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protriptyline

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Also known as MK-240, N-methyl-5H-dibenzo[a,d]cycloheptene-5-propylamine, 7-(3-methylaminopropyl)-1,2:5,6-dibenzocycloheptatriene, 5-(3-methylaminopropyl)-5H-dibenzo[a,d]cycloheptene, amimetilina, 3-(5H-dibenzo[a,d]cyclohepten-5-yl)-N-methyl-1-propanamine, N-methyl-5H-dibenzo[a,d]cycloheptene-5-propanamine

Protriptyline, sold under the brand name Vivactil among others, is a tricyclic antidepressant (TCA), specifically a secondary amine. Uniquely among most of the TCAs, protriptyline tends to be energizing instead of sedating, and is sometimes used for narcolepsy to achieve a wakefulness-promoting effect.

Key facts

Drug.ChEMBL
668
Drug.excretion
Urine: 50%Feces: minor
Drug.verifiedrevid
464375600
Drug.IUPAC_name
3-(5H-dibenzo[a,d][7]annulen-5-yl)-N-methylpropan-1-amine
Drug.image
Protriptyline.svg
Drug.image_class
skin-invert-image
Drug.width
200px
Drug.caption
Above: molecular structure of protriptyline Below: 3D representation of a protriptyline molecule
Drug.image2
Protripyline 3D.png
Drug.image_class2
bg-transparent
Drug.tradename
Vivactyl, others
Drug.MedlinePlus
a604025
Drug.pregnancy_US
C
Drug.legal_BR
C1
Drug.legal_status
Rx-only
Drug.routes_of_administration
Oral
Drug.bioavailability
77–93%
Drug.protein_bound
92%

via Wikipedia infobox

Wikidata facts

Mass
263.1674
Has use
medication
Show 8 more facts
chemical formula
C₁₉H₂₁N
significant drug interaction
tranylcypromine
World Health Organisation international non-proprietary name
protriptyline
canonical SMILES
CNCCCC1C2=CC=CC=C2C=CC3=CC=CC=C13
subject has role
tricyclic antidepressant
defined daily dose
30
physically interacts with
solute carrier family 6 member 4
Commons category
Protriptyline
Sources (3)

via Wikidata · CC0

~15 min read

Encyclopedic overview

18 sections
Contents
  • Medical uses
  • Contraindications
  • Side effects
  • Withdrawal
  • List of side effects
  • Overdose
  • Interactions
  • Pharmacology
  • Pharmacodynamics
  • Pharmacokinetics
  • Chemistry
  • History
  • Society and culture
  • Generic names
  • Brand names
  • Availability
  • See also
  • References

Protriptyline, sold under the brand name Vivactil among others, is a tricyclic antidepressant (TCA), specifically a secondary amine. Uniquely among most of the TCAs, protriptyline tends to be energizing instead of sedating, and is sometimes used for narcolepsy to achieve a wakefulness-promoting effect.

TCAs including protriptyline are also used to reduce the incidence of recurring headaches such as migraine, and for other types of chronic pain.

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