ChemicalBook > CAS DataBase List > Diphenylpyraline Hydrochloride

Diphenylpyraline Hydrochloride

Product Name
Diphenylpyraline Hydrochloride
CAS No.
132-18-3
Chemical Name
Diphenylpyraline Hydrochloride
Synonyms
Lergobine;Hy-stamin;DIPHENYLPYRALINE HCL;LABOTEST-BB LT00159897;Diphenylpyraline hydrochlorid;DIPHENYLPYRALINE HYDROCHLORIDE;4-(benzhydryloxy)-1-methylpiperidine;4-diphenylmethoxy-1-methylpiperidine;4-(Diphenyl Methoxy)-1-piperidine HCl;4-BENZHYDRYLOXY-1-METHYL PIPERIDINE HCL
CBNumber
CB9356441
Molecular Formula
C19H24ClNO
Formula Weight
317.85
MOL File
132-18-3.mol
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Diphenylpyraline Hydrochloride Property

Melting point:
203-205 °C(lit.)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
solubility 
Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly), Water (Slightly)
form 
Solid
color 
White to Off-White
Merck 
13,3363
Stability:
Hygroscopic
EPA Substance Registry System
Diphenylpyraline hydrochloride (132-18-3)
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Safety

Hazard Codes 
Xn
Risk Statements 
20/21/22-36/37/38-22
Safety Statements 
26-36
RIDADR 
3249
WGK Germany 
3
RTECS 
TM7823600
HazardClass 
6.1(b)
PackingGroup 
III
Toxicity
mouse,LD50,intramuscular,64300ug/kg (64.3mg/kg),Drugs in Japan Vol. 6, Pg. 333, 1982.
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
280550
Product name
4-Diphenylmethoxy-1-methylpiperidine hydrochloride
Purity
95%
Packaging
10g
Price
$41.6
Updated
2024/03/01
TRC
Product number
D492113
Product name
DiphenylpyralineHydrochloride
Packaging
1g
Price
$45
Updated
2021/12/16
TRC
Product number
D492113
Product name
DiphenylpyralineHydrochloride
Packaging
2.5g
Price
$85
Updated
2021/12/16
ApexBio Technology
Product number
A8415
Product name
DiphenylpyralineHCl
Packaging
10mM(in 1mL H2O)
Price
$50
Updated
2021/12/16
ChemScene
Product number
CS-4455
Product name
Diphenylpyraline(hydrochloride)
Purity
99.25%
Packaging
500mg
Price
$50
Updated
2021/12/16
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Diphenylpyraline Hydrochloride Chemical Properties,Usage,Production

Description

Diphenylpyraline is an antihistamine drug with anticholinergic and sedative action. It is intended for symptomatic treatment of seasonal allergies and allergic reactions as well as an adjuvant drug in anaphylactic reaction therapy. Synonyms of this drug are arbid, timpil, histryl, hispril, and others.

Originator

Diafen,Riker,US,1955

Uses

Antihistaminic;H1 antagonist

Uses

Diphenylpyraline Hydrochloride is a salt of Diphenylpyraline (D492110), an H1 receptor antagonist (an antihistamine) and is commonly prescribed to treat allergic and vasomotor rhinitis. There is also some research being conducted on diphenylpyraline derivatives to determine their antimycobacterial and antifungal activity.

Definition

ChEBI: The hydrochloride salt of diphenylpyraline. A sedating antihistamine, it is used as the hydrochloride for the symptomatic relief of allergic conditions including rhinitis and hay fever, and in pruritic skin disorders.

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 hydro
omide 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

General Description

Diphenylpyr alinehydrochloride, 4-(diphenylmethoxy)-1-methylpiperidinehydrochloride (Hispril, Diafen) is a white or slightly offwhitecrystalline powder that is soluble in water or alcohol.Diphenylpyraline is structurally related to diphenhydraminewith the aminoalkyl side chain incorporated in a piperidinering. It is a potent antihistaminic, and the usual dose is 2 mg3 or 4 times daily.

Synthesis

Diphenylpyraline, 4-diphenylmethoxy-1-methylpiperidine (16.1.32), is synthesized by alkylating 4-hydroxy-1-methylpiperidine with benzhydrylbromide.

Diphenylpyraline Hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

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