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Details

Stereochemistry ABSOLUTE
Molecular Formula C21H26N2O4
Molecular Weight 370.4429
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SAMIDORPHAN

SMILES

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

InChI

InChIKey=RYIDHLJADOKWFM-MAODMQOUSA-N
InChI=1S/C21H26N2O4/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/h3-4,12,16,25,27H,1-2,5-11H2,(H2,22,26)/t16-,20-,21-/m1/s1

HIDE SMILES / InChI
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
Name Type Language
SAMIDORPHAN
INN   USAN   WHO-DD  
USAN   INN  
Official Name English
ALKS-5461 COMPONENT SAMIDORPHAN
Code English
SAMIDORPHAN [INN]
Common Name English
ALKS-33
Code English
MORPHINAN-3-CARBOXAMIDE, 17-(CYCLOPROPYLMETHYL)-4,14-DIHYDROXY-6-OXO-
Systematic Name English
SAMIDORPHAN [WHO-DD]
Common Name English
SAMIDORPHAN [USAN]
Common Name English
RDC-0313
Code English
17-(CYCLOPROPYLMETHYL)-4,14-DIHYDROXY-6-OXOMORPHINAN-3-CARBOXAMIDE
Systematic Name English
RDC-0313-00
Code English
ALKS 33
Code English
Classification Tree Code System Code
NCI_THESAURUS C681
Created by admin on Sat Jun 26 03:43:00 UTC 2021 , Edited by admin on Sat Jun 26 03:43:00 UTC 2021
Code System Code Type Description
NCI_THESAURUS
C152293
Created by admin on Sat Jun 26 03:43:00 UTC 2021 , Edited by admin on Sat Jun 26 03:43:00 UTC 2021
PRIMARY
PUBCHEM
11667832
Created by admin on Sat Jun 26 03:43:00 UTC 2021 , Edited by admin on Sat Jun 26 03:43:00 UTC 2021
PRIMARY
ChEMBL
CHEMBL426084
Created by admin on Sat Jun 26 03:43:00 UTC 2021 , Edited by admin on Sat Jun 26 03:43:00 UTC 2021
PRIMARY
FDA UNII
7W2581Z5L8
Created by admin on Sat Jun 26 03:43:00 UTC 2021 , Edited by admin on Sat Jun 26 03:43:00 UTC 2021
PRIMARY
EVMPD
SUB179484
Created by admin on Sat Jun 26 03:43:00 UTC 2021 , Edited by admin on Sat Jun 26 03:43:00 UTC 2021
PRIMARY
CAS
852626-89-2
Created by admin on Sat Jun 26 03:43:00 UTC 2021 , Edited by admin on Sat Jun 26 03:43:00 UTC 2021
PRIMARY
INN
9515
Created by admin on Sat Jun 26 03:43:00 UTC 2021 , Edited by admin on Sat Jun 26 03:43:00 UTC 2021
PRIMARY
DRUG BANK
DB12543
Created by admin on Sat Jun 26 03:43:00 UTC 2021 , Edited by admin on Sat Jun 26 03:43:00 UTC 2021
PRIMARY
WIKIPEDIA
SAMIDORPHAN
Created by admin on Sat Jun 26 03:43:00 UTC 2021 , Edited by admin on Sat Jun 26 03:43:00 UTC 2021
PRIMARY