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venlafaxine

Structure via PubChem · Public domain (PubChem)

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venlafaxine

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Also known as WY-45030, 1-[2-(dimethylamino)-1-(4-methoxyphenyl)ethyl]cyclohexan-1-ol

Venlafaxine, sold under the brand name Effexor among others, is an antidepressant medication of the serotonin–norepinephrine reuptake inhibitor (SNRI) class. It is used to treat major depressive disorder, generalized anxiety disorder, panic disorder, and social anxiety disorder. Studies have shown that venlafaxine improves post-traumatic stress disorder (PTSD) as a recommended first-line treatment. It may also be used for chronic neuropathic pain. It is taken orally (swallowed by mouth). It is also available as the salt venlafaxine besylate (venlafaxine benzenesulfonate monohydrate) in an exte

Key facts

Drug.ChEMBL2
1201066
Drug.ChEBI
9943
Drug.ChEBI2
9944
Drug.ChEMBL
637
Drug.verifiedrevid
459442662
Drug.image
Venlafaxine flat.svg
Drug.image_class
skin-invert-image
Drug.width
200px
Drug.chirality
Racemic mixture
Drug.imageL
Venlaflaxine (R-Isomer) 3D Ball And Stick.png
Drug.imageR
Venlaflaxine (S-Isomer) 3D Ball And Stick.png
Drug.class
Serotonin–norepinephrine reuptake inhibitor
Drug.widthR
170
Drug.tradename
Effexor, others
Drug.MedlinePlus
a694020
Drug.DailyMedID
Venlafaxine
Drug.pregnancy_AU
B2
Drug.routes_of_administration
Oral

via Wikipedia infobox

Chemical data

Formula
C17H27NO2
Molecular weight
277.4 g/mol
IUPAC name
1-[2-(dimethylamino)-1-(4-methoxyphenyl)ethyl]cyclohexan-1-ol
SMILES
CN(C)CC(C1=CC=C(C=C1)OC)C2(CCCCC2)O
InChIKey
PNVNVHUZROJLTJ-UHFFFAOYSA-N
XLogP
2.9
Polar surface area
32.7 Ų
H-bond donors
1
H-bond acceptors
3
Formal charge
0

via PubChem

~20 min read

Encyclopedic overview

23 sections
Contents
  • Medical uses
  • Depression
  • Contraindications
  • Adverse effects
  • Suicide
  • Serotonin syndrome
  • Miscarriage
  • Bipolar disorder
  • Liver injury
  • Overdose
  • Withdrawal syndrome
  • Other
  • Pharmacology
  • Pharmacodynamics
  • Pharmacokinetics
  • Chemistry
  • Interactions
  • Society and culture
  • Recreational use
  • Brand names
  • Veterinary uses
  • References
  • Further reading

Venlafaxine, sold under the brand name Effexor among others, is an antidepressant medication of the serotonin–norepinephrine reuptake inhibitor (SNRI) class. It is used to treat major depressive disorder, generalized anxiety disorder, panic disorder, and social anxiety disorder. Studies have shown that venlafaxine improves post-traumatic stress disorder (PTSD) as a recommended first-line treatment. It may also be used for chronic neuropathic pain. It is taken orally (swallowed by mouth). It is also available as the salt venlafaxine besylate (venlafaxine benzenesulfonate monohydrate) in an extended-release formulation (Venbysi XR).

Common side effects include loss of appetite, constipation, dry mouth, dizziness, sweating, insomnia, drowsiness and sexual problems. Severe side effects include an increased risk of suicide, mania, and serotonin syndrome. Antidepressant withdrawal syndrome may occur if stopped. A meta-analysis of randomized trials in depression found an increased rate of serious adverse events, particularly sexual dysfunction and anorexia, and several non-serious adverse effects, including nervousness, asthenia, and tremor. There are concerns that use during the later part of pregnancy can harm the baby. Venlafaxine's mechanism of action is not entirely clear, but it seems to be related to the potentiation of the activity of some neurotransmitters in the brain.

Excerpted from Wikipedia’s “venlafaxine” article, available under the CC BY-SA 4.0 licence.

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