On March 27, 2014, Heeres, Andre; Grol, Cornelius Joannes; Borst, Marcus Leonardus Gerardus; Willigers – Hogg, Sandra published a patent.Quality Control of 6-Chloro-2,3-dihydro-1H-indole The title of the patent was Substituted 3-heteroaryloxy-3-(hetero)aryl-propylamines as serotonin transporter and serotonin 5HT2C receptor modulators and their preparation. And the patent contained the following:
The invention relates to compounds of formula I and pharmaceutically acceptable salts, hydrates and solvates thereof, that have serotonin (5-HT) transporter inhibitory effects and 5-HT2C receptor antagonist or inverse agonist effects. The invention also relates to pharmaceutical compositions comprising these compounds, and methods of using them for application in the prophylaxis or treatment of CNS disorders. Compounds of formula I wherein R1 is C6-24 aryl and C4-24 heteroaryl; R2 and R3 are independently H and C1-12 alkyl; R2R3 taken together to form (un)substituted C2-4 alkylene and heterocyclyl; R4 is (un)substituted C1-5 alkylene; W1 is (un)substituted methylene; NH and derivatives, O and S; R5, R6, R7 and R8 are independently absent, H, halo and C1-12 alkyl; U, X, Y and Z are independently C and N; E is CH, C-C1-6 alkyl, N, NH and derivatives, etc.; dashed bond is single and double bond; L and M are independently (un)substituted methylene, CH, C-C1-6 alkyl, etc.; R10, R11, R12 and R13 are independently H, C1-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, etc.; and pharmaceutically acceptable salts, hydrates and solvates thereof, are claimed. The invention compounds were evaluated for their serotonin transporter and serotonin HT2C receptor modulatory activity (some data given). The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Quality Control of 6-Chloro-2,3-dihydro-1H-indole
The Article related to heteroaryloxypropylamine preparation serotonin transporter 5ht2c receptor modulator, Heterocyclic Compounds (One Hetero Atom): Pyridines and other aspects.Quality Control of 6-Chloro-2,3-dihydro-1H-indole
Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles