Day: December 7, 2022

Venkateshwarlu, Rapolu published the artcileUltrasound assisted one-pot synthesis of 1,2-diaryl azaindoles via Pd/C-Cu catalysis: Identification of potential cytotoxic agents, Application of 2-Bromopyridin-3-amine, the publication is Tetrahedron Letters (2019), 60(52), 151326, database is CAplus.

Ultrasound assisted one-pot and direct access to 1,2-diaryl substituted azaindole derivatives I [W = CH, N; X = CH, N; Y = CH, N; Z = CH, N; Ar¹ = Ph, 4-ClC₆H₄, 4-MeC₆H₄; Ar² = 4-CNC₆H₄, 4-MeOC₆H₄, 4-Me(SO₂)C₆H₄, etc.] was achieved via the sequential N-arylation followed by coupling-cyclization under Pd/C-Cu catalysis. The methodol. involved initial C-N bond forming reaction (step 1) between an appropriate o-bromo substituted amino pyridine and iodoarene followed by C-C and C-N bond formation (step 2) between the resulting N-aryl substituted intermediate and a terminal alkyne in the same pot. A variety of azaindoles were prepared by using this method. These compounds were assessed for their cytotoxic properties against two different metastatic breast cancer cell lines e.g. MDA-MB-231 and MCF-7. Compounds I [W = Y = Z = CH, X = N, Ar¹ = 4-MeC₆H₄, Ar² = 4-MeOC₆H₄], I [W = Y = Z = CH, X = N, Ar¹ = Ph, Ar² = 4-MeOC₆H₄] and I [W = Y = Z = CH, X = N, Ar¹ = 4-ClC₆H₄, Ar² = 3,5-di-MeOC₆H₃] showed promising growth inhibition of these cell lines and SIRT1 inhibition in vitro.

Tetrahedron 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 C15H24O2, Application of 2-Bromopyridin-3-amine.

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

Ishida, Naoki published the artcileSynthesis of Amine-Borane Intramolecular Complexes through Palladium-Catalyzed Rearrangement of Ammonioalkynyltriarylborates, Recommanded Product: Triphenyl(pyridin-1-ium-1-yl)borate, the publication is Organic Letters (2008), 10(6), 1279-1281, database is CAplus and MEDLINE.

The Pd-catalyzed rearrangement reaction of alkynyltriarylborates having a tertiary ammonium moiety stereoselectively afforded amine-borane intramol. complexes, some of which exhibited significantly strong fluorescence. E.g., under Ar atm. a mixture of Me₂N⁺HCH₂CCB^–Ph₃, 2.5 mol% Pd₂(dba)₃·CHCl₃/P(o-tol)₃ in THF was stirred at 70° to give 91% yield of cyclic dimethyl{(E)-3-phenyl-3-diphenylborylprop-2-enyl}amine.

Organic Letters published new progress about 971-66-4. 971-66-4 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene, name is Triphenyl(pyridin-1-ium-1-yl)borate, and the molecular formula is C23H20BN, Recommanded Product: Triphenyl(pyridin-1-ium-1-yl)borate.

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

Cappelli, Andrea published the artcileDesign, Synthesis, and Preliminary Biological Evaluation of Pyrrolo[3,4-c]quinolin-1-one and Oxoisoindoline Derivatives as Aggrecanase Inhibitors, Application of 2-Pyridinylboronic acid, the publication is ChemMedChem (2010), 5(5), 739-748, database is CAplus and MEDLINE.

A small set of aggrecanase inhibitors based on the pyrrolo[3,4-c]quinolin-1-one or oxoisoindoline frameworks bearing a 4-(benzyloxy)phenyl substituent and different zinc binding groups were rationally designed and evaluated in silico by docking studies using the crystal structure of the ADAMTS-5 catalytic domain (PDB code: 3B8Z). The designed compounds were synthesized via straightforward routes and tested for their potential inhibitory activity against ADAMTS-5 and ADAMTS-4. Among the compounds containing the pyrrolo[3,4-c]quinolinone tricyclic system, hydroxamate derivative 2 b (I) inhibited both ADAMTS-5 and ADAMTS-4, with IC₅₀ values in the submicromolar range and an inhibitory profile very similar to that of reference carboxylate derivative 11. Conversely, the corresponding carboxylate derivative 2 a was significantly less active and unable to discriminate between ADAMTS-5 and -4. The structure-activity relationship anal. of pyrroloquinolinone derivatives 2 a-i suggests that the carboxylate or hydroxamate groups of compounds 2 a,b play a key role in the interaction of these compounds with ADAMTS-5 and -4. On the other hand, the oxoisoindoline derivatives 3 a,b lack significant ADAMTS-4 inhibitory activity and inhibit ADAMTS-5 showing IC₂₅ values in the micromolar range.

ChemMedChem 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, Application of 2-Pyridinylboronic acid.

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

Wu, Fengtian published the artcile2,5-Dihydroxyterephthalic Acid Accelerated Cu(NO₃)₂.3H₂O-Catalyzed Homocoupling Reaction of Arylboronic Acids, Application of 2-Pyridinylboronic acid, the publication is Letters in Organic Chemistry (2020), 17(11), 877-883, database is CAplus.

A catalyst system derived from com. available Cu(NO₃)₂.3H₂O and 2,5-dihydroxyterephthalic acid is applied to the homocoupling reaction of arylboronic acids. This transformation provides a convenient approach to sym. biaryls with good to excellent yields (39%- 95%), and exhibits good functional group compatibility. Furthermore, biaryl can be prepared in gram quantities in good yield.

Letters in Organic 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 0, Application of 2-Pyridinylboronic acid.

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

Karunanithi, Srividhya published the artcileTocilizumab and Renal Artery Stent-Therapeutic Strategy for Takayasu Arteritis, Synthetic Route of 21829-25-4, the publication is Journal of Clinical Rheumatology and Immunology (2022), 22(1), 37-40, database is CAplus.

Takayasu vasculitis (TAK) is a form of large vessel vasculitis clin. manifesting as pulseless disease or hypertension. It is more common in South East Asia and Japan, India, and Mexico [1]. It is increasingly being recognized due to increased awareness among medical fraternity and better imaging modalities. Undetected hypertension, pulselessness, and syncope are more common symptoms and presentation during pregnancy is unusual and can lead to bad obstetric outcomes. Recent evidences support the use of tocilizumab for inducing remission in Takayasu arteritis. We report this rare case of vasculitis presenting in pregnancy as malignant hypertension. A 20-yr-old pregnant woman (45 days) presented with headache and nausea but no fever. She had a history of intermittent claudication of legs for the past 3 years but not evaluated. During examination, pulses were felt normally and blood pressure (BP) 180/110, no murmurs in cardiac auscultation, but she had abdominal bruit (renal vessels). Other systems were normal. Echocardiogram (ECHO) showed dilated ascending aorta. Doppler of renal vessels showed narrowing of renal arteries. Unfortunately, she had to undergo termination of pregnancy (high BP in spite of antihypertensives). Her computed tomog. (CT) angiogram showed features of TAK with type 5 pattern-she had methylprednisolone infusion 500 mg daily for 3 days, followed by injection tocilizumab 400 mg monthly 3 doses. Once remission was achieved, she had recanalization by percutaneous transluminal angioplasty of right renal artery. She is currently maintained on aspirin and telmisartan. Awareness of causes of high BP, inputs by radiologist, cardiologist, and rheumatologist and understanding by the patient and family helped to achieve good outcome albeit the miscarriage.

Journal of Clinical Rheumatology and Immunology published new progress about 21829-25-4. 21829-25-4 belongs to pyridine-derivatives, auxiliary class Membrane Transporter/Ion Channel,Calcium Channel, name is Dimethyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate, and the molecular formula is C17H18N2O6, Synthetic Route of 21829-25-4.

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

Kucharski, Dawid published the artcileThe assessment of environmental risk related to the occurrence of pharmaceuticals in bottom sediments of the Odra River estuary (SW Baltic Sea), Quality Control of 21829-25-4, the publication is Science of the Total Environment (2022), 154446, database is CAplus and MEDLINE.

The occurrence of 130 pharmaceutically active compounds (PhACs) in sediments collected from 70 sampling sites in the Odra River estuary (SW Baltic Sea) was investigated. The highest concentration levels of the compounds were found in the vicinity of effluent discharge from two main Szczecin wastewater treatment plants: “Pomorzany” and “Zdroje”, and nearby the seaport and shipyard. The highest environmental risks (RQ > 1) were observed for pseudoephedrine (RQ = 14.0), clindamycin (RQ = 7.3), nalidixic acid (RQ = 3.8), carbamazepine (RQ = 1.8), fexofenadine (RQ = 1.4), propranolol (RQ = 1.1), and thiabendazole (RQ = 1.1). RQ for each compound varied depending on the sampling sites. High environmental risk was observed in 30 sampling sites for clindamycin, 22 sampling sites for pseudoephedrine, 19 sampling sites for nalidixic acid, 4 sampling sites for carbamazepine, and 3 sampling sites for fexofenadine. The medium environmental risk (0.1 < RQ < 1) was observed for 16 compounds: amisulpride, amitriptyline, amlodipine, atropine, bisoprolol, chlorpromazine, lincomycin, metoprolol, mirtazapine, moclobemide, ofloxacin, oxazepam, tiapride, tolperisone, verapamil, and xylometazoline. Due to the scarcity of toxicol. data related to benthic organisms, only an approx. assessment of the environmental risk of PhACs is possible. Nevertheless, the compounds with medium and high risk should be considered as pollutants of high environmental concern whose occurrence in the environment should remain under close scrutiny.

Science of the Total Environment published new progress about 21829-25-4. 21829-25-4 belongs to pyridine-derivatives, auxiliary class Membrane Transporter/Ion Channel,Calcium Channel, name is Dimethyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate, and the molecular formula is C17H18N2O6, Quality Control of 21829-25-4.

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

Larionov, Evgeny published the artcileScope and mechanism of asymmetric C(sp³)-H/C(Ar)-X coupling reactions: computational and experimental study, Recommanded Product: 2-Bromopyridin-3-amine, the publication is Chemical Science (2013), 4(5), 1995-2005, database is CAplus.

Advances in the efficient palladium-NHC catalyzed synthesis of highly enantioenriched 2,3-trans-fused and 2-alkyl indolines by an asym. C(sp³)-H activation of an unactivated methylene/methyl group are reported. Very high asym. inductions (up to 99% ee) were achieved at reaction temperatures ranging from 120-160°. Factors influencing the efficiency of the reaction (halide, pseudohalide, N-protecting group) were investigated. The reaction pathway and enantioselection were probed by detailed d. functional theory (DFT) calculations (M06-L functional). The combined theor. and exptl. study shows that the Pd-NHC catalyzed C(sp³)-H arylation proceeds via a concerted metalation-deprotonation (CMD) mechanism. The CMD step is shown by DFT calculations and kinetic isotope effect measurements to be selectivity-determining A good agreement between exptl. enantioselectivities and calculated differences amongst diastereomeric activation barriers is observed

Chemical Science 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, Recommanded Product: 2-Bromopyridin-3-amine.

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

Papillon, Julien P. N. published the artcileDiscovery of Orally Active Inhibitors of Brahma Homolog (BRM)/SMARCA2 ATPase Activity for the Treatment of Brahma Related Gene 1 (BRG1)/SMARCA4-Mutant Cancers, Synthetic Route of 18437-58-6, the publication is Journal of Medicinal Chemistry (2018), 61(22), 10155-10172, database is CAplus and MEDLINE.

SWI/SNF-related, matrix-associated, actin-dependent regulator of chromatin subfamily A member 2 (SMARCA2), also known as Brahma homolog (BRM), is a Snf2-family DNA-dependent ATPase. BRM and its close homolog Brahma-related gene 1 (BRG1), also known as SMARCA4, are mutually exclusive ATPases of the large ATP-dependent SWI/SNF chromatin-remodeling complexes involved in transcriptional regulation of gene expression. No small mols. have been reported that modulate SWI/SNF chromatin-remodeling activity via inhibition of its ATPase activity, an important goal given the well-established dependence of BRG1-deficient cancers on BRM. Here, the authors describe allosteric dual BRM and BRG1 inhibitors that downregulate BRM-dependent gene expression and show antiproliferative activity in a BRG1-mutant-lung-tumor xenograft model upon oral administration. These compounds represent useful tools for understanding the functions of BRM in BRG1-loss-of-function settings and should enable probing the role of SWI/SNF functions more broadly in different cancer contexts and those of other diseases.

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, Synthetic Route of 18437-58-6.

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

Kamata, Ryo published the artcileAgonistic effects of diverse xenobiotics on the constitutive androstane receptor as detected in a recombinant yeast-cell assay, Computed Properties of 971-66-4, the publication is Toxicology In Vitro (2018), 335-349, database is CAplus and MEDLINE.

The constitutive androstane receptor (CAR) is a nuclear receptor and transcription factor regulating proteins involved in xenobiotic metabolism Agonist activation of the CAR can trigger metabolic activation and toxification as well as detoxification and clearance; accordingly, xenobiotic substances acting as CAR ligands may pose a threat to human and animal health. The authors used yeast cells transduced with the human CAR and the response pathway to measure the CAR-agonistic activities of 549 synthetic or natural compounds: 216 of the tested compounds exhibited CAR-agonistic effects. Eighty-four percent of CAR-activating compounds were aromatic compounds, and >65% of these active compounds were aromatic hydrocarbons, bisphenols, monoalkyl phenols, phthalates, styrene dimers, di-Ph ethers, organochlorines, and organophosphates. The ten most potent compounds were 4-tert-octylphenol (4tOP; reference substance), 4-nonylphenol, diethylstilbestrol, benzyl Bu phthalate, 2-(4-hydroxyphenyl)-2,4,4-trimethylchroman, o,p’-DDT, methoxychlor, di-Pr phthalate, hexestrol, and octachlorostyrene. The activities of these nine non-reference compounds exceeded 10% of the 4tOP activity. Anal. of para-monoalkyl phenols suggests that branching of the alkyl group and chlorination at the ortho position raises potency. This study provides critical information for identifying the potential of CAR-mediated toxic hazards and for understanding the relevant mechanism.

Toxicology In Vitro published new progress about 971-66-4. 971-66-4 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene, name is Triphenyl(pyridin-1-ium-1-yl)borate, and the molecular formula is C23H20BN, Computed Properties of 971-66-4.

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

Murugan, Karthik published the artcileGreen-Synthesized Nickel Nanoparticles on Reduced Graphene Oxide as an Active and Selective Catalyst for Suzuki and Glaser-Hay Coupling Reactions, Computed Properties of 197958-29-5, the publication is Applied Organometallic Chemistry (2020), 34(9), e5778, database is CAplus.

The present work disclosed the potential catalytic application of the as-prepared RGO-Ni nanocomposite in Csp²-Csp² Suzuki type homocoupling and Csp-Csp Glaser-Hay coupling reactions. A mild and benign methodol. to synthesize biaryls Ar-Ar [Ar = Ph, 3-MeOC₆H₄, 2-pyridyl, etc.] and 1,3-diynes R-CC-CC-R [R = t-Bu, 3-FC₆H₄, 4-EtC₆H₄, etc.] was demonstrated using the nickel nanoparticles supported on reduced graphene oxide (RGO-Ni) as a heterogeneous catalyst which was prepared using green reagents. A series of substituted biaryls Ar-Ar and 1,3-diynes R-CC-CC-R was synthesized in good to excellent yields via reduced graphene oxide supported nickel nanoparticles catalyzed Suzuki coupling of arylboronic acids and Glaser-Hay coupling of terminal alkynes resp. using 1,4-dioxane as a benign solvent. The present ligand-free catalytic system proceeded smoothly under mild conditions, avoided noble and stoichiometric metal reagents and tolerated sensitive functional groups such as nitrogen and sulfur containing heteroaryl boronic acids. Hot filtration test unambiguously proved the true heterogeneity of the catalyst and which supported for the further reusability of the catalyst for several times without any change in the activity. The easy preparation and simple magnetic separation, stability and reusability revealed that as-prepared RGO-Ni as a versatile catalyst for the synthesis of polyaromatic compounds both in academia and industries.

Applied Organometallic 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, Computed Properties of 197958-29-5.

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