Synthesis and anti-inflammatory properties of 8-(3-dimethylaminopropionyl)-1,6-benzodioxocane

Arzneimittelforschung. 1995 Nov;45(11):1202-6.

Abstract

8-(3-Dimethylaminopropionyl)-1,6-benzodioxocane hydrochloride was synthesized and studied for anti-inflammatory properties. This new beta-amino ketone was more active than the previously reported corresponding derivatives of 1,3-benzodioxolane, 1,4-benzodioxane and 1,5-benzodioxepane. Anti-inflammatory , analgesic and anti-pyretic effects of the new compound were less pronounced than those of lysine indometacin but greater than those lysine acetylsalicylate (LAS). The new beta-amino ketone was more toxic than LAS but significantly less toxic than indometacin and less gastrotoxic than both the reference drugs mentioned above. Therapeutic indices of the new compound were significantly greater than those of LAS and indomethacin.

MeSH terms

  • Analgesics / chemical synthesis
  • Analgesics / pharmacology
  • Analgesics, Non-Narcotic / chemical synthesis
  • Analgesics, Non-Narcotic / pharmacology
  • Animals
  • Anti-Inflammatory Agents, Non-Steroidal / chemical synthesis*
  • Anti-Inflammatory Agents, Non-Steroidal / pharmacology
  • Anti-Inflammatory Agents, Non-Steroidal / toxicity
  • Aspirin / analogs & derivatives
  • Aspirin / pharmacology
  • Bridged Bicyclo Compounds, Heterocyclic / chemical synthesis*
  • Bridged Bicyclo Compounds, Heterocyclic / pharmacology
  • Bridged Bicyclo Compounds, Heterocyclic / toxicity
  • Inflammation / chemically induced
  • Inflammation / prevention & control
  • Lysine / analogs & derivatives
  • Lysine / pharmacology
  • Male
  • Mice
  • Mice, Inbred BALB C
  • Necrosis / chemically induced
  • Necrosis / prevention & control
  • Pain Measurement / drug effects
  • Rats
  • Rats, Wistar
  • Stomach Ulcer / chemically induced
  • Stomach Ulcer / pathology

Substances

  • 8-(3-dimethylaminopropionyl)-1,6-benzodioxocane
  • Analgesics
  • Analgesics, Non-Narcotic
  • Anti-Inflammatory Agents, Non-Steroidal
  • Bridged Bicyclo Compounds, Heterocyclic
  • Lysine
  • Aspirin
  • acetylsalicylic acid lysinate