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 SS isomer whereas tametraline is the 1R,4S stereoisomer.

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

Tametraline is a catecholamine reuptake inhibitor.

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

See also: U.S. Patent 4,045,488 (and refs therein: doi:10.1021/ja01193a020 doi:10.1021/ja01183a058 doi:10.1021/ja01157a130 doi:10.1021/ja01635a052)

Two routes have been previously described, one for aryl moieties containing electron withdrawing groups, and one for electron donating groups: Tametraline Analogs Synthesis.png




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