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P9623

Sigma-Aldrich

Paroxetine hydrochloride hemihydrate

≥98% (HPLC), powder

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Synonym(s):
Paroxetine HCl, (3S-trans)-3-[(1,3-Benzodioxol-5-yloxy)methyl]-4-(4-fluorophenyl)piperidine hydrochloride hemihydrate
Empirical Formula (Hill Notation):
C19H20FNO3 · HCl · .5 H2O
CAS Number:
110429-35-1
Molecular Weight:
374.83
MDL number:
MFCD03658863
PubChem Substance ID:
24278249

Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white

originator

GlaxoSmithKline

SMILES string

O.Cl[H].Fc1ccc(cc1)[C@@H]2CCNC[C@H]2COc3ccc4OCOc4c3

InChI

1S/C19H20FNO3.ClH.H2O/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;1H2/t14-,17-;;/m0../s1

InChI key

QRQSGFFISBKLMZ-YHOFXEKLSA-N

Gene Information

human ... SLC6A4(6532)

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Application

Paroxetine hydrochloride hemihydrate has been used: as an antidepressant to study its effects on neural stem cells (NSCs) from embryonic rat hippocampus in vitro; as a CYP 2D6 inhibitor to study its effects on the in vitro production by human recombinant CYP 2D6 of the phenolic metabolites; as an antidepressant to study its effects on the expression of pituitary adenylate cyclase activating polypeptide (PACAP), its receptors and brain-derived neurotrophic factor (BDNF) in rat primary hippocampal neurons

Biochem/physiol Actions

Paroxetine hydrochloride hemihydrate is one of the most potent and selective of the selective serotonin reuptake inhibitors (SSRI); antidepressant
Paroxetine is a phenylpiperidine derivative. It has the ability to cross placenta. Paroxetine is known to increase the risk of congenital cardiac malformations. It might be useful in hormone replacement therapy for treating vasomotor symptoms during menopause. It is known to ameliorate the effects of panic disorder, obsessive‐compulsive disorder and social phobia.

Features and Benefits

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 markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Skin Sens. 1 - 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

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A review of paroxetine for the treatment of vasomotor symptoms
Slaton RM, et al.
Journal of Pharmacy Practice, 28(3), 266-274 (2015)
The metabolism of primaquine to its active metabolite is dependent on CYP 2D6
Pybus BS, et al.
Malaria Journal, 12(1), 212-212 (2013)
The risk of major cardiac malformations associated with paroxetine use during the first trimester of pregnancy: a systematic review and meta-analysis
Berard A, et al.
British Journal of Clinical Pharmacology, 81(4), 589-604 (2016)
Jonathan A Coleman et al.
eLife, 9 (2020-07-04)
Antidepressants target the serotonin transporter (SERT) by inhibiting serotonin reuptake. Structural and biochemical studies aiming to understand binding of small-molecules to conformationally dynamic transporters like SERT often require thermostabilizing mutations and antibodies to stabilize a specific conformation, leading to questions
Joseph A Roscoe et al.
Breast cancer research and treatment, 89(3), 243-249 (2005-03-09)
Fatigue can significantly interfere with a cancer patient's ability to fulfill daily responsibilities and enjoy life. It commonly co-exists with depression in patients undergoing chemotherapy, suggesting that administration of an antidepressant that alleviates symptoms of depression could also reduce fatigue.
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