Abstract
Fourteen thalidomide analogs bearing two phthalimido units were prepared in high yields (83-94%) by condensation of different diamines with phthalic or 3-nitrophthalic anhydride. An in vitro investigation of the compounds as inhibitors of the TNF-alpha production was performed. The inhibition was higher for compounds bearing amino and nitro groups and was modulated by increasing the size of the spacers between the phthalimide groups.
Publication types
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Evaluation Study
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Research Support, Non-U.S. Gov't
MeSH terms
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Angiogenesis Inhibitors / pharmacology
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Diamines / chemistry*
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Immunosuppressive Agents / pharmacology
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Leprostatic Agents / pharmacology
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Phthalic Anhydrides / chemistry
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Phthalimides / chemistry
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Stereoisomerism
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Structure-Activity Relationship
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Thalidomide / analogs & derivatives
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Thalidomide / chemical synthesis*
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Thalidomide / pharmacology*
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Tumor Necrosis Factor-alpha / antagonists & inhibitors*
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Tumor Necrosis Factor-alpha / metabolism
Substances
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Angiogenesis Inhibitors
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Diamines
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Immunosuppressive Agents
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Leprostatic Agents
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Phthalic Anhydrides
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Phthalimides
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Tumor Necrosis Factor-alpha
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phthalimide
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Thalidomide
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3-nitrophthalic anhydride
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phthalic anhydride