Paroxetine
CHEBI:CHEBI_7936
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.
Chemical Information
- Molecular Formula
- C19H20FNO3
- Molecular Mass
- 329.36540
- Charge
- 0
- SMILES
- [H][C@]1(CCNC[C@H]1COc1ccc2OCOc2c1)c1ccc(F)cc1
- 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
Alternative Names
- (-)-(3S,4R)-4-(p-fluorophenyl)-3-((3,4-(methylenedioxy)phenoxy)methyl)piperidine
- (3S-trans)-3-((1,3-benzodioxol-5-yloxy)methyl)-4-(4-fluorophenyl)piperidine
- (3S,4R)-3-[(1,3-benzodioxol-5-yloxy)methyl]-4-(4-fluorophenyl)piperidine
- paroxetina
- Paroxetine
- paroxetinum
Drug Classification
-
piperidinesView Class →
CHEBI:26151
-
aromatic etherView Class →
CHEBI:35618
-
organofluorine compoundView Class →
CHEBI:37143
-
benzodioxolesView Class →
CHEBI:38298
-
t299512
-
t299686
-
t299709
-
t299771
-
t299949
-
t300243
-
t300448
-
t300545
-
t300584
Important Medical Information
⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.
- Always consult with a healthcare professional before starting, stopping, or modifying any medication.
- Side effects may vary and this list may not be comprehensive.
- Drug interactions may occur with other medications.
Additional Identifiers
- core#notation
- CHEBI:7936
- oboInOwl#hasDbXref
- PMID:22263916
- DRON_00010000
- 32937
Additional References
🔍 Click on any linked disease name to learn more about the conditions this medication is used to treat, or explore related drug classifications for more information about similar medications.
Additional Attributes
- rdf-schema#domain
- https://w3id.org/def/predibionto#has_side_effect30997
- chebi#is_conjugate_acid_of
- http://purl.obolibrary.org/obo/CHEBI_64197
- owl#someValuesFrom
- t2997430
- owl#annotatedSource
- t300652
- oboInOwl#hasOBONamespace
- chebi_ontology
- oboInOwl#id
- CHEBI:7936
- core#notation
- CHEBI:7936
- oboInOwl#hasDbXref
- PMID:22263916
- oboInOwl#inSubset
- http://purl.obolibrary.org/obo/chebi#3_STAR
- 22-rdf-syntax-ns#type
- http://www.w3.org/2002/07/owl#Class
- DRON_00010000
- 32937
- RO_0000087
- http://purl.obolibrary.org/obo/CHEBI_50183
- chebi#has_functional_parent
- http://purl.obolibrary.org/obo/CHEBI_5115
- BFO_0000053
- http://purl.obolibrary.org/obo/DRON_00723856
- chebi#is_conjugate_base_of
- http://purl.obolibrary.org/obo/CHEBI_64197
- has_treatment
- http://purl.obolibrary.org/obo/DOID_2846