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Details

Stereochemistry ABSOLUTE
Molecular Formula C25H37NO2
Molecular Weight 383.5668
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of QUADAZOCINE

SMILES

[H][C@]12CC3=C(C=C(O)C=C3)[C@](C)(CCN1C)[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
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

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

Originator

Approval Year

PubMed

Sample Use Guides

In Vivo Use Guide
rhesus monkey: 0.32, 1, or 3.2 mg/kg
Route of Administration: Intravenous
Substance Class Chemical
Record UNII
X9BMD58553
Record Status Validated (UNII)
Record Version