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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

Molecular Formula C19H21NO5
Molecular Weight 343.3737
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

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
Functional alteration of brain dopaminergic system in isolated aggressive mice.
2001 Sep
Modulation by 5-hT2A receptors of aggressive behavior in isolated mice.
2002 May
Inhibitory action of 5-HT1A agonist MKC-242 on triazolam-induced phase advances in hamster circadian activity rhythms.
2005 May
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:18:41 UTC 2023
Edited
by admin
on Fri Dec 15 16:18:41 UTC 2023
Record UNII
M65825806Q
Record Status Validated (UNII)
Record Version
  • Download
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 UTC 2023 , Edited by admin on Fri Dec 15 16:18:42 UTC 2023
Code System Code Type Description
MESH
C096294
Created by admin on Fri Dec 15 16:18:42 UTC 2023 , Edited by admin on Fri Dec 15 16:18:42 UTC 2023
PRIMARY
PUBCHEM
198747
Created by admin on Fri Dec 15 16:18:42 UTC 2023 , Edited by admin on Fri Dec 15 16:18:42 UTC 2023
PRIMARY
FDA UNII
M65825806Q
Created by admin on Fri Dec 15 16:18:42 UTC 2023 , Edited by admin on Fri Dec 15 16:18:42 UTC 2023
PRIMARY
ChEMBL
CHEMBL1742408
Created by admin on Fri Dec 15 16:18:42 UTC 2023 , Edited by admin on Fri Dec 15 16:18:42 UTC 2023
PRIMARY
NCI_THESAURUS
C91059
Created by admin on Fri Dec 15 16:18:42 UTC 2023 , Edited by admin on Fri Dec 15 16:18:42 UTC 2023
PRIMARY
SMS_ID
300000034236
Created by admin on Fri Dec 15 16:18:42 UTC 2023 , Edited by admin on Fri Dec 15 16:18:42 UTC 2023
PRIMARY
DRUG BANK
DB05339
Created by admin on Fri Dec 15 16:18:42 UTC 2023 , Edited by admin on Fri Dec 15 16:18:42 UTC 2023
PRIMARY
EPA CompTox
DTXSID90160127
Created by admin on Fri Dec 15 16:18:42 UTC 2023 , Edited by admin on Fri Dec 15 16:18:42 UTC 2023
PRIMARY
WIKIPEDIA
OSEMOZOTAN
Created by admin on Fri Dec 15 16:18:42 UTC 2023 , Edited by admin on Fri Dec 15 16:18:42 UTC 2023
PRIMARY
INN
8141
Created by admin on Fri Dec 15 16:18:42 UTC 2023 , Edited by admin on Fri Dec 15 16:18:42 UTC 2023
PRIMARY
CAS
137275-81-1
Created by admin on Fri Dec 15 16:18:42 UTC 2023 , Edited by admin on Fri Dec 15 16:18:42 UTC 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
TARGET -> AGONIST
Related Record Type Details
ACTIVE MOIETY