Tag: M.W=250-300

Niculescu-Duvaz, Dan published the artcilePotent BRAF kinase inhibitors based on 2,4,5-trisubstituted imidazole with naphthyl and benzothiophene 4-substituents, Quality Control of 1219130-56-9, the publication is Bioorganic & Medicinal Chemistry (2013), 21(5), 1284-1304, database is CAplus and MEDLINE.

The RAS-RAF-MEK-ERK pathway is hyperactivated in 30% of cancers. BRAF is a serine-threonine kinase, belonging to this pathway that is mutated with high frequency in melanoma and other cancers thus BRAF is an important therapeutic target in melanoma. We have designed inhibitors of BRAF based on 2,4,5-trisubstituted imidazoles with naphthyl and benzothiophene-4-substituents. Two compounds were discovered to be potent BRAF inhibitors: 1-(6-{2-[4-(2-dimethylamino-ethoxy)phenyl]-5-(pyridin-4-yl)-1H-imidazol-4-yl}benzo[b]thiophen-3-yl)-2,2,2-trifluoroethanol with BRAF IC₅₀ = 190 nM and with cellular GI₅₀ = 2100 nM, and 6-{2-[4-(2-dimethylamino-ethoxy)-phenyl]-5-pyridin-4-yl-3H-imidazol-4-yl}-naphthalen-1-ol with IC₅₀ = 9 nM and GI₅₀ = 220 nM.

Bioorganic & Medicinal Chemistry published new progress about 1219130-56-9. 1219130-56-9 belongs to isoquinoline, auxiliary class Isoquinoline,Boronic acid and ester,Amide,Boronic Acids,Boronate Esters, name is 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinolin-1(2H)-one, and the molecular formula is C15H18BNO3, Quality Control of 1219130-56-9.

Referemce:
https://en.wikipedia.org/wiki/Isoquinoline,
Isoquinoline | C9H7N – PubChem

Wrzeszcz, Zuzanna published the artcileHeteroaromatic N-oxides modified with a chiral oxazoline moiety, synthesis and catalytic applications, Formula: C18H14N2O, the publication is Catalysts (2021), 11(4), 444, database is CAplus.

A multi-step synthesis of a series of chiral oxazoline substituted pyridine N-oxides I (R¹ = i-pr, t-bu, Ph; R² = H; R¹ = R² = indane, trimethyl-bicyclo[2.2.1]heptane), alkyl derived of pyridine N-oxides II, bipyridine N-oxides III, and isoquinoline N-oxides IV, based on amino alcs. R¹(NH2)HC-CH(OH)R² derived from natural amino acids or other previously prepared, is presented herein. Various synthetic pathways have been designed and tested according to the properties and limitations imposed by the target products. The encountered problems related to the stability of the products were discussed. The resulting compounds (eighteen structures) were tested as catalysts in the allylation of benzaldehyde (obtaining up to 79% ee) as well as in nitroaldol reaction (obtaining up to 48% ee).

Catalysts published new progress about 2058236-53-4. 2058236-53-4 belongs to isoquinoline, auxiliary class Mono-oxazoline Ligands, name is (S)-2-(Isoquinolin-1-yl)-4-phenyl-4,5-dihydrooxazole, and the molecular formula is C15H12O8, Formula: C18H14N2O.

Referemce:
https://en.wikipedia.org/wiki/Isoquinoline,
Isoquinoline | C9H7N – PubChem

Yu, Wensheng published the artcileDiscovery of macrocyclic HDACs 1, 2, and 3 selective inhibitors for HIV latency reactivation, Safety of 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinolin-1(2H)-one, the publication is Bioorganic & Medicinal Chemistry Letters (2021), 128168, database is CAplus and MEDLINE.

A series of unique macrocyclic HDACs 1, 2, and 3 selective inhibitors were identified with good enzymic activity and high selectivity over HDACs 6 and 8. These macrocyclic HDAC inhibitors used an Et ketone as the zinc-binding group. Compounds I and II stood out as leads due to their low double-digit nM EC₅₀s in the 2C4 cell-based HIV latency reactivation assay. The PK profiles of these macrocyclic HDAC inhibitors still needed improvement.

Bioorganic & Medicinal Chemistry Letters published new progress about 1219130-56-9. 1219130-56-9 belongs to isoquinoline, auxiliary class Isoquinoline,Boronic acid and ester,Amide,Boronic Acids,Boronate Esters, name is 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinolin-1(2H)-one, and the molecular formula is C19H36BNO2Si, Safety of 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isoquinolin-1(2H)-one.

Referemce:
https://en.wikipedia.org/wiki/Isoquinoline,
Isoquinoline | C9H7N – PubChem

Du, Wei published the artcileEnantioselective Palladium-Catalyzed Oxidative Cascade Cyclization of Aliphatic Alkenyl Amides, Synthetic Route of 2058236-53-4, the publication is Organic Letters (2017), 19(2), 316-319, database is CAplus and MEDLINE.

The catalyst system of Pd(TFA)₂/(S,S)-diPh-pyrox is reported to promote the highly efficient enantioselective oxidative cascade cyclization of alkene-tethered aliphatic acrylamides under mild aerobic conditions. Pyrrolizidine derivatives were synthesized in good yield and excellent enantioselectivity. D-labeling experiments revealed that the reaction proceeded through an anti-aminopalladation (anti-AP) pathway with high selectivity. The transition states for the anti-AP step account for the observed enantioselectivity.

Organic Letters published new progress about 2058236-53-4. 2058236-53-4 belongs to isoquinoline, auxiliary class Mono-oxazoline Ligands, name is (S)-2-(Isoquinolin-1-yl)-4-phenyl-4,5-dihydrooxazole, and the molecular formula is C18H14N2O, Synthetic Route of 2058236-53-4.

Referemce:
https://en.wikipedia.org/wiki/Isoquinoline,
Isoquinoline | C9H7N – PubChem