Category: 74317-85-4

Liu, Chao published the artcileRapid construction of C4-substituted phenanthridinones through palladium-catalyzed domino N-arylation/aryl-aryl coupling process, Recommanded Product: 2-Bromo-4-methoxybenzoic acid, the main research area is phenanthridinone preparation chemoselective regioselective; bromobenzamide cascade arylation coupling palladium catalyst.

An excellent chemo- and regioselective palladium-catalyzed cascade intermol. N-arylation/aryl-aryl coupling process had been developed. Employing Pd(TFA)2, PCy3•HBF4, K2CO3 and 1,4-dioxane in an oil bath at 100°C for 12 h, diverse C4-substituted phenanthridinones I [R = H, Me, OMe; R1 = Me, Ph, 2-thienyl, etc.; R2 = H, Me, OMe, F] were synthesized from o-bromobenzamides in 42-92% yield. Broad substrate scope and excellent functional group tolerance were observed The synthetic utility of this method was illustrated by the further derivatization to prepare multiple-substituted phenanthridinones II [R3 = Et, Bn, 1-adamantyl] in 30-75% yield.

Molecular Catalysis published new progress about Arylation. 74317-85-4 belongs to class bromides-buliding-blocks, name is 2-Bromo-4-methoxybenzoic acid, and the molecular formula is C8H7BrO3, Recommanded Product: 2-Bromo-4-methoxybenzoic acid.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wertjes, William C. published the artcileNickel or phenanthroline mediated intramolecular arylation of sp3 C-H bonds using aryl halides, Quality Control of 74317-85-4, the main research area is isoindolinone preparation; haloarylcarboxamide preparation intramol arylation nickel phenanthroline catalyst.

The development of the intramol. arylation of sp3 C-H bonds adjacent to nitrogen using aryl halides is described. Arylation was accomplished using either Ni(COD)2 or 1,10-phenanthroline in substoichiometric amounts, and the reaction conditions were applied to a variety of electronically differentiated benzamide substrates. Preliminary studies suggest a mechanism involving aryl and alkyl radical intermediates.

Organic Letters published new progress about Amidation. 74317-85-4 belongs to class bromides-buliding-blocks, name is 2-Bromo-4-methoxybenzoic acid, and the molecular formula is C8H7BrO3, Quality Control of 74317-85-4.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zhang, Dehui published the artcileIsoquinolone derivatives as lysophosphatidic acid receptor 5 (LPA5) antagonists: Investigation of structure-activity relationships, ADME properties and analgesic effects, Category: bromides-buliding-blocks, the main research area is isoquinolone preparation analgesic LPA5 antagonism SAR; Analgesic; Antagonist; Brain penetrant; LPA5; Structure-activity relationship.

A series of isoquinolone derivatives were designed and synthesized and their potency in LPA5 calcium mobilization and cAMP assays were evaluated. The results showed that substituted Ph groups or bicyclic aromatic rings such as benzothiophenes or benzofurans are tolerated at the 2-position, 4-substituted piperidines are favored at the 4-position, and methoxy groups at the 6- and 7-positions are essential for activity. Compounds I and II showed comparable in vitro potency, excellent selectivity against LPA1-LPA4 and >50 other GPCRs, moderate metabolic stability, and high aqueous solubility and brain permeability. Both I and II significantly attenuated nociceptive hypersensitivity at lower doses than III and had longer-lasting effects in an inflammatory pain model, and II also dose-dependently reduced mech. allodynia in the chronic constriction injury model and opioid-induced hyperalgesia at doses that had no effect on the locomotion in rats. These results suggest that these isoquinolone derivatives as LPA5 antagonists are of promise as potential analgesics.

European Journal of Medicinal Chemistry published new progress about Analgesics. 74317-85-4 belongs to class bromides-buliding-blocks, name is 2-Bromo-4-methoxybenzoic acid, and the molecular formula is C8H7BrO3, Category: bromides-buliding-blocks.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Li, Jian-Yuan published the artcilePalladium-Catalyzed Hydroxycarbonylation of (Hetero)aryl Halides for DNA-Encoded Chemical Library Synthesis, Recommanded Product: 2-Bromo-4-methoxybenzoic acid, the main research area is palladium catalyzed hydroxycarbonylation heteroaryl halide DNA encoded library synthesis.

A strategy for DNA-compatible, palladium-catalyzed hydroxycarbonylation of (hetero)aryl halides on DNA-chem. conjugates has been developed. This method generally provided the corresponding carboxylic acids in moderate to very good conversions for (hetero)aryl iodides and bromides, and in poor to moderate conversions for (hetero)aryl chlorides. These conditions were further validated by application within a DNA-encoded chem. library synthesis and subsequent discovery of enriched features from the library in selection experiments against two protein targets.

Bioconjugate Chemistry published new progress about Carbonylation. 74317-85-4 belongs to class bromides-buliding-blocks, name is 2-Bromo-4-methoxybenzoic acid, and the molecular formula is C8H7BrO3, Recommanded Product: 2-Bromo-4-methoxybenzoic acid.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Tanaka, Shinji published the artcileSystematic asymmetric analog synthesis of fluspidine, a σ1 receptor ligand, to improve ligand affinity, COA of Formula: C8H7BrO3, the main research area is fluspidine systematic asym preparation sigma receptor ligand.

Herein, fluspidine analogs I (R1 = H, 5-F, 6-Cl, 6-MeO, etc.; R2 = Ph, 3-FC6H4, 4-MeOC6H4, etc.; R3 = CH2F, CH2Cl, CH2Br, CH2I, COOH) were systematically synthesized and screened to improve the ligand affinity. To design the modified ligand analogs, a docking simulation of the protein-ligand complex structure was examined By using the developed synthetic strategy involving asym. catalytic 1,4-reduction of α,β-unsaturated carboxylic esters catalyzed by a chiral cobalt complex, 20 candidates of modified fluspidines were synthesized. The structure-activity relationships showed the development of a hybridized modified fluspidine. In addition, the inhibitory rate could be improved from 45% to 71%. This result demonstrated the importance of the development of a new synthetic method toward improving the ligand performance by providing a series of analogs.

Tetrahedron Letters published new progress about Drug metabolism. 74317-85-4 belongs to class bromides-buliding-blocks, name is 2-Bromo-4-methoxybenzoic acid, and the molecular formula is C8H7BrO3, COA of Formula: C8H7BrO3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Villalgordo, Jose M. published the artcileNovel Regioselective Synthesis of Urolithin Glucuronides-Human Gut Microbiota Cometabolites of Ellagitannins and Ellagic Acid, Quality Control of 74317-85-4, the main research area is urolithin glucuronide synthesis gut microbiota metabolite ellagitannin ellagate; ellagic acid; glucuronides; gut microbiota metabolites; synthesis; urolithins.

Urolithins (dibenzo-pyran-[b,d]-6 one derivatives) are human gut microbiota metabolites produced from the natural food antioxidant ellagic acid. Urolithins are better absorbed than ellagic acid and demonstrate biol. activities that suggest that they are responsible for the health effects observed after consuming ellagitannin- and ellagic acid-containing foods. Urolithins occur in the systemic circulation as glucuronide conjugates following phase II metabolism These phase II conjugates are essential for testing the urolithin mechanisms of action in human cell line bioassays. Urolithin glucuronides are not com. available, and their biosynthesis leads to mixtures of regional isomers. This study describes a novel and regioselective synthesis of urolithin A (3,8-dihydroxy urolithin) 3- and 8-glucuronides and isourolithin A (3,9-dihydroxy urolithin) 3- and 9-glucuronides. The metabolites were characterized using 1H and 13C NMR spectroscopy and UV spectrophotometry. The presence of these metabolites in human subjects belonging to different urolithin metabotypes was also investigated.

Journal of Agricultural and Food Chemistry published new progress about Drug metabolism. 74317-85-4 belongs to class bromides-buliding-blocks, name is 2-Bromo-4-methoxybenzoic acid, and the molecular formula is C8H7BrO3, Quality Control of 74317-85-4.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Nishiyama, Yuko published the artcileStructure-activity relationship-guided development of retinoic acid receptor-related orphan receptor gamma (RORγ)-selective inverse agonists with a phenanthridin-6(5H)-one skeleton from a liver X receptor ligand, Synthetic Route of 74317-85-4, the main research area is retinoate receptor orphan gamma ROR phenanthridinone skeleton liver X; Inverse agonist; LXR; Phenanthridinone; ROR.

Retinoic acid receptor-related orphan receptors (RORs), which belong to the nuclear receptor superfamily, regulate many physiol. processes, including hepatic gluconeogenesis, lipid metabolism, immune function and circadian rhythm. Since RORs resemble liver X receptors (LXRs) in the fold structure of their ligand-binding domains, the authors speculated that ROR-mediated transcription might be modulated by LXR ligands, in line with the multi-template hypothesis. Therefore, the authors screened the authors’ LXR ligand library for compounds with ROR ligand activity and identified a novel ROR ligand with a phenanthridin-6(5H)-one skeleton. Structure-activity relationship studies aimed at separating ROR inverse agonistic activity from LXR-agonistic activity enabled the authors to develop a series of ROR inverse agonists based on the phenanthridin-6(5H)-one skeleton, including a RORγ-selective inverse agonist.

Bioorganic & Medicinal Chemistry published new progress about Circadian rhythm. 74317-85-4 belongs to class bromides-buliding-blocks, name is 2-Bromo-4-methoxybenzoic acid, and the molecular formula is C8H7BrO3, Synthetic Route of 74317-85-4.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Aoyama, Hiroshi published the artcileFused heterocyclic amido compounds as anti-hepatitis C virus agents, Safety of 2-Bromo-4-methoxybenzoic acid, the main research area is fused heterocyclic amido compound preparation antiviral hepatitis C.

We identified a fused heteroaromatic amido structure based on the phenanthridine skeleton as a superior scaffold for candidate drugs with potent anti-HCV activity. Among the compounds synthesized, a phenanthridine analog with a 1,3-dioxolyl group (24) possessed the most potent anti-HCV activity (EC50 value: 50 nM), with acceptable cytotoxicity. The structural development and structure-activity relationships of these compounds are described.

Bioorganic & Medicinal Chemistry published new progress about Antiviral agents. 74317-85-4 belongs to class bromides-buliding-blocks, name is 2-Bromo-4-methoxybenzoic acid, and the molecular formula is C8H7BrO3, Safety of 2-Bromo-4-methoxybenzoic acid.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Hu, De-Xuan published the artcileSynthesis of Methoxy-, Methylenedioxy-, Hydroxy-, and Halo-Substituted Benzophenanthridinone Derivatives as DNA Topoisomerase IB (TOP1) and Tyrosyl-DNA Phosphodiesterase 1 (TDP1) Inhibitors and Their Biological Activity for Drug-Resistant Cancer, Quality Control of 74317-85-4, the main research area is benzophenanthridinone preparation TOP1 TDP1 enzyme inhibitor antitumor SAR.

Herein, the synthesis of benzophenanthridinone derivatives I [R = 1-MeO, 2-Br, 8-OH, etc], II [R1 = R2 = 2,3-OCH2O, 8,9-Meo, 8,9-F], III [R3 = 8-F, 8-Br, 9-MeO; R4 = R5 = 2,3-OCH2O, 2,3-MeO, etc] as TOP1 and TDP1 inhibitors was reported. Seven compounds III [R3 = 8-F, 8-NO2, 8-MeO, 9-Cl, 7,8-OH, 8,9-F; R4 = R5 = 2,3-OCH2O] showed a robust TOP1 inhibitory activity (+++ or ++++), and four compounds I [R = 12-MeO] and III [R3 = 7,8-OH, 8-MeO, 8,9-MeO; R4 = R5 = 2,3-OCH2O, 8,9-MeO] showed a TDP1 inhibition (half-maximal inhibitory concentration values of 15 or 19μM). Also the dual TOP1 and TDP1 inhibitor III [R = 2,3-OCH2O, 7,8-OH] induces both cellular TOP1cc, TDP1cc formation and DNA damage was showed ,resulting in cancer cell apoptosis at a sub-micromolar concentration In addition, III [R = 2,3-OCH2O, 7,8-OH] showed an enhanced activity in drug-resistant MCF-7/TDP1 cancer cells and was synergistic with topotecan in both MCF-7 and MCF-7/TDP1 cells.

Journal of Medicinal Chemistry published new progress about Antitumor agents. 74317-85-4 belongs to class bromides-buliding-blocks, name is 2-Bromo-4-methoxybenzoic acid, and the molecular formula is C8H7BrO3, Quality Control of 74317-85-4.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Kunitomo, Jun Ichi published the artcileThe structure of 2,3-dihydromenisporphine and the synthesis of dauriporphine, oxoisoaporphine alkaloids from Menispermum dauricum DC, Application In Synthesis of 74317-85-4, the main research area is dibenzoquinolinone alkaloid Menispermum; Menispermum dauriporphine dihydromenisporphine; menisporphine dihydro structure.

Two structurally unidentified alkaloids (tentatively named bases III and IV), isolated from Menispermum dauricum DC. (Menispermaceae), were found to be dauriporphine (I), a known oxoisoaporphine-type alkaloid, and 2,3-dihydromenisporphine (II), a new alkaloid of the same type, resp. The structure of dauriporphine was confirmed by synthesis of 4,5,6,9-tetramethoxy-7H-dibenzo[de,h]quinolin-7-one (I).

Chemical & Pharmaceutical Bulletin published new progress about Menispermum dauricum. 74317-85-4 belongs to class bromides-buliding-blocks, name is 2-Bromo-4-methoxybenzoic acid, and the molecular formula is C8H7BrO3, Application In Synthesis of 74317-85-4.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary