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Details

Stereochemistry RACEMIC
Molecular Formula C20H25NO
Molecular Weight 295.4186
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GLEMANSERIN

SMILES

OC(C1CCN(CCC2=CC=CC=C2)CC1)C3=CC=CC=C3

InChI

InChIKey=AXNGJCOYCMDPQG-UHFFFAOYSA-N
InChI=1S/C20H25NO/c22-20(18-9-5-2-6-10-18)19-12-15-21(16-13-19)14-11-17-7-3-1-4-8-17/h1-10,19-20,22H,11-16H2

HIDE SMILES / InChI

Molecular Formula C20H25NO
Molecular Weight 295.4186
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Glemanserin is a selective antagonist of the 5-HT2A receptor. It was tested in a clinical trial, in patients with generalized anxiety disorder, however, it did not demonstrate significant anxiolytic effects.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P28223
Gene ID: 3356.0
Gene Symbol: HTR2A
Target Organism: Homo sapiens (Human)
1.0 nM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
The role of serotonin(2) receptors in mediating cocaine-induced convulsions.
2000 Apr
The pharmacology of the acute hyperthermic response that follows administration of 3,4-methylenedioxymethamphetamine (MDMA, 'ecstasy') to rats.
2002 Jan
Serotonin induces tonic firing in layer V pyramidal neurons of rat prefrontal cortex during postnatal development.
2003 Apr 15
Role of the serotonin 5-HT(2A) receptor in learning.
2003 Sep-Oct
Effect of serotonin depletion on 5-HT2A-mediated learning in the rabbit: evidence for constitutive activity of the 5-HT2A receptor in vivo.
2006 Jan
Receptor mediation of exaggerated responses to serotonin-enhancing drugs in serotonin transporter (SERT)-deficient mice.
2007 Oct
The time-course for up- and down-regulation of the cortical 5-hydroxytryptamine (5-HT)2A receptor density predicts 5-HT2A receptor-mediated behavior in the rabbit.
2007 Oct
Role of spinal serotonin 5-HT2A receptor in 2',3'-dideoxycytidine-induced neuropathic pain in the rat and the mouse.
2008 Jul
Modification of the effects of 5-methoxy-N,N-dimethyltryptamine on exploratory behavior in rats by monoamine oxidase inhibitors.
2008 Nov
Serotonin 5-HT2A receptor involvement and Fos expression at the spinal level in vincristine-induced neuropathy in the rat.
2008 Nov 30
Patents

Sample Use Guides

In a clinical trial, glemanserin was given at a dose of 32 mg thrice daily.
Route of Administration: Oral
In Vitro Use Guide
Glemanserin (10(-7)-10(-6) M was incubated with guinea pig papillary muscle and dog Purkinje fiber. At that concentrations, the drug increased the action potential duration in both tissues with a maximum effective concentration of 10(-6) to 3 x 10(-6) M.
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:51:13 GMT 2023
Edited
by admin
on Fri Dec 15 15:51:13 GMT 2023
Record UNII
X96LS7MC5Z
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
GLEMANSERIN
INN   USAN  
USAN   INN  
Official Name English
glemanserin [INN]
Common Name English
MDL-11,939
Code English
4-PIPERIDINEMETHANOL, .ALPHA.-PHENYL-1-(2-PHENYLETHYL)-, (±)-
Systematic Name English
MDL-11939
Code English
MDL 11,939
Code English
(±)-1-PHENETHYL-.ALPHA.-PHENYL-4-PIPERIDINEMETHANOL
Systematic Name English
GLEMANSERIN [USAN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C66885
Created by admin on Fri Dec 15 15:51:13 GMT 2023 , Edited by admin on Fri Dec 15 15:51:13 GMT 2023
Code System Code Type Description
WIKIPEDIA
Glemanserin
Created by admin on Fri Dec 15 15:51:13 GMT 2023 , Edited by admin on Fri Dec 15 15:51:13 GMT 2023
PRIMARY
CAS
132553-86-7
Created by admin on Fri Dec 15 15:51:13 GMT 2023 , Edited by admin on Fri Dec 15 15:51:13 GMT 2023
PRIMARY
INN
6990
Created by admin on Fri Dec 15 15:51:13 GMT 2023 , Edited by admin on Fri Dec 15 15:51:13 GMT 2023
PRIMARY
USAN
Z-62
Created by admin on Fri Dec 15 15:51:13 GMT 2023 , Edited by admin on Fri Dec 15 15:51:13 GMT 2023
PRIMARY
EVMPD
SUB07912MIG
Created by admin on Fri Dec 15 15:51:13 GMT 2023 , Edited by admin on Fri Dec 15 15:51:13 GMT 2023
PRIMARY
MESH
C066169
Created by admin on Fri Dec 15 15:51:13 GMT 2023 , Edited by admin on Fri Dec 15 15:51:13 GMT 2023
PRIMARY
SMS_ID
100000080401
Created by admin on Fri Dec 15 15:51:13 GMT 2023 , Edited by admin on Fri Dec 15 15:51:13 GMT 2023
PRIMARY
PUBCHEM
71781
Created by admin on Fri Dec 15 15:51:13 GMT 2023 , Edited by admin on Fri Dec 15 15:51:13 GMT 2023
PRIMARY
FDA UNII
X96LS7MC5Z
Created by admin on Fri Dec 15 15:51:13 GMT 2023 , Edited by admin on Fri Dec 15 15:51:13 GMT 2023
PRIMARY
NCI_THESAURUS
C95216
Created by admin on Fri Dec 15 15:51:13 GMT 2023 , Edited by admin on Fri Dec 15 15:51:13 GMT 2023
PRIMARY
ChEMBL
CHEMBL18972
Created by admin on Fri Dec 15 15:51:13 GMT 2023 , Edited by admin on Fri Dec 15 15:51:13 GMT 2023
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
ENANTIOMER -> RACEMATE
ENANTIOMER -> RACEMATE
Related Record Type Details
ACTIVE MOIETY