Tag: M.W=100-150

Choi, Peter J. published the artcileSynthesis and evaluation of analogues of the tuberculosis drug bedaquiline containing heterocyclic B-ring units, HPLC of Formula: 71255-09-9, the main research area is bedaquiline analog antituberculosis thiophene furan pyridine; mol structure biol activity; Bedaquiline; Bedaquiline analogues; Drug development; Tuberculosis.

Analogs of bedaquiline (I) where the Ph B-unit was replaced with monocyclic heterocycles of widely differing lipophilicity (thiophenes, furans, pyridines) were synthesized and evaluated. While there was an expected broad pos. correlation between lipophilicity and anti-TB activity, the 4-pyridyl derivatives appeared to have an addnl. contribution to antibacterial potency. The majority of the compounds were (desirably) more polar and had higher rates of clearance than bedaquiline, and showed acceptable oral bioavailability, but there was only limited (and unpredictable) improvement in their hERG liability.

Bioorganic & Medicinal Chemistry Letters published new progress about Pyridines Role: PAC (Pharmacological Activity), RCT (Reactant), SPN (Synthetic Preparation), THU (Therapeutic Use), BIOL (Biological Study), RACT (Reactant or Reagent), PREP (Preparation), USES (Uses). 71255-09-9 belongs to class pyridine-derivatives, name is 2-Methoxynicotinaldehyde, and the molecular formula is C7H7NO2, HPLC of Formula: 71255-09-9.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Vu, Hoang Nam published the artcileSynthesis and biological evaluation of picolinamides and thiazole-2-carboxamides as mGluR5 (metabotropic glutamate receptor 5) antagonists, Product Details of C6H7ClN2, the main research area is thiazolecarboxamide aryl preparation metabotropic glutamate receptor antagonist; picolinamide aryl preparation metabotropic glutamate receptor antagonist; Antagonist; Metabotropic glutamate receptor; Molecular docking; Picolinamides; Thiazole-2-carboxamides.

Herein the synthesis and biol. evaluation of picolinamides and thiazole-2-carboxamides as potential mGluR5 antagonists are described. It was found that a series of N-aryl-4-R-2-thiazolecarboxamides (R = Br, Me, CN; aryl = 3-FC6H4, 3-NCC6H4, 2-pyridyl, 6-chloro-2-pyridyl, etc.) (I) showed better inhibitory activity against mGluR5. The compounds I (R = Br; aryl = 3-BrC6H4, 6-methyl-2-pyridyl) have been identified as potent antagonists (IC50 = 274 and 159 nM) showing excellent in vitro stability profile. Mol. docking study using the crystal structure of mGluR5 revealed that these two compounds fit the allosteric binding site of mavoglurant well.

Bioorganic & Medicinal Chemistry Letters published new progress about Homo sapiens. 133627-45-9 belongs to class pyridine-derivatives, name is 2-Chloro-4-methylpyridin-3-amine, and the molecular formula is C6H7ClN2, Product Details of C6H7ClN2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Wang, Huan published the artcileSynthesis and Evaluation of 1,2,4-Triazolo[1,5-a]pyrimidines as Antibacterial Agents Against Enterococcus faecium, Product Details of C7H7NO2, the main research area is vancomycin resistant Enterococcus faecium infection antibacterial triazolopyrimidine; triazolopyrimidine preparation metabolic stability low intrinsic clearance; cell wall biosynthesis antibiotic target triazolopyrimidine; aldehyde three component Biginelli heterocyclization dicarbonyl compound alkylthiotriazolamine.

Rapid emergence of antibiotic resistance is one of the most challenging global public health concerns. In particular, vancomycin-resistant Enterococcus faecium infections have been increasing in frequency, representing 25% of enterococci infections in intensive care units. A novel class of 1,2,4-triazolo[1,5-a]pyrimidines, e.g., I [R1 = C6H4R’, 2-thienyl, 3-thienyl, 2-furyl, 2-pyrrolyl, 2-imiazolyl, 3-indolyl, 3-pyridyl, 2-methoxy-3-pyridyl, 4-pyridyl, cyclohexyl; R’ = i-Pr-4, H, Me-4, Et-4, i-Bu-4, OH-4, OMe-4, OH-3-OMe-4, (OMe)2-3,4, O(Pr-i)-4, OCF3-4, SMe-4, etc.], II [R1 = C6H4NMe2-4, R2 = OEt,NHMe, R3 = SCH2Ph; R1 = 2-thienyl, R2 = OEt, R3 = SCH2C6H4CO2H-4], III [R1 = C6H4NMe2-4, R3 = SCH2Ph; R1 = C6H4OMe-4, C6H4OEt-2, R3 = SCH2C6H4CO2H-4; R1 = C6H3(OMe)2-3,4, R3 = CH2C6H4F-4; R1 = C6H4Cl-4, R3 = SCH2-(2-naphthyl)],. IV [R1 = C6H4NMe2-4, R2 = H, R3 = SCH2Ph; R1 = C6H4Me-4, R2 = H, R3 = SCH2C6H4Me-2; R1 = C6H4Me-4, R2 = Me-2, Me2-2,4, R3 = SCH2C6H4Me-3; R1 = C6H4Et-4, R2 = H, Me-2, R3 = SCH2C6H4OMe-3; etc.], V [R3 = H, NH2, CO2Me, CO2Et, SMe, SCH2CONH2, SCH2CO2Et, SCH2CH2NHCO2CH2Ph, SCH2-(4-pyridyl), S(2-pyridyl), SCH2C6H4R”-4; R” = Me, OMe, SMe, CF3, OCF3, SCF3, NO2, CN, CO2H, CO2Me] and VI [R1 = 2-thienyl, R3 = H; R1 = C6H4CHMe2-4, C6H4CO2H-4, R3 = SCH2CH2NHCO2CH2Ph], active against E. faecium is reported herein. We used a three-component Biginelli-like heterocyclization reaction for the synthesis of a series of these derivatives based on reactions of aldehydes, β-dicarbonyl compounds, and 3-alkylthio-5-amino-1,2,4-triazoles. The resulting compounds were assayed for antimicrobial activity against the ESKAPE panel of bacteria, followed by investigation of their in vitro activities. These analyses identified a subset of 1,2,4-triazolo[1,5-a]pyrimidines that had good narrow-spectrum antibacterial activity against E. faecium and exhibited metabolic stability with low intrinsic clearance. Macromol. synthesis assays revealed cell-wall biosynthesis as the target of these antibiotics.

Journal of Medicinal Chemistry published new progress about Acinetobacter baumannii (antimicrobials). 71255-09-9 belongs to class pyridine-derivatives, name is 2-Methoxynicotinaldehyde, and the molecular formula is C7H7NO2, Product Details of C7H7NO2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Zhang, Yue-Mei published the artcileSyntheses and in vitro evaluation of arylsulfone-based MMP inhibitors with heterocycle-derived zinc-binding groups (ZBGs), Recommanded Product: 2-Methoxynicotinaldehyde, the main research area is heterocyclic arylsulfone derivative preparation matrix metalloproteinase inhibitor.

Several classes of arylsulfone-based MMP-2/-9 inhibitors utilizing 6- to 8-membered heterocyclic rings, e.g., I, as zinc-binding groups (ZBGs) have been synthesized and their enzyme inhibitory activities were evaluated. Although a number of 6- and 7-membered heterocycles were effective, the most potent arylsulfone inhibitors are based on the rigid 1- or 3-hydroxypyridone ZBG.

Bioorganic & Medicinal Chemistry Letters published new progress about Structure-activity relationship, metalloproteinase-inhibiting. 71255-09-9 belongs to class pyridine-derivatives, name is 2-Methoxynicotinaldehyde, and the molecular formula is C7H7NO2, Recommanded Product: 2-Methoxynicotinaldehyde.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Annamalai, Murali published the artcileHighly stereoselective synthesis of a compound collection based on the bicyclic scaffolds of natural products, Name: 2-Methoxynicotinaldehyde, the main research area is bicyclic compound diastereoselective preparation lipophilicity; Aza-heterocycles; European Lead Factory; drug discovery; natural products; scaffolds.

A natural product inspired synthesis of six different chemotypes and their derivatives for drug discovery research was reported. These bicyclic hetero- and carbocyclic scaffolds are highly novel, rich in sp3 features and with ideal physicochem. properties to display drug likeness. The functional groups on the scaffolds were exploited further to generate corresponding compound collections. Synthesis of two of these collections exemplified with ca. 350 compounds are each also presented. The whole compound library is being exposed to various biol. screenings within the European Lead Factory consortium.

Molecules published new progress about Diastereoselective synthesis. 71255-09-9 belongs to class pyridine-derivatives, name is 2-Methoxynicotinaldehyde, and the molecular formula is C7H7NO2, Name: 2-Methoxynicotinaldehyde.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Dubrovskiy, Anton V. published the artcileSynthesis of o-(Dimethylamino)aryl Ketones, Acridones, Acridinium Salts, and 1H-Indazoles by the Reaction of Hydrazones and Arynes, COA of Formula: C7H7NO2, the main research area is hydrazone trimethylsilylaryl triflate aryne cyclization ring opening; dimethylaminoaryl ketone preparation; acridone preparation; indazole preparation; acridinium salt preparation.

A novel, efficient route to biol. and pharmaceutically important o-(dimethylamino)aryl ketones, acridones, acridinium salts, and 1H-indazoles has been developed starting from readily available hydrazones of aldehydes and o-(trimethylsilyl)aryl triflates. The reaction proceeds through arynes under mild conditions, tolerates a wide range of functional groups, and provides the final products in good to excellent yields.

Journal of Organic Chemistry published new progress about Aromatic hydrocarbons, arynes Role: FMU (Formation, Unclassified), RCT (Reactant), FORM (Formation, Nonpreparative), RACT (Reactant or Reagent). 71255-09-9 belongs to class pyridine-derivatives, name is 2-Methoxynicotinaldehyde, and the molecular formula is C7H7NO2, COA of Formula: C7H7NO2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Rosenberg, Adam J. published the artcileSynthesis of Imidazo[4,5-b]pyridines and Imidazo[4,5-b]pyrazines by Palladium Catalyzed Amidation of 2-Chloro-3-amino-heterocycles, Application In Synthesis of 133627-45-9, the main research area is heterocyclic compound imidazopyridine imidazopyrazine preparation; pentosidine natural product model system preparation; mutagen phenylimidazopyridinamine methyl preparation; carboxylic amide coupling reaction chloropyridine chloropyrazine.

A facile synthesis of imidazo[4,5-b]pyridines and -pyrazines is described using a Pd-catalyzed amide coupling reaction. This reaction provides quick access to products with substitution at N1 and C2. A model system relevant to the natural product pentosidine (I) has been demonstrated, as well as the total synthesis of the mutagen 1-Me-5-PhIP (II).

Organic Letters published new progress about Cross-coupling reaction. 133627-45-9 belongs to class pyridine-derivatives, name is 2-Chloro-4-methylpyridin-3-amine, and the molecular formula is C6H7ClN2, Application In Synthesis of 133627-45-9.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Ontoria, Jesus M. published the artcileIdentification of Novel, Selective, and Stable Inhibitors of Class II Histone Deacetylases: Validation Studies of the Inhibition of the Enzymatic Activity of HDAC4 by Small Molecules as a Novel Approach for Cancer Therapy, Synthetic Route of 197958-29-5, the publication is Journal of Medicinal Chemistry (2009), 52(21), 6782-6789, database is CAplus and MEDLINE.

5-Aryl-2-(trifluoroacetyl)thiophenes were identified as a new series of class II HDAC inhibitors (HDACi). Further development of this new series led to compounds such as 6h(I), a potent inhibitor of HDAC4 and HDAC6 (HDAC4 WT IC₅₀ = 310 nM, HDAC6 IC₅₀ = 70 nM) that displays 40-fold selectivity over HDAC1 and improved stability in HCT116 cancer cells (t₁/₂ = 11 h). Compounds 6h and 2(II) show inhibition of α-tubulin deacetylation in HCT116 cells at 1 μM concentration and antiproliferation effects only at concentrations where inhibition of histone H3 deacetylation is observed

Journal of 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, Synthetic Route of 197958-29-5.

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

Down, Kenneth published the artcileDiscovery of GSK251: A Highly Potent, Highly Selective, Orally Bioavailable Inhibitor of PI3Kδ with a Novel Binding Mode, Recommanded Product: 4-Amino-2-picoline, the publication is Journal of Medicinal Chemistry (2021), 64(18), 13780-13792, database is CAplus and MEDLINE.

Optimization of a previously reported lead series of PI3Kδ inhibitors with a novel binding mode led to the identification of a clin. candidate compound 31 (GSK251)(I). Removal of an embedded Ames-pos. heteroaromatic amine by reversing a sulfonamide followed by locating an interaction with Trp760 led to a highly selective compound 9 (II). Further optimization to avoid glutathione trapping, to enhance potency and selectivity, and to optimize an oral pharmacokinetic profile led to the discovery of compound 31 (GSK251) that had a low predicted daily dose (45 mg, b.i.d) and a rat toxicity profile suitable for further development.

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 C6H8N2, Recommanded Product: 4-Amino-2-picoline.

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

Sayed, Ahmed M. published the artcileArylpyrazole as selective anti-enterococci; synthesis and biological evaluation of novel derivatives for their antimicrobial efficacy, HPLC of Formula: 197958-29-5, the publication is Journal of Heterocyclic Chemistry, database is CAplus.

Condensation of the 1-(1-[4-substituted aryl]phenyl-5-methyl-1H-pyrazol-4-yl)ethan-1-ones with the aminoguanidinehydrochloride gave target compounds 2-(1-(1-(4-[aryl or alkyl] phenyl)-5-methyl-1Hpyrazol-4-yl)ethylidene)hydrazine-1-carboximidamides I [R = Ph, Bn, 4-MeC₆H₄, etc.]. Exploring the structure-activity relationships (SAR) of a new set of phenylpyrazoles I [R = Ph, Bn, 4-MeC₆H₄, etc.] unveiled a potential anti-enterococcus lead compound I [R = benzofuran-2-yl]. The benzofuran moiety linked to the phenylpyrazole I [R = benzofuran-2-yl] was 32 times better than vancomycin against Enterococcus fecalis ATCC 51299. Besides, compound I [R = benzofuran-2-yl] is expected to have an excellent oral bioavailability according to the in silico studies. In SAR anal., it was found that the benzofuran side chain was essential for the activity. Changing the benzofuran with either benzothiophene, Ph, pyridinyl, tolyl, or naphthyl reduces/nullifies the pharmacol. action. Besides the anti-enterococcal activity, derivatives I [R = furan-2-yl, Ph] could be used to develop new broad-spectrum antibiotics as they exhibited activity against the wild-type highly virulent Escherichia coli isolate. Moreover, compound I [R = benzothiophen-2-yl] was proved to show antifungal activity (MIC = 4 μg/mL) against the Candida albicans SS5314 (wild type).

Journal of Heterocyclic 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, HPLC of Formula: 197958-29-5.

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