GLEMANSERIN

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 Search

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	( + / - )

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/7714223

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.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
5-hydroxytryptamine receptor 2A 69 Target ID: P28223 Gene ID: 3356.0 Gene Symbol: HTR2A Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/19889890	Antagonist 2778		1.0 nM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Generalized anxiety disorder 32 Sources: https://www.ncbi.nlm.nih.gov/pubmed/7714223	Primary		Phase I 428	Unknown Approved Use Unknown

Sourcing

Vendor/Aggregator	ID	URL
001 Chemical	DY34260	https://www.001chemical.com/chem/107703-78-6
3B Scientific (Wuhan) Corp	3B3-032284	http://www.3bsc.com/index/pro_info.php?id=53548
AA Blocks	AA007DRO	https://www.aablocks.com/goods/Goods/detail?id=AA007DRO
AHH Chemical co.,ltd	MT-46978	http://www.ahhchemical.com/product/MT-46978.html
Alfa Chemistry	AP107703786	https://reagents.alfa-chemistry.com/product/mdl-11939-cas-107703-78-6-1356.html
Alfa Chemistry	107703-78-6	https://www.alfa-chemistry.com/cas_107703-78-6.htm
Ambinter	Amb22369937	http://www.ambinter.com/reference/22369937
Angene	AGN-PC-0JLAET	http://www.angenechemical.com/productshow/AGN-PC-0JLAET.html
Aurora Fine Chemicals LLC	A18.033.059	http://online.aurorafinechemicals.com/info?ID=A18.033.059
Aurora Fine Chemicals LLC	K16.782.723	http://online.aurorafinechemicals.com/info?ID=K16.782.723
BLD Pharm	BD113582	http://www.bldpharm.com/products/107703-78-6.html
BOC Sciences	107703-78-6	https://www.bocsci.com/mdl-11939-cas-107703-78-6-item-160208.html
BioCrick	BCC6822	http://www.biocrick.com/MDL-11-939-BCC6822.html
BioSynth	J-002002	https://www.biosynth.com/en/products/all-products/products/J-002002.html
ChemMol	49417635	http://www.chemmol.com/chemmol/49417635.html
ChemMol	97900699	http://www.chemmol.com/chemmol/97900699.html
Chemspace	CSSB00000065743	https://chem-space.com/CSSB00000065743
Debye Scientific	DB-115176	http://www.debyesci.com/cas_107703-78-6.html
Finetech	FT-0703731	http://www.finetechnology-ind.com/prod/detail/pub/107703-78-6.html
Glentham Life Sciences	GK3815	http://www.glentham.com/products/product/GK3815/
MolPort	MolPort-003-983-619	https://www.molport.com/shop/molecule-link/MolPort-003-983-619
Molcore	MC34260	https://www.molcore.com/product/107703-78-6
MuseChem	M008390	https://www.musechem.com/product/M008390.html
MuseChem	M118937	https://www.musechem.com/product/M118937.html
Smolecule	S528937	http://www.smolecule.com/products/s528937
THE BioTek	bt-269524	https://www.thebiotek.com/product/inhibitors/bt-269524
Tocris	870	https://www.tocris.com/products/mdl-11-939_0870
eNovation Chemicals	D145100	https://www.enovationchem.com/ProductDetails.asp?ProductID=D145100
eNovation Chemicals	Y1078933	https://www.enovationchem.com/ProductDetails.asp?ProductID=Y1078933
iChemical	EBD21734	http://www.ichemical.com/chemicals/cas-107703-78-6

PubMed

Title	Date	PubMed
The role of serotonin(2) receptors in mediating cocaine-induced convulsions.	2000 Apr	10764922
Role of the serotonin 5-HT(2A) receptor in learning.	2003 Sep-Oct	14557608
Receptor mediation of exaggerated responses to serotonin-enhancing drugs in serotonin transporter (SERT)-deficient mice.	2007 Oct	17765930
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	17640952
Role of spinal serotonin 5-HT2A receptor in 2',3'-dideoxycytidine-induced neuropathic pain in the rat and the mouse.	2008 Jul	17888573
Modification of the effects of 5-methoxy-N,N-dimethyltryptamine on exploratory behavior in rats by monoamine oxidase inhibitors.	2008 Nov	18604652
Serotonin 5-HT2A receptor involvement and Fos expression at the spinal level in vincristine-induced neuropathy in the rat.	2008 Nov 30	18930597
Functional interactions between 5-HT2A and presynaptic 5-HT1A receptor-based responses in mice genetically deficient in the serotonin 5-HT transporter (SERT).	2010 Feb	20128812
LSD but not lisuride disrupts prepulse inhibition in rats by activating the 5-HT(2A) receptor.	2010 Feb	19937319

Patents

Sample Use Guides

In Vivo Use Guide

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

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Name

Type

Language

GLEMANSERIN

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