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

Details

Stereochemistry ABSOLUTE
Molecular Formula C19H21NO5
Molecular Weight 343.3737
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of OSEMOZOTAN

SMILES

C(CNC[C@H]1COC2=CC=CC=C2O1)COC3=CC=C4OCOC4=C3

InChI

InChIKey=MEEQBDCQPIZMLY-HNNXBMFYSA-N
InChI=1S/C19H21NO5/c1-2-5-18-16(4-1)22-12-15(25-18)11-20-8-3-9-21-14-6-7-17-19(10-14)24-13-23-17/h1-2,4-7,10,15,20H,3,8-9,11-13H2/t15-/m0/s1

HIDE SMILES / InChI
Osemozotan (also known as MKC-242) was developed as a selective 5-HT1A receptor agonist. Experiments on animal have shown that osemozotan improved most abnormal behaviors such as isolation rearing. Osemozotan was being investigated for the treatment of pain, aggressive behavior, anxiety, depression, obsessive-compulsive disorder, and drug dependence with methamphetamine and cocaine. However, all these studies were suspended. In the USA osemozotan participated in phase II clinical trial for the insomnia patients, however, the study was terminated because of the license agreement.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
0.35 nM [Ki]
PubMed

PubMed

TitleDatePubMed
Involvement of benzodiazepine binding sites in an antiaggressive effect by 5-HT(1A) receptor activation in isolated mice.
2001 Dec 7
The 5-HT1A receptor agonist MKC-242 increases the exploratory activity of mice in the elevated plus-maze.
2003 Jan 1
Name Type Language
OSEMOZOTAN
INN  
INN  
Official Name English
osemozotan [INN]
Common Name English
3-(1,3-BENZODIOXOL-5-YLOXY)-N-(((2S)-2,3-DIHYDRO-1,4-BENZODIOXIN-2-YL)METHYL)PROPAN-1-AMINE
Systematic Name English
MN-305
Code English
Classification Tree Code System Code
NCI_THESAURUS C47794
Created by admin on Fri Dec 15 16:18:42 GMT 2023 , Edited by admin on Fri Dec 15 16:18:42 GMT 2023
Code System Code Type Description
MESH
C096294
Created by admin on Fri Dec 15 16:18:42 GMT 2023 , Edited by admin on Fri Dec 15 16:18:42 GMT 2023
PRIMARY
PUBCHEM
198747
Created by admin on Fri Dec 15 16:18:42 GMT 2023 , Edited by admin on Fri Dec 15 16:18:42 GMT 2023
PRIMARY
FDA UNII
M65825806Q
Created by admin on Fri Dec 15 16:18:42 GMT 2023 , Edited by admin on Fri Dec 15 16:18:42 GMT 2023
PRIMARY
ChEMBL
CHEMBL1742408
Created by admin on Fri Dec 15 16:18:42 GMT 2023 , Edited by admin on Fri Dec 15 16:18:42 GMT 2023
PRIMARY
NCI_THESAURUS
C91059
Created by admin on Fri Dec 15 16:18:42 GMT 2023 , Edited by admin on Fri Dec 15 16:18:42 GMT 2023
PRIMARY
SMS_ID
300000034236
Created by admin on Fri Dec 15 16:18:42 GMT 2023 , Edited by admin on Fri Dec 15 16:18:42 GMT 2023
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DRUG BANK
DB05339
Created by admin on Fri Dec 15 16:18:42 GMT 2023 , Edited by admin on Fri Dec 15 16:18:42 GMT 2023
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EPA CompTox
DTXSID90160127
Created by admin on Fri Dec 15 16:18:42 GMT 2023 , Edited by admin on Fri Dec 15 16:18:42 GMT 2023
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WIKIPEDIA
OSEMOZOTAN
Created by admin on Fri Dec 15 16:18:42 GMT 2023 , Edited by admin on Fri Dec 15 16:18:42 GMT 2023
PRIMARY
INN
8141
Created by admin on Fri Dec 15 16:18:42 GMT 2023 , Edited by admin on Fri Dec 15 16:18:42 GMT 2023
PRIMARY
CAS
137275-81-1
Created by admin on Fri Dec 15 16:18:42 GMT 2023 , Edited by admin on Fri Dec 15 16:18:42 GMT 2023
PRIMARY