글루카메타신

글루카메타신 화학적 특성, 용도, 생산

• Originator

  Glucametacin,Shanghai Lansheng Corporation

• Manufacturing Process

  125 g (75 ml) thionyl chloride were added to 30 g 1-(p-chlorobenzoyl)-2- methyl-5-methoxy-indolyl-3-acetic acid (indometacine) in 200 ml of dry chloroform and heated to reflux for 15 min. The solvent was distilled off and the residue was recrystallized from benzene to give 23 g 1-(p-chlorobenzoyl)- 2-methyl-5-methoxy-indolyl-3-acetyl chloride. MP: 126°-129°C.
  43 g d-(+)-glucosamine hydrochloride in 140 ml of cold water, 20 g above prepared acetyl chloride in any inert solvent (chloroform, ethyl acetate, dioxane) and 35 ml 12% NaOH was mixed and stirred for 1hour at a room temperature. Then it was diluted with water and a solid was filtered off, washed and dried in vacuum. 10 volumes (by weight) methanol was added to the obtained dry product, filtered off and dried in vacuum. Yield of 1-(pchlorobenzoyl)-5-methoxy-2-methylindole-3-acetic acid monohydrate glucosamide 20 g. Glucametacine was obtained as a powder. MP: about 218°C (with decomposition).

• Therapeutic Function

  Antiinflammatory, Analgesic, Antipyretic

• Synthesis

  glucametacin is prepared by acylation of d-glucosamine with indomethacin acid chloride (prepared from indomethacin and thionyl chloride) in the presence of sodium hydroxide.

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