76-90-4 Usage
Description
Mepenzolate bromide, also known as 3-hydroxy-1,1-dimethylpiperidinium bromide benzilate (Cantil), is a crystalline solid with anticholinergic properties. It is approximately half as potent as atropine in reducing acetylcholine (ACh)-induced spasms in the guinea pig ileum. Its selective action on colonic hypermotility makes it a useful compound for various medical applications.
Uses
Used in Pharmaceutical Industry:
Mepenzolate bromide is used as an anticholinergic agent for the treatment of gastrointestinal disorders. Its application is primarily due to its ability to relieve pain, cramps, and bloating associated with colonic hypermotility. Additionally, it helps curb diarrhea by reducing the hyperactivity of the colon.
Used in Gastroenterology:
In the field of gastroenterology, mepenzolate bromide is utilized as a therapeutic agent for managing symptoms of irritable bowel syndrome (IBS) and other conditions characterized by excessive gastrointestinal motility. Its anticholinergic action helps alleviate discomfort and improve the quality of life for patients suffering from these conditions.
Originator
Cantil,Merrell National,US,1956
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
Check Digit Verification of cas no
The CAS Registry Mumber 76-90-4 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 7 and 6 respectively; the second part has 2 digits, 9 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 76-90:
(4*7)+(3*6)+(2*9)+(1*0)=64
64 % 10 = 4
So 76-90-4 is a valid CAS Registry Number.
InChI:InChI=1/C21H26NO3.BrH/c1-22(2)15-9-14-19(16-22)25-20(23)21(24,17-10-5-3-6-11-17)18-12-7-4-8-13-18;/h3-8,10-13,19,24H,9,14-16H2,1-2H3;1H
