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Open Access Synthesis and analgesic activity of stereoisomers of cis-fluoro-ohmefentanyl

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Four stereoisomers 1ad of cis-fluoro-ohmefentanyl have been synthesized. Their absolute configurations were determined by X-ray analysis of (3S,4R,2″S)-(—)-cis-I d. The analgesic activity (mice, sc, hot plate) revealed extreme stereodifferences. The ED50 value of (3R,4S,2″S)-(+)-cis-I (1a) was 0.000774 mg/kg (17958 times more potent than that of morphine), while the corresponding antipode 1c was almost inactive.
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Document Type: Research Article

Affiliations: 1: Guangzhou Institute of Chemistry, Chinese Academy of Sciences, 1122 Mailbox, Guangzhou/Guangdong, Postleitzahl, P.R. China, Email: [email protected] 2: Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai, China

Publication date: 01 May 2003

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  • Pharmazie is a leading journal in the field of pharmaceutical sciences. As a peer-reviewed scientific journal, Pharmazie is regularly indexed in the relevant databases like Web of science, Journal Citation Reports and many others. The journal is open for submissions from the whole spectrum of pharnaceutical sciences including Pharmaceutical Chemistry, Experimental and Clinical Pharmacology, Drug Analysis, Pharmaceutics, Pharmaceutical Biology, Clinical Pharmacy etc.
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