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Pirenzepine

Chemical compound From Wikipedia, the free encyclopedia

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.

Trade namesGastrozepin
ATC code
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Pirenzepine
Clinical data
Trade namesGastrozepin
AHFS/Drugs.comInternational 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 InfoCard100.044.739 Edit this at Wikidata
Chemical and physical data
FormulaC19H21N5O2
Molar mass351.410 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) checkY
  • Key:RMHMFHUVIITRHF-UHFFFAOYSA-N checkY
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Pirenzepine has been investigated for use in myopia control.[2][3]

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

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