Tag: M.W=200-250

Kiselyov, Alexander S. published the artcileA novel synthesis of 2-substituted pyrido[1,2-a]-1,3,5-triazin-4-ones by the reaction of N-fluoropyridinium salts with cyanate ion and carbonitriles: evidence in support of a carbene intermediate, Product Details of C6H5F4NO3S, the publication is Tetrahedron Letters (1994), 35(2), 207-10, database is CAplus.

A carbene intermediate derived from N-fluoropyridinium cation is suggested in the novel synthesis of pyridotriazines I (R¹ = Pr, CMe₃, Ph) by the reaction of N-fluoropyridinium salts with cyanate ion and R¹CN.

Tetrahedron Letters 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, Product Details of C6H5F4NO3S.

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

Roppe, Jeffrey published the artcileDiscovery of Novel Heteroarylazoles That Are Metabotropic Glutamate Subtype 5 Receptor Antagonists with Anxiolytic Activity, Product Details of C6H5F4NO3S, the publication is Journal of Medicinal Chemistry (2004), 47(19), 4645-4648, database is CAplus and MEDLINE.

The highly potent, selective, and brain-penetrant metabotropic glutamate subtype 5 (mGlu5) receptor antagonists 3-(5-pyridin-2-yl-2H-tetrazol-2-yl)benzonitrile and 3-fluoro-5-(5-pyridin-2-yl-2H-tetrazol-2-yl)benzonitrile are reported. Compound 3-(5-pyridin-2-yl-2H-tetrazol-2-yl)benzonitrile is active in the rat fear-potentiated startle (FPS) model of anxiety with ED₅₀ = 5.4 mg/kg (po) when dosed acutely. In this model the anxiolytic effects of 3-(5-pyridin-2-yl-2H-tetrazol-2-yl)benzonitrile rapidly tolerate on repeated dosing.

Journal of Medicinal Chemistry 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, Product Details of C6H5F4NO3S.

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

Pecak, Wiktoria H. published the artcileSynthesis of 1,4-Enamino Ketones by [3,3]-Rearrangements of Dialkenylhydroxylamines, Product Details of C10H18BNO4, the publication is Organic Letters (2014), 16(13), 3440-3443, database is CAplus and MEDLINE.

The synthesis of 1,4-enamino ketones has been achieved through the [3,3]-rearrangement of dialkenylhydroxylamines generated from the addition of N-alkenylnitrones to electron-deficient allenes. The mild conditions required for this reaction, and the simultaneous installation of a fluorenyl imine N-protecting group as a consequence of the rearrangement, avoid spontaneous cyclization of the 1,4-enamino ketones to form the corresponding pyrroles and allow for the isolation and controlled divergent functionalization of these reactive intermediates. The optimization, scope, and tolerance of the new method are discussed with demonstrations of the utility of the products for the synthesis of pyrroles, 1,4-diones, and furans.

Organic Letters published new progress about 844501-00-4. 844501-00-4 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester,Amide,Boronic Acids,Boronic acid and ester, name is (1-(tert-Butoxycarbonyl)-1,2,3,6-tetrahydropyridin-4-yl)boronic acid, and the molecular formula is C10H18BNO4, Product Details of C10H18BNO4.

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

Zhang, Xuqing published the artcileOptimization of a pyrazole hit from FBDD into a novel series of indazoles as ketohexokinase inhibitors, HPLC of Formula: 844501-00-4, the publication is Bioorganic & Medicinal Chemistry Letters (2011), 21(16), 4762-4767, database is CAplus and MEDLINE.

A series of indazoles, e.g. I–III, have been discovered as KHK inhibitors from a pyrazole hit identified through fragment-based drug discovery (FBDD). The optimization process guided by both X-ray crystallog. and solution activity resulted in lead-like compounds with good pharmaceutical properties.

Bioorganic & Medicinal Chemistry Letters published new progress about 844501-00-4. 844501-00-4 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester,Amide,Boronic Acids,Boronic acid and ester, name is (1-(tert-Butoxycarbonyl)-1,2,3,6-tetrahydropyridin-4-yl)boronic acid, and the molecular formula is C31H25F2N5O7S, HPLC of Formula: 844501-00-4.

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

McCammant, Matthew S. published the artcileDevelopment and investigation of a site selective palladium-catalyzed 1,4-difunctionalization of isoprene using pyridine-oxazoline ligands, Safety of (1-(tert-Butoxycarbonyl)-1,2,3,6-tetrahydropyridin-4-yl)boronic acid, the publication is Chemical Science (2015), 6(2), 1355-1361, database is CAplus and MEDLINE.

Palladium-catalyzed 1,4-difunctionalizations of isoprene that produce skipped polyenes were reported. Complex isomeric product mixtures were possible as a result of the difficult-to-control migratory insertion of isoprene into a Pd-alkenyl bond, but good site selectivity was achieved using easily accessible pyrox ligands. Mechanistic studies suggest that the control of insertion was the result of the unique electronic asymmetry and steric properties of the ligand.

Chemical Science published new progress about 844501-00-4. 844501-00-4 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester,Amide,Boronic Acids,Boronic acid and ester, name is (1-(tert-Butoxycarbonyl)-1,2,3,6-tetrahydropyridin-4-yl)boronic acid, and the molecular formula is C10H18BNO4, Safety of (1-(tert-Butoxycarbonyl)-1,2,3,6-tetrahydropyridin-4-yl)boronic acid.

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

Fujiwara, Tomoya published the artcileUseful procedures for fluorocyclization of tryptamine and tryptophol derivatives to 3a-fluoropyrrolo[2,3-b]indoles and 3a-fluorofuro[2,3-b]indoles, Safety of 1-Fluoropyridiniumtriflate, the publication is Journal of Fluorine Chemistry (2014), 7-13, database is CAplus.

Versatile procedures for fluorocyclization of various tryptamine and tryptophol derivatives to obtain the corresponding 3a-fluoropyrrolo[2.3-b]indoles and 3a-fluorofuro[2.3-b]indoles, resp. were developed employing N-fluoro-2,4,6-trimethylpyridinium triflate (FP-T300) or Selectfluor as the electrophilic fluorinating agent. The use of NaHCO₃ for fluorocyclization was effective in improving the yield of acid-labile fluoropyrrolo(furo)indoles. Our procedures are especially useful for the synthesis of fluoropyrrolo(furo)indoles bearing a free NH indole group.

Journal of Fluorine Chemistry 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, Safety of 1-Fluoropyridiniumtriflate.

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

Ito, Satoru published the artcileDiscovery and biological profile of 4-(1-aryltriazol-4-yl)-tetrahydropyridines as an orally active new class of metabotropic glutamate receptor 1 antagonist, Synthetic Route of 107263-95-6, the publication is Bioorganic & Medicinal Chemistry (2008), 16(22), 9817-9829, database is CAplus and MEDLINE.

We describe here the discovery and the structure-activity relationship (SAR) of a series of 4-(1-Aryltriazol-4-yl)-tetrahydropyridines as novel mGluR1 antagonists. Our extensive chem. modification of the lead compound successfully led to fluoropyridine analogs with improved in vivo antagonistic activities. Among the evaluated compounds, a chem. stable urea analog showed oral antagonistic activity at dose ranges of 10-30 mg/kg in an animal model.

Bioorganic & Medicinal Chemistry 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, Synthetic Route of 107263-95-6.

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

Das, Prasenjit published the artcileAerobic Direct C(sp2)-H Hydroxylation of 2-Arylpyridines by Palladium Catalysis Induced with Aldehyde Auto-Oxidation, COA of Formula: C11H8N2O2, the publication is ACS Catalysis (2016), 6(9), 6050-6054, database is CAplus.

Herein we present a Pd-catalyzed direct C-H hydroxylation of 2-arylpyridines using mol. oxygen (O₂) as the sole oxidant. The key aspects of the method include: (a) the activation of mol. oxygen with a nontoxic and inexpensive aldehyde; (b) an efficient association of the in situ-generated acyl peroxo radical with palladium catalysis; and (c) convenient operating conditions. On the basis of the results obtained in a series of control experiments, a Pd^II/Pd^IV catalytic cycle is implicated for the transformations. Furthermore, the method offers an easy access to a broad range of substituted 2-(pyridin-2-yl)phenols in good isolated yields.

ACS Catalysis published new progress about 89076-64-2. 89076-64-2 belongs to pyridine-derivatives, auxiliary class Pyridine,Nitro Compound,Benzene, name is 5-Nitro-2-phenylpyridine, and the molecular formula is C11H8N2O2, COA of Formula: C11H8N2O2.

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

Ali, Hasrat published the artcileSynthesis of A-ring fluorinated derivatives of iodine-125-labeled (17α,20E/Z)-iodovinylestradiols: effect on receptor binding and receptor-mediated target tissue uptake, Synthetic Route of 107263-95-6, the publication is Journal of Medicinal Chemistry (1993), 36(21), 3061-72, database is CAplus and MEDLINE.

Title iodovinylestradiols (IVE₂) I, II, III and IV (X = H, Y = H, Me; X = OMe, Y = H) were prepared and in vitro and in vivo properties were their evaluated. Electrophilic substitution of the estrone derivatives and N-fluoropyridinium salt gave the 2- and 4-fluoro analogs which were subsequently converted to the 17α-ethynyl derivatives The tributylstannyl intermediates were obtained from the corresponding 17α-ethynyl analogs using azobisisobutyronitrile or triethylborane as catalyst. All 12 products were also prepared as their no-carrier-added [¹²⁵I]iodovinyl analogs via destannylation of the tributylstannyl precursors. Binding affinity for the estrogen receptor (ER) was in general higher for the 4-F derivatives as compared to the 2-F derivatives, while 20Z isomers of the same compounds showed somewhat higher ER binding affinity as compared to the 20E isomers. The combination of an A-ring fluoro and 7α- or 11β-substituent decreased ER binding affinity. Substitution of a fluoro atom at C-4 on either the 17α-ethynylestradiol or isomeric 17α-IVE₂ enhanced the affinity of the parent mol. for the ER. A-ring fluorination of all other analogs tested had no effect or depressed ER binding affinity. Varying incubation conditions showed substantial differences in ER binding kinetics between the 20E and 20Z isomers. Tissue distribution in immature female rats showed that the highest uterus uptake and uterus to blood/nontarget ratios in the IVE₂ series were obtained with the 4-F-(17α,20Z)IVE₂ isomer. The combination of A-ring fluoro and 7α- or 11β-substitution decreased uterus uptake but had little or no effect on uterus to blood/nontarget ratios. The highest uterus to blood ratios were observed for the 4-F-(17α,20E)11β-OMe-IVE₂ (75 at 6 h and 125 at 12 h pi) reflecting rapids blood clearance and in vivo stability, as confirmed by the low levels of thyroid radioactivity. The lack of correlation between ER binding affinities and uterus uptake,and/or uptake ratios, suggests that other factors, including nonspecific binding and metabolic processes, also are involved in the tissue localization process. The authors’ data suggest that 4-F substitution onto (17α,20Z)IVE₂ and (17α,20E)11β-OMe-IVE₂ enhances the potential of these compounds to function as SPECT imaging agents of ER-rich tissues.

Journal of Medicinal Chemistry 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, Synthetic Route of 107263-95-6.

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

Goriya, Yogesh published the artcileRuthenium-Catalyzed C6-Propenylation Reactions of Substituted Pyridine Derivatives: Directed and Direct C-H Activation, Synthetic Route of 89076-64-2, the publication is Chemistry – A European Journal (2012), 18(42), 13288-13292, S13288/1-S13288/158, database is CAplus and MEDLINE.

The complex [(Ru(p-cymene)Cl₂)₂] effects direct C6 propenylation of pyridine derivatives Allyl bromide was found to be optimum for the direct propenylation. E.g., in presence of adamantane-1-carboxylic acid, K₂CO₃, and [(Ru(p-cymene)Cl₂)₂], propenylation of 2-phenylpyridine with allyl bromide gave 67% (E)-I. The expected directed allylation/propenylation of the Ph ring was found to be the predominant pathway with allyl acetate. A one-pot propenylation and arylation (by aryl halides) of 2-arylpyridines was also catalyzed by [(Ru(p-cymene)Cl₂)₂].

Chemistry – A European Journal published new progress about 89076-64-2. 89076-64-2 belongs to pyridine-derivatives, auxiliary class Pyridine,Nitro Compound,Benzene, name is 5-Nitro-2-phenylpyridine, and the molecular formula is C11H8N2O2, Synthetic Route of 89076-64-2.

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