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Details

Stereochemistry ABSOLUTE
Molecular Formula C19H21NO5.ClH
Molecular Weight 379.835
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of OSEMOZOTAN HYDROCHLORIDE

SMILES

Cl.C(CNC[C@H]1COC2=C(O1)C=CC=C2)COC3=CC=C4OCOC4=C3

InChI

InChIKey=GGNCUSDIUUCNKE-RSAXXLAASA-N
InChI=1S/C19H21NO5.ClH/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;1H/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

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

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
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 16:36:26 UTC 2023
Edited
by admin
on Fri Dec 15 16:36:26 UTC 2023
Record UNII
F0WKFYPQL8
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
OSEMOZOTAN HYDROCHLORIDE
Systematic Name English
MKC-242
Code English
1,4-BENZODIOXIN-2-METHANAMINE, N-(3-(1,3-BENZODIOXOL-5-YLOXY)PROPYL)-2,3-DIHYDRO-, HYDROCHLORIDE (1:1), (2S)-
Systematic Name English
5-(3-((1,4-BENZODIOXAN-2-YLMETHYL)AMINO)PROPOXY)-1,3-BENZODIOXOLE HYDROCHLORIDE, S-
Systematic Name English
Code System Code Type Description
EPA CompTox
DTXSID00929762
Created by admin on Fri Dec 15 16:36:26 UTC 2023 , Edited by admin on Fri Dec 15 16:36:26 UTC 2023
PRIMARY
PUBCHEM
198746
Created by admin on Fri Dec 15 16:36:26 UTC 2023 , Edited by admin on Fri Dec 15 16:36:26 UTC 2023
PRIMARY
CAS
137275-80-0
Created by admin on Fri Dec 15 16:36:26 UTC 2023 , Edited by admin on Fri Dec 15 16:36:26 UTC 2023
PRIMARY
FDA UNII
F0WKFYPQL8
Created by admin on Fri Dec 15 16:36:26 UTC 2023 , Edited by admin on Fri Dec 15 16:36:26 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE