Amperozide

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Amperozide
Amperozide.svg
Systematic (IUPAC) name
4-[4,4-bis(4-fluorophenyl)butyl]-N-ethylpiperazine-1-carboxamide
Identifiers
CAS Number 75558-90-6 YesY
ATCvet code QN05AX90 (WHO)
PubChem CID: 73333
ChemSpider 66062 YesY
UNII 0M2W3TAG39 YesY
ChEMBL CHEMBL1079935 YesY
Chemical data
Formula C23H29F2N3O
Molecular mass 401.493 g/mol
  • CCNC(=O)N1CCN(CC1)CCCC(C2=CC=C(C=C2)F)C3=CC=C(C=C3)F
  • InChI=1S/C23H29F2N3O/c1-2-26-23(29)28-16-14-27(15-17-28)13-3-4-22(18-5-9-20(24)10-6-18)19-7-11-21(25)12-8-19/h5-12,22H,2-4,13-17H2,1H3,(H,26,29) YesY
  • Key:NNAIYOXJNVGUOM-UHFFFAOYSA-N YesY
  (verify)

Amperozide is an atypical antipsychotic of the diphenylbutylpiperazine class which acts as an antagonist at the 5-HT2A receptor.[1] It does not block dopamine receptors as with most antipsychotic drugs,[2] but does inhibit dopamine release,[3][4] and alters the firing pattern of dopaminergic neurons.[5] It was investigated for the treatment of schizophrenia in humans,[6] but never adopted clinically, its main use is instead in veterinary medicine, primarily in intensively farmed pigs, for decreasing aggression and stress and thereby increasing feeding and productivity.[7][8][9]

See also

References

  1. Svartengren J, Simonsson P. Receptor binding properties of amperozide. Pharmacology and Toxicology. 1990;66 Suppl 1:8-11. PMID 2154737
  2. Meltzer HY, Zhang Y, Stockmeier CA. Effect of amperozide on rat cortical 5-HT2 and striatal and limbic dopamine D2 receptor occupancy: implications for antipsychotic action. European Journal of Pharmacology. 1992 May 27;216(1):67-71. PMID 1388121
  3. Eriksson E. Amperozide, a putative anti-psychotic drug: uptake inhibition and release of dopamine in vitro in the rat brain. Life Sciences. 1990;47(23):2111-7. PMID 1979998
  4. Yamamoto BK, Meltzer HY. The effect of the atypical antipsychotic drug, amperozide, on carrier-mediated striatal dopamine release measured in vivo. Journal of Pharmacology and Experimental Therapeutics. 1992 Oct;263(1):180-5. PMID 1403783
  5. Grenhoff J, Tung CS, Ugedo L, Svensson TH. Effects of amperozide, a putative antipsychotic drug, on rat midbrain dopamine neurons recorded in vivo. Pharmacology and Toxicology. 1990;66 Suppl 1:29-33. PMID 2304893
  6. Axelsson R, Nilsson A, Christensson E, Björk A. Effects of amperozide in schizophrenia. An open study of a potent 5-HT2 receptor antagonist. Psychopharmacology (Berlin). 1991;104(3):287-92. PMID 1924636
  7. Kyriakis SC, Martinsson K, Olsson NG, Bjork A. Thin sow syndrome (TSS): the effect of amperozide. British Veterinary Journal. 1990 Sep-Oct;146(5):463-7. PMID 2224491
  8. Kyriakis SC, Olsson NG, Martinsson K, Björk AK. Observations on the action of amperozide: are there social influences on sow-litter productivity? Research in Veterinary Science. 1991 Sep;51(2):169-73. PMID 1788479
  9. Papp I, Waller C, Biro O. Practical experiences in the therapy of postweaning edema disease in piglets. Berliner und Munchener Tierarztliche Wochenschrift. (German) 1996 Oct;109(10):385-7. PMID 8999770

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