Dapoxetine hydrochlorideProduct ingredient for Dapoxetine

Name
Dapoxetine hydrochloride
Drug Entry
Dapoxetine

Dapoxetine is a selective serotonin reuptake inhibitor, for the treatment of premature ejaculation. In a phase II proof-of-concept study conducted by PPD, dapoxetine demonstrated a statistically significant increase in ejaculatory latency when compared to placebo. Alza submitted a NDA to the FDA for dapoxetine for the treatment of premature ejaculation in December 2004. In October 2005, the company received a FDA Non-Approvable letter from the FDA, at which time they planned to work with regulators to address outstanding questions.

Accession Number
DBSALT002982
Structure
Synonyms
Dapoxetine HCl / Dapoxetine hydrochloride
UNII
U4OHT63MRI
CAS Number
129938-20-1
Weight
Average: 341.88
Monoisotopic: 341.1546421
Chemical Formula
C21H24ClNO
InChI Key
IHWDIQRWYNMKFM-BDQAORGHSA-N
InChI
InChI=1S/C21H23NO.ClH/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;1H/t20-;/m0./s1
IUPAC Name
dimethyl[(1S)-3-(naphthalen-1-yloxy)-1-phenylpropyl]amine hydrochloride
SMILES
Cl.CN(C)[C@@H](CCOC1=CC=CC2=CC=CC=C12)C1=CC=CC=C1
ChemSpider
64452
ChEMBL
CHEMBL2106574
Predicted Properties
PropertyValueSource
Water Solubility0.000837 mg/mLALOGPS
logP4.75ALOGPS
logP4.67Chemaxon
logS-5.6ALOGPS
pKa (Strongest Basic)8.96Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area12.47 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity96.14 m3·mol-1Chemaxon
Polarizability35 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleYesChemaxon
MDDR-like RuleYesChemaxon