Eplivanserin

Also known as SR-46,349, Ciltyri

Eplivanserin, also known by its former developmental code names SR-46349 and SR-46615 and by its former tentative brand names Ciltyri and Sliwens, is a serotonin 5-HT2A receptor antagonist which was under development by Sanofi Aventis for the treatment of a variety of medical conditions but was never marketed. It is taken orally.

Chemical data

Formula: C19H21FN2O2
Molecular weight: 328.4 g/mol
IUPAC name: 4-[(E,3Z)-3-[2-(dimethylamino)ethoxyimino]-3-(2-fluorophenyl)prop-1-enyl]phenol
SMILES: CN(C)CCO/N=C(/C=C/C1=CC=C(C=C1)O)\C2=CC=CC=C2F
InChIKey: VAIOZOCLKVMIMN-PRJWTAEASA-N
XLogP: 4.1
Polar surface area: 45.1 Å²
H-bond donors: 1
H-bond acceptors: 5
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Phase 3
Molecule type: Small molecule
Indications: insomnia, Sleep Disorder

via ChEMBL · EBI

Wikidata facts

Subclass of: chemical compound
Mass: 328.158706132

Show 3 more facts

chemical formula: C₁₉H₂₁FN₂O₂
canonical SMILES: CN(C)CCON=C(C=CC1=CC=C(C=C1)O)C2=CC=CC=C2F
isomeric SMILES: CN(C)CCO/N=C(/C=C/C1=CC=C(C=C1)O)\C2=CC=CC=C2F

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Encyclopedic overview

9 sections

Contents

Pharmacology
Pharmacodynamics
Pharmacokinetics
Chemistry
Synthesis
History
Research
See also
References

==Pharmacology== ===Pharmacodynamics=== Eplivanserin is an inverse agonist on the serotonin receptor subtype 5-HT2A. In contrast to older sedating drugs acting on 5-HT2A receptors (e.g., mirtazapine, clozapine, risperidone), eplivanserin has practically no affinity to dopamine, histamine and adrenergic receptors.

Excerpted from Wikipedia’s “Eplivanserin” article, available under the CC BY-SA 4.0 licence.

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