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Details

Stereochemistry ABSOLUTE
Molecular Formula C22H29N2O4.Cl
Molecular Weight 420.93
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of METHYLSAMIDORPHAN CHLORIDE

SMILES

[Cl-].C[N@+]2(CC1CC1)CC[C@]34CC(=O)CC[C@@]3(O)[C@H]2CC5=C4C(O)=C(C=C5)C(N)=O

InChI

InChIKey=JUQZWTLIXTTXHP-DWXUHONMSA-N
InChI=1S/C22H28N2O4.ClH/c1-24(12-13-2-3-13)9-8-21-11-15(25)6-7-22(21,28)17(24)10-14-4-5-16(20(23)27)19(26)18(14)21;/h4-5,13,17,28H,2-3,6-12H2,1H3,(H2-,23,26,27);1H/t17-,21-,22-,24-;/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 C22H28N2O4
Molecular Weight 384.4687
Charge 0
Count
Stereochemistry EPIMERIC
Additional Stereochemistry No
Defined Stereocenters 3 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Methylsamidorphan (previously known as ALKS 37), an opioid receptor antagonist that was developed to treat opioid-induced bowel dysfunction. This drug participated in phase II clinical trial to evaluate the safety, tolerability, and efficacy when administered daily for 4 weeks to adults with Opioid-induced Constipation. However, the product profile did not satisfy the pre-specified criteria for advancing into phase III clinical trials. Based on this evaluation, was made the decision of discontinuation of the further methylsamidorphan study.

Approval Year

Unknown
149124

Sample Use Guides

In Vivo Use Guide
Capsules for oral administration
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:05:20 GMT 2025
Edited
by admin
on Mon Mar 31 21:05:20 GMT 2025
Record UNII
B6947QN6L5
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
methylsamidorphan chloride [INN]
Preferred Name English
METHYLSAMIDORPHAN CHLORIDE
INN   USAN   WHO-DD  
INN   USAN  
Official Name English
ALKS-37
Code English
ALKS-37 CHLORIDE
Code English
MORPHINANIUM, 3-(AMINOCARBONYL)-17-(CYCLOPROPYLMETHYL)-4,14-DIHYDROXY-17-METHYL-6-OXO-, CHLORIDE (1:1), (17R)-
Common Name English
RDC-1036
Code English
RDC-1036-03
Code English
Methylsamidorphan chloride [WHO-DD]
Common Name English
METHYLSAMIDORPHAN CHLORIDE [USAN]
Common Name English
Code System Code Type Description
SMS_ID
300000034295
Created by admin on Mon Mar 31 21:05:20 GMT 2025 , Edited by admin on Mon Mar 31 21:05:20 GMT 2025
PRIMARY
USAN
YY-123
Created by admin on Mon Mar 31 21:05:20 GMT 2025 , Edited by admin on Mon Mar 31 21:05:20 GMT 2025
PRIMARY
PUBCHEM
71511836
Created by admin on Mon Mar 31 21:05:20 GMT 2025 , Edited by admin on Mon Mar 31 21:05:20 GMT 2025
PRIMARY
FDA UNII
B6947QN6L5
Created by admin on Mon Mar 31 21:05:20 GMT 2025 , Edited by admin on Mon Mar 31 21:05:20 GMT 2025
PRIMARY
NCI_THESAURUS
C174635
Created by admin on Mon Mar 31 21:05:20 GMT 2025 , Edited by admin on Mon Mar 31 21:05:20 GMT 2025
PRIMARY
ChEMBL
CHEMBL2364619
Created by admin on Mon Mar 31 21:05:20 GMT 2025 , Edited by admin on Mon Mar 31 21:05:20 GMT 2025
PRIMARY
INN
9673
Created by admin on Mon Mar 31 21:05:20 GMT 2025 , Edited by admin on Mon Mar 31 21:05:20 GMT 2025
PRIMARY
CAS
1118885-67-8
Created by admin on Mon Mar 31 21:05:20 GMT 2025 , Edited by admin on Mon Mar 31 21:05:20 GMT 2025
PRIMARY
Related Record Type Details
Structure of METHYLSAMIDORPHAN
PARENT -> SALT/SOLVATE
NIH
NCATS
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