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Details

Stereochemistry ABSOLUTE
Molecular Formula C14H18FNO2
Molecular Weight 251.2966
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LUBAZODONE

SMILES

FC1=CC=C(OC[C@@H]2CNCCO2)C3=C1CCC3

InChI

InChIKey=HTODIQZHVCHVGM-JTQLQIEISA-N
InChI=1S/C14H18FNO2/c15-13-4-5-14(12-3-1-2-11(12)13)18-9-10-8-16-6-7-17-10/h4-5,10,16H,1-3,6-9H2/t10-/m0/s1

HIDE SMILES / InChI
Molecular Formula C14H18FNO2
Molecular Weight 251.2966
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Lubazodone (YM 992) or (S)-2-[[(7-fluoro-4-indanyl)oxy]methyl]morpholine monohydrochloride, exhibited the biochemical profile of a selective serotonin (5-HT) reuptake inhibitor (SSRI) with 5-HT2A receptor antagonistic activity. It has been studied in the treatment of depression.

CNS Activity

Originator

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
5-hydroxytryptamine receptor 2A
69
Target ID: P14842
Gene ID: 29595.0
Gene Symbol: Htr2a
Target Organism: Rattus norvegicus (Rat)
Antagonist
2778
 86.0 nM [Ki]
Sodium-dependent serotonin transporter
40
Target ID: P31652
Gene ID: 25553.0
Gene Symbol: Slc6a4
Target Organism: Rattus norvegicus (Rat)
Inhibitor
8297
 21.0 nM [Ki]
PubMed

PubMed

TitleDatePubMed
Biochemical profile of YM992, a novel selective serotonin reuptake inhibitor with 5-HT2A receptor antagonistic activity.
1996
Pharmacological studies on YM992, a novel antidepressant with selective serotonin re-uptake inhibitory and 5-HT2A receptor antagonistic activity.
1997 Jun 18
Assessment of the serotonin reuptake blocking property of YM992: electrophysiological studies in the rat hippocampus and dorsal raphe.
1999 Dec 15
YM 992. YM 35992.
1999 Jul
Effect of acute treatment with YM992 on extracellular norepinephrine levels in the rat frontal cortex.
2000 Apr 21
Effect of acute treatment with YM992 on extracellular serotonin levels in the rat frontal cortex.
2000 Apr 21
Investigation of the high partition of YM992, a novel antidepressant, in rat brain - in vitro and in vivo evidence for the high binding in brain and the high permeability at the BBB.
2002 Dec
Effect of YM992, a novel antidepressant with selective serotonin re-uptake inhibitory and 5-HT 2A receptor antagonistic activity, on a marble-burying behavior test as an obsessive-compulsive disorder model.
2002 Oct
Effects of serotonin (5-hydroxytryptamine, 5-HT) reuptake inhibition plus 5-HT(2A) receptor antagonism on the firing activity of norepinephrine neurons.
2002 Sep
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:36:43 UTC 2023
Edited
by admin
on Fri Dec 15 16:36:43 UTC 2023
Record UNII
850TB2B172
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LUBAZODONE
INN  
INN  
Official Name English
lubazodone [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C265
Created by admin on Fri Dec 15 16:36:44 UTC 2023 , Edited by admin on Fri Dec 15 16:36:44 UTC 2023
Code System Code Type Description
WIKIPEDIA
LUBAZODONE
Created by admin on Fri Dec 15 16:36:44 UTC 2023 , Edited by admin on Fri Dec 15 16:36:44 UTC 2023
PRIMARY
SMS_ID
300000036992
Created by admin on Fri Dec 15 16:36:44 UTC 2023 , Edited by admin on Fri Dec 15 16:36:44 UTC 2023
PRIMARY
EPA CompTox
DTXSID30167074
Created by admin on Fri Dec 15 16:36:44 UTC 2023 , Edited by admin on Fri Dec 15 16:36:44 UTC 2023
PRIMARY
PUBCHEM
157919
Created by admin on Fri Dec 15 16:36:44 UTC 2023 , Edited by admin on Fri Dec 15 16:36:44 UTC 2023
PRIMARY
CAS
161178-07-0
Created by admin on Fri Dec 15 16:36:43 UTC 2023 , Edited by admin on Fri Dec 15 16:36:43 UTC 2023
PRIMARY
ChEMBL
CHEMBL1080884
Created by admin on Fri Dec 15 16:36:43 UTC 2023 , Edited by admin on Fri Dec 15 16:36:43 UTC 2023
PRIMARY
INN
8196
Created by admin on Fri Dec 15 16:36:44 UTC 2023 , Edited by admin on Fri Dec 15 16:36:44 UTC 2023
PRIMARY
FDA UNII
850TB2B172
Created by admin on Fri Dec 15 16:36:44 UTC 2023 , Edited by admin on Fri Dec 15 16:36:44 UTC 2023
PRIMARY
NCI_THESAURUS
C78020
Created by admin on Fri Dec 15 16:36:44 UTC 2023 , Edited by admin on Fri Dec 15 16:36:44 UTC 2023
PRIMARY
DRUG BANK
DB09196
Created by admin on Fri Dec 15 16:36:44 UTC 2023 , Edited by admin on Fri Dec 15 16:36:44 UTC 2023
PRIMARY
Related Record Type Details
Structure of LUBAZODONE HYDROCHLORIDE
SALT/SOLVATE -> PARENT
5-HYDROXYTRYPTAMINE RECEPTOR 2A
TARGET -> INHIBITOR
Related Record Type Details
Structure of LUBAZODONE
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