Pirenzepine

Last updated

Pirenzepine
Pirenzepine.png
Clinical data
Trade names Gastrozepin
AHFS/Drugs.com International Drug Names
ATC code
Identifiers
  • 11-[(4-methylpiperazin-1-yl)acetyl]-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard 100.044.739 OOjs UI icon edit-ltr-progressive.svg
Chemical and physical data
Formula C19H21N5O2
Molar mass 351.410 g·mol−1
3D model (JSmol)
  • O=C3c1ccccc1N(C(=O)CN2CCN(C)CC2)c4ncccc4N3
  • InChI=1S/C19H21N5O2/c1-22-9-11-23(12-10-22)13-17(25)24-16-7-3-2-5-14(16)19(26)21-15-6-4-8-20-18(15)24/h2-8H,9-13H2,1H3,(H,21,26) Yes check.svgY
  • Key:RMHMFHUVIITRHF-UHFFFAOYSA-N Yes check.svgY
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Pirenzepine (Gastrozepin), an M1 selective antagonist, is used in the treatment of peptic ulcers, as it reduces gastric acid secretion and reduces muscle spasm. It is in a class of drugs known as muscarinic receptor antagonists; acetylcholine is the neurotransmitter of the parasympathetic nervous system which initiates the rest-and-digest state (as opposed to fight-or-flight), resulting in an increase in gastric motility and digestion; whereas pirenzepine would inhibit these actions and cause decreased gastric motility leading to delayed gastric emptying and constipation. [1] It has no effects on the brain and spinal cord as it cannot diffuse through the blood–brain barrier.

Pirenzepine has been investigated for use in myopia control. [2] [3]

It promotes the homodimerization or oligomerisation of M1 receptors. [4]

See also

References

  1. Stolerman IP (2 August 2010). Encyclopedia of Psychopharmacology. Springer. p. 811. ISBN   978-3-540-68698-9 . Retrieved 26 June 2013.
  2. Czepita D (2005). "[Fundamentals of modern treatment of myopia]". Annales Academiae Medicae Stetinensis. 51 (2): 5–9. PMID   16519089.
  3. Walline JJ, Lindsley KB, Vedula SS, Cotter SA, Mutti DO, Ng SM, Twelker JD (January 2020). "Interventions to slow progression of myopia in children". The Cochrane Database of Systematic Reviews. 1 (1) CD004916. doi:10.1002/14651858.CD004916.pub4. PMC   6984636 . PMID   31930781.
  4. Pediani JD, Ward RJ, Godin AG, Marsango S, Milligan G (June 2016). "Dynamic Regulation of Quaternary Organization of the M1 Muscarinic Receptor by Subtype-selective Antagonist Drugs". The Journal of Biological Chemistry. 291 (25): 13132–13146. doi: 10.1074/jbc.M115.712562 . PMC   4933229 . PMID   27080256.