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Doxpicomine

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]

Doxpicomine
Clinical data
Routes of
administration
Oral
ATC code
  • none
Legal status
Legal status
  • In general: ℞ (Prescription only)
Identifiers
  • 1-(1,3-dioxan-5-yl)-N,N-dimethyl-1-pyridin-3-ylmethanamine
CAS Number
  • 62904-71-6 Y
  • HCl: 69494-04-8 Y
PubChem CID
  • 71587215
ChemSpider
  • 64983 N
UNII
  • 9821373UA1
  • HCl: 27DYG0QPCR Y
KEGG
  • D03900 Y
Chemical and physical data
FormulaC12H18N2O2
Molar mass222.288 g·mol−1
3D model (JSmol)
  • Interactive image
  • CN(C)C(C1COCOC1)C2=CN=CC=C2
  • InChI=1S/C12H18N2O2/c1-14(2)12(10-4-3-5-13-6-10)11-7-15-9-16-8-11/h3-6,11-12H,7-9H2,1-2H3 N
  • Key:SMZVRZPJXBGNFT-UHFFFAOYSA-N N
 NY (what is this?)  (verify)

References

  1. ^ US patent 3905987, Booher RN, "m-Dioxane-5-Methylamine Analgesics", issued 09/16/1975, assigned to Eli Lilly 
  2. ^ Smits SE, Nickander R, Booher RN, Zimmerman DM, Wong DT, Hynes MD, Pohland A (February 1981). "Preclinical pharmacology of doxpicodin, a new analgesic". NIDA Research Monograph. 34: 75–81. PMID 6261137.
  3. ^ Wang RI, Robinson N (June 1981). "Doxpicomine in postoperative pain". Clinical Pharmacology and Therapeutics. 29 (6): 771–5. doi:10.1038/clpt.1981.109. PMID 7014073. S2CID 24849960.
  4. ^ Wang RI, Robinson N (January 1983). "Further efficacy evaluation of doxpicomine for postoperative pain". Journal of Clinical Pharmacology. 23 (1): 44–7. doi:10.1002/j.1552-4604.1983.tb02703.x. PMID 6341416. S2CID 36306783.
  5. ^ Wünsch B, Bauschke G (March 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): 171–80. doi:10.1002/ardp.19933260311. PMID 8481096. S2CID 98749966.

doxpicomine, doxpicodin, doxpizodine, mild, opioid, analgesic, drug, drug, acts, opioid, receptor, agonist, fairly, potency, with, dose, doxpicomine, approximately, equivalent, pain, killing, effect, morphine, pethidine, been, used, lead, compound, derive, fur. 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 DoxpicomineClinical dataRoutes ofadministrationOralATC codenoneLegal statusLegal statusIn general Prescription only IdentifiersIUPAC name 1 1 3 dioxan 5 yl N N dimethyl 1 pyridin 3 ylmethanamineCAS Number62904 71 6 YHCl 69494 04 8 YPubChem CID71587215ChemSpider64983 NUNII9821373UA1HCl 27DYG0QPCR YKEGGD03900 YChemical and physical dataFormulaC 12H 18N 2O 2Molar mass222 288 g mol 13D model JSmol Interactive imageSMILES CN C C C1COCOC1 C2 CN CC C2InChI InChI 1S C12H18N2O2 c1 14 2 12 10 4 3 5 13 6 10 11 7 15 9 16 8 11 h3 6 11 12H 7 9H2 1 2H3 NKey SMZVRZPJXBGNFT UHFFFAOYSA N N N Y what is this verify References Edit US patent 3905987 Booher RN m Dioxane 5 Methylamine Analgesics issued 09 16 1975 assigned to Eli Lilly Smits SE Nickander R Booher RN Zimmerman DM Wong DT Hynes MD Pohland A February 1981 Preclinical pharmacology of doxpicodin a new analgesic NIDA Research Monograph 34 75 81 PMID 6261137 Wang RI Robinson N June 1981 Doxpicomine in postoperative pain Clinical Pharmacology and Therapeutics 29 6 771 5 doi 10 1038 clpt 1981 109 PMID 7014073 S2CID 24849960 Wang RI Robinson N January 1983 Further efficacy evaluation of doxpicomine for postoperative pain Journal of Clinical Pharmacology 23 1 44 7 doi 10 1002 j 1552 4604 1983 tb02703 x PMID 6341416 S2CID 36306783 Wunsch B Bauschke G March 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 80 doi 10 1002 ardp 19933260311 PMID 8481096 S2CID 98749966 Retrieved from https en wikipedia org w index php title Doxpicomine amp oldid 1131312573, wikipedia, wiki, book, books, library,

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