54556-98-8

Basic information

• Product Name: Propiverine hydrochloride
• Synonyms: (1-Methylpiperidin-1-ium-4-yl) 2,2-diphenyl-2-propoxyacetate chloride;α,α-Diphenyl-α-propoxyacetic acid hydrochloride 1-methyl-4-piperidyl ester;(1-methyl-3,4,5,6-tetrahydro-2h-pyridin-4-yl) 2,2-diphenyl-2-propoxy-acetate chloride;1-methyl-4-piperidyl diphenylpropoxyacetate hydrochloride;PROPIVERINE HCL;propiverine hydrochloride;PROPIVERINE HYDROCHLORRIDE;aceticacid,diphenylpropoxy-,1-methyl-4-piperidylester,hydrochloride
• CAS NO: 54556-98-8
• Molecular Formula: C₂₃H₂₉NO₃*ClH
• Molecular Weight: 403.94
• Product Categories: Intermediates & Fine Chemicals;Pharmaceuticals;Aromatics;Heterocycles
• Mol File: 54556-98-8.mol
• Article Data: 2

Chemical Properties

• Melting Point: 224-226°C
• Boiling Point: 484.2 °C at 760 mmHg
• Flash Point: 246.6 °C
• Appearance: white to beige/
• Vapor Pressure: 3.61E-10mmHg at 25°C
• Storage Temp.: -20°C Freezer
• Solubility: H2O: soluble5mg/mL, clear (warmed)
• CAS DataBase Reference: Propiverine hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: Propiverine hydrochloride(54556-98-8)
• EPA Substance Registry System: Propiverine hydrochloride(54556-98-8)

Safety Data

• Hazard Codes: Xi
• Statements: 37/38-41
• Safety Statements: 26-39
• WGK Germany: 3
• RTECS: AH3297000
• Hazardous Substances Data: 54556-98-8(Hazardous Substances Data)

Usage

Description

Propiverine hydrochloride is a tertiary amine with spasmolytic and analgesic properties, developed as a new urological agent for pollakiuria and aconuresis. It exhibits anticholinergic properties, inhibiting KCl-induced contractions in the bladder and ileum. This drug has a half-life of 20 hours and is an effective treatment for urinary incontinence.

Uses

Used in Pharmaceutical Industry:
Propiverine hydrochloride is used as an anticholinergic agent for the treatment of urinary incontinence. It helps to reduce the frequency of urination and improve bladder control by exerting neurotropic and musculotropic effects on the urinary bladder and smooth muscles.
Used in Urological Applications:
Propiverine hydrochloride is used as a spasmolytic and analgesic agent for managing pollakiuria (frequent urination) and aconuresis (inability to hold urine for a socially acceptable length of time). Its anticholinergic properties help to inhibit involuntary bladder contractions, providing relief from these urological conditions.
Brand Names:
Mictonorm and Mictonetten are the brand names under which Propiverine hydrochloride is marketed.

Originator

Apogepha (Germany)

Biochem/physiol Actions

Propiverine is an antimuscarinic drug used for the treatment of overactive blaqdder and urinary incontinence. Propiverine and/or its metabolites also have calcium channel blocking properties in addition to antimuscarinic activity, which may contribute to the clinical activity.

Clinical Use

Treatment of urinary frequency, urgency and incontinence Neurogenic bladder instability

Drug interactions

Potentially hazardous interactions with other drugs Anti-arrhythmics: increased risk of antimuscarinic side effects with disopyramide.

Metabolism

Propiverine is extensively metabolised by intestinal and hepatic enzymes. Four metabolites were identified in urine; two of them are pharmacologically active and may contribute to the therapeutic efficacy. Propiverine and its metabolites are excreted in the urine, bile and faeces.

InChI:InChI=1/C24H31NO2.ClH/c1-3-4-17-24(20-11-7-5-8-12-20,21-13-9-6-10-14-21)23(26)27-22-15-18-25(2)19-16-22;/h5-14,22H,3-4,15-19H2,1-2H3;1H

Upstream product

• 60569-19-9 propiverine 
• 106-52-5 N-methyl-4-hydroxypiperidine 
• 94686-44-9 diphenyl-propoxy-acetic acid propyl ester 

Downstream Products

• 60569-19-9 propiverine 
• 1558012-71-7 1,1-dimethyl-4-[(2,2-diphenyl-2-n-propoxy)acetoxy]piperidinium iodide 
• 119-61-9 benzophenone 
• 47030-01-3 2,2-diphenyl-2-propoxyethanoic acid 
• 3608-67-1 N-methyl-4-piperidyl benzilate 
• 76-93-7 Benzilic acid 
• 1137-42-4 4-Hydroxybenzophenone 

Relevant articles and documents

Preparation method of propiverine hydrochloride

The invention relates to a preparation method of propiverine hydrochloride; a compound represented by the formula I and 1-methyl-4-piperidinol are subjected to transesterification, and then are subjected to hydrochlorination to generate the product propiverine hydrochloride. The used raw materials and the reaction route are all simple and easy to obtain. More importantly, through scale-up experiment of the route, the yield and purity of the product obtained by the preparation method are found to have little difference from those of a product obtained in laboratories, and the preparation methodis suitable for industrialized popularization.