Thozalinone

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Thozalinone (USAN) (brand name Stimsen; former developmental code name CL-39808) is a psychostimulant that has been used as an antidepressant in Europe.[1][2][3][4][5] It has also been trialed as an anorectic.[6] Thozalinone is described as a "dopaminergic stimulant",[7] and likely acts via inducing the release of dopamine and to a minimal extent norepinephrine; similar to analogue pemoline, it is reportedly devoid of abuse potential unlike other dopaminergic psychostimulants.[2][7][8]

Synthesis

File:Thozalinone synthesis.svg
Synthesis: [9][10]

Sodium hydride is used as a strong base to abstract the alcohol proton in ethyl mandelate [774-40-3] (1); addition of the oxyanion to dimethylcyanamide [1467-79-4] gives the intermediate (2). Intramolecular cyclization then occurs giving Thozalinone (3).

Notes

  • In treatment of Parkinsonism: W. D. Gray, C. E. Edward, U.S. patent 3665075 (1972 to Am. Cyanamid).
  • Pharmacological studies:[11]

See also

References

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