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Details

Stereochemistry RACEMIC
Molecular Formula C25H37NO2
Molecular Weight 383.5668
Optical Activity ( + / - )
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of QUADAZOCINE, (±)-

SMILES

CN1CC[C@@]2(C)C3=CC(O)=CC=C3C[C@@H]1[C@@]2(C)CCC(=O)CCC4CCCC4

InChI

InChIKey=LOYWOYCPSWPKFH-DSNGMDLFSA-N
InChI=1S/C25H37NO2/c1-24-14-15-26(3)23(16-19-9-11-21(28)17-22(19)24)25(24,2)13-12-20(27)10-8-18-6-4-5-7-18/h9,11,17-18,23,28H,4-8,10,12-16H2,1-3H3/t23-,24+,25-/m1/s1

HIDE SMILES / InChI

Molecular Formula C25H37NO2
Molecular Weight 383.5668
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Quadazocine is a substituted hexahydro-2,6-methano-3-benzazocine patented by Sterling Drug Inc. as analgesics and narcotic antagonist. Quadazocine is a potent antagonist of μ opioid receptor, less potent antagonist of κ and δ opioid receptors. In monkeys for whom responding was reinforced by food delivery, quadazocine blocks the rate-decreasing effects of the µ-agonists alfentanil and fentanyl with greater potency than it blocked the rate-decreasing effects of the κ-agonists U69,593

Approval Year

PubMed

PubMed

TitleDatePubMed
Sex differences in opioid antinociception in rhesus monkeys: antagonism of fentanyl and U50,488 by quadazocine.
2002-06
Effects of flupenthixol and quadazocine on self-administration of speedball combinations of cocaine and heroin by rhesus monkeys.
1999-10
Standard binding and functional assays related to medications development division testing for potential cocaine and opiate narcotic treatment medications.
1998-03
Patents

Sample Use Guides

rhesus monkey: 0.32, 1, or 3.2 mg/kg
Route of Administration: Intravenous
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:23:52 GMT 2025
Edited
by admin
on Mon Mar 31 21:23:52 GMT 2025
Record UNII
840PPY007V
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
(±)-WIN-44441
Preferred Name English
QUADAZOCINE, (±)-
Common Name English
3-PENTANONE, 1-CYCLOPENTYL-5-((2R,6S,11S)-1,2,3,4,5,6-HEXAHYDRO-8-HYDROXY-3,6,11-TRIMETHYL-2,6-METHANO-3-BENZAZOCIN-11-YL)-, REL-
Systematic Name English
Code System Code Type Description
FDA UNII
840PPY007V
Created by admin on Mon Mar 31 21:23:52 GMT 2025 , Edited by admin on Mon Mar 31 21:23:52 GMT 2025
PRIMARY
CAS
71076-28-3
Created by admin on Mon Mar 31 21:23:52 GMT 2025 , Edited by admin on Mon Mar 31 21:23:52 GMT 2025
PRIMARY