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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
Molecular Weight:
387.87
MDL Number:
MFCD00055214
MOL File:
29868-97-1.mol
MSDS File:
SDS
Last updated:2023-08-23 13:22:36

Pirenzepine hydrochloride Properties

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)
FDA UNII 10YM403FLS

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H317-H402
Precautionary statements  P501-P261-P273-P272-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P333+P313-P301+P312+P330
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.
NFPA 704
0
1 0

Pirenzepine hydrochloride price More Price(36)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich P7412 Pirenzepine dihydrochloride ≥98% (TLC), powder 29868-97-1 500mg $113 2024-03-01 Buy
Sigma-Aldrich P7412 Pirenzepine dihydrochloride ≥98% (TLC), powder 29868-97-1 1g $200 2024-03-01 Buy
TCI Chemical P2457 Pirenzepine Dihydrochloride 29868-97-1 200MG $42 2024-03-01 Buy
TCI Chemical P2457 Pirenzepine Dihydrochloride 29868-97-1 1G $165 2024-03-01 Buy
Alfa Aesar J62252 Pirenzepine dihydrochloride, 99% 29868-97-1 1g $172 2024-03-01 Buy
Product number Packaging Price Buy
P7412 500mg $113 Buy
P7412 1g $200 Buy
P2457 200MG $42 Buy
P2457 1G $165 Buy
J62252 1g $172 Buy

Pirenzepine hydrochloride Chemical Properties,Uses,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

An antiulcerative. Tricyclic gastric-acid inhibitor.

Uses

Antiulcerative;M1 antagonist

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

Global( 180)Suppliers
Supplier Tel Email Country ProdList Advantage
Henan Bao Enluo International TradeCo.,LTD
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+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
Hefei TNJ Chemical Industry Co.,Ltd.
0551-65418671 sales@tnjchem.com China 34572 58

View Lastest Price from Pirenzepine hydrochloride manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Pirenzepine hydrochloride pictures 2023-08-23 Pirenzepine hydrochloride
29868-97-1
US $30.00 / kg 1kg 99% 1000tons Henan Bao Enluo International TradeCo.,LTD
Pirenzepine hydrochloride pictures 2021-09-29 Pirenzepine hydrochloride
29868-97-1
US $0.00 / Kg/Bag 100g 98.5%-101%; JP 50kg WUHAN FORTUNA CHEMICAL CO., LTD
Pirenzepine hydrochloride pictures 2021-08-12 Pirenzepine hydrochloride
29868-97-1
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
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 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 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 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