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Pirenzepine

Product Name
Pirenzepine
CAS No.
28797-61-7
Chemical Name
Pirenzepine
Synonyms
LS-519-C12;pirenzepin;pirenzepine;Gastrozepin;nyl)acetyl)-;Tabe:Ulcuforton;PirenzepineBase;Pirenzepine dihydroc;Pirenzepine USP/EP/BP;Ombitasvir Impurity 2
CBNumber
CB8694090
Molecular Formula
C19H21N5O2
Formula Weight
351.4
MOL File
28797-61-7.mol
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Pirenzepine Property

Boiling point:
541.7±50.0 °C(Predicted)
Density 
1.271±0.06 g/cm3(Predicted)
storage temp. 
Store at RT
solubility 
soluble in No data available
pka
11.29±0.20(Predicted)
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC
Product number
P508495
Product name
Pirenzepine
Packaging
500mg
Price
$1260
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0006928
Product name
PIRENZEPINE
Purity
95.00%
Packaging
1G
Price
$1529.85
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0006928
Product name
PIRENZEPINE
Purity
95.00%
Packaging
100MG
Price
$605.17
Updated
2021/12/16
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Pirenzepine Chemical Properties,Usage,Production

Description

Pirenzepine is available as dihydrochloride monohydrate, soluble in water. Because of its unfavorable balance between weak antisecretory and frequent anticholinergic adverse effects (dry mouth, blurred vision), pirenzepine is considered obsolete .

Chemical Properties

solid

Originator

Microsules Bernabo, Microsules Bernabo

Uses

Pirenzepine, is an M1 selective antagonist, that is used in the treatment of peptic ulcers, as it reduces gastric acid secretion and reduces muscle spasm.

Uses

antifungal

Definition

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

Manufacturing Process

48.4 g of 5,11-dihydro-6H-pyrido[2,3-b][1,4]benzo-diazepin-6-one were refluxed in 900 ml of absolute dioxane for 15 minutes. Thereafter, over a period of 45 minutes, 28 ml of chloroacetyl chloride and 52 ml of triethylamine were simultaneously added dropwise to the mixture. The mixture was refluxed for eight hours and then vacuum-filtered after having cooled. The filtrate was evaporated in vacuum. The crystalline residue was recrystallized from acetonitrile in the presence of activated charcoal. MP: 212°-213°C (with decomposition). Yield: 85% of theory.
A mixture of 67.5 g of 11-chloroacetyl-5,11-dihydro-6H-pyrido[2,3b][1,4]benzodiazepin-6-one, 183 ml of N-methylpiperazine and 1.37 liters of absolute benzene was refluxed for 18 hours. Thereafter, the crystalline precipitate was vacuum filtered off, dissolved in aqueous 20% hydrochloric acid, the solution was evaporated in vacuum, the crystalline residue wasdissolved in 250 ml of water while heating, the solution was admixed with 150 ml of isopropanol and active charcoal, filtered, and 2.5 liters of isopropanol were added to the filtrate. After cooling, the precipitate was vacuum filtered off, yielding 70% of theory of the 5,11-dihydro-11-[(4'-methyl-1'-piperazinyl)acetyl]-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one dihydrochloride, M.P. 257259°C (decomp.).
The free base of pirenzepine, obtained from the dihydrochloride by making an aqueous solution thereof alkaline with dilute sodium hydroxide and extracting it with chloroform, had MP: 226°-228°C after recrystallization from methanol/ether.

Therapeutic Function

Antiulcer, Antiemetic

Biological Activity

M 1 muscarinic receptor selective antagonist. Inverse agonist activity reported.

Enzyme inhibitor

This hygroscopic antiulcerative (FWfree-base = 351.41 g/mol; CAS 28797-61- 7) is a gastric acid inhibitor and selective M1 muscarinic receptor antagonist, and the antisecretory properties of pirenzepine on gastric acid and pepsin secretion may be attributed to this antagonistic activity on muscarinic M1 receptors.

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View Lastest Price from Pirenzepine manufacturers

Career Henan Chemical Co
Product
Pirenzepine 28797-61-7
Price
US $1.00/KG
Min. Order
1g
Purity
85.0-99.8%
Supply Ability
20ton
Release date
2019-12-20

28797-61-7, PirenzepineRelated Search:


  • PIRENZEPINE DIHYDROCHLORIDE MONOHYDRATE
  • 5,11-Dihydro-11-[(4-methylpiperazin-1-y1)acetyl]-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one
  • LS-519-C12
  • Tabe:Ulcuforton
  • 5,11-Dihydro-11-[(4-methyl-1-piperazinyl)acetyl]-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one
  • 11-((4-methyl-1-piperazinyl)acetyl)-5,11-dihydro-6h-pyrido(2,3-b)(1,4)benzod
  • 5,11-dihydro-11-((4-methyl-1-piperazinyl)acetyl)-6h-pyrido(2,3-b)(1,4)benzod
  • 6h-pyrido(2,3-b)(1,4)benzodiazepin-6-one,5,11-dihydro-11-((4-methyl-1-piperazi
  • nyl)acetyl)-
  • pirenzepin
  • pirenzepine
  • PirenzepineBase
  • Pirenzepine Hcl 29868-97-1 / Base
  • 5,11-Dihydro-11-[(4-methyl-1-piperazinyl)acetyl]-6H-pyrido[2,3-b][1,4]benzodiazepin-6-onedihydrochloride
  • 11-[2-(4-Methylpiperazin-1-yl)acetyl]-5H-pyrido[2,3-b][1,4]benzodiazepin-6-one
  • Gastrozepin
  • 11-(2-(4-Methylpiperazin-1-yl)acetyl)-5,11-dihydro-6H-benzo[e]pyrido[3,2-b][1,4]diazepin-6-one
  • Pirenzepine USP/EP/BP
  • Pirenzepine dihydroc
  • 6H-Pyrido[2,3-b][1,4]benzodiazepin-6-one, 5,11-dihydro-11-[2-(4-methyl-1-piperazinyl)acetyl]-
  • Ombitasvir Impurity 2
  • 28797-61-7
  • C17H21Cl2N5O22HCl
  • Muscarinic
  • EXELDERM