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

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

oboInOwl#hasDbXref
PMID:22263916
DRON_00010000
32937
core#notation
CHEBI:7936

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

oboInOwl#hasOBONamespace
chebi_ontology
oboInOwl#id
CHEBI:7936
generic_name
Paroxetine Mesylate
brand_name
PAXIL CR
brand_name_base
PAXIL
oboInOwl#hasDbXref
PMID:22263916
product_ndc
64220-113
oboInOwl#inSubset
http://purl.obolibrary.org/obo/chebi#3_STAR
labeler_name
Sinotherapeutics Inc.
marketing_start_date
20080318
application_number
ANDA078406
route
ORAL
package_ndc
69117-0026-5
spl_id
fea936a5-fdec-e4fb-e053-6294a90a8995
product_type
BULK INGREDIENT
marketing_category
BULK INGREDIENT FOR HUMAN PRESCRIPTION COMPOUNDING
dosage_form
SUSPENSION
listing_expiration_date
20241231
package_description
30 TABLET, FILM COATED in 1 BLISTER PACK (70518-2465-0)
package_marketing_start_date
20100323
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
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
rxcui
1738808
manufacturer_name
Sinotherapeutics Inc.
unii
3I3T11UD2S
spl_set_id
fc11a056-7db5-1966-e053-6394a90aa59c
active_ingredient_strength
75 kg/75kg
active_ingredient_name
PAROXETINE HYDROCHLORIDE ANHYDROUS
upc
0372241030222
core#notation
CHEBI:7936
pharm_class
Serotonin Uptake Inhibitors [MoA]
brand_name_suffix
CR
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class
has_treatment
http://purl.obolibrary.org/obo/DOID_2846