Crowley, Brendan M.’s team published research in Bioorganic & Medicinal Chemistry Letters in 25 | CAS: 624734-19-6

Bioorganic & Medicinal Chemistry Letters published new progress about 624734-19-6. 624734-19-6 belongs to tetrahydropyran, auxiliary class Tetrahydropyran,Fluoride,Ketone, name is 3-Fluorodihydro-2H-pyran-4(3H)-one, and the molecular formula is C5H7FO2, Related Products of tetrahydropyran.

Crowley, Brendan M. published the artcileNovel oxazolidinone calcitonin gene-related peptide (CGRP) receptor antagonists for the acute treatment of migraine, Related Products of tetrahydropyran, the publication is Bioorganic & Medicinal Chemistry Letters (2015), 25(21), 4777-4781, database is CAplus and MEDLINE.

In the authors’ efforts to develop CGRP receptor antagonists as backups to MK-3207, the authors employed a scaffold hopping approach to identify a series of novel oxazolidinone-based compounds The development of a structurally diverse, potent ((I), cAMP + HS IC50 = 0.67 nM), and selective compound (hERG IC50 = 19 μM) with favorable rodent pharmacokinetics (F = 100%, t1/2 = 7 h) is described. Key to this development was identification of a 3-substituted spirotetrahydropyran ring that afforded a substantial gain in potency (10 to 35-fold).

Bioorganic & Medicinal Chemistry Letters published new progress about 624734-19-6. 624734-19-6 belongs to tetrahydropyran, auxiliary class Tetrahydropyran,Fluoride,Ketone, name is 3-Fluorodihydro-2H-pyran-4(3H)-one, and the molecular formula is C5H7FO2, Related Products of tetrahydropyran.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics

Ramurthy, Savithri’s team published research in Journal of Medicinal Chemistry in 63 | CAS: 624734-19-6

Journal of Medicinal Chemistry published new progress about 624734-19-6. 624734-19-6 belongs to tetrahydropyran, auxiliary class Tetrahydropyran,Fluoride,Ketone, name is 3-Fluorodihydro-2H-pyran-4(3H)-one, and the molecular formula is C5H7FO2, SDS of cas: 624734-19-6.

Ramurthy, Savithri published the artcileDesign and Discovery of N-(3-(2-(2-Hydroxyethoxy)-6-morpholinopyridin-4-yl)-4-methylphenyl)-2-(trifluoromethyl)isonicotinamide, a Selective, Efficacious, and Well-Tolerated RAF Inhibitor Targeting RAS Mutant Cancers: The Path to the Clinic, SDS of cas: 624734-19-6, the publication is Journal of Medicinal Chemistry (2020), 63(5), 2013-2027, database is CAplus and MEDLINE.

Direct pharmacol. inhibition of RAS has remained elusive, and efforts to target CRAF have been challenging due to the complex nature of RAF signaling, downstream of activated RAS, and the poor overall kinase selectivity of putative RAF inhibitors. Herein, we describe 15, a selective B/C RAF inhibitor, which was developed by focusing on drug-like properties and selectivity. Our previous tool compound, 3, was potent, selective, efficacious, and well tolerated in preclin. models, but the high human intrinsic clearance precluded further development and prompted further investigation of close analogs. A structure-based approach led to a pyridine series with an alc. side chain that could interact with the DFG loop and significantly improved cell potency. Further mitigation of human intrinsic clearance and time-dependent inhibition led to the discovery of 15. Due to its excellent properties, it was progressed through toxicol. studies and is being tested in phase 1 clin. trials.

Journal of Medicinal Chemistry published new progress about 624734-19-6. 624734-19-6 belongs to tetrahydropyran, auxiliary class Tetrahydropyran,Fluoride,Ketone, name is 3-Fluorodihydro-2H-pyran-4(3H)-one, and the molecular formula is C5H7FO2, SDS of cas: 624734-19-6.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics

Martins, Francisco A.’s team published research in Beilstein Journal of Organic Chemistry in 13 | CAS: 624734-19-6

Beilstein Journal of Organic Chemistry published new progress about 624734-19-6. 624734-19-6 belongs to tetrahydropyran, auxiliary class Tetrahydropyran,Fluoride,Ketone, name is 3-Fluorodihydro-2H-pyran-4(3H)-one, and the molecular formula is C5H7FO2, Related Products of tetrahydropyran.

Martins, Francisco A. published the artcileConformational impact of structural modifications in 2-fluorocyclohexanone, Related Products of tetrahydropyran, the publication is Beilstein Journal of Organic Chemistry (2017), 1781-1787, database is CAplus and MEDLINE.

2-Haloketones are building blocks that combine phys., chem. and biol. features of materials and bioactive compounds, while organic fluorine plays a fundamental role in the design of performance organic mols. Since these features are dependent on the three-dimensional chem. structure of a mol., simple structural modifications can affect its conformational stability and, consequently, the corresponding physicochem./biol. property of interest. In this work, structural changes in 2-fluorocyclohexanone were theor. studied with the aim at finding intramol. interactions that induce the conformational equilibrium towards the axial or equatorial conformer. The interactions evaluated were hydrogen bonding, hyperconjugation, electrostatic and steric effects. While the gauche effect, originated from hyperconjugative interactions, does not appear to cause some preferences for the axial conformation of organofluorine heterocycles, more classical effects indeed rule the conformational equilibrium of the compounds Spectroscopic parameters (NMR chem. shifts and coupling constants), which can be useful to determine the stereochem. and the interactions operating in the series of 2-fluorocyclohexanone derivatives, were also calculated

Beilstein Journal of Organic Chemistry published new progress about 624734-19-6. 624734-19-6 belongs to tetrahydropyran, auxiliary class Tetrahydropyran,Fluoride,Ketone, name is 3-Fluorodihydro-2H-pyran-4(3H)-one, and the molecular formula is C5H7FO2, Related Products of tetrahydropyran.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics

Trujillo, John I.’s team published research in Bioorganic & Medicinal Chemistry Letters in 21 | CAS: 624734-19-6

Bioorganic & Medicinal Chemistry Letters published new progress about 624734-19-6. 624734-19-6 belongs to tetrahydropyran, auxiliary class Tetrahydropyran,Fluoride,Ketone, name is 3-Fluorodihydro-2H-pyran-4(3H)-one, and the molecular formula is C12H14O2, Recommanded Product: 3-Fluorodihydro-2H-pyran-4(3H)-one.

Trujillo, John I. published the artcileDesign and synthesis of novel CCR2 antagonists: investigation of non-aryl/heteroaryl binding motifs, Recommanded Product: 3-Fluorodihydro-2H-pyran-4(3H)-one, the publication is Bioorganic & Medicinal Chemistry Letters (2011), 21(6), 1827-1831, database is CAplus and MEDLINE.

This report describes the design and synthesis of a series of CCR2 antagonists incorporating novel non-aryl/heteroaryl RHS (right hand side) motifs e. g., I. Previous SAR in the area has suggested an aryl/heteroaryl substituent as a necessary structural feature for binding to the CCR2 receptor. Herein we describe the SAR with regards to potency (binding to hCCR2), dofetilide activity and metabolic stability (in vitro HLM) for this series. The resulting outcome was the identification of compounds with excellent properties for the investigation of the role of CCR2 in disease.

Bioorganic & Medicinal Chemistry Letters published new progress about 624734-19-6. 624734-19-6 belongs to tetrahydropyran, auxiliary class Tetrahydropyran,Fluoride,Ketone, name is 3-Fluorodihydro-2H-pyran-4(3H)-one, and the molecular formula is C12H14O2, Recommanded Product: 3-Fluorodihydro-2H-pyran-4(3H)-one.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics

Kothandaraman, Shankaran’s team published research in Bioorganic & Medicinal Chemistry Letters in 19 | CAS: 624734-19-6

Bioorganic & Medicinal Chemistry Letters published new progress about 624734-19-6. 624734-19-6 belongs to tetrahydropyran, auxiliary class Tetrahydropyran,Fluoride,Ketone, name is 3-Fluorodihydro-2H-pyran-4(3H)-one, and the molecular formula is C5H7FO2, Category: tetrahydropyran.

Kothandaraman, Shankaran published the artcileDesign, synthesis, and structure-activity relationship of novel CCR2 antagonists, Category: tetrahydropyran, the publication is Bioorganic & Medicinal Chemistry Letters (2009), 19(6), 1830-1834, database is CAplus and MEDLINE.

A series of novel 1-aminocyclopentyl-3-carboxamides incorporating substituted tetrahydropyran moieties have been synthesized and evaluated for their antagonistic activity against the human CCR2 receptor. Among them analog I was found to posses potent antagonistic activity.

Bioorganic & Medicinal Chemistry Letters published new progress about 624734-19-6. 624734-19-6 belongs to tetrahydropyran, auxiliary class Tetrahydropyran,Fluoride,Ketone, name is 3-Fluorodihydro-2H-pyran-4(3H)-one, and the molecular formula is C5H7FO2, Category: tetrahydropyran.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics

Silva, Thayna F. B.’s team published research in Journal of Physical Chemistry A in 118 | CAS: 624734-19-6

Journal of Physical Chemistry A published new progress about 624734-19-6. 624734-19-6 belongs to tetrahydropyran, auxiliary class Tetrahydropyran,Fluoride,Ketone, name is 3-Fluorodihydro-2H-pyran-4(3H)-one, and the molecular formula is C10H16Br3N, Related Products of tetrahydropyran.

Silva, Thayna F. B. published the artcileEndocyclic Oxygen in 3-Fluorodihydro-2H-pyran-4(3H)-one That Does Not Induce the Gauche Effect, Related Products of tetrahydropyran, the publication is Journal of Physical Chemistry A (2014), 118(32), 6266-6271, database is CAplus and MEDLINE.

2-Fluorocyclohexanone undergoes chair inversion, giving rise to axial and equatorial conformers, with the equatorial form being highly preferred in solution, for example, 87% in chloroform and 93% in methylene chloride. Modifications in the conformational preferences can modify macroscopic properties of 2-fluoro ketones. The introduction of an endocyclic oxygen in 2-fluorocyclohexanone to give 3-fluorodihydro-2H-pyran-4(3H)-one would be expected to create a gauche effect in the axial conformer along with the O-C-C-F moiety, inducing an increase of its population. However, small changes were verified in the conformational populations both in the gas phase and solution because the carbonyl group plays an important role for the hyperconjugation in the equatorial conformer, despite experiencing strong dipolar repulsion with the fluorine atom. These data were obtained theor. and by NMR spectroscopy, while the nature of the interactions governing these conformational shifts were investigated on the basis of natural bond orbital anal.

Journal of Physical Chemistry A published new progress about 624734-19-6. 624734-19-6 belongs to tetrahydropyran, auxiliary class Tetrahydropyran,Fluoride,Ketone, name is 3-Fluorodihydro-2H-pyran-4(3H)-one, and the molecular formula is C10H16Br3N, Related Products of tetrahydropyran.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydropyran,
Tetrahydropyran – an overview | ScienceDirect Topics