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Details

Stereochemistry ABSOLUTE
Molecular Formula 2C20H27NO2.C4H6O6
Molecular Weight 776.9546
Optical Activity UNSPECIFIED
Defined Stereocenters 8 / 8
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of OXILORPHAN TARTRATE

SMILES

O[C@H]([C@@H](O)C(O)=O)C(O)=O.OC1=CC2=C(C[C@H]3N(CC4CC4)CC[C@@]25CCCC[C@@]35O)C=C1.OC6=CC7=C(C[C@H]8N(CC9CC9)CC[C@@]7%10CCCC[C@@]8%10O)C=C6

InChI

InChIKey=ONHZWTYSVRYZMM-HQLXQQFBSA-N
InChI=1S/2C20H27NO2.C4H6O6/c2*22-16-6-5-15-11-18-20(23)8-2-1-7-19(20,17(15)12-16)9-10-21(18)13-14-3-4-14;5-1(3(7)8)2(6)4(9)10/h2*5-6,12,14,18,22-23H,1-4,7-11,13H2;1-2,5-6H,(H,7,8)(H,9,10)/t2*18-,19+,20-;1-,2-/m111/s1

HIDE SMILES / InChI

Molecular Formula C20H27NO2
Molecular Weight 313.4339
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula C4H6O6
Molecular Weight 150.0868
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

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

PubMed

TitleDatePubMed
Patents

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
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:24:12 UTC 2023
Edited
by admin
on Fri Dec 15 15:24:12 UTC 2023
Record UNII
D9S0U9ELR7
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
OXILORPHAN TARTRATE
Common Name English
MORPHINAN-3,14-DIOL, 17-(CYCLOPROPYLMETHYL)-, (2R,3R)-2,3-DIHYDROXYBUTANEDIOATE (2:1) (SALT)
Systematic Name English
Code System Code Type Description
PUBCHEM
133083128
Created by admin on Fri Dec 15 15:24:12 UTC 2023 , Edited by admin on Fri Dec 15 15:24:12 UTC 2023
PRIMARY
FDA UNII
D9S0U9ELR7
Created by admin on Fri Dec 15 15:24:12 UTC 2023 , Edited by admin on Fri Dec 15 15:24:12 UTC 2023
PRIMARY
CAS
39695-17-5
Created by admin on Fri Dec 15 15:24:12 UTC 2023 , Edited by admin on Fri Dec 15 15:24:12 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY