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Substance Name: Pirenzepine [INN:BAN]
RN: 28797-61-7
UNII: 3G0285N20N
InChIKey: RMHMFHUVIITRHF-UHFFFAOYSA-N

Note

  • An antimuscarinic agent that inhibits gastric secretion at lower doses than are required to affect gastrointestinal motility, salivary, central nervous system, cardiovascular, ocular, and urinary function. It promotes the healing of duodenal ulcers and due to its cytoprotective action is beneficial in the prevention of duodenal ulcer recurrence. It also potentiates the effect of other antiulcer agents such as CIMETIDINE and RANITIDINE. It is generally well tolerated by patients.

Molecular Formula

  • C19-H21-N5-O2

Molecular Weight

  • 351.4079
 

Classification Codes

  • Anti-Ulcer Agents
  • Cholinergic Agents
  • Cholinergic Antagonists
  • Drug / Therapeutic Agent
  • Gastrointestinal Agents
  • Muscarinic Antagonists
  • Neurotransmitter Agents
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Names and Synonyms

Results Name

  • Pirenzepine [INN:BAN]

Name of Substance

  • Pirenzepine
  • Pirenzepine [INN:BAN]

MeSH Heading

  • Pirenzepine

Synonyms

  • 11-((4-Methyl-1-piperazinyl)acetyl)-5,11-dihydro-6H-pyrido(2,3-b)(1,4)benzodiazepin-6-one
  • 5,11-Dihydro-11-((4-methyl-1-piperazinyl)acetyl)-6H-pyrido(2,3-b)(1,4)benzodiazepin-6-one
  • BRN 0628987
  • EINECS 249-228-4
  • Pirenzepin
  • Pirenzepina
  • Pirenzepina [INN-Spanish]
  • Pirenzepine
  • Pirenzepinum
  • Pirenzepinum [INN-Latin]
  • UNII-3G0285N20N

Systematic Names

  • 6H-Pyrido(2,3-b)(1,4)benzodiazepin-6-one, 5,11-dihydro-11-((4-methyl-1-piperazinyl)acetyl)-
  • Pirenzepine

Registry Numbers

CAS Registry Number

  • 28797-61-7

FDA UNII

  • 3G0285N20N

System Generated Number

  • 0028797617

Structure Descriptors

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)

InChIKey

RMHMFHUVIITRHF-UHFFFAOYSA-N

Smiles

N1(c2c(NC(c3c1cccc3)=O)cccn2)C(CN1CCN(C)CC1)=O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 427mg/kg (427mg/kg)   Zhongguo Yaoxue Zazhi. Chinese Pharmacuetical Journal. Vol. 26, Pg. 245, 1991.
mouse LD50 intravenous 156mg/kg (156mg/kg)   Zhongguo Yaoxue Zazhi. Chinese Pharmacuetical Journal. Vol. 26, Pg. 245, 1991.
mouse LD50 oral 3046mg/kg (3046mg/kg)   Zhongguo Yaoxue Zazhi. Chinese Pharmacuetical Journal. Vol. 26, Pg. 245, 1991.
rat LD50 oral > 5gm/kg (5000mg/kg)   Zhongguo Yaoxue Zazhi. Chinese Pharmacuetical Journal. Vol. 26, Pg. 245, 1991.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 1.680 (none)   EST
Atmospheric OH Rate Constant 1.95E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.