Mepiprazole

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Mepiprazole
Mepiprazole.png
Systematic (IUPAC) name
1-(3-chlorophenyl)-4-[2-(5-methyl-1H-pyrazol-3-yl)ethyl]piperazine
Clinical data
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

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-HT2A 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.[8][9] Controlled clinical trials of mepiprazole in patients with irritable bowel syndrome (IBS) were also carried out and suggested some benefits of the drug in relieving symptoms of IBS in some patients.[10] Similarly to other phenylpiperazines like trazodone, nefazodone, and etoperidone, mepiprazole produces mCPP as an active metabolite.[11]

See also[edit]

References[edit]

  1. ^ Dictionary of organic compounds. London: Chapman & Hall. 1996. ISBN 0-412-54090-8. 
  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. 
  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]". Acta Psychiatrica Belgica (in French) 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]". Neurología, Neurocirugía, Psiquiatría (in Spanish; Castilian) 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. doi:10.1161/01.hyp.5.5.676. 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. ^ Dotevall G, Groll E (October 1974). "Controlled clinical trial of mepiprazole in irritable bowel syndrome". The British Medical Journal 4 (5935): 16–8. doi:10.1136/bmj.4.5935.16. PMID 4609545. 
  11. ^ 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. doi:10.1111/j.2042-7158.1982.tb04701.x. PMID 6128394.