SAMIDORPHAN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C21H26N2O4
Molecular Weight	370.4421
Optical Activity	UNSPECIFIED
Defined Stereocenters	3 / 3
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

NC(=O)C1=CC=C2C[C@H]3N(CC4CC4)CC[C@@]5(CC(=O)CC[C@@]35O)C2=C1O

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

Description
Sources: https://clinicaltrials.gov/ct2/show/NCT01903837 | https://www.ncbi.nlm.nih.gov/pubmed/30188587 | https://www.ncbi.nlm.nih.gov/pubmed/30859977

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

Title	Date	PubMed
Opioid Modulation With Buprenorphine/Samidorphan as Adjunctive Treatment for Inadequate Response to Antidepressants: A Randomized Double-Blind Placebo-Controlled Trial.	2016 May 1	26869247
Evaluation of samidorphan, a μ-opioid antagonist, in a drug discrimination assay in rats.	2018 Aug	30188587
Effects of the Opioid System Modulator, Samidorphan, on Measures of Alcohol Consumption and Patient-Reported Outcomes in Adults with Alcohol Dependence.	2018 Oct	30055046

Patents

Sample Use Guides

In Vivo Use Guide

Samidorphan (Low Dose). Tablets taken once daily

Route of Administration: Oral

Name

Type

Language

SAMIDORPHAN

Official Name

English

ALKS-5461 COMPONENT SAMIDORPHAN

Code

English

samidorphan [INN]

Common Name

English

Samidorphan [WHO-DD]

Common Name

English

ALKS-33

Code

English

MORPHINAN-3-CARBOXAMIDE, 17-(CYCLOPROPYLMETHYL)-4,14-DIHYDROXY-6-OXO-

Systematic 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