U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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

Sample Use Guides

Single dose - 400 mg
Route of Administration: Intramuscular
Name Type Language
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
3-PYRIDINEMETHANAMINE, .ALPHA.-1,3-DIOXAN-5-YL-N,N-DIMETHYL-, .ALPHA.R
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 Fri Dec 15 16:27:28 GMT 2023 , Edited by admin on Fri Dec 15 16:27:28 GMT 2023
Code System Code Type Description
WIKIPEDIA
DOXPICOMINE
Created by admin on Fri Dec 15 16:27:28 GMT 2023 , Edited by admin on Fri Dec 15 16:27:28 GMT 2023
PRIMARY
MESH
C020698
Created by admin on Fri Dec 15 16:27:28 GMT 2023 , Edited by admin on Fri Dec 15 16:27:28 GMT 2023
PRIMARY
NCI_THESAURUS
C65477
Created by admin on Fri Dec 15 16:27:28 GMT 2023 , Edited by admin on Fri Dec 15 16:27:28 GMT 2023
PRIMARY
SMS_ID
100000080815
Created by admin on Fri Dec 15 16:27:28 GMT 2023 , Edited by admin on Fri Dec 15 16:27:28 GMT 2023
PRIMARY
EVMPD
SUB06392MIG
Created by admin on Fri Dec 15 16:27:28 GMT 2023 , Edited by admin on Fri Dec 15 16:27:28 GMT 2023
PRIMARY
ChEMBL
CHEMBL2110861
Created by admin on Fri Dec 15 16:27:28 GMT 2023 , Edited by admin on Fri Dec 15 16:27:28 GMT 2023
PRIMARY
EPA CompTox
DTXSID50212090
Created by admin on Fri Dec 15 16:27:28 GMT 2023 , Edited by admin on Fri Dec 15 16:27:28 GMT 2023
PRIMARY
INN
4851
Created by admin on Fri Dec 15 16:27:28 GMT 2023 , Edited by admin on Fri Dec 15 16:27:28 GMT 2023
PRIMARY
CAS
62904-71-6
Created by admin on Fri Dec 15 16:27:28 GMT 2023 , Edited by admin on Fri Dec 15 16:27:28 GMT 2023
PRIMARY
PUBCHEM
71587215
Created by admin on Fri Dec 15 16:27:28 GMT 2023 , Edited by admin on Fri Dec 15 16:27:28 GMT 2023
PRIMARY
FDA UNII
9821373UA1
Created by admin on Fri Dec 15 16:27:28 GMT 2023 , Edited by admin on Fri Dec 15 16:27:28 GMT 2023
PRIMARY