132-18-3 Usage
Description
4-DIPHENYLMETHOXY-1-METHYLPIPERIDINE HYDROCHLORIDE, also known as Diphenylpyraline Hydrochloride, is a sedating antihistamine drug with anticholinergic and sedative action. It is a white or slightly off-white crystalline powder that is soluble in water or alcohol. Structurally related to diphenhydramine, it features an aminoalkyl side chain incorporated in a piperidine ring. The usual dose for this potent antihistaminic is 2-4 mg, 3 or 4 times daily.
Uses
Used in Pharmaceutical Industry:
4-DIPHENYLMETHOXY-1-METHYLPIPERIDINE HYDROCHLORIDE is used as an antihistaminic and H1 antagonist for the symptomatic treatment of seasonal allergies and allergic reactions, such as rhinitis and hay fever, as well as pruritic skin disorders.
Used in Allergy Treatment:
4-DIPHENYLMETHOXY-1-METHYLPIPERIDINE HYDROCHLORIDE is used as an adjuvant drug in anaphylactic reaction therapy, providing relief from severe allergic reactions.
Used in Research:
4-DIPHENYLMETHOXY-1-METHYLPIPERIDINE HYDROCHLORIDE is used in research for its potential antimycobacterial and antifungal activity, with studies being conducted on diphenylpyraline derivatives to explore these properties further.
Originator
Diafen,Riker,US,1955
Manufacturing Process
A mixture of 46 grams of 1-methyl-4-piperidinol (0.4 mol), 49.4 grams of
benzhydryl omide (0.2 mol) and 100 ml of xylene was refluxed for
approximately 24 hours. The reaction mixture separated into two phases with
the upper phase containing the desired ether compound dissolved in xylene.
The lower phase consisted of the hydroomide salt of the excess 1-methyl-4-
piperidinol. The upper phase was separated from the lower phase and the
desired benzhydryl ether recovered in the crude state by distilling off the
xylene under reduced pressure. The crude benzhydryl ether was a clear reddish oil. It was dissolved in 75 ml
of 20% hydrochloric acid and the aqueous acid solution then washed three
times with 50 ml portions each of ethyl ether. The aqueous acid solution was
then decolorized with activated carbon and thereafter slowly admixed with 75
ml of 28% aqueous ammonia. The benzhydryl ether separated as an oily
material and was removed from the aqueous mixture by extraction with three
50 ml portions of ethyl ether.On evaporation of the ethyl ether from the ethyl ether solution, the
benzhydryl ether was recovered as a pale yellow oil. The benzhydryl ether was
dissolved in 60 ml of isopropanol and the isopropanol solution acidified to a
pH of 3 with dry hydrogen chloride-methanol solution. The acidic propanol
solution was then diluted with ethyl ether until a faint turbidity was observed.
In a short time, the crystalline hydrochloride salt of the benzhydryl ether
separated from the propanol solution. The crystallized salt was recrystallized
once from 75 ml of isopropanol with the aid of ethyl ether in order to further
purify the material. A yield of the pure hydrochloride salt of 1-methylpiperidyl-
4-benzhydryl ether of 24.5 grams was obtained. This was 39% of the
theoretical yield. The pure material had a melting point of 206°C.
Therapeutic Function
Antihistaminic
Synthesis
Diphenylpyraline, 4-diphenylmethoxy-1-methylpiperidine (16.1.32),
is synthesized by alkylating 4-hydroxy-1-methylpiperidine with benzhydrylbromide.
Check Digit Verification of cas no
The CAS Registry Mumber 132-18-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,3 and 2 respectively; the second part has 2 digits, 1 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 132-18:
(5*1)+(4*3)+(3*2)+(2*1)+(1*8)=33
33 % 10 = 3
So 132-18-3 is a valid CAS Registry Number.
InChI:InChI=1/C19H23NO.ClH/c1-20-14-12-18(13-15-20)21-19(16-8-4-2-5-9-16)17-10-6-3-7-11-17;/h2-11,18-19H,12-15H2,1H3;1H