Category: 179950-77-7

Pryde, David C. published the artcileThe discovery of potent small molecule activators of human STING, Name: Methyl 2-methyl-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-6-carboxylate, the publication is European Journal of Medicinal Chemistry (2021), 112869, database is CAplus and MEDLINE.

The adaptor protein STING plays a major role in innate immune sensing of cytosolic nucleic acids, by triggering a robust interferon response. Despite the importance of this protein as a potential therapeutic target for serious unmet medical conditions including cancer and infectious disease there remains a paucity of STING ligands. Starting with a benzothiazinone series of weak STING activators (human EC₅₀ ∼10μM) we identified several chemotypes with sub-micromolar STING activity across all the major protein polymorphs. An example compound I, based on an oxindole core structure, demonstrated robust on-target functional activation of STING (human EC₅₀ 185 nM) in immortalized and primary cells and a cytokine induction fingerprint consistent with STING activation. Our study has identified several related series of potent small mol. human STING activators with potential to be developed as immunomodulatory therapeutics.

European Journal of Medicinal Chemistry published new progress about 179950-77-7. 179950-77-7 belongs to esters-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Ester,Amide, name is Methyl 2-methyl-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-6-carboxylate, and the molecular formula is C11H11NO4, Name: Methyl 2-methyl-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-6-carboxylate.

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

Yamamoto, Takeshi published the artcileSynthesis and quantitative structure-activity relationships of N-(3-oxo-3,4-dihydro-2H-benzo[1,4]oxazine-6-carbonyl)guanidines as Na/H exchange inhibitors, Product Details of C11H11NO4, the publication is Chemical & Pharmaceutical Bulletin (1998), 46(11), 1716-1723, database is CAplus and MEDLINE.

N-(3-Oxo-3,4-dihydro-2H-benzo[1,4]oxazine-6-carbonyl)guanidines I [R = H, Cl, OMe; R¹ = H, Me; R² = H, Me, Et, Ph; R³ = H, Me, Et, CHMe₂, Pr, Bu, CH₂CH₂OEt, hexyl] were prepared and tested for Na/H exchange inhibitory activities in order to clarify the structure-activity relationship (SAR). QSAR anal. of I indicated that the length of the 4-substituent was parabolically related to activity and that the calculated optimum 4-substituents were Pr, Et and iso-Pr groups. This SAR was similar to the SAR of the 2- and 4-substituents of 7-carbonylguanidine derivatives, although the position relative to the essential guanidinocarbonyl group was different. Larger 2-substituents, such as a Ph group were unfavorable. The most potent derivative in this series was I [R = H, R¹, R² = Me, R³ = CHMe₂] with an IC₅₀ value of 0.12 μM. The methanesulfonate salt (KB-R9032) of this compound had excellent water-solubility and showed anti-arrhythmic activity against a rat acute myocardial infarction model. KB-R9032 was selected for further investigation as a therapy for ischemia-reperfusion induced injury.

Chemical & Pharmaceutical Bulletin published new progress about 179950-77-7. 179950-77-7 belongs to esters-buliding-blocks, auxiliary class Other Aromatic Heterocyclic,Ester,Amide, name is Methyl 2-methyl-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-6-carboxylate, and the molecular formula is C7H10BNO3, Product Details of C11H11NO4.

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