ChemicalBook > CAS DataBase List > Pirenzepine hydrochloride

Pirenzepine hydrochloride

Product Name
Pirenzepine hydrochloride
CAS No.
29868-97-1
Chemical Name
Pirenzepine hydrochloride
Synonyms
Tabe;Maghen;Leblon;l-s519;Ulcosan;Renzepin;Gasteril;ls519cl2;Bisvanil;Gastricur
CBNumber
CB1245572
Molecular Formula
C19H22ClN5O2
Formula Weight
387.87
MOL File
29868-97-1.mol
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Pirenzepine hydrochloride Property

Melting point:
248-250°C
storage temp. 
Inert atmosphere,2-8°C
solubility 
H2O: 50 mg/mL
form 
powder
color 
white
Water Solubility 
Soluble to 100 mM in water
Sensitive 
Hygroscopic
CAS DataBase Reference
29868-97-1(CAS DataBase Reference)
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Safety

WGK Germany 
2
RTECS 
UU7883000
HS Code 
2933.99.7500
Toxicity
dog,LD50,intravenous,62500ug/kg (62.5mg/kg),Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 19, Pg. 544, 1988.
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H317May cause an allergic skin reaction

H319Causes serious eye irritation

H402Harmful to aquatic life

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P272Contaminated work clothing should not be allowed out of the workplace.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
P7412
Product name
Pirenzepine dihydrochloride
Purity
≥98% (TLC), powder
Packaging
500mg
Price
$113
Updated
2024/03/01
Sigma-Aldrich
Product number
P7412
Product name
Pirenzepine dihydrochloride
Purity
≥98% (TLC), powder
Packaging
1g
Price
$200
Updated
2024/03/01
TCI Chemical
Product number
P2457
Product name
Pirenzepine Dihydrochloride
Packaging
200MG
Price
$42
Updated
2024/03/01
TCI Chemical
Product number
P2457
Product name
Pirenzepine Dihydrochloride
Packaging
1G
Price
$165
Updated
2024/03/01
Alfa Aesar
Product number
J62252
Product name
Pirenzepine dihydrochloride, 99%
Packaging
1g
Price
$172
Updated
2024/03/01
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Pirenzepine hydrochloride Chemical Properties,Usage,Production

Description

Pirenzepine is an antagonist of M1 muscarinic acetylcholine receptors (Ki = 11.48 nM). It is selective for M1 over M2, M3, and M4 receptors (Kis = 602.56, 151.36, and 199.53 nM, respectively). Pirenzepine inhibits ascending reflex contraction of the circular smooth muscle in isolated guinea pig ileal segments induced by intraluminal balloon inflation (IC50 = 501.19 nM). It inhibits methacholine-induced increases in ileal pressure in guinea pigs (ID50 = 724.44 nmol/kg). Pirenzepine inhibits oxotremorine-induced gastric ulcer, gastric acid secretion, and salivation in rats (ED50s = 13, 37.5, and 620 μg/kg i.v., respectively). It prevents form-deprivation myopia (FDM) in a chick model of experimental myopia.

Chemical Properties

Solid

Originator

Microsules Bernabo, Microsules Bernabo

Uses

Antiulcerative;M1 antagonist

Uses

An antiulcerative. Tricyclic gastric-acid inhibitor.

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

General Description

Pirenzepine dihydrochloride is an anticholinergic agent. It is also considered as an antiulcer drug. It is used to treat myopia, gastric and duodenal ulcers. Pirenzepine dihydrochloride induces the dimerization of muscarinic M1 receptors.

Biochem/physiol Actions

Selective M1 muscarinic acetylcholine receptor antagonist.

storage

Store at RT

Pirenzepine hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

Pirenzepine
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View Lastest Price from Pirenzepine hydrochloride manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
Pirenzepine hydrochloride 29868-97-1
Price
US $1.00-1.00/KG
Min. Order
1g
Purity
99%
Supply Ability
50tons
Release date
2020-05-06
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Pirenzepine hydrochloride 29868-97-1
Price
US $0.00/Kg/Bag
Min. Order
100g
Purity
98.5%-101%; JP
Supply Ability
50kg
Release date
2021-09-22
Henan Bao Enluo International TradeCo.，LTD
Product
Pirenzepine hydrochloride 29868-97-1
Price
US $30.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
1000tons
Release date
2023-08-23

29868-97-1, Pirenzepine hydrochlorideRelated Search:

Topotecan hydrochloride N-Boc-2-piperidinecarboxylic acid Propantheline bromide 2-Ethylhexyl ferulate Tolperisone hydrochloride N-Aminoethylpiperazine Dihydromyrcenol Donepezil Hydrochloride Pirenzepine Methylphenidate hydrochloride Acetyl chloride Piperacillin Acetylacetone Loperamide hydrochloride 2-Tetralin-1-yl-4,5-dihydro-1H-imidazole hydrochloride Rimantadine hydrochloride FLUOXETINE HYDROCHLORIDE Robenidine hydrochloride

  • Gasteril
  • Leblon
  • Maghen
  • Renzepin
  • Tabe
  • Ulcosan
  • Ulcuforton
  • 5,11-dihydro-11-[2-(4-methyl-1-piperazinyl)acetyl]-6H-pyrido[2,3-β][1,4]benzo- diazepin-6-one Dihydrochloride
  • Gastricur
  • 11-[2-(4-methylpiperazin-1-yl)acetyl]-5H-pyrido[2,3-b][1,4]benzodiazepin-6-one dihydrochloride
  • 11-[2-(4-methylpiperazin-1-yl)ethanoyl]-5H-pyrido[2,3-b][1,4]benzodiazepin-6-one dihydrochloride
  • Pirenzepine dihydrochloride,5,11-Dihydro-11-[(4-methyl-1-piperazinyl)acetyl]-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one dihydrochloride
  • Duogastral,Durapirenz,Gasteril,Gastrozepin,Leblon,Maghen,Renzepin,Tabe,Ulcuforton,Ulcosan,2HCl
  • 5,11-Dihydro-11-((4-methylpiperazin-1-yl)acetyl)-6H-pyrido(2,3-b)-(1,4)benzodiazepin-6-onedihydrochloride
  • Pirenzepin2HCl
  • 5,11-dihydro-11-[2-(4-methyl-1-piperazinyl)acetyl]-6H-pyrido[2,3-b][1,4]benzo- diazepin-6-one Dihydrochloride
  • Duogastral
  • Durapirenz
  • 6H-Pyrido[2,3-b][1,4]benzodiazepin-6-one,5,11-dihydro-11-[2-(4-methyl-1-piperazinyl)acetyl]-, hydrochloride (1:2)
  • 11-[2-(4-methyl-1-piperazinyl)-1-oxoethyl]-5H-pyrido[2,3-b][1,4]benzodiazepin-6-one hydrate hydrochloride
  • Pirenzepine hydrochl
  • HCl pirenzepine
  • 5,11-DIHYDRO-11-[(4-METHYL-1-PIPERAZINYL)ACETYL]-6H-PYRIDO-[2,3-B][1,4] BENZODIAZEPIN-6-ONE DIHYDROBROMIDE
  • 5,11-DIHYDRO-11-[(4-METHYL-1-PIPERAZINYL)ACETYL]-6H-PYRIDO-[2,3-B] [1,4]BENZODIAZEPIN-6-ONE DIHYDROCHLORIDE
  • 5,11-dihydro-11-[(4-methylpiperazin-1-yl)acetyl]-6h-pyrido[2,3-b][1,4]benzodiazepin-6-one dihydrochloride
  • Pirenzepine Hydrochloride Hydrate
  • 5,11-Dihydro-11-((4-methylpiperazin-1-yl)acetyl)-6H-pyrido(2,3-b)-(1,4)benzodiazepin-6-one dihydrochloride
  • Pirenzepine HCL
  • pirenzeping hydrochloride
  • PIRENZEPINE 2HCL
  • PIRENZEPINE DIHYDROCHLORIDE
  • PIRENZEPINE HCL HYDRATE
  • PIRENZEPINE HYDROCHLORIDE
  • l-s519
  • ls519cl2
  • ls519dihydrochloride
  • Pirenzepine Dihydrochloride Monohyd
  • Pirenzepine dihydrochloride monohydrate CRS
  • Bisvanil
  • Pirenzepine hydrochloride USP/EP/BP
  • 11-(2-(4-Methylpiperazin-1-yl)acetyl)-5,11-dihydro-6H-benzo[e]pyrido[3,2-b][1,4]diazepin-6-one dihydrochloride
  • TIANFU-CHEM - Pirenzepine hydrochloride
  • 29868-97-1
  • 29368-97-1
  • 29808-97-1
  • C19H23Cl2N5O2
  • C19H21N5O22HCl
  • Inhibitor
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Acetylcholine receptor
  • All Inhibitors