U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C22H29N2O4
Molecular Weight 385.4767
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 1

SHOW SMILES / InChI
Structure of METHYLSAMIDORPHAN

SMILES

[H][C@]12CC3=C(C(O)=C(C=C3)C(N)=O)[C@@]5(CC[N@+]1(C)CC4CC4)CC(=O)CC[C@@]25O

InChI

InChIKey=ATCVVCBJNHXIEX-ZAHKBLQYSA-O
InChI=1S/C22H28N2O4/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)/p+1/t17-,21-,22-,24-/m1/s1

HIDE SMILES / InChI

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

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

Sample Use Guides

Capsules for oral administration
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Sat Dec 16 01:57:33 GMT 2023
Edited
by admin
on Sat Dec 16 01:57:33 GMT 2023
Record UNII
8347HC35J6
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
METHYLSAMIDORPHAN
USAN   WHO-DD  
USAN  
Official Name English
RDC-1036-00
Code English
ALKS-37 CATION
Code English
MORPHINANIUM, 3-(AMINOCARBONYL)-17-(CYCLOPROPYLMETHYL)-4,14-DIHYDROXY-17-METHYL-6-OXO-, (17R)-
Systematic Name English
RDC-1036 CATION
Code English
METHYLSAMIDORPHAN ION
Common Name English
RDC-103600
Code English
Methylsamidorphan [WHO-DD]
Common Name English
ALKS37
Code English
(17R)-3-Carbamoyl-17-(cyclopropylmethyl)-4,14-dihydroxy-17-methyl-6-oxomorphinanium
Systematic Name English
RDC-103603
Code English
METHYLSAMIDORPHAN [USAN]
Common Name English
METHYLSAMIDORPHAN CATION
Common Name English
Code System Code Type Description
PUBCHEM
71484494
Created by admin on Sat Dec 16 01:57:33 GMT 2023 , Edited by admin on Sat Dec 16 01:57:33 GMT 2023
PRIMARY
USAN
YY-122
Created by admin on Sat Dec 16 01:57:33 GMT 2023 , Edited by admin on Sat Dec 16 01:57:33 GMT 2023
PRIMARY
DRUG BANK
DB15241
Created by admin on Sat Dec 16 01:57:33 GMT 2023 , Edited by admin on Sat Dec 16 01:57:33 GMT 2023
PRIMARY
SMS_ID
300000044497
Created by admin on Sat Dec 16 01:57:33 GMT 2023 , Edited by admin on Sat Dec 16 01:57:33 GMT 2023
PRIMARY
NCI_THESAURUS
C175135
Created by admin on Sat Dec 16 01:57:33 GMT 2023 , Edited by admin on Sat Dec 16 01:57:33 GMT 2023
PRIMARY
FDA UNII
8347HC35J6
Created by admin on Sat Dec 16 01:57:33 GMT 2023 , Edited by admin on Sat Dec 16 01:57:33 GMT 2023
PRIMARY
ChEMBL
CHEMBL2364619
Created by admin on Sat Dec 16 01:57:33 GMT 2023 , Edited by admin on Sat Dec 16 01:57:33 GMT 2023
PRIMARY
CAS
1119361-12-4
Created by admin on Sat Dec 16 01:57:33 GMT 2023 , Edited by admin on Sat Dec 16 01:57:33 GMT 2023
PRIMARY
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