1416085-50-1

Basic information

• Product Name: C₃₀H₃₁N₃OS
• Synonyms: C₃₀H₃₁N₃OS
• CAS NO: 1416085-50-1
• Molecular Weight: 481.662
• Mol File: 1416085-50-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₃₀H₃₁N₃OS(CAS DataBase Reference)
• NIST Chemistry Reference: C₃₀H₃₁N₃OS(1416085-50-1)
• EPA Substance Registry System: C₃₀H₃₁N₃OS(1416085-50-1)

Safety Data

• Hazardous Substances Data: 1416085-50-1(Hazardous Substances Data)

Upstream product

• 17734-20-2 6-phenylhexylamine 
• 14619-86-4 2-(2-oxo-2H-acenaphthylen-1-ylidene)malononitrile 
• 846038-96-8 8-oxo-8H-acenaphthyleno[1,2-b]pyrrole-9-carbonitrile 

Relevant articles and documents

3-Thiomorpholin-8-oxo-8H-acenaphtho [1,2-b] pyrrole-9-carbonitrile (S1) derivatives as pan-Bcl-2-inhibitors of Bcl-2, Bcl-xL and Mcl-1

Based on the binding mode of our previously discovered dual inhibitor of Bcl-2 and Mcl-1, 3-thiomorpholin-8-oxo-8H-acenaphtho[1,2-b]pyrrole-9- carbonitrile (3, S1), a library of 9-substituted 3 derivatives was synthesized to further probe the p4 pocket of the two targets. By NMR, structure-activity relationship study, and site-directed mutation, compound 6d (3-(4- aminophenylthio)-8-oxo-8H-acenaphtho[1,2-b]pyrrole-9-3-phenyl)propylamine) was identified to span p2-p4 pockets of Mcl-1, Bcl-2 and Bcl-xL, and then exhibited 9- to 35-fold better affinity to the three targets than 3 (IC 50 = 10, 20 and 18 nM, respectively), which led to greater activity in induction of apoptosis in multiple cancer cell lines. Different contribution of p4 pocket to binding Bcl-2 and Mcl-1 was also investigated by plotting the potency and the HAC of the derivatives.