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Norepinephrine–dopamine reuptake inhibitors
Tametraline
Другие языки:

Tametraline

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Tametraline
Tametraline.svg
Clinical data
ATC code
  • none
Identifiers
  • (1R,4S)-N-methyl-4-phenyl-1,2,3,4-tetrahydronaphthalen-1-amine
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
Formula C17H19N
Molar mass 237.346 g·mol−1
3D model (JSmol)
  • CN[C@H](CC1)C(C=CC=C2)=C2[C@H]1C3=CC=CC=C3
  • InChI=1S/C17H19N/c1-18-17-12-11-14(13-7-3-2-4-8-13)15-9-5-6-10-16(15)17/h2-10,14,17-18H,11-12H2,1H3/t14-,17+/m0/s1 ☒N
  • Key:NVXPZMLRGBVYQV-WMLDXEAASA-N ☒N
 ☒NcheckY (what is this?)  (verify)

Tametraline (CP-24,441) is the parent of a series of chemical compounds investigated at Pfizer that eventually led to the development of sertraline (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 1R,4S-stereoisomer.

1R-Methylamino-4S-phenyl-tetralin is a potent inhibitor of norepinephrine uptake in rat brain synaptosomes, reverses reserpine induced hypothermia in mice, and blocks uptake of 3H-Norepinephrine into rat heart.

Tametraline is a norepinephrine-dopamine reuptake inhibitor.

Indatraline is an indanamine homolog of tetralin-based tametraline, although in the case of indatraline the product is pm-dichlorinated.

See also


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