1,2,8,8a-tetrahydrocyclopropa (C) pyrrolo [3,2-e)]-indol-4(5H)-o

Details 1,2,8,8a-tetrahydrocyclopropa (C) pyrrolo [3,2-e)]-indol-4(5H)-o 1,2,8,8a-tetrahydrocyclopropa (C) pyrrolo [3,2-e)]-indol-4(5H)-o

1989-11-30

1990-12-18

Ceperley, Mary E.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

548433, C07C48702

Patent

active

049787578

ABSTRACT:
1,2,8,8a-Tetrahydrocyclopropa[3]pyrrolo(3,2-e)indol-4(5H)-ones, and related compounds of formulas I and intermediate therefor II ##STR1## wherein R.sub.2, R.sub.2 ', R.sub.3, R.sub.5, R.sub.50 and X are as defined in the specification, e.g., (7bR,8aS)-1,2,8,8a -tetrahydro-7-methyl-2-[[5-(((1H-indol-2-yl)carbonyl)amino)-1H-indol-2-yl] carbonyl]cyclopropa[pyrrolo[3,2-e]indol-4(5H)-one (U-71,184), as purified, and its racemic form (U-68,415), and related compounds, are useful as ultraviolet light absorbers and as antibacterials. The lead compounds are useful as antitumor drug compounds in standard laboratory animal tests.

REFERENCES:
patent: 4169888 (1979-10-01), Hanka et al.
patent: 4400518 (1983-08-01), Wierenga
patent: 4413132 (1983-11-01), Wierenga
patent: 4423228 (1983-12-01), Wierenga
patent: 4423229 (1983-12-01), Wierenga
patent: 4423230 (1983-12-01), Wierenga
patent: 4424365 (1984-01-01), Wierenga
Wierenga, W., "Synthesis . . . Left Hand Segment . . . CC-1065", J. Am. Chem. Soc., 103, (1981) pp. 5621-5623.
Warpehoski, M. A. et al., "Total Synthesis . . . CC-1065", Tetrahedron Letters, 27, No. 35, (1986), pp. 4102-4106.
Warpehoski, M. A. et al., "Regioselective . . . CC-1065", Tetrahedron Letters, 27, No. 24, (1986), pp. 2735-2738.

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