24370-81-8

Upstream product

• 1215-59-4 5-benzyloxy-1H-indole 
• 541-41-3 chloroformic acid ethyl ester 
• 100-44-7 benzyl chloride 
• 22424-58-4 5-benzyloxy-2-nitrotoluene 
• 2581-34-2 3-methyl-4-nitrophenol 
• 1609-47-8 diethyl dicarbonate 

Downstream Products

• 133845-46-2 N-methyl-2-(5-benzyloxy-1-methylindole)carboxamide 
• 265323-33-9 ethyl 5-(2-chloro-4-cyanophenoxy)-1H-indole-1-carboxylate 
• 170146-64-2 3-chloro-4-(1H-indol-5-yloxy)benzoic acid 
• 170148-08-0 3-chloro-4-[1-(1-phenyl-ethyl)-2,3-dihydro-1H-indol-5-yloxy]-benzoic acid ethyl ester 
• 320783-97-9 ethyl 4-[(1-benzylindolin-5-yl)oxy]-3-chlorobenzoate 
• 170148-05-7 ethyl 5-(2-chloro-4-cyanophenoxy)indoline-1-carboxylate 
• 170147-38-3 ethyl 3-chloro-4-(indolin-5-yloxy)benzoate 
• 170146-91-5 3-chloro-4-(indolin-5-yloxy)benzoic acid 

Relevant academic research and scientific papers

A novel class of inhibitors for human and rat steroid 5α-Reductases: Synthesis and biological evaluation of indoline and aniline derivatives. III

While searching for novel nonsteroidal inhibitors of human and rat prostatic 5α-reductases, we found a new series of indoline and aniline derivatives that showed potent inhibitory activities for both enzymes. Among them, 3-chloro-4-{[1-(4-phenoxybenzyl)in

A novel class of inhibitors for human steroid 5α-reductase: Synthesis and biological evaluation of indole derivatives. II

In a search for novel nonsteroidal inhibitors of human prostatic 5α- reductase, we found a new series of indole derivatives that showed potent inhibitory activities for the human enzyme. Among them, 4-[(1-benzyl-1- Hindol-5-yl)oxy]-3-chlorobenzoic acid (2d, YM-32906) showed more potent inhibitory activity than finasteride with an IC50 value of 0.44 nM. 3- Chloro-4-{[1-(4-phenoxybenzyl)-1H-indol-5-yl]oxy}benzoic acid (2m) showed inhibitory activities for both human and rat prostatic 5α-reductase with IC50 values of 2.1 and 73 nM, respectively. The synthesis and structure- activity relationships of these indole derivatives are presented.

The synthesis of 1-[2-(dimethylamino)ethyl]-7,12-dihydro-3H-[2]-benzoxepino[4,3-e]indole . A potential antidepressant agent

The structures of doxepin and serotonin were overlayed using molecular graphics and 1-[2-(dimethylamino)ethyl]-7,12-dihydro-3H-[2]-benzoxepino[4,3-e]indole was proposed as a potential antidepressant agent. This paper deals with the synthesis of the title compound. Key steps in the synthesis include a regioselective electrophilic substitution at C-4 of ethyl 5-hydroxy-1-indolecarboxylate and subsequent modification to 7,12-dihydro-3H-[2]-benzoxepino[4,3-e]indole. Standard procedures were then used to construct the dimethylaminoethyl side chain to yield the title compound.