Paroxetine hydrochlorideProduct ingredient for Paroxetine

Name
Paroxetine hydrochloride
Drug Entry
Paroxetine

Paroxetine is a selective serotonin reuptake inhibitor (SSRI) drug commonly known as Paxil. It has a variety of uses, including the treatment of anxiety disorders, major depression, posttraumatic stress disorder, and symptoms of menopause, among others.26 It was approved by the FDA in the early 1990s and marketed by SmithKline Beecham.32,33 A unique feature of this drug is that it is highly potent and selective in its inhibition of serotonin reuptake and has little effect on other neurotransmitters.13 Because of its potent inhibition of serotonin reuptake, paroxetine is more likely to cause withdrawal effects upon cessation. Paroxetine is well tolerated in most patients with a similar adverse effect profile to other members of its drug class.13 The controlled release formulation was designed to decrease the likelihood of nausea that is sometimes associated with paroxetine.28,36

Accession Number
DBSALT000132
Structure
Synonyms
Paroxetine HCl / Paroxetine hydrochloride anhydrous
UNII
3I3T11UD2S
CAS Number
78246-49-8
Weight
Average: 365.826
Monoisotopic: 365.119399455
Chemical Formula
C19H21ClFNO3
InChI Key
GELRVIPPMNMYGS-RVXRQPKJSA-N
InChI
InChI=1S/C19H20FNO3.ClH/c20-15-3-1-13(2-4-15)17-7-8-21-10-14(17)11-22-16-5-6-18-19(9-16)24-12-23-18;/h1-6,9,14,17,21H,7-8,10-12H2;1H/t14-,17-;/m0./s1
IUPAC Name
(3S,4R)-3-[(2H-1,3-benzodioxol-5-yloxy)methyl]-4-(4-fluorophenyl)piperidine hydrochloride
SMILES
Cl.[H][C@@]1(COC2=CC3=C(OCO3)C=C2)CNCC[C@@]1([H])C1=CC=C(F)C=C1
PubChem Compound
62878
ChemSpider
56607
ChEBI
7944
ChEMBL
CHEMBL1708
Wikipedia
Paroxetine
Predicted Properties
PropertyValueSource
Water Solubility0.00853 mg/mLALOGPS
logP3.1ALOGPS
logP3.15Chemaxon
logS-4.6ALOGPS
pKa (Strongest Basic)9.77Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area39.72 Å2Chemaxon
Rotatable Bond Count4Chemaxon
Refractivity88.02 m3·mol-1Chemaxon
Polarizability34.54 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleYesChemaxon
MDDR-like RuleNoChemaxon