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Paroxetine

Paroxetine Structure
CAS No.
61869-08-7
Chemical Name:
Paroxetine
Synonyms
PAXIL;PAROXETIN HCL;AROPAX;FG 7051;BRL 29060;AROPAX 20;Paloxitene;PAROXETINE;PARORETINE HCL;Paroxetine 99%
CBNumber:
CB5178021
Molecular Formula:
C19H20FNO3
Molecular Weight:
329.37
MOL File:
61869-08-7.mol
Modify Date:
2024/7/2 8:55:11

Paroxetine Properties

Melting point 114-116°C
Boiling point 451.7±45.0 °C(Predicted)
Density 1.1844 (estimate)
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
form Solid
pka pKa 9.51 (Uncertain)
color Off-white to light yellow
CAS DataBase Reference 61869-08-7(CAS DataBase Reference)
NIST Chemistry Reference Paroxetine(61869-08-7)
EPA Substance Registry System Paroxetine (61869-08-7)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338
RIDADR  3249
HazardClass  6.1(b)
PackingGroup  III

Paroxetine Chemical Properties,Uses,Production

Description

Paroxetine is a new highly selective serotonin reuptake inhibitor, mechanistically similar to fluoxetine, fluvoxamine and sertraline, introduced for the treatment of all types of depressive illnesses including depression associated with anxiety. It is reportedly non-sedating and non-stimulatory and compared to fluoxetine has a shorter duration of action (half-life of 24 hours versus 2 to 3 days). Paroxetine is also being investigated as a treatment for obesity, alcoholism and obsessive-compulsive disorders.

Chemical Properties

White Solid

Uses

A istopically labelled selective serotonin reuptake inhibitor. Used as an antidepressant

Biological Functions

Paroxetine (Paxil) has an elimination half-life of 21 hours and is also highly bound to plasma proteins, so it requires special attention when administered with drugs such as warfarin. Paroxetine is a potent inhibitor of the cytochrome P450 2D6 isoenzyme and can raise the plasma levels of drugs metabolized via this route. Of particular concern are drugs with a narrow therapeutic index, such as TCAs and the type 1C antiarrhythmics flecainide, propafenone, and encainide. Additionally, paroxetine itself is metabolized by this enzyme and inhibits its own metabolism, leading to nonlinear kinetics. Weight gain is higher with paroxetine than with the other SSRIs, and it tends to be more sedating, presumably because of its potential anticholinergic effects. Additionally, patients have had difficulty with abrupt discontinuation with this agent, reporting a flulike syndrome; this symptom can be avoided by tapering the medication.

General Description

In the structure of paroxetine (Paxil), an amino group, protonatedin vivo could H-bond with the–CH2–O– unshared electrons.A β-arylamine–like structure with an extra aryl groupresults. The compound is a very highly selective SERT. Asexpected, it is an effective antidepressant and anxiolytic.

Clinical Use

In vitro binding studies suggest that paroxetine is a more selective and potent inhibitor of 5-HT reuptake than fluoxetine. The drug essentially has no effect on NE or dopamine reuptake, nor does it show affinity for other neuroreceptors. Its onset of action is 1 to 4 weeks.

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Paroxetine Spectrum

3-((1,3-benzodioxol-5-yloxy)methyl)-4-(4-fluorophenyl)-,(3s,4r)-piperidin 3α-(1,3-Benzodioxole-5-yloxymethyl)-4β-(4-fluorophenyl)piperidine 3α-[(1,3-Benzodioxol-5-yl)oxymethyl]-4β-(4-fluorophenyl)piperidine (3S,4R)-3-[(2H-1,3-benzodioxol-5-yloxy)Methyl]-4-(4-fluorophenyl)piperidine Paroxetine HCl anhydrous API (3S,4R)-3-((benzo[d][1,3]dioxol-5-yloxy)methyl)-4-(4-fluorophenyl)piperidine Paroxetine-002-SR Paroxetine-002-3S4R Paloxitene Piperidine,3-[(1,3-benzodioxol-5-yloxy)Methyl]-4-(4-fluorophenyl)-, (3S,4R)- 3-(1,3-benzodioxol-5-yloxymethyl)-4-(4-fluorophenyl)piperidine hydrate hydrochloride 3-((1,3-benzodioxol-5-yloxy)methyl)-4-(4-fluorophenyl)-piperidin(3s-trans) BRL 29060 AROPAX AROPAX 20 FG 7051 PAROXETIENE BASE PAXIL PAROXETINE (-)-TRANS-4R-(4'-FLUOROPHENYL)-3S-[(3',4'-METHYLENEDIOXY-PHENOXY) METHYL]PIPERIDINE rac trans-3-[(1,3-Benzodioxol-5-yloxy)methyl]-4-(4-fluorophenyl)piperidine Hydrochloride (-)-trans-4-(4-Fluorophenyl)-3-(3,4-methylenedioxyphenoxymethyl)piperidine Piperidine, 3-[(1,3-benzodioxol-5-yloxy)methyl]-4-(4-fluorophenyl)-, (3S,4R)- (9CI) Piperidine, 3-[(1,3-benzodioxol-5-yloxy)methyl]-4-(4-fluorophenyl)-, (3S-trans)- (3S,4R)-3-[(1,3-benzodioxol-5-yloxy)methyl]-4-(4-fluorophenyl)piperidine (-)-trans-4R-(4'-Fluorophenyl)-3S-((3',4'-methylenedioxyphenoxy)methyl)piperidine PAROXETIN HCL PARORETINE HCL ParoxetineHclBase (3S,4R)-3-[(1,3-BENZODIOXOL-5-YLOXY)METHYL]-4-(4-FFLUOROPHENYL)PIPERIDINE (-)-trans-4-(4-Fluorophenyl)-3-hydroxy methyl-N-me (3R)-3α-[3,4-(Methylenebisoxy)phenoxymethyl]-4β-(4-fluorophenyl)piperidine Paroxetine hydrochloride (anhydrous) CRS Paroxetine for system suitability CRS trans-(-)-3-[(1,3-Benzodioxol-5-yloxy)methyl]-4-(4-fluorophenyl)piperidine Paroxetine USP/EP/BP Paroxetine 99% Paroxetine EP Standard (-)-Paroxetine 61869-08-7 C19H17D4ClFNO3 C19H20FNO3 Inhibitors Intermediates & Fine Chemicals Isotope Labeled Compounds Pharmaceuticals API's Paroxetine Fluorobenzene APIs 61869-08-7