5-hydroxy-2-substituted-2,4,6,7-tetramethyl-2,3-dihydrobenzofura

Details 5-hydroxy-2-substituted-2,4,6,7-tetramethyl-2,3-dihydrobenzofura 5-hydroxy-2-substituted-2,4,6,7-tetramethyl-2,3-dihydrobenzofura

1989-06-09

1990-12-18

Lee, Mary C.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

544 61, 544153, 546269, 548203, 548336, 549458, 549470, C07D30779

Patent

active

049787616

ABSTRACT:
The present invention relates to a compound of the formula: ##STR1## wherein R.sup.1 is hydrogen or a lower alkyl; R.sup.2 is methyl which is substituted by a carboxy, alkoxycarbonyl, cyano, halogen, aryl or heterocyclic group of C.sub.2-15 chain hydrocarbon residue having no lower alkyl at the .alpha.-position which may be substituted by a carboxy, alkoxycarbonyl, cyano, halogen, aryl or heterocyclic group; R.sup.3 is a lower alkyl; R.sup.4 is hydrogen or acyl; and R.sup.5 and R.sup.6 each is a lower alkyl or lower alkoxy, or R.sup.5 and R.sup.6 combinedly are butadienylene or a salt thereof.
The compound (I) of the present invention has a strong 5- and 12-lipoxygenase inhibiting action, is of high safety and is useful as, among others, an agent for ameliorating dysfunction circulatory system, an anti-allergic agent and a pharmaceutical agent for central nervous system.

REFERENCES:
patent: 2318895 (1943-05-01), Smith
patent: 2411942 (1946-12-01), Smith et al.
patent: 2421811 (1947-06-01), Smith et al.
patent: 2554687 (1951-05-01), Thompson et al.
patent: 4857516 (1989-08-01), Terao et al.
Smith et al., J.A.C.S. 63, pp. 1887-1890 (1941).
Smith et al., J.S.C.S. 65, pp. 1594-1599 (1943).
Smith, et al., J. Org. Chem. 6, pp. 229-235 (1941).
Golumbic, J.A.C.S., 63, p. 1142 (1941).
Karrer et al., Helvetica Chimica Acta, vol. 31, No. 6, pp. 1505-1513 (1948).
Yutaka Maruyama et al., "5-Lipoxyggenase Inhibitors for the Treatment of Inflammation and Allergy", Chemical Abstracts, vol. 108, No. 10, Mar. 7, 1988, p. 445, Abstract No. 82107a.
Katsuji Ejiri et al., "Dihydrobenzofuran Derivatives as Antioxidants and drug Intermediates", Chemical Abstracts, vol. 110, Feb. 27, 1989, p. 630, Abstract No. 75294x.
CPI Abstract 4854619 WPI Acc. No. 88-145145/21, Abstract of JP-A-88173/1988.
Burton, Graham W., et al., "Antioxidant Activity of Phenols Related to Vitamin E. Are There Chain-Breaking Antioxidants Better Than .alpha.-Tocopherol?", J. Am. Chem. Soc., vol. 105, pp. 5950-5951 (1983).
Burton, Graham W., et al., "Autoxidation of Biological Molecules, 4, Maximizing the Antioxidant Activity of Phenols." J. Am. Chem. Soc., vol. 107, pp. 7053-7065 (1985).
Okamoto, Kayoko et al., "Synthesis of Quinones having Carboxy- and Hydroxy-Alkyl Side Chains, and Their Effects on Rat-Liver Lysosomal Membrane", Chem. Pharm. Bull., vol. 30, No. 8, pp. 2797-2819 (1982).
Ingold, K. U., et al., "A New Vitamin E Analogue More Active than .alpha.-Tocopherol in the Rat Curative Myopathy Bioassay", Febs Letters, vol. 205, No. 1, pp. 117-120 (1986).
S. Brownstein et al., "Chiral Effects on the 13C Resonances of Alpha-tocophrol and Related Compounds, A Novel Illustration of Newman's Rule of Six", Journal of Organic Chemistry, vol. 54, No. 3, Feb. 3, 1989, pp. 560-569.

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