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Details

Stereochemistry ABSOLUTE
Molecular Formula C21H26N2O4.C4H6O5
Molecular Weight 504.5306
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SAMIDORPHAN L-MALATE

SMILES

C1CC1CN2CC[C@@]34CC(=O)CC[C@]4([C@@]2([H])Cc5ccc(c(c53)O)C(=N)O)O.C([C@@]([H])(C(=O)O)O)C(=O)O

InChI

InChIKey=RARHXUAUPNYAJF-QSYGGRRVSA-N
InChI=1S/C21H26N2O4.C4H6O5/c22-19(26)15-4-3-13-9-16-21(27)6-5-14(24)10-20(21,17(13)18(15)25)7-8-23(16)11-12-1-2-12;5-2(4(8)9)1-3(6)7/h3-4,12,16,25,27H,1-2,5-11H2,(H2,22,26);2,5H,1H2,(H,6,7)(H,8,9)/t16-,20-,21-;2-/m10/s1

HIDE SMILES / InChI

Molecular Formula C21H26N2O4
Molecular Weight 370.4429
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula C4H6O5
Molecular Weight 134.0876
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Samidorphan was developed as a sublingually bioavailable µ-opioid receptor antagonist. This drug participated in clinical trials for the treatment of Schizophrenia, Alcohol Dependence, and Binge Eating Disorder. The oral dose pharmacokinetics, safety, and tolerability of samidorphan were evaluated in phase II double blind, placebo-controlled, randomized studies in healthy adults. In addition, the combination of samidorphan (SAM) with buprenorphine (BUP) was studied in phase III clinical trial in patients with major depressive disorder (MDM). It was shown that the long-term treatment did not reveal any new safety findings and confirmed that the risk of abuse and dependence with BUP/SAM was low.

Approval Year

PubMed

PubMed

TitleDatePubMed
Opioid Modulation With Buprenorphine/Samidorphan as Adjunctive Treatment for Inadequate Response to Antidepressants: A Randomized Double-Blind Placebo-Controlled Trial.
2016 May 1
Evaluation of samidorphan, a μ-opioid antagonist, in a drug discrimination assay in rats.
2018 Aug
Effects of the Opioid System Modulator, Samidorphan, on Measures of Alcohol Consumption and Patient-Reported Outcomes in Adults with Alcohol Dependence.
2018 Oct
Patents

Sample Use Guides

Samidorphan (Low Dose). Tablets taken once daily
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Fri Jun 25 21:24:15 UTC 2021
Edited
by admin
on Fri Jun 25 21:24:15 UTC 2021
Record UNII
0AJQ5N56E0
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SAMIDORPHAN L-MALATE
USAN   WHO-DD  
USAN  
Official Name English
LYBALVI COMPONENT SAMIDORPHAN L-MALATE
Brand Name English
SAMIDORPHAN L-MALATE [WHO-DD]
Common Name English
SAMIDORPHAN L-MALATE [USAN]
Common Name English
MORPHINAN-3-CARBOXAMIDE, 17-(CYCLOPROPYLMETHYL)-4,14-DIHYDROXY-6-OXO-, (2S)-2-HYDROXYBUTANEDIOATE (1:1)
Common Name English
SAMIDORPHAN L-MALATE COMPONENT OF LYBALVI
Brand Name English
RDC-0313-02
Code English
17-(CYCLOPROPYLMETHYL)-4,14-DIHYDROXY-6-OXOMORPHINAN-3-CARBOXAMIDE HYDROGEN (2S)-2-HYDROXYBUTANEDIOATE SALT
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C681
Created by admin on Fri Jun 25 21:24:15 UTC 2021 , Edited by admin on Fri Jun 25 21:24:15 UTC 2021
Code System Code Type Description
PUBCHEM
53362094
Created by admin on Fri Jun 25 21:24:15 UTC 2021 , Edited by admin on Fri Jun 25 21:24:15 UTC 2021
PRIMARY
NCI_THESAURUS
C152294
Created by admin on Fri Jun 25 21:24:15 UTC 2021 , Edited by admin on Fri Jun 25 21:24:15 UTC 2021
PRIMARY
EVMPD
SUB177950
Created by admin on Fri Jun 25 21:24:15 UTC 2021 , Edited by admin on Fri Jun 25 21:24:15 UTC 2021
PRIMARY
CAS
1204592-75-5
Created by admin on Fri Jun 25 21:24:15 UTC 2021 , Edited by admin on Fri Jun 25 21:24:15 UTC 2021
PRIMARY
FDA UNII
0AJQ5N56E0
Created by admin on Fri Jun 25 21:24:15 UTC 2021 , Edited by admin on Fri Jun 25 21:24:15 UTC 2021
PRIMARY
ChEMBL
CHEMBL426084
Created by admin on Fri Jun 25 21:24:15 UTC 2021 , Edited by admin on Fri Jun 25 21:24:15 UTC 2021
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
PARENT -> SALT/SOLVATE