20198-77-0

Usage

Safety Profile

Poison by intraperitoneal and intravenous routes. An experimental teratogen. Experimental reproductive effects. When heated to decomposition it emits very toxic fumes of Cl and NOx.

InChI:InChI=1/C6H5Cl2NO2/c1-2-9-5(10)3(7)4(8)6(9)11/h2H2,1H3

Upstream product

• 1122-17-4 dichloromaleic acid anhydride 
• 557-66-4 ethanamine hydrochloride 

Downstream Products

• 1325211-85-5 1-(2-bromobenzenesulfonyl)-3-(4-chloro-1-ethyl-2,5-dihydro-1H-pyrrol-3-yl)-1H-indole 
• 1325212-19-8 1-(2-bromobenzenesulfonyl)-3-(4-chloro-1-ethyl-2,5-dihydro-1H-pyrrol-3-yl)-5-ethoxy-1H-indole 
• 1403354-06-2 3-chloro-1-ethyl-4-(2-hydroxyphenylamino)-1H-pyrrole-2,5-dione 
• 1403354-08-4 3-chloro-1-ethyl-4-(2-hydroxyphenylthio)-1H-pyrrole-2,5-dione 
• 1403354-07-3 3-chloro-1-ethyl-4-(2-mercaptophenylthio)-1H-pyrrole-2,5-dione 

Relevant academic research and scientific papers

Rigidized 1-aryl sulfonyl tryptamines: Synthesis and pharmacological evaluation as 5-HT6 receptor ligands

A series of N1-arylsulfonyl-3-(pyrrolidin-3-yl)-1H-indole and N1-arylsulfonyl-3-(4-chloro-2,5-dihydro-1H-pyrrol-3-yl)-1H-indole derivatives (tryptamine derivatives with rigidized side chain) have been prepared and tested for their binding affinity to 5-HT6 receptor. Several compounds displayed potent binding affinity for the 5-HT6 receptor when tested in in vitro binding assay. The primary SAR indicates that rigidification of dimethylamino alkyl chain at C3 of indole carbon maintains the binding affinity to 5-HT6R. The lead compound N 1-benzenesulfonyl-3-(4-chloro-1-methyl-2,5-dihydro-1H-pyrrol-3-yl) -1H-indole, 10a (Kb = 0.1 nM) has shown excellent in vitro affinity and was active in animal models of cognition like NORT and water maze.