Tametraline (CP-24,441) is the parent of a series of chemical compounds investigated at
Pfizer
Pfizer Inc. ( ) is an American multinational pharmaceutical and biotechnology corporation headquartered on 42nd Street in Manhattan, New York City. The company was established in 1849 in New York by two German entrepreneurs, Charles Pfizer ...
that eventually led to the development of
sertraline
Sertraline, sold under the brand name Zoloft among others, is an antidepressant of the selective serotonin reuptake inhibitor (SSRI) class. The efficacy of sertraline for depression is similar to that of other antidepressants, and the differe ...
(CP-51,974-1).
Sertraline has been called "3,4-dichloro-tametraline". This is correct but it is an oversimplification in the sense that sertraline is the ''S'',''S''-isomer whereas tametraline is the 1''R'',4''S''-stereoisomer.
1''R''-Methylamino-4''S''-phenyl-
tetralin
Tetralin (1,2,3,4-tetrahydronaphthalene) is a hydrocarbon having the chemical formula C10H12. It is a partially hydrogenated derivative of naphthalene. It is a colorless liquid that is used as a hydrogen-donor solvent.
Production
Tetralin is pro ...
is a potent inhibitor of norepinephrine uptake in rat brain synaptosomes, reverses
reserpine
Reserpine is a drug that is used for the treatment of high blood pressure, usually in combination with a thiazide diuretic or vasodilator. Large clinical trials have shown that combined treatment with reserpine plus a thiazide diuretic reduces m ...
induced hypothermia in mice, and blocks uptake of
3H-
Norepinephrine
Norepinephrine (NE), also called noradrenaline (NA) or noradrenalin, is an organic chemical in the catecholamine family that functions in the brain and body as both a hormone and neurotransmitter. The name "noradrenaline" (from Latin '' ad'', ...
into rat heart.
Tametraline is a
norepinephrine-dopamine reuptake inhibitor.
Indatraline
Indatraline (Lu 19-005) is a non- selective monoamine transporter inhibitor shown to block the reuptake of dopamine, norepinephrine, and serotonin, with effects similar to those of cocaine. The effects have been shown to have a slower onset and l ...
is an indanamine homolog of tetralin-based tametraline, although in the case of indatraline the product is pm-dichlorinated.
See also
*
Cyproheptadine
Cyproheptadine, sold under the brand name Periactin among others, is a first-generation antihistamine, first-generation antihistamine with additional anticholinergic, antiserotonergic, and local anesthetic properties.
It was patented in 1959 an ...
-(5''H''-dibenz-[a,dyclohepten-5-ylidine)-1-methylpiperidine.html" ;"title=",d.html" ;"title="-(5''H''-dibenz-
-(5''H''-dibenz-[a,dyclohepten-5-ylidine)-1-methylpiperidine">,d.html"_;"title="-(5''H''-dibenz-[a,d">-(5''H''-dibenz-[a,dyclohepten-5-ylidine)-1-methylpiperidine*_Dasotraline.html" ;"title=",d">-(5''H''-dibenz-[a,dyclohepten-5-ylidine)-1-methylpiperidine">,d.html" ;"title="-(5''H''-dibenz-[a,d">-(5''H''-dibenz-[a,dyclohepten-5-ylidine)-1-methylpiperidine* Dasotraline">,d">-(5''H''-dibenz-[a,dyclohepten-5-ylidine)-1-methylpiperidine">,d.html" ;"title="-(5''H''-dibenz-[a,d">-(5''H''-dibenz-[a,dyclohepten-5-ylidine)-1-methylpiperidine* Dasotraline
* Desmethylsertraline
* EXP-561 (1-amino-4-phenylbicyclo[2.2.2]octane)
* JNJ-7925476
* Lometraline
* Nefopam
* Sertraline
References
{{Monoamine reuptake inhibitors
1-Aminotetralins
Norepinephrine–dopamine reuptake inhibitors
Pfizer brands
Stimulants