Tag: M.W=100-150

Khajondetchairit, Patcharaporn published the artcileDesign, synthesis, and evaluation of the anticancer activity of 2-amino-aryl-7-aryl-benzoxazole compounds, Product Details of C6H8N2, the publication is Chemical Biology & Drug Design (2017), 90(5), 987-994, database is CAplus and MEDLINE.

A series of 2-amino-aryl-7-aryl-benzoxazole derivatives have been designed, synthesized, and evaluated as anticancer agents. Fourteen of the compounds exhibited cytotoxic effects toward human A549 lung cancer cells. We found 12l was the most potent with an EC₅₀ of 0.4 μm, equivalent to the anticancer drug doxorubicin, but had low selectivity following cross screening in monkey kidney Vero cells. Eight of the most potent or most selective compounds were further profiled in addnl. cell lines (MCF7, NCI-H187, and KB) to better understand their cytotoxic activity. Only compound 12l had a measurable EC₅₀ in a single cell line (3.3 μm in the KB cell line). Taken together, this data suggest the series as a whole display specific cytotoxicity toward A549 cells. Cheminformatics searches pointed to JAK2 as a possible target. A subset of compounds assayed at this target showed IC₅₀s ranging from 10 to 0.08 μm; however, no clear correlation between JAK2 potency and A549 cytotoxicity was observed

Chemical Biology & Drug Design 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, Product Details of C6H8N2.

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

La Beaume, Paul published the artcileMicrowave-accelerated fluorodenitrations and nitrodehalogenations: expeditious routes to labeled PET ligands and fluoropharmaceuticals, COA of Formula: C6H3FN2, the publication is Tetrahedron Letters (2010), 51(14), 1906-1909, database is CAplus.

Methods for the expeditious fluorination of arenes have been investigated, using readily available fluoride sources. An optimized procedure for microwave-accelerated fluorodenitration has been developed, giving good to excellent yields in less than 10 min, rendering it practical for use in the preparation of F¹⁸ labeled ligands for PET imaging. Application of the method in the synthesis of CNS agents is demonstrated, and a practical method for the preparation of substrates is also presented.

Tetrahedron Letters 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 C6H3FN2, COA of Formula: C6H3FN2.

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

Talik, Tadeusz published the artcileOn the reactions with nitrous acid of certain derivatives of 4-aminopyridine, substituted in position 2 or 2 and 6. III, Computed Properties of 18437-58-6, the publication is Roczniki Chemii (1959), 387-96, database is CAplus.

cf. C.A. 52, 5407b. It was established that 2-methyl-, 2,6-dimethyl-, and 2,6-dichloro-4-aminopyridine can be diazotized like aromatic compounds, in spite of the fact that the NH₂ group is bound in the position 4. The following products of reactions of the diazonium salts were prepared: 4-iodo-(m. 43°, yield 29.6%); 4-chloro-, (25.5%; picrate m. 203°); 4-bromo-, (37.7%, b. 180-1°; picrate m. 184°), and 4-cyano-2-methylpyridine (8.2%, b. 201° m. 45°; picrate m. 161°). 2-Methyl-4-pyridinocarboxylic acid (64.6%, m. 292°), 4-iodo-(19.6%, m. 99°; picrate m. 192°), 4-chloro-(21.5%; picrate m. 167°), 4-bromo-(42.6%, b. 194°; picrate m. 178°), 4-thiocyano-(17.85%, m. 63°; picrate m. 182°), and 4-cyano-2,6-dimethylpyridine (13.9%, m. 81°; picrate m. 174°). 2,6-Dimethyl-4-pyridinocarboxylic acid (m. 281°), 4-hydroxy-(65.4%, m. 196°), 4-iodo-(39.56%, m. 160°), 4-bromo-(35.84%, m. 95°), 4-cyano-2,6-dichloropyridine (m. 95°), and 2,4,6-trichloropyridine (30.1%, m. 32°). The substitution of diazonium by the CNS group was possible only in the case of diazonium salt of 2,6-dimethyl-4-aminopyridine.

Roczniki Chemii 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 C17H20ClN3, Computed Properties of 18437-58-6.

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

Rao, Ashwin U. published the artcileSynthesis and structure-activity relationships of 2-(1,4′-bipiperidin-1′-yl)thiazolopyridines as H₃ receptor antagonists, Safety of (6-Hydroxypyridin-3-yl)boronic acid, the publication is Bioorganic & Medicinal Chemistry Letters (2009), 19(21), 6176-6180, database is CAplus and MEDLINE.

A series of 2-(1,4′-bipiperidin-1′-yl)thiazolopyridines I (X = N, Y = CH; X = CH, Y = N; R = H, H₂N, CN, Cl, MeCONH, 4-NCC₆H₄, 2-fluoro-3-pyridyl, 5-pyrimidyl, etc.) was synthesized and evaluated as a new lead of non-imidazole histamine H₃ receptor antagonists. Introduction of diversity at the 6-position of the pyridine ring was designed to enhance in vitro potency and decrease hERG activity. The structure-activity relationships for these new thiazolopyridine antagonists are discussed.

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, Safety of (6-Hydroxypyridin-3-yl)boronic acid.

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

Zheng, Xiaowan published the artcileStructural Requirements of the ASBT by 3D-QSAR Analysis Using Aminopyridine Conjugates of Chenodeoxycholic Acid, Synthetic Route of 18437-58-6, the publication is Bioconjugate Chemistry (2010), 21(11), 2038-2048, database is CAplus and MEDLINE.

The human apical sodium-dependent bile acid transporter (ASBT) is a validated drug target and can be employed to increase oral bioavailability of various drug conjugates. The aim of the present study was to investigate the chem. space around the 24-position of bile acids that influences both inhibition and uptake by the transporter. A series of 27 aminopyridine and aminophenol conjugates of glutamyl-chenodeoxycholate were synthesized and their ASBT inhibition and transport kinetics (parametrized as K_i, K_t, and J_max) measured using stably transfected ASBT-MDCK cells. All conjugates were potent ASBT inhibitors. Monoanionic conjugates exhibited higher inhibition potency than neutral conjugates. However, neutral conjugates and chloro-substituted monoanionic conjugates were not substrates, or at least not apparent substrates. Kinetic anal. of substrates indicated that similar values for K_i and K_t implicate substrate binding to ASBT as the rate-limiting step. Using 3D-QSAR, four inhibition models and one transport efficiency model were developed. Steric fields dominated in CoMFA models, whereas hydrophobic fields dominated CoMSIA models. The inhibition models showed that a hydrophobic or bulky substitute on the 2 or 6 position of a 3-aminopyridine ring enhanced activity, while a hydrophobic group on the 5 position was detrimental. Overall, steric and hydrophobic features around the 24 position of the sterol nucleus strongly influenced bile acid conjugate interaction with ASBT. The relative location of the pyridine nitrogen and substituent groups also modulated binding.

Bioconjugate 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 C15H14O3, Synthetic Route of 18437-58-6.

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

Aggarwal, Anup published the artcileDevelopment of a Novel Lead that Targets M. tuberculosis Polyketide Synthase 13, Quality Control of 903899-13-8, the publication is Cell (Cambridge, MA, United States) (2017), 170(2), 249-259.e25, database is CAplus and MEDLINE.

Widespread resistance to first-line TB drugs is a major problem that will likely only be resolved through the development of new drugs with novel mechanisms of action. The authors have used structure-guided methods to develop a lead mol. that targets the thioesterase activity of polyketide synthase Pks13, an essential enzyme that forms mycolic acids, required for the cell wall of Mycobacterium tuberculosis. The authors’ lead, TAM16, is a benzofuran class inhibitor of Pks13 with highly potent in vitro bactericidal activity against drug-susceptible and drug-resistant clin. isolates of M. tuberculosis. In multiple mouse models of TB infection, TAM16 showed in vivo efficacy equal to the first-line TB drug isoniazid, both as a monotherapy and in combination therapy with rifampicin. TAM16 has excellent pharmacol. and safety profiles, and the frequency of resistance for TAM16 is âˆ?00-fold lower than INH, suggesting that it can be developed as a new antitubercular aimed at the acute infection.

Cell (Cambridge, MA, United States) 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, Quality Control of 903899-13-8.

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

Wu, Zhibing published the artcileSynthesis, Biological Evaluation, and 3D-QSAR Studies of N-(Substituted pyridine-4-yl)-1-(substituted phenyl)-5-trifluoromethyl-1H-pyrazole-4-carboxamide Derivatives as Potential Succinate Dehydrogenase Inhibitors, SDS of cas: 18437-58-6, the publication is Journal of Agricultural and Food Chemistry (2021), 69(4), 1214-1223, database is CAplus and MEDLINE.

To develop more potential succinate dehydrogenase (SDH) inhibitors, we designed and synthesized a novel series of N-(substituted pyridine-4-yl)-1-(substituted phenyl)-5-trifluoromethyl-1H-pyrazole-4-carboxamide derivatives, I [R¹ = H, CH₃, F, Cl; R² = 2-pyridinyl, 4-pyridinyl, 2-CH₃-4-pyridinyl, etc.]. The bioassay results demonstrated that some title compounds exhibited excellent antifungal activity against four tested phytopathogenic fungi (Gibberella zea, Fusarium oxysporum, Cytospora mandshurica, and Phytophthora infestans). The EC₅₀ values were 1.8μg/mL for I [R¹ = Cl; R² = 4-pyridinyl] against G. zeae, 1.5 and 3.6μg/mL for I [R¹ = Cl; R² = 2-CH₃-4-pyridinyl] against F. oxysporum and C. mandshurica, resp., and 6.8μg/mL for I [R¹ = F; R² = 2-CH₃-4-pyridinyl] against P. infestans. The SDH enzymic activity testing revealed that the IC₅₀ values of I [R¹ = H; R² = 4-pyridinyl], I [R¹ = CH₃; R² = 4-pyridinyl], I [R¹ = F; R² = 2-CH₃-4-pyridinyl], and penthiopyrad were 12.5, 135.3, 6.9, and 223.9μg/mL, resp. The mol. docking results of this series of title compounds with SDH model demonstrated that the compounds could completely locate inside of the pocket, the body fragment formed H bonds, and the Ph ring showed a π-π interaction with Arg59, suggesting that these novel 5-trifluoromethyl-pyrazole-4-carboxamide derivatives might target SDH. These results provided a benchmark for understanding the antifungal activity against the phytopathogenic fungus P. infestans and prompt us to discover more potent SDH inhibitors.

Journal of Agricultural and Food 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 C5H5F3O2, SDS of cas: 18437-58-6.

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

Oda, Mitsunori published the artcileSynthesis and properties of 2-(2-pyridyl)-1-azaazulene, Formula: C5H6BNO2, the publication is Tetrahedron Letters (2007), 48(26), 4471-4475, database is CAplus.

The title azaazulene (I) was synthesized either by reaction of tropone with N-[(2-pyridyl)acetyl]pyridinium iodide in the presence of ammonium acetate or by palladium-catalyzed cross-coupling between 2-halo-1-azaazulene and 2-substituted pyridine. The compound shows relatively stronger basicity compared with 2,2′-bipyridyl. While I showed no emission from the S₁ state but from the S₂ state like azulene does, the protonated species of I exhibited emission from the S₁ state. Cationic metal-dependent absorption and emission relating to complexation were also studied.

Tetrahedron 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 C5H6BNO2, Formula: C5H6BNO2.

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

Ogino, Yoshio published the artcileSyntheses and structure-activity relationships of novel, potent, and selective trans-2-[3-oxospiro[isobenzofuran-1(3H),1′-cyclohexan]-4′-yl]benzimidazole NPY Y5 receptor antagonists, Category: pyridine-derivatives, the publication is Bioorganic & Medicinal Chemistry Letters (2008), 18(18), 4997-5001, database is CAplus and MEDLINE.

Syntheses and structure-activity relationships of a novel class of 2-[3-oxospiro[isobenzofuran-1(3H),1′-cyclohexan]-4′-yl]benzimidazole NPY Y5 receptor antagonists are described. Optimization of the lead compound (I) by incorporating substituents into the 5-position or into both the 5- and 6-positions of the benzimidazole core part led to the identification of two potent, selective, and orally bioavailable Y5 receptor antagonists (II (IC₅₀ = 3.3 nM) and III (IC₅₀ = 5.9 nM)).

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 C5H6BNO2, Category: pyridine-derivatives.

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

Morimoto, Nobuyuki published the artcileThe Design of Sulfobetaine Polymers with Thermoresponsiveness under Physiological Salt Conditions, Name: 4-Amino-2-picoline, the publication is Macromolecular Chemistry and Physics (2020), 221(5), 1900429, database is CAplus.

Thermoresponsive polymers are attractive in terms of basics and applications because of the phase separation in aqueous solution Some sulfobetaine polymers are known for their antifouling biocompatibility and upper critical solution temperature (UCST) type thermoresponsiveness; however, thermoresponsiveness disappears in aliphatic sulfobetaine polymers in physiol. salt conditions. Aromatic cation-containing sulfobetaine polymers are not responded because of the strong intermol. interactions. In this study, new sulfobetaine methacrylamides with a pyridinium cation, 3-(4-(2-methacrylamido)alkyl pyridinio-1-yl)propane-1-sulfonates, (PySMAAm)s, are designed and then prepared the homopolymers using aqueous reversible addition-fragmentation chain transfer polymerization The P(PySMAAm)s exhibited UCST-type thermoresponsiveness that is induced by substitution of the dipole-dipole interaction between the interpolymer side chain to an ion-dipole interaction in physiol. salt conditions. The thermoresponsiveness is affected by the mol. weight and structure of the side chains. Such sulfobetaine polymers can be promising tools as biomaterials especially for drug delivery and regenerative medicine.

Macromolecular Chemistry and Physics 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, Name: 4-Amino-2-picoline.

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