20736-10-1Relevant academic research and scientific papers
Analgesic and immunomodulatory effects of codeine and codeine 6-glucuronide
Srinivasan, Vinayak,Wielbo, Donna,Simpkins, James,Karlix, Janet,Sloan, Kenneth,Tebbett, Ian
, p. 296 - 300 (1996)
Purpose. The antinociceptive and immunosuppressive effects of codeine and codeine 6-glucuronide were determined in rats after intracerebroventricular administration. Methods. Codeine 6-glucuronide was synthesized using a modification of the Koenigs-Knorr reaction. A lipophilic intermediate formed during synthesis, methyl [codein-6-yl-2,3,4-tri-O-acetyl-β-D-glucopyranosid] uronate, was also tested. Morphine was used as a positive control to compare antinociceptive potencies of these compounds. Results. All compounds tested produced significant analgesic responses, as assessed by the tail flick model. Additionally, codeine 6-glucuronide showed significantly less immunosuppressive effects than codeine in vitro. Conclusions. We conclude that codeine 6-glucuronide and related compounds may have clinical benefit in the treatment of pain in immune compromised patients.
A synthesis of morphine-6-glucuronide
Lacy, Christopher
, p. 3949 - 3950 (1995)
A practical synthesis of morphine-6-glucuronide from 3-acetylmorphine and methyl 2α-bromo-3,4,5-tri-O-acetylglucuronate is described. Similar syntheses of codeine-6-glucuronide, codeine-6-glucoside and morphine-6-glucoside are also documented.
Selective synthesis of both isomers of morphine 6-β-D-glucuronide and their analogs
Rukhman, Igor,Yudovich, Lev,Nisnevich, Gennadiy,Gutman, Arie L
, p. 1083 - 1092 (2007/10/03)
A stereoselective synthesis of both isomers of the pharmaceutically important morphine 6-β-D-glucuronide (M6G) and its analogs was developed. The method is based on the use of ZnBr2 for the key coupling reaction. It was shown that the α/β stere
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