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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-(+)
John A Harvey et al.
Psychopharmacology, 172(4), 435-442 (2003-12-20)
Associative learning during classical trace eyeblink conditioning has been shown to be regulated by serotonin 5-HT(2A )receptors and to be critically dependent on the integrity of frontal cortex. Chronic administration of 5-HT(2A) ligands has been shown to produce a selective
S E Welsh et al.
Psychopharmacology, 137(2), 157-163 (1998-06-18)
The 5-HT(2A/2C) receptor antagonist, ritanserin, was reported to retard the acquisition of conditioned responses (CRs) during classical conditioning of the rabbit's nictitating membrane (NM) response. The present study compared the effects of ritanserin on acquisition of CRs to a tone
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