Tag: M.W=100-150

Zhang, Guobao published the artcileDiscovery of pyrimidine benzimidazoles as Src-family selective Lck inhibitors. Part II, Quality Control of 18437-58-6, the publication is Bioorganic & Medicinal Chemistry Letters (2009), 19(23), 6691-6695, database is CAplus and MEDLINE.

A series of 4-amino-6-benzimidazole-pyrimidines was designed to target lymphocyte-specific tyrosine kinase (Lck), a member of the Src-family kinases (SFKs). These type II inhibitors were optimized using a cellular Lck-dependent proliferation assay and are capable of inhibiting Lck at single-digit nanomolar concentrations This scaffold is likely to serve a valuable template for developing potent inhibitors of a number of SFKs.

Bioorganic & Medicinal Chemistry Letters 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 C10H9ClN2O, Quality Control of 18437-58-6.

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

Hegde, V. B. published the artcileA general and versatile synthesis of 2-alkyl-4-aminopyridines, Category: pyridine-derivatives, the publication is Tetrahedron Letters (2001), 42(10), 1847-1849, database is CAplus.

A versatile 2-step synthesis of 2-alkyl-4-pyridinamines from com. available cis-1-methoxy-1-buten-3-yne is described. Acylation of the alkyne followed by amination and cyclization in NH₃ produced the desired substituted pyridines in high yield.

Tetrahedron Letters 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, Category: pyridine-derivatives.

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

Stansfield, Ian published the artcileDevelopment of carboxylic acid replacements in indole-N-acetamide inhibitors of hepatitis C virus NS5B polymerase, Application In Synthesis of 197958-29-5, the publication is Bioorganic & Medicinal Chemistry Letters (2007), 17(18), 5143-5149, database is CAplus and MEDLINE.

Allosteric inhibition of the hepatitis C virus (HCV) NS5B RNA-dependent RNA polymerase enzyme has recently emerged as a viable strategy toward blocking replication of viral RNA in cell-based systems. We report here 2 series of indole-N-acetamides, bearing physicochem. diverse carboxylic acid replacements, which show potent affinity for the NS5B enzyme with reduced potential for formation of glucuronide conjugates. E.g., indole-N-acetamide I was prepared in several steps from Me 2-bromo-3-cyclohexyl-5-indolecarboxylate. Preliminary optimization of these series furnished compounds that are potent in the blockade of subgenomic HCV RNA replication in HUH-7 cells.

Bioorganic & Medicinal Chemistry Letters published new progress about 197958-29-5. 197958-29-5 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester, name is 2-Pyridinylboronic acid, and the molecular formula is C6H4KNO6S, Application In Synthesis of 197958-29-5.

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

Picconi, Pietro published the artcileNovel pyridyl nitrofuranyl isoxazolines show antibacterial activity against multiple drug resistant Staphylococcus species, Name: 2-Pyridinylboronic acid, the publication is Bioorganic & Medicinal Chemistry (2017), 25(15), 3971-3979, database is CAplus and MEDLINE.

A novel series of pyridyl nitrofuranyl isoxazolines were synthesized and evaluated for their antibacterial activity against multiple drug resistant (MDR) Staphylococcus strains. Compounds with piperazine linker between the pyridyl group and isoxazoline ring showed better activity when compared to compounds without the piperazine linker. 3-Pyridyl nitrofuranyl isoxazoline with a piperazine linker was found to be more active than corresponding 2-and 4-pyridyl analogs with MICs in the range of 4-32 μg/mL against MDR Staphylococcus strains. The eukaryotic toxicity of the compounds was tested by MTT assay and were found to be non-toxic against both non-tumor lung fibroblast WI-38 and cervical cancer cell line HeLa. The most active pyridyl nitrofuranyl isoxazoline compound showed improved activity against a panel of Staphylococcus strains compared to nitrofuran group containing antibiotic nitrofurantoin.

Bioorganic & Medicinal Chemistry published new progress about 197958-29-5. 197958-29-5 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester, name is 2-Pyridinylboronic acid, and the molecular formula is C5H6BNO2, Name: 2-Pyridinylboronic acid.

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

Zhu, Shengqing published the artcilePhotoredox-catalyzed branch-selective pyridylation of alkenes for the expedient synthesis of Triprolidine, Synthetic Route of 847225-56-3, the publication is Nature Communications (2019), 10(1), 1-7, database is CAplus.

A catalytic, branch-selective pyridylation of alkenes via a sulfinate assisted photoredox catalysis was reported. This reaction proceeded through a sequential radical addition/coupling/elimination, by utilizing readily available sodium sulfinates as reusable radical precursors as well as traceless elimination groups. This versatile protocol allows for the installation of important vinylpyridines with complete branched selectivity under mild conditions. Furthermore, this catalytic manifold was successfully applied to the expedient synthesis of Triprolidine.

Nature Communications published new progress about 847225-56-3. 847225-56-3 belongs to pyridine-derivatives, auxiliary class Pyridine,Fluoride,Nitrile, name is 4-Fluoropicolinonitrile, and the molecular formula is C19H14N2, Synthetic Route of 847225-56-3.

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

Wang, Chunting published the artcileDiscovery of (1H-Pyrazolo[3,4-c]pyridin-5-yl)sulfonamide Analogues as Hepatitis B Virus Capsid Assembly Modulators by Conformation Constraint, HPLC of Formula: 18437-58-6, the publication is Journal of Medicinal Chemistry (2020), 63(11), 6066-6089, database is CAplus and MEDLINE.

Hepatitis B virus (HBV) capsid assembly modulators (CAMs) have been suggested to be effective anti-HBV agents in both preclin. and clin. studies. In addition to blocking HBV replication, CAMs could reduce the formation of covalently closed circular DNA (cccDNA), which accounts for the persistence of HBV infection. Here, we describe the discovery of (1H-indazole-5-yl)sulfonamides and (1H-pyrazolo[3,4-c]pyridin-5-yl)sulfonamides as new CAM chemotypes by constraining the conformation of the sulfamoylbenzamide derivatives Lead optimization resulted in compound 56 with an EC₅₀ value of 0.034μM and good metabolic stability in mouse liver microsomes. To increase the solubility, the amino acid prodrug (65) and its citric acid salt (67) were prepared Compound 67 dose dependently inhibited HBV replication in a hydrodynamic injection-based mouse model of HBV infection, while 56 did not show in vivo anti-HBV activity, likely owing to its suboptimal solubility This class of compounds may serve as a starting point to develop novel anti-HBV drugs.

Journal of Medicinal Chemistry 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 C11H16BNO3, HPLC of Formula: 18437-58-6.

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

Shan, Zhenwei published the artcileDiscovery of potent dipeptidyl peptidase IV inhibitors derived from β-aminoamides bearing substituted [1,2,3]-triazolopiperidines for the treatment of type 2 diabetes, Product Details of C5H6BNO2, the publication is Bioorganic & Medicinal Chemistry Letters (2011), 21(6), 1731-1735, database is CAplus and MEDLINE.

A series of novel [1,2,3]-triazolopiperidine derivatives I (R = H, Me, CHF₂, CF₃, CO₂Me, CONH₂, CONMe₂, Ph, 4-F-C₆H₄, 4-Cl-C₆H₄, 4-CF₃-C₆H₄, 4-CN-C₆H₄, 3-CO₂Me-C₆H₄, 4-CONH₂-C₆H₄, 4-CONMe₂-C₆H₄,4-CO₂H-C₆H₄, 4-SO₂Me-C₆H₄, 4-Pyr, 2-Pyr, 2-furanyl, 3-furanyl, 2-thienyl, 3-thienyl, 4-oxazolyl) were synthesized and evaluated as inhibitors of dipeptidyl peptidase IV (DPP-4) for the treatment of type 2 diabetes, most of the compounds exhibited excellent in vitro potency (IC₅₀ <50 nM) against DPP-4. Among these, compound I (R = CF₃) with potent in vitro activity against DPP-4 and good pharmacokinetic profiles exhibited pronounced in vivo efficacy in an oral glucose tolerance test (OGTT) in ICR mice. On the base of these properties, compound I (R = CF₃) was selected as a potential new candidate for the treatment of type 2 diabetes.

Bioorganic & Medicinal Chemistry Letters published new progress about 197958-29-5. 197958-29-5 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester, name is 2-Pyridinylboronic acid, and the molecular formula is C15H23BO2, Product Details of C5H6BNO2.

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

Louw, Stefan published the artcileSerial coupling of reversed-phase and hydrophilic interaction liquid chromatography to broaden the elution window for the analysis of pharmaceutical compounds, Application In Synthesis of 18437-58-6, the publication is Journal of Chromatography A (2008), 1208(1-2), 90-94, database is CAplus and MEDLINE.

It is presently a common practice in drug discovery to analyze samples by reversed-phase liquid chromatog. (RPLC) and hydrophilic interaction chromatog. (HILIC). To increase throughput, HILIC was connected in series to RPLC by a T-piece with make-up flow. The first column is a 2 mm I.D. column having an optimal flow between 0.1 and 0.2 mL/min. Via the T-piece, the flow for the second dimension column with an I.D. of 4.6 mm is adjusted to 1.5-2.0 mL/min with a high acetonitrile content (i.e. �0%) mobile phase. Therefore, even in gradient RPLC anal. starting with a mobile phase with high water content, the HILIC column is always operated at high acetonitrile concentration which is required to obtain retention on the HILIC column. The performance of the hyphenated RPLC/HILIC set-up is illustrated with the anal. of 2 model samples of pharmaceutical interest. Optimization of the conditions in the HILIC dimension is discussed.

Journal of Chromatography A 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, Application In Synthesis of 18437-58-6.

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

Fabritius, Charles-Henry published the artcile1-Sulfonyl-6-piperazinyl-7-azaindoles as potent and pseudo-selective 5-HT₆ receptor antagonists, Synthetic Route of 903899-13-8, the publication is Bioorganic & Medicinal Chemistry Letters (2016), 26(11), 2610-2615, database is CAplus and MEDLINE.

A series of 1-sulfonyl-6-piperazinyl-7-azaindoles, showing strong antagonistic activity to 5-HT₆ receptor (5-HT₆R) was synthesized and characterized. The series was optimized to reduce activity on D₂ receptor. Based on the selectivity against this off-target and the anal. of the ADME-tox profile, compound 1c was selected for in vivo efficacy assessment, which demonstrated procognitive effects as shown in reversal of scopolamine induced amnesia in an elevated plus maze test in mice. Compound 3, the demethylated version of compound 1c, was profiled against a panel of 106 receptors, channels and transporters, indicating only D₃ receptor as a major off-target. Compound 3 has been selected for this study over compound 1c because of the higher 5-HT₆R/D₂R binding ratio. These results have defined a new direction for the design of our pseudo-selective 5-HT₆R antagonists.

Bioorganic & Medicinal Chemistry Letters published new progress about 903899-13-8. 903899-13-8 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester,Alcohol,Boronic Acids,Boronic acid and ester, name is (6-Hydroxypyridin-3-yl)boronic acid, and the molecular formula is C5H6BNO3, Synthetic Route of 903899-13-8.

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

Barlin, G. B. published the artcileIonization constants of heterocyclic substances. IX. Protonation of aminopyridines and aminopyrimidinones, HPLC of Formula: 33631-04-8, the publication is Journal of the Chemical Society [Section] B: Physical Organic (1971), 1425-32, database is CAplus.

Ionization constants and uv spectra are reported for amino-2-hydroxypyridines (amino-2-pyridones), amino-4-hydroxypyridines(amino-4-pyridones), and amino-2,4-di-hydroxypryimidines (amino-2,4-pyrimidinediones) and their O-and ring N-Me derivatives Protonation of 3- and 5-amino-2-hydroxypyridines and 3,4-diamino-2-hydroxypyridine (I) occurs first at the amino group (the 3-NH2 of I), but 4- and 6-amino-2-hydroxypyridines and 2- and 3-amino-4-hydroxypyridines are protonated first at O. The most basic center of 4,5-diamino-2,6-dihydroxypyrimidine is the 5-NH2 group.

Journal of the Chemical Society [Section] B: Physical Organic published new progress about 33631-04-8. 33631-04-8 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine,Ether, name is 2-Methoxypyridine-3,4-diamine, and the molecular formula is C6H9N3O, HPLC of Formula: 33631-04-8.

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