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HomeProduct name listMEPENZOLATE BROMIDE

MEPENZOLATE BROMIDE

Synonym(s):3-Hydroxy-1,1-dimethylpiperidinium bromide benzilate

  • CAS NO.:76-90-4
  • Empirical Formula: C21H26BrNO3
  • Molecular Weight: 420.34
  • MDL number: MFCD00079450
  • EINECS: 200-992-7
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-20 11:41:24
MEPENZOLATE BROMIDE Structural

What is MEPENZOLATE BROMIDE?

Chemical properties

Crystalline Solid

Originator

Cantil,Merrell National,US,1956

The Uses of MEPENZOLATE BROMIDE

Used as an anticholinergic

What are the applications of Application

Mepenzolate Bromide is an anticholinergic

Definition

ChEBI: Mepenzolate bromide is a diarylmethane.

Manufacturing Process

A mixture containing 8 g (0.06 mol) of N-methyl-3-chloro-piperidine and 13.6 g (0.06 mol) of benzilic acid in 50 cc of anhydrous isopropyl alcohol was refluxed for 3 days; the isopropyl alcohol was removed by distillation in vacuo, the residue treated with dilute aqueous hydrochloric acid and the aqueous acid mixture extracted repeatedly with ether. The aqueous phase was separated, made strongly alkaline with 20% aqueous sodium hydroxide and extracted with ether. The ether extracts were dried with potassium carbonate and distilled; the product was collected at 175° to 176°C (0.03 mm), yield 11.5 g (59 %).The ester base thus prepared was then dissolved in 75 cc of isopropyl alcohol and 3.4 g (0.037 mol) methyl bromide added. The reaction mixture was allowed to stand at 30°C for 2 days and the product isolated by filtration, yield, 13 g (87%), MP 228° to 229°C dec.

Therapeutic Function

Spasmolytic

General Description

Mepenzolate bromide, 3-hydroxy-1,1-dimethylpiperidinium bromide benzilate (Cantil),has an activity about one half that of atropine in reducingACh-induced spasms of the guinea pig ileum. The selectiveaction on colonic hypermotility is said to relieve pain, cramps,and bloating and to help curb diarrhea.

Pharmacology

Mepenzolate inhibits muscarinic action of acetylcholine on postganglionic parasympathetic effector regions. It is used in place of other drugs for treating stomach ulcers and inflammation of the intestine. Synonyms of this drug are cantil and eftoron.

Synthesis

Mepenzolate, 3-[(hydroxydiphenylacetyl)oxy]-1,1-dimethyl piperidinium bromide (14.1.13), is synthesized by esterification of benzilic acid with 1-methyl-3- chloropiperidine and subsequent reaction of the resulting ester (14.1.12) with methyl bromide [14,15].

Synthesis_76-90-4

Properties of MEPENZOLATE BROMIDE

Melting point: 228-229°C dec.
storage temp.  Inert atmosphere,Room Temperature
solubility  DMSO (Slightly), Methanol (Slightly, Heated), Water (Slightly)
form  neat
form  Solid
color  White to Off-White

Safety information for MEPENZOLATE BROMIDE

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
Precautionary Statement Codes P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P270:Do not eat, drink or smoke when using this product.
P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P501:Dispose of contents/container to..…

Computed Descriptors for MEPENZOLATE BROMIDE

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