Protriptyline

Structural formula
General
Non-proprietary name	Protriptyline
other names	3- (5 H -dibenzo [ a , d ] [7] annulen-5-yl) - N -methylpropan-1-amine
Molecular formula	C 19 H 21 N
External identifiers / databases
ECHA InfoCard	100.006.474
PubChem	4976
DrugBank	DB00344
Wikidata	Q408432
Drug information
ATC code	N06 AA11
Drug class	antidepressant
properties
Molar mass	263.37 g mol −1 299.85 g mol −1 (hydrochloride);
Melting point	168 ° C (hydrochloride)
pK s value	8.2
safety instructions
	Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed
GHS labeling of hazardous substances Hydrochloride; danger
H and P phrases	H: 301-312-315-319-332-335
	P: 261-280-301 + 310-305 + 351 + 338
Toxicological data	240 mg kg −1 ( LD 50 , rat , oral ) ; 67 mg kg −1 ( LD 50 , mouse , ip ) ;
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Protriptyline ( trade names : Vivactil ^® , Concordin ^® ) is a drug from the group of tricyclic antidepressants . As strongly as desipramine, it inhibits the reuptake of the neurotransmitter norepinephrine , without having any sedative properties worth mentioning . Protriptyline also acts as a FIASMA (functional inhibitor of acid sphingomyelinase ). The active ingredient was patented by Merck & Co. in 1962 . The hydrochloride is used .

Clinical information

Application areas (indications)

Due to the above-mentioned mechanism of action, the drug is particularly suitable for the treatment of depression with pronounced lack of drive. Treatment successes can also be achieved with ADHD , narcolepsy and chronic pain syndrome .

Adverse effects (side effects)

With protriptyline are u. a. determine the following undesirable effects:

moderate to severe: effects on cardiac function
moderate: anticholinergic effects and epileptic seizures
low: low blood pressure ( hypotension ) and weight gain
minimal: sedation

dosage

The usual daily dose is between 15 and 40 mg, the extreme doses are between 10 and 60 mg per day.

Pharmacological properties

The plasma elimination half-life of the drug is relatively long at 54 to 198 hours.

Individual evidence

↑ ^a ^b ^c Entry on protriptyline. In: Römpp Online . Georg Thieme Verlag, accessed on June 27, 2019.
↑ ^a ^b Data sheet Protriptyline hydrochloride from Sigma-Aldrich , accessed on April 22, 2011 ( PDF ).
↑ ^a ^b Entry on protriptyline in the ChemIDplus database of the United States National Library of Medicine (NLM) .
↑ Kornhuber J, Muehlbacher M, Trapp S, Pechmann S, Friedl A, Reichel M, Mühle C, Terfloth L, Groemer T, Spitzer G, Liedl K, Gulbins E, Tripal P: Identification of novel functional inhibitors of acid sphingomyelinase . In: PLoS ONE . 6, No. 8, 2011, p. E23852. doi : 10.1371 / journal.pone.0023852 .
^ ^A ^b Goodman & Gilman's: The pharmacological basis of therapeutics. 9th ed. McGraw-Hill, New York et al. a. 1996. p. 434.
↑ Hermann J. Roth u. Helmut Fenner: Drugs. Thieme, Stuttgart a. New York 1988. p. 238.

[römpp-1] Entry on protriptyline. In: Römpp Online . Georg Thieme Verlag, accessed on June 27, 2019.

[Sigma-2] Data sheet Protriptyline hydrochloride from Sigma-Aldrich , accessed on April 22, 2011 ( PDF ).

[ChemIDplus-3] Entry on protriptyline in the ChemIDplus database of the United States National Library of Medicine (NLM) .

[pmid18504571-4] Kornhuber J, Muehlbacher M, Trapp S, Pechmann S, Friedl A, Reichel M, Mühle C, Terfloth L, Groemer T, Spitzer G, Liedl K, Gulbins E, Tripal P: Identification of novel functional inhibitors of acid sphingomyelinase . In: PLoS ONE . 6, No. 8, 2011, p. E23852. doi : 10.1371 / journal.pone.0023852 .

[GG-5] A ^b Goodman & Gilman's: The pharmacological basis of therapeutics. 9th ed. McGraw-Hill, New York et al. a. 1996. p. 434.

[6] Hermann J. Roth u. Helmut Fenner: Drugs. Thieme, Stuttgart a. New York 1988. p. 238.