Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 67929-86-6, is researched, Molecular C11H11NO3, about New Arylthioindoles and Related Bioisosteres at the Sulfur Bridging Group. 4. Synthesis, Tubulin Polymerization, Cell Growth Inhibition, and Molecular Modeling Studies, the main research direction is indole Friedel Craft acylation aroyl chloride arylacetyl microwave irradiation; pyrrole imidazole benzoylation benzylation; arylthioindole benzylindole aroylindole preparation tubulin polymerization inhibition activity SAR; imidazole pyrrole benzyl aroyl preparation tubulin polymerization inhibition activity; benzylindole aroylindole arylthioindole antitumor agent antiproliferation cell growth inhibition; aroylindole arylthioindole benzylindole docking tubulin cytotoxicity cell morphol.Category: isoquinoline.
A series of arylthioindoles, e.g., I (X = S, R1 = H, CO2Me, CO2Et, R2 = H, Cl, Br, OMe), the corresponding ketones I (X = CO) and diarylmethanes I (X = CH2), as well as pyrrole II (Y = CH2, CO, Z = CH, R3 = CO2Et, R4 = R5 = H; etc.) and imidazole analogs II (Y = CO, Z = N, R3 = R5 = H, R4 = CO2Et; etc.) were synthesized and their activity as tubulin polymerization and cancer cell growth inhibitors assessed. As growth inhibitors of MCF-7 cells, sulfur derivatives were superior or sometimes equivalent to the ketones, while methylene derivatives were substantially less effective. Indoles I (X = S, R1 = H, R2 = Br; X = S, CO, CH2, R1 = CO2Me, R2 = Br, OMe) showed ∼50% of inhibition on human HeLa and HCT116/chr3 cells at 0.5 μM, and these compounds inhibited the growth of HEK, M14, and U937 cells with IC50’s in the 78-220 nM range. While murine macrophage J744.1 cell growth was significantly less affected (20% at higher concentrations), four other non-transformed cell lines remained sensitive to these indoles. The effect of drug treatment on cell morphol. was examined by time-lapse microscopy. In a protocol set up to evaluate toxicity on the Saccharomyces cerevisiae BY4741 wild type strain, compounds I (X = S, R1 = H, R2 = Br) and II (Y = CH2, Z = CH, R3 = CO2H, R4 = R5 = H) strongly reduced cell growth, and I (X = CH2, R1 = CO2Me, R2 = Br; X = S, CO, R1 = CO2Me, R2 = OMe) also showed significant inhibition.
If you want to learn more about this compound(Methyl 5-methoxyindole-2-carboxylate)Category: isoquinoline, you may wish to communicate with the author of the article,or consult the relevant literature related to this compound(67929-86-6).
Reference:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem