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Details

Stereochemistry ABSOLUTE
Molecular Formula C20H27NO2
Molecular Weight 313.4339
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of OXILORPHAN

SMILES

OC1=CC=C2C[C@H]3N(CC4CC4)CC[C@@]5(CCCC[C@@]35O)C2=C1

InChI

InChIKey=STBZIDOIKQNFCQ-HSALFYBXSA-N
InChI=1S/C20H27NO2/c22-16-6-5-15-11-18-20(23)8-2-1-7-19(20,17(15)12-16)9-10-21(18)13-14-3-4-14/h5-6,12,14,18,22-23H,1-4,7-11,13H2/t18-,19+,20-/m1/s1

HIDE SMILES / InChI

Description

Oxilorphan (also known as levo-BC-2605) was developed as a long-acting, narcotic antagonist that has agonist properties. Oxilorphan is a partial agonist at the kappa-opioid receptor and antagonist of the mu-opioid receptor. During clinical trials, oxilorphan had led to dysphoria, which combined with its hallucinogenic effects, serves to limit its clinical usefulness. As a result, many patients who experienced these side effects refused to take additional doses in clinical trials.

Approval Year

PubMed

Sample Use Guides

In Vivo Use Guide
1, 2, 4, 6, and 8 mg in 30 normal subjects to determine the relation of single oral doses and toxicity
Route of Administration: Oral