Preferred Name

paroxetine

Synonyms

(3S-trans)-3-((1,3-benzodioxol-5-yloxy)methyl)-4-(4-fluorophenyl)piperidine

(-)-(3S,4R)-4-(p-fluorophenyl)-3-((3,4-(methylenedioxy)phenoxy)methyl)piperidine

paroxetina

Paroxetine

paroxetinum

(3S,4R)-3-[(1,3-benzodioxol-5-yloxy)methyl]-4-(4-fluorophenyl)piperidine

Definitions

A benzodioxole that consists of piperidine bearing 1,3-benzodioxol-5-yloxy)methyl and 4-fluorophenyl substituents at positions 3 and 4 respectively; the (3S,4R)-diastereomer. Highly potent and selective 5-HT uptake inhibitor that binds with high affinity to the serotonin transporter (Ki = 0.05 nM). Ki values are 1.1, 350 and 1100 nM for inhibition of [3H]-5-HT, [3H]-l-NA and [3H]-DA uptake respectively. Displays minimal affinity for alpha1-, alpha2- or beta-adrenoceptors, 5-HT2A, 5-HT1A, D2 or H1 receptors at concentrations below 1000 nM, however displays weak affinity for muscarinic ACh receptors (Ki = 42 nM). Antidepressant and anxiolytic in vivo.

ID

http://purl.obolibrary.org/obo/CHEBI_7936

charge

0

database_cross_reference

PMID:12421645

KEGG:C07415

PMID:22212003

PMID:15903129

Beilstein:7467879

PMID:11324355

PMID:21404089

PMID:21939725

PMID:14689334

PMID:16822276

PMID:22153922

PMID:12088162

PMID:22263916

PMID:15992089

Wikipedia:Paroxetine

PMID:11281965

PMID:21909633

PMID:11893234

PMID:15199661

CAS:61869-08-7

PMID:11169163

PMID:14673053

PMID:21739267

PMID:21452176

PMID:22198456

PMID:16397315

PMID:17122538

PMID:14566200

PMID:15963219

PMID:11910269

PMID:12820211

PMID:16395417

PMID:16426087

PMID:21908494

PMID:17612590

PMID:11565622

PMID:19687003

Reaxys:7467879

PMID:17874333

PMID:11271409

KEGG:D02362

PMID:21922171

PMID:18983224

PMID:17286545

PMID:19851065

PMID:17559097

PMID:15241233

PMID:11009210

PMID:12027788

PMID:15048901

PMID:17162096

PMID:15376524

PMID:14516531

PMID:22240860

PMID:15613191

PMID:18808757

PMID:17452166

PMID:17652957

PMID:14978354

PMID:11563413

PMID:16765127

LINCS:LSM-2843

PMID:11819027

PMID:15264994

PMID:15374134

PMID:14566196

PMID:15845695

PMID:18273418

PMID:12369443

PMID:15853570

PMID:12906023

PMID:11513198

PMID:14521492

PMID:14624192

PMID:12920419

PMID:11360029

PMID:16913391

PMID:22377745

PMID:12818234

PMID:18345955

Drug_Central:2068

PMID:22353759

PMID:15544025

PMID:22283559

PMID:17219219

DrugBank:DB00715

PMID:14619895

definition

A benzodioxole that consists of piperidine bearing 1,3-benzodioxol-5-yloxy)methyl and 4-fluorophenyl substituents at positions 3 and 4 respectively; the (3S,4R)-diastereomer. Highly potent and selective 5-HT uptake inhibitor that binds with high affinity to the serotonin transporter (Ki = 0.05 nM). Ki values are 1.1, 350 and 1100 nM for inhibition of [3H]-5-HT, [3H]-l-NA and [3H]-DA uptake respectively. Displays minimal affinity for alpha1-, alpha2- or beta-adrenoceptors, 5-HT2A, 5-HT1A, D2 or H1 receptors at concentrations below 1000 nM, however displays weak affinity for muscarinic ACh receptors (Ki = 42 nM). Antidepressant and anxiolytic in vivo.

formula

C19H20FNO3

has functional parent

http://purl.obolibrary.org/obo/CHEBI_5115

has role

http://purl.obolibrary.org/obo/CHEBI_50183

http://purl.obolibrary.org/obo/CHEBI_50908

http://purl.obolibrary.org/obo/CHEBI_35474

http://purl.obolibrary.org/obo/CHEBI_50949

http://purl.obolibrary.org/obo/CHEBI_35469

has_exact_synonym

Paroxetine

(3S,4R)-3-[(1,3-benzodioxol-5-yloxy)methyl]-4-(4-fluorophenyl)piperidine

has_obo_namespace

chebi_ontology

has_related_synonym

(3S-trans)-3-((1,3-benzodioxol-5-yloxy)methyl)-4-(4-fluorophenyl)piperidine

(-)-(3S,4R)-4-(p-fluorophenyl)-3-((3,4-(methylenedioxy)phenoxy)methyl)piperidine

paroxetina

paroxetinum

id

CHEBI:7936

in_subset

http://purl.obolibrary.org/obo/chebi#3_STAR

inchi

InChI=1S/C19H20FNO3/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/t14-,17-/m0/s1

inchikey

AHOUBRCZNHFOSL-YOEHRIQHSA-N

is conjugate base of

http://purl.obolibrary.org/obo/CHEBI_64197

label

paroxetine

mass

329.36540

monoisotopicmass

329.14272

notation

CHEBI:7936

prefLabel

paroxetine

smiles

[H][C@]1(CCNC[C@H]1COc1ccc2OCOc2c1)c1ccc(F)cc1

treeView

http://purl.obolibrary.org/obo/CHEBI_26151

http://purl.obolibrary.org/obo/CHEBI_35618

http://purl.obolibrary.org/obo/CHEBI_37143

http://purl.obolibrary.org/obo/CHEBI_38298

subClassOf

http://purl.obolibrary.org/obo/CHEBI_26151

http://purl.obolibrary.org/obo/CHEBI_35618

http://purl.obolibrary.org/obo/CHEBI_37143

http://purl.obolibrary.org/obo/CHEBI_38298

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Delete Mapping To Ontology Source
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