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SML0115

Sigma-Aldrich

MDL 11939

≥98% (HPLC)

Synonym(s):

α-Phenyl-1-(2-phenylethyl)-4-piperidinemethanol, Glemanserin, MDL11939

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About This Item

Empirical Formula (Hill Notation):
C20H25NO
CAS Number:
107703-78-6
Molecular Weight:
295.42
MDL number:
MFCD00864701
UNSPSC Code:
12352200
PubChem Substance ID:
329825167
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

white to tan

solubility

DMSO: ≥8 mg/mL

originator

Sanofi Aventis

storage temp.

2-8°C

SMILES string

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

InChI

1S/C21H27NO/c23-21(19-11-5-2-6-12-19)20-13-16-22(17-14-20)15-7-10-18-8-3-1-4-9-18/h1-6,8-9,11-12,20-21,23H,7,10,13-17H2

InChI key

CTDVLAJTGZQELM-UHFFFAOYSA-N

Biochem/physiol Actions

MDL 11,939 is a potent, selective and orally active 5-HT2 receptor antagonist (ASTAR). Ki values values are in the low nanomolar range for 5-HT2A with over 100-fold selectivity over 5-HT2C receptors and low or no affinity for non-5-HT2 receptors or transporters.

Features and Benefits

This compound was developed by Sanofi Aventis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictograms

Environment
GHS09

Signal Word

Warning

Hazard Statements

H400

Precautionary Statements

P273 - P391 - P501

Hazard Classifications

Aquatic Acute 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Kuldip D Dave et al.
The Journal of pharmacology and experimental therapeutics, 323(1), 327-335 (2007-07-21)
5-Hydroxytryptamine (serotonin; 5-HT)2 receptor agonists such as (+/-)-(2,5-dimethoxy-4-iodophenyl)-2-aminopropane (DOI) injected systemically or directly into frontal cortex, elicit stereotyped head movements that are mediated by 5-HT2A receptors. Chronic administration of 5-HT2A receptor antagonists can produce either a down-regulation, e.g., d-2-bromolysergic acid
J J Sramek et al.
Journal of clinical psychopharmacology, 15(1), 20-22 (1995-02-01)
The purpose of this study was to assess the anxiolytic effect of MDL 11,939, a selective 5-HT2 receptor antagonist, in patients with generalized anxiety disorder. After a 1-week placebo lead-in period, 72 healthy male outpatients meeting DSM-III-R criteria for generalized
C J Schmidt et al.
The Journal of pharmacology and experimental therapeutics, 256(1), 230-235 (1991-01-01)
The active and inactive stereoisomers of the serotonin (5-HT2) antagonist, MDL 11,939, were used to examine the relationship between the acute effects of 3,4-methylenedioxymethamphetamine (MDMA) on the dopaminergic system and its long-term effects on the serotonergic system. Only the R-(+)
Laura Grandoso et al.
European journal of pharmacology, 517(1-2), 51-58 (2005-06-25)
The aim of the present study was to investigate the modulation of locus coeruleus neurons by the selective serotonin (5-HT) reuptake inhibitor citalopram using single-unit extracellular recordings in rat brain slices. Citalopram inhibited the activity of a subpopulation of locus
Shlomit Flaisher-Grinberg et al.
The international journal of neuropsychopharmacology, 11(6), 811-825 (2008-03-15)
Serotonin 5-HT2A and 5-HT2C receptors have been implicated in the pathophysiology of obsessive-compulsive disorder (OCD) and in the mechanism mediating the anti-compulsive effects of serotonin reuptake inhibitors. Yet it is currently unclear whether activation or blockade of these receptors would
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