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P1372

Sigma-Aldrich

Paroxetine maleate salt

≥98% (HPLC), solid

Synonym(s):

(3S-trans)-3-[(1,3-Benzodioxol-5-yloxy)methyl]-4-(4-fluorophenyl)piperidine maleate salt, BRL-29060, FG-7051

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About This Item

Empirical Formula (Hill Notation):
C19H20FNO3 · C4H4O4
CAS Number:
64006-44-6
Molecular Weight:
445.44
MDL number:
MFCD01742665
UNSPSC Code:
12352200
PubChem Substance ID:
329820091
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

solid

color

white to off-white

solubility

DMSO: ~12 mg/mL
H2O: insoluble

originator

GlaxoSmithKline

storage temp.

2-8°C

SMILES string

OC(=O)\C=C/C(O)=O.Fc1ccc(cc1)[C@@H]2CCNC[C@H]2COc3ccc4OCOc4c3

InChI

1S/C19H20FNO3.C4H4O4/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;5-3(6)1-2-4(7)8/h1-6,9,14,17,21H,7-8,10-12H2;1-2H,(H,5,6)(H,7,8)/b;2-1-/t14-,17-;/m0./s1

InChI key

AEIUZSKXSWGSRU-QXGDPHCHSA-N

Gene Information

human ... SLC6A4(6532)

Biochem/physiol Actions

Paroxetine is a strong cytochrome P450 2D6 isotype (CYP2D6) inhibitor, which reduces the effectiveness of tamoxifen. This phenylpiperidine derivative inhibits clozapine metabolism. Paroxetine is used to treat social phobia, obsessive-compulsive disorder and panic disorder. It is also used to treat the premenstrual dysphoric disorder, post-traumatic stress disorder and chronic headache.
Paroxetine maleate is a selective serotonin reuptake inhibitor; antidepressant.

Features and Benefits

This compound is featured on the Biogenic Amine Transporters page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by GlaxoSmithKline. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Legal Information

Sold with the permission of Glaxo­Smith­Kline

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302 - H315 - H319 - H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Supportive Oncology E-Book (2011)
Meyler's Side Effects of Drugs: The International Encyclopedia of Adverse Drug Reactions and Interactions (2015)
Paroxetine: a review
Bourin M, et al.
Cns Drug Reviews, 7(1), 25-47 (2001)
Nicolas Pallet et al.
Proteomics, 13(7), 1108-1120 (2013-02-26)
The stress status of the apoptotic cell can promote phenotypic changes that have important consequences on the immunogenicity of the dying cell. Autophagy is one of the biological processes activated in response to a stressful condition. It is an important
David Germann et al.
Profiles of drug substances, excipients, and related methodology, 38, 367-406 (2013-05-15)
Paroxetine hydrochloride (3S-trans)-3-[(1,3-benzodioxol-5-yloxy)methyl]-4-(4-fluorophenyl)-piperidine hydrochloride (or (-)-(3S,4R)-(4-(p-fluorophenyl)-3-[[3,4-(methylenedioxy)-phenoxy]methyl]piperidine hydrochloride), a phenylpiperidine derivative, is a selective serotonin reuptake inhibitor. Paroxetine is indicated for the treatment of depression, generalized anxiety disorder, obsessive-compulsive disorder, panic disorder, posttraumatic stress disorder, and social anxiety disorder. The physicochemical
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