Reference of Methyl 5-methoxyindole-2-carboxylate. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: Methyl 5-methoxyindole-2-carboxylate, is researched, Molecular C11H11NO3, CAS is 67929-86-6, about 2-[(2,3-Dihydro-1H-indol-1-yl)methyl]melatonin Analogues: A Novel Class of MT2-Selective Melatonin Receptor Antagonists. Author is Zlotos, Darius P.; Attia, Mohamed I.; Julius, Justin; Sethi, Shalini; Witt-Enderby, Paula A..
A novel series of 2-[(2,3-dihydro-1H-indol-1-yl)methyl]melatonin analogs I [R = Me, R’ = Me, propyl; R = H, R’ = Me, Et, cyclobutyl] and II [X = 5-methoxyindolin-1-yl, 5-methylindolin-1-yl, 5-bromoindolin-1-yl, pyrrolidin-1-yl, 6-nitroindolin-1-yl, 6-aminoindolin-1-yl] has been prepared to probe the steric and electronic properties of the binding pocket of the MT2 receptor accommodating the “”out-of-plane”” substituent of MT2-selective antagonists. The acetamide I (R = H, R’ = Me) bearing an unsubstituted indoline moiety displayed an excellent binding affinity and selectivity toward the MT2-subtype (MT2, Ki = 1 nM; MT1, Ki = 115 nM), behaving as a competitive antagonist. 5-Me, 5-OMe, 5-Br, 6-NH2, and 6-NO2 substitution of the indoline moiety reduced both MT2 affinity and selectivity, indicating that hydrophobic interactions play a decisive role in binding the out-of-plane substituent. The cyclobutanecarboxamide I (R = H, R’ = cyclobutyl) showed a biphasic binding pattern at MT2 receptors, indicating the presence of two MT2 binding sites, a high affinity (Ki = 1 pM) and a low affinity (Ki = 148 nM), while MT1 binding affinity was very low (Ki = 1.4 μM). Functional anal. of I (R = H, R’ = cyclobutyl) revealed it to be an antagonist at MT1 receptors and a partial agonist, at best, at MT2 receptors.
Different reactions of this compound(Methyl 5-methoxyindole-2-carboxylate)Reference of Methyl 5-methoxyindole-2-carboxylate require different conditions, so the reaction conditions are very important.
Reference:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem