Chemistry of indoles carrying a basic function, Part 3. Synthesis of spiro[cyclopropane-1,3'[3H]indol]-2'(1'H)-ones with antihypoxic effects.

Abstract

Hydroxyindolones (1-6, 15-16) were transformed into isatinylidenes (7, 9-13, 17-19) by dehydration with 4-toluenesulfonic acid. The dimer-type compounds (14, 20) were also isolated in a few cases. The obtained isatinylidenes were transformed into 3-spiro-cyclopropane-oxindoles (21-32) with dimethyloxosulfonium methylide. Compound 22 shows protective effects against hypobaric hypoxia and triethyltin induced brain edema.

• Authors: I Moldvai, E Gács-Baitz, M Balázs, M Incze, C Szántay
• Journal: Archiv der Pharmazie (Arch Pharm (Weinheim)) Vol. 329 Issue 12 Pg. 541-9 (Dec 1996) ISSN: 0365-6233 [Print] Germany
• PMID: 9038422 (Publication Type: Journal Article)

Chemical References

• Indoles
• Spiro Compounds
• Triethyltin Compounds

Topics

• Air Pressure
• Animals
• Brain Edema (chemically induced, etiology, prevention & control)
• Hypoxia (complications, drug therapy)
• Indoles (chemical synthesis, chemistry, therapeutic use)
• Magnetic Resonance Spectroscopy
• Rats
• Rats, Inbred SHR
• Spiro Compounds (chemical synthesis, chemistry, therapeutic use)
• Triethyltin Compounds