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Pridefine

Pridefine
Systematic (IUPAC) name
3-(diphenylmethylidene)-1-ethylpyrrolidine
Clinical data
Legal status
  • Uncontrolled
Routes Oral
Identifiers
CAS number
ATC code None
PubChem
ChemSpider
UNII  YesY
Chemical data
Formula C19H21N 
Mol. mass 263.38 g/mol

Pridefine (AHR-1,118) is a drug which was investigated as an antidepressant in the late 1970s and early 1980s but was never marketed.[1] It acts as a balanced reuptake inhibitor of serotonin, dopamine, and norepinephrine, and also has some weak releasing activity.[1][2][3]

In clinical trials pridefine was found to be as efficacious as the tricyclic antidepressants amitriptyline and imipramine in the treatment of major depressive disorder but was much more tolerable in comparison and also had an earlier onset of action.[1] It has been shown to be effective in the treatment of alcoholism as well.[1]

Synthesis

Pridefine synthesis:[4][5]

See also

References

  1. ^ a b c d Vosmer G, DeMet EM, Halaris AE (1980). "Action of the antidepressant pridefine (AHR-1118) on biogenic amines in the rat brain".  
  2. ^ Halaris AE, Demet EM (1980). "Open trial evaluation of a pyrrolidine derivative (AHR-1118) on norepinephrine metabolism". Progress in Neuro-psychopharmacology 4 (1): 43–9.  
  3. ^ DeMet EM, Vosmer G, Halaris AE (1981). "Noncompetitive amine uptake inhibition by the new antidepressant pridefine". Journal of Neurochemistry 36 (3): 917–23.  
  4. ^ El-Abbady, A. M.; Mousa, H. H. (1965). "Studies on stobbe condensation: reactions of aldehydes and ketones with dimethyl methylsuccinate". Canadian Journal of Chemistry 43 (4): 928–934.  
  5. ^ Ohki, Sadao; Ozawa, Naganori; Yabe, Yuichiro; Matsuda, Hideaki (1976). "Anthicholinergic agents. Synthesis of 1,1,4-trimethyl- and 1,1,5-trimethyl-3-diphenylmethylenepyrrolidinium halides". Chemical and Pharmaceutical Bulletin 24 (6): 1362–1370.  
Nicotine dependence
Alcohol dependence
Opioid dependence
Benzodiazepine dependence
Amphetamine dependence
Cocaine dependence

: CNS

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