dapoxetine   Click here for help

GtoPdb Ligand ID: 7901

Synonyms: LY 210448 | LY-210448
Approved drug
dapoxetine is an approved drug (UK (2008))
Compound class: Synthetic organic
Comment: Dapoxetine hydrochloride (PubChem CID 71352) is the component used in marketed formulations.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 1
Hydrogen bond donors 0
Rotatable bonds 6
Topological polar surface area 12.47
Molecular weight 305.18
XLogP 5.23
No. Lipinski's rules broken 1
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Canonical SMILES CN(C(c1ccccc1)CCOc1cccc2c1cccc2)C
Isomeric SMILES CN([C@H](c1ccccc1)CCOc1cccc2c1cccc2)C
InChI InChI=1S/C21H23NO/c1-22(2)20(18-10-4-3-5-11-18)15-16-23-21-14-8-12-17-9-6-7-13-19(17)21/h3-14,20H,15-16H2,1-2H3/t20-/m0/s1
No information available.
Summary of Clinical Use Click here for help
Dapoxetine is a short-acting, selective serotonin reuptake inhibitor (SSRI), for the treatment of premature ejaculation [4].
This drug is not approved by the US FDA. National approval agencies in countries including Austria, Germany, Argentina, Mexico, New Zealand, Finland, Italy and Portugal have granted marketing authorisation. In the UK dapoxetine hydrochloride, with brand name Priligy, has been available since 2008.
A Phase 3 clinical trial in the US, NCT00211094, has been completed but approval has still not been granted.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Dapoxetine inhibits the serotonin transporter SERT (SLC6A4) [2-3], acting centrally to inhibit the ejaculatory expulsion reflex [1].
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