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Pirenzepine

Pirenzepine structure

CAS No:
28797-61-7
Formula:
C19H21N5O2
Chemical Name:
Pirenzepine
Synonyms:
6H-Pyrido[2,3-b][1,4]benzodiazepin-6-one,5,11-dihydro-11-[2-(4-methyl-1-piperazinyl)acetyl]-;6H-Pyrido[2,3-b][1,4]benzodiazepin-6-one,5,11-dihydro-11-[(4-methyl-1-piperazinyl)acetyl]-;5,11-Dihydro-11-[2-(4-methyl-1-piperazinyl)acetyl]-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one;Pirenzepine;Pirenzepin
Categories:
Active Pharmaceutical Ingredients > Digestive System Drugs

Description

solid

Solid

Pirenzepine is a pyridobenzodiazepine. It has a role as an anti-ulcer drug, a muscarinic antagonist and an antispasmodic drug.|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.|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.

Pirenzepine Basic Attributes

Molecular Weight：

351.4

Exact Mass：

351.40

EC Number：

249-228-4

UNII：

3G0285N20N

DSSTox ID：

DTXSID7023487

ATC Code：

A - Alimentary tract and metabolism

Characteristics

PSA：

68.8

XLogP3：

0.6

Appearance：

Solid

Density：

1.3±0.1 g/cm3

Melting Point：

226 - 230ºC

Boiling Point：

541.7±50.0 °C at 760 mmHg

Flash Point：

281.4±30.1 °C

Refractive Index：

1.615

Water Solubility：

6.82e-01 g/L

Storage Conditions：

Store at RT

Drug Information

Drug Indication：

For the treatment of peptic ulcer, gastric ulcer, and duodenal ulcer.

Pharmacology：

Pirenzepine belongs to a group of medications called antispasmodics/anticholinergics. These medications are used to relieve cramps or spasms of the stomach, intestines, and bladder. Pirenzepine is used to treat duodenal or stomach ulcers or intestine problems. It can be used together with antacids or other medicine in the treatment of peptic ulcer. It may also be used to prevent nausea, vomiting, and motion sickness.

MeSH：

Various agents with different action mechanisms used to treat or ameliorate PEPTIC ULCER or irritation of the gastrointestinal tract. This has included ANTIBIOTICS to treat HELICOBACTER INFECTIONS; HISTAMINE H2 ANTAGONISTS to reduce GASTRIC ACID secretion; and ANTACIDS for symptomatic relief. (See all compounds classified as Anti-Ulcer Agents.)|Drugs that bind to but do not activate MUSCARINIC RECEPTORS, thereby blocking the actions of endogenous ACETYLCHOLINE or exogenous agonists. Muscarinic antagonists have widespread effects including actions on the iris and ciliary muscle of the eye, the heart and blood vessels, secretions of the respiratory tract, GI system, and salivary glands, GI motility, urinary bladder tone, and the central nervous system. (See all compounds classified as Muscarinic Antagonists.)

Mechanism of Action：

Pirenzepine is a muscarinic receptor antagonist and binds to the muscarinic acetylcholine receptor. The muscarinic acetylcholine receptor mediates various cellular responses, including inhibition of adenylate cyclase, breakdown of phosphoinositides and modulation of potassium channels through the action of G proteins.

MeSH Entry Terms：

Dihydrochloride, Pirenzepine

Pirenzepine Use and Manufacturing

antifungal

Computed Properties

Molecular Weight:351.4
XLogP3:0.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:2
Exact Mass:351.16952493
Monoisotopic Mass:351.16952493
Topological Polar Surface Area:68.8
Heavy Atom Count:26
Complexity:534
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

1-Methylpiperazine

Triethylamine

3-Aminopyridine