1321531-36-5

Basic information

• Product Name: C₂₈H₃₇N₃O₇S
• Synonyms: C₂₈H₃₇N₃O₇S
• CAS NO: 1321531-36-5
• Molecular Weight: 559.684
• Mol File: 1321531-36-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₂₈H₃₇N₃O₇S(CAS DataBase Reference)
• NIST Chemistry Reference: C₂₈H₃₇N₃O₇S(1321531-36-5)
• EPA Substance Registry System: C₂₈H₃₇N₃O₇S(1321531-36-5)

Safety Data

• Hazardous Substances Data: 1321531-36-5(Hazardous Substances Data)

Upstream product

• 1321531-05-8 (3aS,5R,6aR)-5-hydroxytetrahydro-2H-cyclopenta[b]furan-3(3aH)-one 
• 1321531-30-9 (3aS,5R,6aR)-3-oxohexahydro-2H-cyclopenta[b]furan-5-yl(4-nitrophenyl)carbonate 
• 169280-56-2 4-amino-N-(2R,3S)(3-amino-2-hydroxy-4-phenylbutyl)-N-isobutylbenzenesulfonamide 
• 1079393-55-7 (3aS,5R,6aR)-5-(tert-butyldimethyl-silanyloxy)-tetrahydro-2H-cyclopenta[b]furan-3-one 

Downstream Products

• 1321531-15-0 (3S,3aR,5R,6aR)-3-hydroxyhexahydro-2H-cyclopenta[b]-furan-5-yl [(2S,3R)-4-(4-amino-N-isobutylphenylsulfonamido)-3-hydroxy-1-phenylbutan-2-yl]carbamate 

Relevant articles and documents

Design of HIV-1 protease inhibitors with C3-substituted hexahydrocyclopentafuranyl urethanes as P2-ligands: Synthesis, biological evaluation, and protein-ligand X-ray crystal structure

We report the design, synthesis, biological evaluation, and the X-ray crystal structure of a novel inhibitor bound to the HIV-1 protease. Various C3-functionalized cyclopentanyltetrahydrofurans (Cp-THF) were designed to interact with the flap Gly48 carbonyl or amide NH in the S2-subsite of the HIV-1 protease. We investigated the potential of those functionalized ligands in combination with hydroxyethylsulfonamide isosteres. Inhibitor 26 containing a 3-(R)-hydroxyl group on the Cp-THF core displayed the most potent enzyme inhibitory and antiviral activity. Our studies revealed a preference for the 3-(R)-configuration over the corresponding 3-(S)-derivative. Inhibitor 26 exhibited potent activity against a panel of multidrug-resistant HIV-1 variants. A high resolution X-ray structure of 26-bound HIV-1 protease revealed important molecular insight into the ligand-binding site interactions.