1,2,8,8A-tetrahydrocyclopropa(c)pyrrolo(3,2-e)-indol-4-(5H)-ones

Details 1,2,8,8A-tetrahydrocyclopropa(c)pyrrolo(3,2-e)-indol-4-(5H)-ones 1,2,8,8A-tetrahydrocyclopropa(c)pyrrolo(3,2-e)-indol-4-(5H)-ones

1986-08-07

1990-03-27

Ceperley, Mary E.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

544355, 544405, 546168, 546271, 548181, 548237, 548300, 548433, C07D48708

Patent

active

049122274

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)ami no)-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: 4423228 (1983-12-01), Wierenga
patent: 4423229 (1983-12-01), Wierenga
patent: 4423230 (1983-12-01), Wierenga
patent: 4424365 (1984-01-01), Wierenga
patent: 4440518 (1983-08-01), Wierenga
Wierenga, W., J. Am. Chem. Soc., 103, (1981) pp. 5621-5623, "Syntheses . . . Left Hand Segment . . . CC-1065".
Warpehoski, M. A. et al., Tetrahedron Letters, 27, No. 35, pp. 4102-4106 (1986), "Total Synthesis . . . CC-1065".
Warpehoski, M. A. et al., Tetrahedron Letters, 27, No. 24, pp. 2735-2738 (1986), "Regioselective . . . CC-1065".

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