SML0115
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.
Potent, selective, and orally active 5-HT2 receptor antagonist (ASTAR)
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.
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
Regulatory Information
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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-(+)
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
Adam L Halberstadt et al.
Psychopharmacology, 201(1), 55-66 (2008-07-08)
The hallucinogenic tea known as ayahuasca is made from a combination of psychoactive plants that contribute the active components N,N-dimethyltryptamine (DMT) and 5-methoxy-DMT (5-MeO-DMT), as well as the monoamine oxidase (MAO) inhibitors (MAOIs) harmine and harmaline for oral activity. The
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
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)
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