml. H₂O diazotized with 15 g. NaNO₂, 10% aqueous Na₂CO₃ added at 0° to bring the pH to 5-6, the whole filtered, added to 34 g. Et 2-oxopiperidine-3-carboxylate (I), 400 ml. H₂O, and 12 g. KOH (kept 24 hrs. at room temperature before use), the pH adjusted to 34 with AcOH, and the whole kept 48 hrs. at 0° gave 35 g. 3-(o-tolyl)hydrazone of 2,3-dioxopiperidine (II), m. 140.0-40.5° (aqueous alc.). 3-(p-Tolyl)hydrazone of 2,3-dioxopiperidine (III) was similarly obtained, 81%, m. 209-9.5°. Crude II (45 g.), 200 ml. AcOH, and 100 ml. concentrated HCl refluxed 1 hr., cooled, and diluted with H₂O gave 28.8 g. 1,2,3,4-tetrahydro-8-methyl-1-oxo-β-carboline (IV), m. 228.5-29° (aqueous alc.); III similarly gave 83% 6-Me analog of IV, m. 187.5-8.5° (aqueous alc.). III (28 g.), 260 ml. alc., and 260 ml. 4N aqueous KOH refluxed 1 hr., concentrated to half volume, diluted with 250 ml. H₂O, and neutralized with AcOH gave 24 g. 7-methyltryptamine-2-carboxylic acid (V), m. 278-81°; the 5-Me analog (VI) of V was obtained similarly, 83%, m. 267-7.5° (decomposition). V (10.5 g.) and 400 ml. 5% HCl refluxed until CO₂ evolution ceased, the whole cooled, and neutralized with NaOH gave 7.2 g. 7-methyltryptamine (VII), purified by sublimation, m. 130-1°; 5-methyltryptamine, obtained in 76% yield from VI, m. 99-9.5° (Et₂O-petr. ether). Diazotized 5,2-FMeC₆H₃NH₂ and I as above gave 72% 5-F derivative (VIII) of II, m. 204.5-5.0°, and VIII was used as above to obtain 73% 5-F derivative of IV, m. 204.5-5.0° (aqueous alc.), 80% 4-F derivative of V, m. 273° (decomposition) (H₂O), and 4-F derivative of VII, m. 141-2° (after sublimation). VIII (5 g.), 100 ml. 10% aqueous AcH, 16 ml. 2N H₂SO₄, and 100 ml. H₂O heated 0.33 hr. at 110°, cooled, and treated with excess alkali gave 4.9 g. 6-fluoro-1,2,3,4-tetrahydroharmaline, m. 201-2° (by sublimation) (L.D.₅₀ 600 mg./kg. in mice). VIII (5.74 g.), 1 g. NaHCO₃, and 25 ml. Ac₂O refluxed 0.25 hr., poured into H₂O, the whole treated with excess Na₂CO₃, and extracted with Et₂O gave 5.5 g. N^α-Ac derivative (IX), m. 127.5-8.0° (Et₂O-petr. ether). To 5 g. IX in 200 ml. hot xylene was added in small portions 50 g. P₂O₅; the whole refluxed 2 hrs., the solid filtered off and added in small portions to 500 ml. 5% HCl, the whole heated at 80°, filtered, the filtrate cooled, treated with excess alkali and extracted with Et₂O gave 6-fluoro-3,4-dihydroharmaline, m. 206-7° (aqueous alc.).

Journal of the Chemical Society published new progress about 102236-19-1. 102236-19-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Chloride, name is 5-(tert-Butyl)-2-chloropyridine, and the molecular formula is C9H12ClN, HPLC of Formula: 102236-19-1.

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

Gentile, Gabriella published the artcileIdentification of 2-(4-pyridyl)thienopyridinones as GSK-3β inhibitors, HPLC of Formula: 612845-44-0, the publication is Bioorganic & Medicinal Chemistry Letters (2011), 21(16), 4823-4827, database is CAplus and MEDLINE.

The discovery of a novel series of 2-(4-pyridyl)thienopyridinone GSK-3β inhibitors is reported. X-ray crystallog. reveals its binding mode and enables rationalization of the SAR. The initial optimization of the template for improved cellular activity and predicted CNS penetration is also presented.

Bioorganic & Medicinal Chemistry Letters published new progress about 612845-44-0. 612845-44-0 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester,Ether,Boronic Acids,Boronic acid and ester, name is (6-Ethoxypyridin-3-yl)boronic acid, and the molecular formula is C7H10BNO3, HPLC of Formula: 612845-44-0.

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