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Substance Name: Paroxetine [USAN:INN:BAN]
RN: 61869-08-7
UNII: 41VRH5220H
InChIKey: AHOUBRCZNHFOSL-YOEHRIQHSA-N

Note

  • A serotonin uptake inhibitor that is effective in the treatment of depression.

Molecular Formula

  • C19-H20-F-N-O3

Molecular Weight

  • 329.369
 

Classification Codes

  • Antidepressant
  • Antidepressive Agents
  • Antidepressive Agents, Second-Generation
  • Central Nervous System Agents
  • Cytochrome P-450 CYP2D6 Inhibitors
  • Cytochrome P-450 Enzyme Inhibitors
  • Enzyme Inhibitors
  • Human Data
  • Membrane Transport Modulators
  • Metabolic Side Effects of Drugs and Substances
  • Neurotransmitter Agents
  • Neurotransmitter Uptake Inhibitors
  • Psychotropic Drugs
  • Reproductive Effect
  • Serotonin Agents
  • Serotonin Uptake Inhibitors

Names and Synonyms

Name of Substance

  • Paroxetine
  • Paroxetine [USAN:INN:BAN]

MeSH Heading

  • Paroxetine

Synonyms

  • (-)-(3S,4R)-4-(p-Fluorophenyl)-3-((3,4-(methylenedioxy)phenoxy)methyl)piperidine
  • (-)-(3S,4R)-4-(p-Fluorophenyl)-3-((3,4-methylenedioxy)phenoxy)methyl)piperidine
  • BRL 29060
  • Casbol
  • FG 7051
  • Frosinor
  • HSDB 7175
  • Motivan
  • Oxetine
  • Paroxetina
  • Paroxetina [INN-Spanish]
  • Paroxetine
  • Paroxetinum
  • Paroxetinum [INN-Latin]
  • Paxetil
  • Paxil
  • Paxil CR
  • PaxPar
  • Piperidine, 3-((1,3-benzodioxol-5-yloxy)methyl)-4-(4-fluorophenyl)-, (3S,4R)-
  • Piperidine, 3-((1,3-benzodioxol-5-yloxy)methyl)-4-(4-fluorophenyl)-, (3S-trans)-
  • UNII-41VRH5220H

Systematic Names

  • Piperidine, 3-((1,3-benzodioxol-5-yloxy)methyl)-4-(4-fluorophenyl)-, (3S,4R)-
  • Piperidine, 3-((1,3-benzodioxol-5-yloxy)methyl)-4-(4-fluorophenyl)-, (3S-trans)-

Registry Numbers

CAS Registry Number

  • 61869-08-7

FDA UNII

  • 41VRH5220H

Other Registry Number

  • 63952-24-9

Related Registry Numbers

  • 110429-35-1 (HCl hemihydrate)
  • 64006-44-6 (maleate)
  • 72471-80-8 (acetate)
  • 78246-49-8 (hydrochloride)

System Generated Number

  • 0061869087

Structure Descriptors

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

Smiles

c1([C@H]2[C@H](COc3cc4c(OCO4)cc3)CNCC2)ccc(F)cc1

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man TDLo oral 6700ug/kg (6.7mg/kg) BEHAVIORAL: EXCITEMENT American Journal of Emergency Medicine. Vol. 11, Pg. 682, 1993.
women TDLo oral 400ug/kg (0.4mg/kg) PERIPHERAL NERVE AND SENSATION: PARESTHESIS Journal of Clinical Psychiatry. Vol. 58, Pg. 175, 1997.
women TDLo oral 400ug/kg (0.4mg/kg) BEHAVIORAL: REGIDITY

PERIPHERAL NERVE AND SENSATION: FASCICULATIONS		 British Journal of Psychiatry. Vol. 169, Pg. 522, 1996.
women TDLo oral 1400ug/kg/7W- (1.4mg/kg)   American Journal of Psychiatry. Vol. 153, Pg. 134, 1996.
women TDLo oral 2800ug/kg/7D- (2.8mg/kg)   Medical Journal of Australia. Vol. 163, Pg. 390, 1995.
women TDLo oral 2800ug/kg/7D- (2.8mg/kg) KIDNEY, URETER, AND BLADDER: OTHER CHANGES IN URINE COMPOSITION Medical Journal of Australia. Vol. 163, Pg. 390, 1995.
women TDLo oral 4200ug/kg/3W- (4.2mg/kg) ENDOCRINE: HYPERGLYCEMIA Annals of Internal Medicine. Vol. 125, Pg. 782, 1996.
women TDLo oral 5600ug/kg/2W- (5.6mg/kg) BEHAVIORAL: IRRITABILITY

BEHAVIORAL: WAKEFULNESS

BEHAVIORAL: TOXIC PSYCHOSIS		 Journal of the American Academy of Child and Adolescent Psychiatry. Vol. 36, Pg. 445, 1997.
women TDLo oral 8400ug/kg/21D (8.4mg/kg)   Netherlands Journal of Medicine. Vol. 51, Pg. 237, 1997.
women TDLo oral 8400ug/kg/21D (8.4mg/kg) LUNGS, THORAX, OR RESPIRATION: CHRONIC PULMONARY EDEMA

BEHAVIORAL: COMA		 Netherlands Journal of Medicine. Vol. 51, Pg. 237, 1997.
women TDLo oral 11200ug/kg/8W (11.2mg/kg) PERIPHERAL NERVE AND SENSATION: FASCICULATIONS Journal of Clinical Pyschopharmacology. Vol. 16, Pg. 258, 1996.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 3.950 (none)   EST
Atmospheric OH Rate Constant 1.64E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.