Doxpicomine

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Doxpicomine
Doxpicomine.png
Systematic (IUPAC) name
1-(1,3-dioxan-5-yl)-N,N-dimethyl-1-pyridin-3-ylmethanamine
Clinical data
Legal status Prescription only
Routes Oral
Identifiers
CAS number 69494-04-8 YesY
ATC code None
PubChem CID ?
UNII 9821373UA1 YesY
KEGG D03900 YesY
Chemical data
Formula C12H18N2O2 
Mol. mass 222.283 g/mol
 YesY (what is this?)  (verify)

Doxpicomine (Doxpicodin, Doxpizodine) is a mild opioid analgesic drug.[1] The drug acts as a mu-opioid receptor agonist.[2] It is of fairly low potency, with a 400 mg dose of doxpicomine approximately equivalent in pain-killing effect to 8 mg morphine or 100 mg pethidine.[3][4] It has been used as a lead compound to derive further analogues, although all compounds in this family are comparatively weak mu agonists.[5]

References[edit]

  1. ^ US patent 3905987, Booher, R. N., "m-Dioxane-5-Methylamine Analgesics", issued 09/16/1975, assigned to Eli Lilly 
  2. ^ Smits, S. E.; Nickander, R.; Booher, R. N.; Zimmerman, D. M.; Wong, D. T.; Hynes, M. D.; Pohland, A. (1981). "Preclinical pharmacology of doxpicodin, a new analgesic". NIDA Research Monograph 34: 75–81. PMID 6261137.  edit
  3. ^ Wang, R. I.; Robinson, N. (1981). "Doxpicomine in postoperative pain". Clinical Pharmacology and Therapeutics 29 (6): 771–775. doi:10.1038/clpt.1981.109. PMID 7014073.  edit
  4. ^ Wang, R. I.; Robinson, N. (1983). "Further efficacy evaluation of doxpicomine for postoperative pain". Journal of Clinical Pharmacology 23 (1): 44–47. doi:10.1002/j.1552-4604.1983.tb02703.x. PMID 6341416.  edit
  5. ^ Wünsch, B.; Bauschke, G. (1993). "Benzomorphan analogs with doxpicomine partial structure: Synthesis andpsychopharmacologic investigations of 5-aminomethyl- and 5-(alpha-aminobenzyl)- substituted 2,6-epoxy-3-benzoxocines" [Benzomorphan analogs with doxpicomine partial structure: synthesis and psychopharmacologic investigations of 5-aminomethyl- and 5-(alpha-aminobenzyl)- substituted 2,6-epoxy-3-benzoxocines]. Archiv der Pharmazie (in German) 326 (3): 171–180. doi:10.1002/ardp.19933260311. PMID 8481096.  edit