6-Methoxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole (cas: 20315-68-8) belongs to indole derivatives. Indole could be stereoselectively alkylated with chiral cyclopentyl sulfone reagent. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.Application In Synthesis of 6-Methoxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole
Discovery of tetrahydro-尾-carboline- and indole-based derivatives as promising phosphodiesterase-4 inhibitors: Synthesis, biological evaluation, and molecular modeling studies was written by Darwish, Khaled M.;Abdelwaly, Ahmad;Atta, Asmaa M.;Helal, Mohamed A.. And the article was included in Journal of Molecular Structure in 2022.Application In Synthesis of 6-Methoxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole This article mentions the following:
Phosphodiesterase-4 (PDE4) is responsible for the selective degradation of the 3′-cyclic phosphate bonds of cAMP. A collection of twenty-three diverse 1,2,3,4-tertahydro-尾-carboline- and indole-based analogs were synthesized and assessed for their inhibitory activity against human PDE4. The compounds were prepared using straightforward procedures and characterized using 1H- and 13C NMR, IR, and mass spectroscopy as well as elemental anal. Fifteen of the prepared compounds exhibited significant inhibitory activity with IC50 values in the lower micromolar to upper nanomolar ranges. The most active compounds also showed good selectivity for PDE4 over the related enzyme family member, PDE5, with either insignificant or null% inhibition of the latter enzyme. The indole-based compounds, 21b (I) and 21c (II), showed the most pronounced PDE4 inhibition with IC50 values of 754 and 664 nM, resp. The PDE4B active site comprises both hydrophobic and solvent-filled pockets. The hydrophobic pocket (Q) includes the invariant purine-selective Gln443 which is critical for cAMP. Below this Gln443 lies Phe446 which acts as a hydrophobic P-clamp stabilizing the ligand aromatic ring system. Mol. docking investigation showed preferential anchoring of the active compounds within the PDE4 active site through interactions between the indole nitrogens and the dimethoxy Ph groups with key residues. Overall, the prepared compounds are novel and simple mols. with good potential for future optimization. Showing satisfactory predicted ADME/safety and drug-likeness properties, compound 21c is considered a promising lead for further optimization towards clin. investigation against inflammatory, auto-immune diseases, or certain types of cancer. In the experiment, the researchers used many compounds, for example, 6-Methoxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole (cas: 20315-68-8Application In Synthesis of 6-Methoxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole).
6-Methoxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole (cas: 20315-68-8) belongs to indole derivatives. Indole could be stereoselectively alkylated with chiral cyclopentyl sulfone reagent. Due to this activity, the indole ring system has become an important component or intermediate in the synthesis of heterocycles.Application In Synthesis of 6-Methoxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole
Referemce:
Indole alkaloid derivatives as building blocks of natural products from聽Bacillus thuringiensis聽and聽Bacillus velezensis聽and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles