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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
Show 5 more facts
chemical formula
C₁₉H₂₁N
World Health Organisation international non-proprietary name
protriptyline
canonical SMILES
CNCCCC1C2=CC=CC=C2C=CC3=CC=CC=C13
defined daily dose
30
Commons category
Protriptyline
Sources (3)

via Wikidata · CC0

~15 min read

Article

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.

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