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Desvenlafaxine information


Desvenlafaxine
Skeletal formula
Ball-and-stick model of desvenlafaxine
Clinical data
Trade namesPristiq, Desfax, Ellefore, others
Other namesO-desmethylvenlafaxine, WY-45233
AHFS/Drugs.comMonograph
MedlinePlusa608022
License data
  • US DailyMed: Desvenlafaxine
Pregnancy
category
  • AU: B2
Routes of
administration
By mouth
ATC code
  • N06AX23 (WHO)
Legal status
Legal status
  • AU: S4 (Prescription only)
  • BR: Class C1 (Other controlled substances)[2]
  • CA: ℞-only[3]
  • US: WARNING[1]Rx-only
Pharmacokinetic data
Bioavailability80%
Protein bindingLow (30%)
MetabolismCYP2C19,[4] CYP3A4, (CYP2D6 is not involved)
Elimination half-life11 h
Excretion45% excreted unchanged in urine
Identifiers
IUPAC name
  • 4-[2-dimethylamino-1-(1-hydroxycyclohexyl)
    ethyl]phenol
CAS Number
  • 93413-62-8 checkY
PubChem CID
  • 125017
IUPHAR/BPS
  • 7158
DrugBank
  • DB06700 checkY
ChemSpider
  • 111300 checkY
UNII
  • NG99554ANW
KEGG
  • D07793 checkY
ChEBI
  • CHEBI:83527 ☒N
ChEMBL
  • ChEMBL1118 checkY
CompTox Dashboard (EPA)
  • DTXSID40869118 Edit this at Wikidata
ECHA InfoCard100.149.615 Edit this at Wikidata
Chemical and physical data
FormulaC16H25NO2
Molar mass263.381 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • OC2(C(c1ccc(O)cc1)CN(C)C)CCCCC2
InChI
  • InChI=1S/C16H25NO2/c1-17(2)12-15(13-6-8-14(18)9-7-13)16(19)10-4-3-5-11-16/h6-9,15,18-19H,3-5,10-12H2,1-2H3 checkY
  • Key:KYYIDSXMWOZKMP-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Desvenlafaxine, sold under the brand name Pristiq among others, is a medication used to treat depression.[5] It is an antidepressant of the serotonin-norepinephrine reuptake inhibitor (SNRI) class and is taken by mouth.[5] It is recommended that the need for further treatment be occasionally reassessed.[5] It may be less effective than its parent compound venlafaxine,[6] although some studies have found comparable efficacy.[7]

Common side effects include dizziness, trouble sleeping, increased sweating, constipation, sleepiness, anxiety, and sexual problems.[5] Serious side effects may include suicide in those under the age of 25, serotonin syndrome, bleeding, mania, and high blood pressure.[5] A withdrawal syndrome may occur if the dose is decreased or the medication is completely stopped.[5] It is unclear if use during pregnancy or breastfeeding is safe.[8]

Desvenlafaxine was approved for medical use in the United States in 2008.[5] In Europe its application for use was denied in 2009,[6] but it is available in Spain and Germany.[citation needed] In 2021, it was the 178th most commonly prescribed medication in the United States, with more than 2 million prescriptions.[9][10]

  1. ^ "FDA-sourced list of all drugs with black box warnings (Use Download Full Results and View Query links.)". nctr-crs.fda.gov. FDA. Retrieved 22 Oct 2023.
  2. ^ Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-04-04). Archived from the original on 2023-08-03. Retrieved 2023-08-16.
  3. ^ "Mental health". Health Canada. 9 May 2018. Retrieved 13 April 2024.
  4. ^ "Desvenlafaxine Metabolic pathways". SMPBD. Retrieved February 3, 2022.
  5. ^ a b c d e f g "Desvenlafaxine Succinate Monograph for Professionals". Drugs.com. American Society of Health-System Pharmacists. Retrieved 18 March 2019.
  6. ^ a b "Withdrawal Assessment Report for Dessvenlafaxime" (PDF). EMA. p. 3. Retrieved 22 March 2019.
  7. ^ Cite error: The named reference :0 was invoked but never defined (see the help page).
  8. ^ "Desvenlafaxine Pregnancy and Breastfeeding Warnings". Drugs.com. Retrieved 19 March 2019.
  9. ^ "The Top 300 of 2021". ClinCalc. Archived from the original on 15 January 2024. Retrieved 14 January 2024.
  10. ^ "Desvenlafaxine - Drug Usage Statistics". ClinCalc. Retrieved 14 January 2024.

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Venlafaxine

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is extensively metabolized in the liver via the CYP2D6 isoenzyme to desvenlafaxine (O-desmethylvenlafaxine, now marketed as a separate medication named...

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Muscarinic antagonist

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Alembic Pharmaceuticals

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Pharmaceutical, Inc. announced Paragraph IV ANDA litigation with Pfizer on Desvenlafaxine (Pristiq™). Alembic also entered into a product development and licence...

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Brexpiprazole

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antidepressant treatment. The antidepressants included in the study were desvenlafaxine, escitalopram, fluoxetine, paroxetine, sertraline, and venlafaxine....

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Monoamine oxidase inhibitor

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Brazilian Controlled Drugs and Substances Act

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Pethidine

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Psychiatry

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ATC code N06

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Bupropion

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Norepinephrine reuptake inhibitor

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C16H25NO2

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