Doxpicomine

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

  1. ^ US 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. PMID 6341416.  edit
  5. ^ Wünsch, B.; Bauschke, G. (1993). "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 326 (3): 171–180. PMID 8481096.  edit