Preferred Name

paroxetine

Synonyms

Paroxetine

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

C19H20FNO3

paroxetinum

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

InChIKey=AHOUBRCZNHFOSL-YOEHRIQHSA-N

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

paroxetina

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

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

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

database_cross_reference

CiteXplore:22240860

CiteXplore:14521492

CiteXplore:17452166

CiteXplore:11009210

CiteXplore:17612590

CiteXplore:17162096

CiteXplore:14566196

CiteXplore:15963219

CiteXplore:19851065

CiteXplore:11910269

Beilstein:7467879

CiteXplore:15241233

CiteXplore:14566200

Wikipedia:Paroxetine

CiteXplore:16765127

CiteXplore:12820211

CiteXplore:18273418

CiteXplore:17219219

CiteXplore:22153922

CiteXplore:15845695

CiteXplore:18983224

CiteXplore:11819027

CiteXplore:11513198

CiteXplore:21939725

CiteXplore:11893234

CiteXplore:15853570

CiteXplore:15613191

CiteXplore:15264994

CiteXplore:14516531

CiteXplore:14978354

KEGG COMPOUND:61869-08-7

CiteXplore:12906023

CiteXplore:21452176

CiteXplore:17559097

CiteXplore:14689334

CiteXplore:15903129

CiteXplore:22263916

CiteXplore:21404089

CiteXplore:17286545

CiteXplore:15544025

CiteXplore:11271409

CiteXplore:15199661

CiteXplore:14673053

CiteXplore:15376524

CiteXplore:12369443

CiteXplore:15374134

CiteXplore:12421645

CiteXplore:22353759

CiteXplore:11565622

CiteXplore:18808757

CiteXplore:22377745

CiteXplore:17122538

CiteXplore:22283559

CiteXplore:12818234

CiteXplore:16395417

ChemIDplus:61869-08-7

CiteXplore:16822276

CiteXplore:19687003

CiteXplore:21909633

CiteXplore:22198456

CiteXplore:12027788

CiteXplore:11324355

CiteXplore:11360029

DrugBank:DB00715

CiteXplore:15992089

CiteXplore:21922171

CiteXplore:15048901

CiteXplore:16913391

CiteXplore:12920419

KEGG COMPOUND:C07415

Reaxys:7467879

CiteXplore:17652957

CiteXplore:17874333

CiteXplore:16426087

CiteXplore:11281965

CiteXplore:14624192

CiteXplore:18345955

CiteXplore:14619895

CiteXplore:16397315

CiteXplore:12088162

KEGG DRUG:D02362

CiteXplore:22212003

CiteXplore:11563413

CiteXplore:11169163

CiteXplore:21739267

CiteXplore:21908494

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.

has_exact_synonym

Paroxetine

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

has_related_synonym

C19H20FNO3

paroxetinum

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

InChIKey=AHOUBRCZNHFOSL-YOEHRIQHSA-N

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

paroxetina

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

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

has_RxCUI

32937

id

CHEBI:7936

imported from

http://purl.obolibrary.org/obo/dron.owl

label

Paroxetine

paroxetine

notation

CHEBI:7936

prefLabel

paroxetine

subClassOf

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

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

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

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

Delete Subject Author Type Created
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Delete Mapping To Ontology Source
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