Tag: M.W=200-250

Tsuruoka, Ryoji; Yoshikawa, Naoki; Konishi, Takahiro; Yamano, Mitsuhisa published the artcile< Asymmetric Synthesis of a 5,6,7,8-Tetrahydro-1,6-naphthyridine Scaffold Leading to Potent Retinoid-Related Orphan Receptor γt Inverse Agonist TAK-828F>, SDS of cas: 777931-67-6, the main research area is enantioselective synthesis TAK 828F; Heck vinylation chloropyridine ethylene; naphthyridine synthesis vinylacylpyridine ammonia; ruthenium catalyzed enantioselective transfer hydrogenation; retinoid related orphan receptor gamma t inverse agonist synthesis.

An asym. synthesis of the tetrahydronaphthyridine scaffold of TAK-828F as a RORγt inverse agonist has been developed. The synthesis features a newly discovered atom-economical protocol for Heck-type vinylation of chloropyridine using ethylene gas, an unprecedented formation of dihydronaphthyridine directly from 2-vinyl-3-acylpyridine mediated by ammonia, and a ruthenium-catalyzed enantioselective transfer hydrogenation as key steps. This represents the first example of the enantioselective synthesis of a 5,6,7,8-tetrahydro-1,6-naphthyridine compound The new synthesis is also free of chromatog. or distillation purification processes and therefore qualifies for extension to large-scale manufacture

Journal of Organic Chemistry published new progress about Arylation. 777931-67-6 belongs to class pyridine-derivatives, and the molecular formula is C6H5BrClNO, SDS of cas: 777931-67-6.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Spock, Matthew; Carter, Trever R.; Bollinger, Katrina A.; Han, Changho; Baker, Logan A.; Rodriguez, Alice L.; Peng, Li; Dickerson, Jonathan W.; Qi, Aidong; Rook, Jerri M.; O’Neill, Jordan C.; Watson, Katherine J.; Chang, Sichen; Bridges, Thomas M.; Engers, Julie L.; Engers, Darren W.; Niswender, Colleen M.; Conn, P. Jeffrey; Lindsley, Craig W.; Bender, Aaron M. published the artcile< Discovery of VU6028418: A Highly Selective and Orally Bioavailable M4 Muscarinic Acetylcholine Receptor Antagonist>, Recommanded Product: 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine, the main research area is preparation oral mAChR4 antagonist dystonia movement disorder.

Herein, we report the SAR leading to the discovery of VU6028418, a potent M4 mAChR antagonist with high subtype-selectivity and attractive DMPK properties in vitro and in vivo across multiple species. VU6028418 was subsequently evaluated as a preclin. candidate for the treatment of dystonia and other movement disorders. During the characterization of VU6028418, a novel use of deuterium incorporation as a means to modulate CYP inhibition was also discovered.

ACS Medicinal Chemistry Letters published new progress about Canis familiaris. 329214-79-1 belongs to class pyridine-derivatives, and the molecular formula is C11H16BNO2, Recommanded Product: 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Josa-Cullere, Laia; Cogswell, Thomas J.; Georgiou, Irene; Jay-Smith, Morgan; Jackson, Thomas R.; Bataille, Carole J. R.; Davies, Stephen G.; Vyas, Paresh; Milne, Thomas A.; Wynne, Graham M.; Russell, Angela J. published the artcile< Identification and Preliminary Structure-Activity Relationship Studies of 1,5-Dihydrobenzo[e][1,4]oxazepin-2(3H)-ones That Induce Differentiation of Acute Myeloid Leukemia Cells In Vitro>, Name: 3-Amino-5-bromopyridine-2-carboxylic Acid, the main research area is dihydrobenzooxazepinone preparation SAR acute myeloid leukemia pharmacokinetic; CD11b; acute myeloid leukemia; benzooxazepinones; differentiation; phenotypic screen.

A series of 1,5-dihydrobenzo[e][1,4]oxazepin-2(3H)-one hit compounds e.g. I was identified and synthesized. Herein, we report the hit validation in vitro, structure-activity relationship (SAR) studies and the pharmacokinetic profiles for selected compounds

Molecules published new progress about Acute myeloid leukemia. 870997-85-6 belongs to class pyridine-derivatives, and the molecular formula is C6H5BrN2O2, Name: 3-Amino-5-bromopyridine-2-carboxylic Acid.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Wei, Chenyang; Liu, Zhengping; Tan, Hongwei; Huang, Liyan; Li, Jun published the artcile< A non-metal route to realize the bio-based polyester of poly(hexylene succinate): preparation conditions, side-reactions and mechanism in sulfonic acid-functionalized Bronsted acidic ionic liquids>, Related Products of 21876-43-7, the main research area is surlfuric acid functionalized ionic liquid catalyst polyhexylene succinate preparation.

A biodegradable linear bio-based polyester of poly(hexylene succinate) was effectively prepared in non-metal sulfonic acid-functionalized Bronsted acidic ionic liquids (SFBAILs) as both the catalyst and the polymerization medium, and the processes of polycondensation and post-polycondensation in SFBAILs were also investigated. In addition, the side reactions which were detrimental to the growth of Mw of poly(hexylene succinate) were evaluated and the synthesis mechanism of poly(hexylene succinate) catalyzed by SFBAILs was discussed with the help of DFT calculations The result shows that both the imidazole ring and the sulfonic group on cations of SFBAILs play an important role in the catalytic process.

RSC Advances published new progress about Acidity. 21876-43-7 belongs to class pyridine-derivatives, and the molecular formula is C9H13NO3S, Related Products of 21876-43-7.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Duong, Vincent K.; Horan, Alexandra M.; McGarrigle, Eoghan M. published the artcile< Synthesis of Pyridylsulfonium Salts and Their Application in the Formation of Functionalized Bipyridines>, Recommanded Product: 2-Bromo-N,N-dimethylpyridin-4-amine, the main research area is pyridylsulfide diphenyliodonium triflate copper selective arylation; pyridylsulfonium trifluoromethanesulfonate preparation; halopyridine organolithium pyridylsulfonium coupling; bipyridine preparation.

An S-selective arylation of pyridylsulfides with good functional group tolerance was developed. To demonstrate synthetic utility, the resulting pyridylsulfonium salts were used in a scalable transition-metal-free coupling protocol, yielding functionalized bipyridines with extensive functional group tolerance. This modular methodol. permits selective introduction of functional groups from com. available pyridyl halides, furnishing sym. and unsym. 2,2′- and 2,3′-bipyridines. Iterative application of the methodol. enabled the synthesis of a functionalized terpyridine with three different pyridine components.

Organic Letters published new progress about Arylation. 396092-82-3 belongs to class pyridine-derivatives, and the molecular formula is C7H9BrN2, Recommanded Product: 2-Bromo-N,N-dimethylpyridin-4-amine.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Demonti, Luca; Saffon-Merceron, Nathalie; Mezailles, Nicolas; Nebra, Noel published the artcile< Cross-Coupling through Ag(I)/Ag(III) Redox Manifold>, Name: 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine, the main research area is silver trifluoromethyl tervalent argentate preparation reductive elimination arylboronate; trifluoromethyl arene preparation coupling arylboronate trifluoromethylargentate reductive elimination; crystal mol optimized electronic structure tervalent trifluoromethyl argentate complex; AgIII chemistry; cross-coupling; fluorine; high-valent species; trifluoromethylation.

Trifluoromethyl argentates(III) undergo reductive elimination with arylboronic acids, yielding trifluoromethylarenes. In ample variety of transformations, the presence of silver as an additive or co-catalyst is believed to be innocuous for the efficiency of the operating metal catalyst. Even though Ag additives are required often as coupling partners, oxidants or halide scavengers, its role as a catalytically competent species is widely neglected in cross-coupling reactions. Most likely, this is due to the erroneously assumed incapacity of Ag to undergo 2e- redox steps. Definite proof is herein provided for the required elementary steps to accomplish the oxidative trifluoromethylation of arenes through AgI/AgIII redox catalysis (i. e. CEL coupling), namely: (i) easy AgI/AgIII 2e- oxidation mediated by air; (ii) bpy/phen ligation to AgIII; (iii) boron-to-AgIII aryl transfer; and (iv) ulterior reductive elimination of benzotrifluorides from an [aryl-AgIII-CF3] fragment. More precisely, an ultimate entry and full characterization of organosilver(III) compounds [K]+[AgIII(CF3)4]- (K-1), [(bpy)AgIII(CF3)3] (2) and [(phen)AgIII(CF3)3] (3), is described. The utility of 3 in cross-coupling has been showcased unambiguously, and a large variety of arylboron compounds was trifluoromethylated via [AgIII(aryl)(CF3)3]- intermediates. This work breaks with old stereotypes and misconceptions regarding the inability of Ag to undergo cross-coupling by itself.

Chemistry – A European Journal published new progress about Boronic acids, esters Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (arylboronates). 329214-79-1 belongs to class pyridine-derivatives, and the molecular formula is C11H16BNO2, Name: 3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Nishimura, Nobuko; Norman, Mark H.; Liu, Longbin; Yang, Kevin C.; Ashton, Kate S.; Bartberger, Michael D.; Chmait, Samer; Chen, Jie; Cupples, Rod; Fotsch, Christopher; Helmering, Joan; Jordan, Steven R.; Kunz, Roxanne K.; Pennington, Lewis D.; Poon, Steve F.; Siegmund, Aaron; Sivits, Glenn; Lloyd, David J.; Hale, Clarence; St. Jean, David J. published the artcile< Small Molecule Disruptors of the Glucokinase-Glucokinase Regulatory Protein Interaction: 3. Structure-Activity Relationships within the Aryl Carbinol Region of the N-Arylsulfonamido-N'-arylpiperazine Series>, Recommanded Product: tert-Butyl (5-aminopyridin-2-yl)carbamate, the main research area is arylsulfonamido arylpiperazine glucokinase glucokinase regulatory protein disruptor SAR; AMG 3969 glucokinase glucokinase regulatory protein disruptor SAR; glucose blood level reduction arylsulfonamido arylpiperazine.

We have recently reported a novel approach to increase cytosolic glucokinase (GK) levels through the binding of a small mol. to its endogenous inhibitor, glucokinase regulatory protein (GKRP). These initial investigations culminated in the identification of 2-(4-((2S)-4-((6-amino-3-pyridinyl)sulfonyl)-2-(1-propyn-1-yl)-1-piperazinyl)phenyl)-1,1,1,3,3,3-hexafluoro-2-propanol (I, AMG-3969), a compound that effectively enhanced GK translocation and reduced blood glucose levels in diabetic animals. Herein we report the results of our expanded SAR investigations that focused on modifications to the aryl carbinol group of this series. Guided by the X-ray cocrystal structure of compound I bound to hGKRP, we identified several potent GK-GKRP disruptors bearing a diverse set of functionalities in the aryl carbinol region. Among them, sulfoximine and pyridinyl derivatives II and III possessed excellent potency as well as favorable PK properties. When dosed orally in db/db mice, both compounds significantly lowered fed blood glucose levels (up to 58%).

Journal of Medicinal Chemistry published new progress about Antidiabetic agents. 220731-04-4 belongs to class pyridine-derivatives, and the molecular formula is C10H15N3O2, Recommanded Product: tert-Butyl (5-aminopyridin-2-yl)carbamate.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem