MEPENZOLATE BROMIDE
MEPENZOLATE BROMIDE Basic information
- Product Name:
- MEPENZOLATE BROMIDE
- Synonyms:
-
- benzilicacid,1-methyl-3-piperidylestermethobromide
- benzilicacid,esterwith3-hydroxy-1,1-dimethylpiperidiniumbromide
- gastropidil
- jb340
- mepenzolate
- n-methyl-3-piperidylbenzilatemethobromide
- n-methyl-3-piperidylbenzilatemethylbromide
- n-methyl-3-piperidyldiphenylglycolatemethobromide
- CAS:
- 76-90-4
- MF:
- C21H26BrNO3
- MW:
- 420.34
- EINECS:
- 200-992-7
- Product Categories:
-
- CANTIL
- Intermediates & Fine Chemicals
- Pharmaceuticals
- Mol File:
- 76-90-4.mol
MEPENZOLATE BROMIDE Chemical Properties
- Melting point:
- 228-229°C dec.
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- DMSO (Slightly), Methanol (Slightly, Heated), Water (Slightly)
- color
- White to Off-White
MSDS
- Language:English Provider:SigmaAldrich
MEPENZOLATE BROMIDE Usage And Synthesis
Chemical Properties
Crystalline Solid
Originator
Cantil,Merrell National,US,1956
Uses
Used as 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].
MEPENZOLATE BROMIDESupplier
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- 010-82848833 400-666-7788
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- 400 638 7771
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- Tel
- 021-58955995
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MEPENZOLATE BROMIDE(76-90-4)Related Product Information
- 2-(2-HYDROXYPHENYL)PROPIONIC ACID
- Methyl 2-hydroxyisobutyrate
- Methyl benzilate
- 2-Phenyl-1,2-propanediol
- (R)-(-)-2-HYDROXY-2-PHENYLPROPIONIC ACID
- ETHYL MANDELATE
- 2,2-Diphenylacetic acid
- BENZILIC ACID 1-ETHYLPIPERIDIN-3-YL ESTER METHOBROMIDE
- (S)-(+)-Methyl mandelate
- Clidinium bromide
- Butyl lactate
- Ethyl 2-hydroxyisobutyrate
- MEPENZOLATE BROMIDE
- METHACHOLINE BROMIDE
- ISOPROPYL (S)-(-)-LACTATE
- 3-METHOXYPIPERIDINE
- ETHYL (R)-(-)-MANDELATE
- L-(+)-MANDELIC ACID ETHYL ESTER