75201-83-1

Upstream product

• 93117-08-9 5-aminoisoquinolin-1(2H)-one 
• 501-53-1 benzyl chloroformate 
• 75201-77-3 (2-Oxy-isoquinolin-5-yl)-carbamic acid benzyl ester 

Relevant academic research and scientific papers

Design, synthesis, and biological evaluation of isoquinoline-1,3,4-trione derivatives as potent caspase-3 inhibitors

A series of isoquinoline-1,3,4-trione derivatives were identified as novel and potent inhibitors of caspase-3 through structural modification of the original compound from high-throughput screening. Various analogues (2, 6, 9, 13, and 14) were synthesized and identified as caspase inhibitors, and the introduction of a 6-N-acyl group (compound 13) greatly improved their activity. Some of them showed low nanomolar potency against caspase-3 in vitro (for example, for 6k, IG50 = 40 nM) and significant protection against apoptosis in a model cell system. Additionally, compound 13f demonstrated a dose-dependent decrease in infarct volume in the transient MCA occlusion stroke model. The present small-molecule caspase-3 inhibitor with novel structures different from structures of known caspase inhibitors revealed a new direction for therapeutic strategies directed against diseases involving abnormally up-regulated apoptosis.

A PHOTOCHEMICAL SYNTHESIS OF 4-HYDROXYINDOLE

1-Alkoxycarbonyl-4-hydroxyindoles were prepared in ca. 25percent yields from 5-(alkoxycarbonylamino)isoquinoline 2-oxides by irradiation in an aprotic solvent, followed by an acid treatment under solvolytic conditions. 1-benzyloxycarbonyl-4-hydroxyindole was then converted to the title compound by catalytic hydrogenation.