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Details

Stereochemistry ABSOLUTE
Molecular Formula C12H18N2O2
Molecular Weight 222.2835
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DOXPICOMINE

SMILES

CN(C)[C@H](C1COCOC1)C2=CC=CN=C2

InChI

InChIKey=SMZVRZPJXBGNFT-LBPRGKRZSA-N
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/t12-/m0/s1

HIDE SMILES / InChI

Molecular Formula C12H18N2O2
Molecular Weight 222.2835
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Doxpicomine is the hydrochloride salt of l-3[(dimethylamino)-(m-dioxan-5-yl)methyl]pyridine, a derivative of substituted 1,3 dioxanes. Its analgesic effect appears to be mediated centrally through opiate-like receptors. Preclinical animal studies revealed analgesic activity and duration of action of the same order as that of meperidine and codeine when administered subcutaneously and of codeine but of shorter duration when administered orally. The analgesic effects were reversed by naloxone. The drug did not reduce or antagonize the analgesic effect of morphine. Drowsiness is an expected response to effective analgesics. It was the foremost side effect observed but was of short duration and minimal intensity and did not interfere with the postoperative regimen of coughing, deep breathing, and early ambulation. Nausea and vomiting were not reported after doxpicomine.

Approval Year

PubMed

PubMed

TitleDatePubMed
[Benzomorphan analogs with doxpicomine partial structure: synthesis andpsychopharmacologic investigations of 5-aminomethyl- and 5-(alpha-aminobenzyl)- substituted 2,6-epoxy-3-benzoxocines].
1993-03
Further efficacy evaluation of doxpicomine for postoperative pain.
1983-01
Doxpicomine in postoperative pain.
1981-06
Preclinical pharmacology of doxpicodin, a new analgesic.
1981-02
The disposition of l-3-[(dimethylamino)-(m-dioxan-5-yl)methyl]pyridine in man.
1979-05-01

Sample Use Guides

Single dose - 400 mg
Route of Administration: Intramuscular
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:28:30 GMT 2025
Edited
by admin
on Mon Mar 31 18:28:30 GMT 2025
Record UNII
9821373UA1
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
3-PYRIDINEMETHANAMINE, .ALPHA.-1,3-DIOXAN-5-YL-N,N-DIMETHYL-, .ALPHA.R
Preferred Name English
DOXPICOMINE
INN  
INN  
Official Name English
DOXPICODIN
Common Name English
(-)-3-((DIMETHYLAMINO)-M-DIOXAN-5-YLMETHYL)PYRIDINE
Systematic Name English
doxpicomine [INN]
Common Name English
(-)-ALPHA-1,3-DIOXAN-5-YL-N,N-DIMETHYL-3-PYRIDINEMETHYLAMINE
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C241
Created by admin on Mon Mar 31 18:28:30 GMT 2025 , Edited by admin on Mon Mar 31 18:28:30 GMT 2025
Code System Code Type Description
WIKIPEDIA
DOXPICOMINE
Created by admin on Mon Mar 31 18:28:30 GMT 2025 , Edited by admin on Mon Mar 31 18:28:30 GMT 2025
PRIMARY
MESH
C020698
Created by admin on Mon Mar 31 18:28:30 GMT 2025 , Edited by admin on Mon Mar 31 18:28:30 GMT 2025
PRIMARY
NCI_THESAURUS
C65477
Created by admin on Mon Mar 31 18:28:30 GMT 2025 , Edited by admin on Mon Mar 31 18:28:30 GMT 2025
PRIMARY
SMS_ID
100000080815
Created by admin on Mon Mar 31 18:28:30 GMT 2025 , Edited by admin on Mon Mar 31 18:28:30 GMT 2025
PRIMARY
EVMPD
SUB06392MIG
Created by admin on Mon Mar 31 18:28:30 GMT 2025 , Edited by admin on Mon Mar 31 18:28:30 GMT 2025
PRIMARY
ChEMBL
CHEMBL2110861
Created by admin on Mon Mar 31 18:28:30 GMT 2025 , Edited by admin on Mon Mar 31 18:28:30 GMT 2025
PRIMARY
EPA CompTox
DTXSID50212090
Created by admin on Mon Mar 31 18:28:30 GMT 2025 , Edited by admin on Mon Mar 31 18:28:30 GMT 2025
PRIMARY
INN
4851
Created by admin on Mon Mar 31 18:28:30 GMT 2025 , Edited by admin on Mon Mar 31 18:28:30 GMT 2025
PRIMARY
CAS
62904-71-6
Created by admin on Mon Mar 31 18:28:30 GMT 2025 , Edited by admin on Mon Mar 31 18:28:30 GMT 2025
PRIMARY
PUBCHEM
71587215
Created by admin on Mon Mar 31 18:28:30 GMT 2025 , Edited by admin on Mon Mar 31 18:28:30 GMT 2025
PRIMARY
FDA UNII
9821373UA1
Created by admin on Mon Mar 31 18:28:30 GMT 2025 , Edited by admin on Mon Mar 31 18:28:30 GMT 2025
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY