1H-Indole-2,3-dione derivatives

Details 1H-Indole-2,3-dione derivatives 1H-Indole-2,3-dione derivatives

1981-01-16

1982-03-30

Brust, Joseph Paul

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

546256, 424263, C07D40104, C07D40106

Patent

active

043225330

ABSTRACT:
1-R.sub.1 -4- or 5-[4-pyridinyl-(CH.sub.2).sub.n ]-1H-indole-2,3-dione 3-Q derivatives, useful as cardiotonics, bronchodilators, anti-asthmatics, anti-allergics and anti-cholinergics, are prepared by cyclization of N-{3- or 4-[4-pyridinyl-(CH.sub.2).sub.n ]phenyl}glyoxalamide oxime with acid; reaction of the product thus obtained with a carbonyl reactive reagent to prepare a compound where Q is other than O; and reaction of a compound where Q is either O or other than O with a lower-alkyl, hydroxy-lower-alkyl or di-lower-alkylamino-lower-alkyl ester of a strong mineral acid or with a carbo-lower-alkoxy-lower-alkyl halide to prepare compounds where R.sub.1 is other than hydrogen.

REFERENCES:
Kost et al., Khim. Geterostsikl. Soedin., vol. 2, No. 5, (1966), pp. 722-728.
Sundberg, "The Chemistry of Indoles", 1970, p. 382, Academic press.
Karrer, "Organic Chemistry", Elsevier Pub. Co., N.Y. (1950), p. 253.
Fuson, "Advanced Organic Chemistry", John Wiley, N.Y. (1950), pp. 168, 370-371.
Chem. Abs. 66, 115538m (1967).
Hartman et al., Helv. Chim. Acta, 19, 1327-1332 (1936).
Bauer et al., Brit. J. Pharmacol., 15, 101-110 (1960).

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