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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)

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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
C R Ashby et al.
Synapse (New York, N.Y.), 10(1), 7-15 (1992-01-11)
In the present study, we investigated the effects of various serotonin (5-HT) antagonists on 5-HT's action on medial prefrontal cortical cells (mPFc) using the techniques of single cell recording and microiontophoresis. The microiontophoretic application of 5-HT (10-80 nA) produced a
A G Romano et al.
Psychopharmacology, 184(2), 173-181 (2005-12-22)
Associative learning during Pavlovian eyeblink conditioning has been shown to be regulated by 5-HT2A receptors. The existence of inverse agonists that retard learning through an action at the 5-HT2A receptor suggests the existence of constitutive activity at that receptor and
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
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

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