Mepiprazole

Mepiprazole
Systematic (IUPAC) name
1-(3-chlorophenyl)-4-[2-(5-methyl-1H-pyrazol-3-yl)ethyl]piperazine
Clinical data
Pregnancy cat.  ?
Legal status Prescription only
Routes Oral
Identifiers
CAS number 20326-12-9
20344-15-4 (hydrochloride)
ATC code None
PubChem CID 71897
ChemSpider 64909
UNII 977BAL0NR7 YesY
Synonyms PAP, EMD-16,923, H-4,007
Chemical data
Formula C16H21ClN4 
Mol. mass 304.82 g/mol
SMILES eMolecules & PubChem

Mepiprazole (Psigodal) is a minor tranquilizer with a phenylpiperazine structure used in Spain for the treatment of anxiety neuroses.[1][2][3][4][5] It acts as a 5-HT2 and α1-adrenergic receptor antagonist,[6][7][8] and has also been shown to inhibit the reuptake and induce the release of serotonin, dopamine, and norepinephrine to varying extents.[9][8] Similarly to other phenylpiperazines like trazodone, nefazodone, and etoperidone, mepiprazole produces mCPP as an active metabolite.[10]

See also

  • Phenylpiperazine

References

  1. ^ Dictionary of organic compounds. London: Chapman & Hall. 1996. ISBN 0-412-54090-8. http://books.google.com/books?id=x2Su3GKCvtsC&lpg=PA4144&dq=mepiprazole&pg=PA4144#v=onepage&q&f=false. 
  2. ^ Swiss Pharmaceutical Society (2000). Index Nominum 2000: International Drug Directory (Book with CD-ROM). Boca Raton: Medpharm Scientific Publishers. ISBN 3-88763-075-0. http://books.google.com/books?id=5GpcTQD_L2oC&lpg=PA648&dq=mepiprazole&pg=PA648#v=onepage&q&f=false. 
  3. ^ Pöldinger W (1975). "Clinical trial of 3-methyl-5-(beta-N'-(N-m-chlorophenylpiperazino)ethyl)-pyrazole dihydrochloride (Mepiprazol) in the therapy of psychovegetative disorders". International Pharmacopsychiatry 10 (1): 1–8. PMID 1095510. 
  4. ^ De Buck R, Van Durme R, Pelc I (May 1975). "[A controlled double-blind crossover study of the efficacy of mepiprazol (EMD 16.923) and of diazepam in the treatment of neurotic disorders]" (in French). Acta Psychiatrica Belgica 75 (3): 320–33. PMID 769484. 
  5. ^ Saldaña Hernández OH, Hernández González J (1976). "[Psychopharmological research with EMD 16-923 in patients with different degrees of anxiety]" (in Spanish; Castilian). Neurología, Neurocirugía, Psiquiatría 17 (1): 29–33. PMID 1052713. 
  6. ^ Cohen ML, Fuller RW, Kurz KD (1983). "Evidence that blood pressure reduction by serotonin antagonists is related to alpha receptor blockade in spontaneously hypertensive rats". Hypertension 5 (5): 676–81. PMID 6311738. http://hyper.ahajournals.org/cgi/pmidlookup?view=long&pmid=6311738. 
  7. ^ Maj J, Sypniewska M (1980). "Central action of mepiprazole". Polish Journal of Pharmacology and Pharmacy 32 (4): 475–84. PMID 7255266. 
  8. ^ a b Fuxe K, Agnati LF, Ungerstedt U (January 1976). "The effect of mepiprazole on central monoamine neurons. Evidence for increased 5-hydroxytryptamine and dopamine receptor activity". European Journal of Pharmacology 35 (1): 93–108. doi:10.1016/0014-2999(76)90304-6. PMID 943291. 
  9. ^ Placheta P, Singer E, Kriwanek W, Hertting G (August 1976). "Mepiprazole, a new psychotropic drug: effects on uptake and retention of monoamines in rat brain synaptosomes". Psychopharmacology 48 (3): 295–301. doi:10.1007/BF00496865. PMID 9660. 
  10. ^ Fong MH, Garattini S, Caccia S (October 1982). "1-m-Chlorophenylpiperazine is an active metabolite common to the psychotropic drugs trazodone, etoperidone and mepiprazole". The Journal of Pharmacy and Pharmacology 34 (10): 674–5. PMID 6128394. 



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