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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:
Molecular Weight:
295.42
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
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

Signal Word

Warning

Hazard Statements

Precautionary Statements

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
Attenuating the persistence of fear memory storage using a single dose of antidepressant.
L Slipczuk et al.
Molecular psychiatry, 18(1), 7-8 (2012-02-22)
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

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