3-((Hydroxydiphenylacetyl)oxy)-1,1-dimethyl-piperidinium-bromid

Bezeichnung:3-((Hydroxydiphenylacetyl)oxy)-1,1-dimethyl-piperidinium-bromid

CAS-Nr76-90-4

Englisch Name:MEPENZOLATE BROMIDE

CBNumberCB8305871

SummenformelC21H26BrNO3

Molgewicht420.34

MOL-Datei76-90-4.mol

Synonyma

Mepenzolatbromid

3-((Hydroxydiphenylacetyl)oxy)-1,1-dimethyl-piperidinium-bromid

3-((Hydroxydiphenylacetyl)oxy)-1,1-dimethyl-piperidinium-bromid physikalisch-chemischer Eigenschaften

Schmelzpunkt	228-229°C dec.
storage temp.	Inert atmosphere,Room Temperature
Löslichkeit	DMSO (Slightly), Methanol (Slightly, Heated), Water (Slightly)
Aggregatzustand	Solid
Farbe	White to Off-White

Sicherheit

Kennzeichnung gefährlicher	Xn
R-Sätze:	22
S-Sätze:	36
WGK Germany	3
RTECS-Nr.	TN5710000
Toxizität	LD50 orally in rats: 742±47 mg/kg (Goldenthal)

Gefahreninformationscode (GHS)

MEPENZOLATE BROMIDE Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R22:Gesundheitsschädlich beim Verschlucken.
S-Sätze Betriebsanweisung:
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Chemische Eigenschaften
Crystalline Solid
Originator
Cantil,Merrell National,US,1956
Verwenden
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
Allgemeine Beschreibung
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.
Pharmakologie
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.
Synthese
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 BROMIDE Upstream-Materialien And Downstream Produkte

3-((Hydroxydiphenylacetyl)oxy)-1,1-dimethyl-piperidinium-bromid Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

76-90-4, MEPENZOLATE BROMIDE Verwandte Suche:

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