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Details

Stereochemistry ABSOLUTE
Molecular Formula C20H27NO2.ClH
Molecular Weight 349.895
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of OXILORPHAN HYDROCHLORIDE

SMILES

Cl.OC1=CC2=C(C[C@H]3N(CC4CC4)CC[C@@]25CCCC[C@@]35O)C=C1

InChI

InChIKey=QWGXEENWLDBHTR-QGPGBOAMSA-N
InChI=1S/C20H27NO2.ClH/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;1H/t18-,19+,20-;/m1./s1

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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

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
Oxilorphan (l-N-cyclopropylmethyl-3,14-dihydroxymorphinan): a new synthetic narcotic antagonist.
1975 Apr
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 15:35:52 GMT 2023
Edited
by admin
on Fri Dec 15 15:35:52 GMT 2023
Record UNII
4IJ68MD32N
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
OXILORPHAN HYDROCHLORIDE
Common Name English
MORPHINAN-3,14-DIOL, 17-(CYCLOPROPYLMETHYL)-, HYDROCHLORIDE
Systematic Name English
Code System Code Type Description
CAS
42281-48-1
Created by admin on Fri Dec 15 15:35:52 GMT 2023 , Edited by admin on Fri Dec 15 15:35:52 GMT 2023
PRIMARY
CAS
52305-98-3
Created by admin on Fri Dec 15 15:35:52 GMT 2023 , Edited by admin on Fri Dec 15 15:35:52 GMT 2023
ALTERNATIVE
PUBCHEM
21159630
Created by admin on Fri Dec 15 15:35:52 GMT 2023 , Edited by admin on Fri Dec 15 15:35:52 GMT 2023
PRIMARY
FDA UNII
4IJ68MD32N
Created by admin on Fri Dec 15 15:35:52 GMT 2023 , Edited by admin on Fri Dec 15 15:35:52 GMT 2023
PRIMARY
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