Mafoprazine

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Mafoprazine
Mafoprazine chemical structure.svg
Clinical data
Trade names Mafropan
AHFS/Drugs.com Monograph
Identifiers
  • N-[4-[3-[4-(2-fluorophenyl)piperazin-1-yl]propoxy]-3-methoxyphenyl]acetamide
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
Formula C22H28FN3O3
Molar mass 401.482 g·mol−1
3D model (JSmol)
  • COC1=C(OCCCN2CCN(CC2)C3=C(F)C=CC=C3)C=CC(NC(C)=O)=C1
  • InChI=1S/C22H28FN3O3/c1-17(27)24-18-8-9-21(22(16-18)28-2)29-15-5-10-25-11-13-26(14-12-25)20-7-4-3-6-19(20)23/h3-4,6-9,16H,5,10-15H2,1-2H3,(H,24,27) Yes check.svgY
  • Key:PHOCQBYGUQPMIB-UHFFFAOYSA-N Yes check.svgY

Mafoprazine is an antipsychotic of the phenylpiperazine class which is used in veterinary medicine. [1] Intramuscular injections of mafoprazine mesylate are used for the sedation of pigs either on its own, [2] or in combination with sodium pentobarbital [3] or thiopental. [4]

Contents

Pharmacology

Mafoprazine
SiteKi (nM)SpeciesRef
D2 10.7Rat [5] [6]
α1 12.7Rat [5] [6]
α2 101.0Rat [5] [6]

It demonstrates activity as a D2 dopamine receptor antagonist, an α1 adrenergic receptor antagonist, and an α2 adrenergic receptor agonist. [5]

The affinity of mafoprazine for D2 dopamine receptors is 6 and 16 times lower than that of chlorpromazine and haloperidol, respectively, but 2 times higher than that of azaperone. [5]

The Ki for various receptors was determined using rat neuronal receptor binding assays.[ citation needed ]

History

Mafoprazine was first synthesized in 1988. [5] It is sold as Mafropan® by DS Pharma Animal Health Co. Ltd., Osaka, Japan.

References

  1. ↑ "Mafoprazine | Chemical Substance Information". J-GLOBAL. Japan Science and Technology Agency. J-GLOBAL ID: 200907023639364356.
  2. ↑ Heishima K, Kuo K, Kimura M, Mori T (2019). "Animal Lymphocyte Metaphase Chromosome Preparation". Radiation Cytogenetics. Methods in Molecular Biology. Vol. 1984. pp. 7–22. doi:10.1007/978-1-4939-9432-8_2. ISBN   978-1-4939-9430-4. PMID   31267415. S2CID   195787061.
  3. ↑ Azizi AF, Miyazaki R, Yumito T, Ohashi Y, Uno S, Miyajima U, et al. (January 2018). "Effect of maternal supplementation with seaweed powder on immune status of liver and lymphoid organs of piglets". The Journal of Veterinary Medical Science. 80 (1): 8–12. doi:10.1292/jvms.17-0537. PMC   5797852 . PMID   29142150.
  4. ↑ Umeyama K, Watanabe K, Watanabe M, Horiuchi K, Nakano K, Kitashiro M, et al. (April 2016). "Generation of heterozygous fibrillin-1 mutant cloned pigs from genome-edited foetal fibroblasts". Scientific Reports. 6 (1): 24413. Bibcode:2016NatSR...624413U. doi: 10.1038/srep24413 . PMC   4830947 . PMID   27074716. S2CID   22352477.{{cite journal}}: CS1 maint: article number as page number (link)
  5. 1 2 3 4 5 6 Fukuchi I, Kawashima K, Matsuoka Y, Ishida R (May 1988). "Neurochemical study of mafoprazine, a new phenylpiperazine derivative". Japanese Journal of Pharmacology. 47 (1): 51–61. doi: 10.1254/jjp.47.51 . PMID   3411821. S2CID   13158367.
  6. 1 2 3 "MAFOPRAZINE". NCATS Inxight Drugs. U.S. National Center for Advancing Translational Sciences (NCATS).
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