Abstract
The preparation of the four isomeric azaxanthones 3 and a number of their aromatic ring substituted derivatives is described. These ketones were converted into the title compounds which were examined for their biological properties. The most interesting compound in this series, the 1-methyl-4-piperidylidene derivative of 1-azaxanthene, shows the profile of an orally effective potent bronchodilating agent as well as a moderate antihistamine. Biological properties of this compound were compared to a number of antihistamines as well as known bronchodilating agents. Structure-activity relationships are also discussed.
MeSH terms
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Airway Resistance / drug effects
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Animals
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Antigen-Antibody Reactions
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Aza Compounds / chemical synthesis*
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Aza Compounds / pharmacology
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Bronchodilator Agents / chemical synthesis*
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Bronchodilator Agents / pharmacology
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Dyspnea / prevention & control
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Guinea Pigs
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Histamine H1 Antagonists / chemical synthesis
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Histamine H1 Antagonists / pharmacology
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Histamine Release / drug effects
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Ileum / drug effects
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In Vitro Techniques
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Lung Compliance / drug effects
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Male
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Ovalbumin / immunology
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Spectrophotometry, Ultraviolet
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Structure-Activity Relationship
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Xanthenes / chemical synthesis*
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Xanthenes / pharmacology
Substances
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Aza Compounds
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Bronchodilator Agents
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Histamine H1 Antagonists
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Xanthenes
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Ovalbumin