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2192-20-3

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  • High Quality 99% Ethanol,2-[2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]-, hydrochloride(1:2) 2192-20-3 ISO Producer

    Cas No: 2192-20-3

  • USD $ 0.1-0.1 / Gram

  • 1 Gram

  • 100 Metric Ton/Year

  • Xi'an Xszo Chem Co., Ltd.
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2192-20-3 Usage

Description

Hydroxyzine dihydrochloride is an antihistaminic drug belonging to the diphenylmethane family. It is a white solid that works by blocking the action of histamine, a substance in the body that causes allergic symptoms. It is also known by the brand names Amplimexon and Amplimed. Hydroxyzine dihydrochloride is used in pharmaceutical secondary standards for quality control in pharmaceutical laboratories and manufacturing, offering a convenient and cost-effective alternative to in-house working standards.

Uses

1. Used in Pharmaceutical Industry:
Hydroxyzine dihydrochloride is used as an H1 receptor antagonist for treating allergic symptoms and as an anxiolytic to alleviate anxiety.
2. Used in Medical Applications:
Hydroxyzine dihydrochloride is used as an antihistaminic and H1 antagonist for managing allergic reactions and symptoms.
3. Used in Research and Development:
Hydroxyzine dihydrochloride has been utilized in the study of comparative anxiolytic activity of various drugs in experimental models of rats, contributing to the development of new treatments for anxiety disorders.

Originator

Atarax,UCB,France,1956

Manufacturing Process

A mixture of 0.1 mol of N-mono-1-p-chlorobenzohydrylpiperazine and 0.1 mol of 1-chloro-2-(2-hydroxy-ethoxy)-ethane is heated for 3 hours to 150°C. The mass is then taken up in 100 ml of benzene and 100 ml of a 10% aqueous solution of NaOH; decanting takes place, and the benzene solution is washed with water and the solvent is evaporated. Vacuum distilling of the residue yields 1-p-chlorobenzohydryl-4-[2-(2-hydroxy-ethoxy)-ethyl]-piperazine, BP 220°C/0.5 mm Hg.The corresponding dihydrochloride is prepared by dissolving this base in about twice its weight of alcohol, by treating it with excess of gaseous HCl and by precipitating it with ether. The solvent is decanted and the residue, dissolved in a minimum of alcohol, crystallizes on the addition of ether, MP 193°C.

Therapeutic Function

Tranquilizer

Biochem/physiol Actions

Hydroxyzine dihydrochloride (HDH) is used to regulate anxiety. It is also used to treat bronchial asthma and to relax patients before surgery.

Check Digit Verification of cas no

The CAS Registry Mumber 2192-20-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,1,9 and 2 respectively; the second part has 2 digits, 2 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 2192-20:
(6*2)+(5*1)+(4*9)+(3*2)+(2*2)+(1*0)=63
63 % 10 = 3
So 2192-20-3 is a valid CAS Registry Number.
InChI:InChI=1/C21H27ClN2O2.2ClH/c22-20-8-6-19(7-9-20)21(18-4-2-1-3-5-18)24-12-10-23(11-13-24)14-16-26-17-15-25;;/h1-9,21,25H,10-17H2;2*1H

2192-20-3 Well-known Company Product Price

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  • Sigma-Aldrich

  • (H1435000)  Hydroxyzinehydrochloride  European Pharmacopoeia (EP) Reference Standard

  • 2192-20-3

  • H1435000

  • 1,880.19CNY

  • Detail
  • USP

  • (1333003)  Hydroxyzinehydrochloride  United States Pharmacopeia (USP) Reference Standard

  • 2192-20-3

  • 1333003-500MG

  • 4,662.45CNY

  • Detail
  • Sigma

  • (H8885)  Hydroxyzinedihydrochloride  ≥98%

  • 2192-20-3

  • H8885-10G

  • 954.72CNY

  • Detail

2192-20-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name hydroxyzine hydrochloride

1.2 Other means of identification

Product number -
Other names Disron

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:2192-20-3 SDS

2192-20-3Synthetic route

N-(4-chlorobenzhydryl)piperazine
303-26-4

N-(4-chlorobenzhydryl)piperazine

2-(2-Chloroethoxy)ethanol
628-89-7

2-(2-Chloroethoxy)ethanol

hydroxyzine dihydrochloride
2192-20-3

hydroxyzine dihydrochloride

Conditions
ConditionsYield
Stage #1: N-(4-chlorobenzhydryl)piperazine With tetrabutylammomium bromide; potassium carbonate In water at 25℃;
Stage #2: 2-(2-Chloroethoxy)ethanol In water at 80℃; for 5h;
Stage #3: With hydrogenchloride
1-bromo-2-(2-(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)ethoxy)ethane
854601-80-2

1-bromo-2-(2-(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)ethoxy)ethane

hydroxyzine dihydrochloride
2192-20-3

hydroxyzine dihydrochloride

mPEG5-hydroxyzine
854601-76-6

mPEG5-hydroxyzine

Conditions
ConditionsYield
Stage #1: hydroxyzine dihydrochloride With sodium hydride In N,N-dimethyl-formamide for 0.333333h;
Stage #2: 1-bromo-2-(2-(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)ethoxy)ethane In N,N-dimethyl-formamide at 20℃;
90%
jones reagent

jones reagent

hydroxyzine dihydrochloride
2192-20-3

hydroxyzine dihydrochloride

pyrographite
7440-44-0

pyrographite

cetirizine
83881-51-0

cetirizine

Conditions
ConditionsYield
With hydrogenchloride; sodium hydroxide; sulfuric acid In water; isopropyl alcohol; acetone60%
hydroxyzine dihydrochloride
2192-20-3

hydroxyzine dihydrochloride

2-Fluorobenzaldehyde
446-52-6

2-Fluorobenzaldehyde

2-(2-(2-(4-((4-chlorophenyl)(phenyl)methyl)piperazin-1-yl)ethoxy)ethoxy)benzaldehyde

2-(2-(2-(4-((4-chlorophenyl)(phenyl)methyl)piperazin-1-yl)ethoxy)ethoxy)benzaldehyde

Conditions
ConditionsYield
With tetrabutylammomium bromide; potassium hydroxide In water; toluene at 90℃; Inert atmosphere;57%
hydroxyzine dihydrochloride
2192-20-3

hydroxyzine dihydrochloride

trifluoroacetic acid
76-05-1

trifluoroacetic acid

2-[2-(2-tert-butoxycarbonylaminoethoxy)ethoxy]ethyl bromide

2-[2-(2-tert-butoxycarbonylaminoethoxy)ethoxy]ethyl bromide

tert-butyl (14-(4-((4-chlorophenyl)(phenyl)methyl)piperazin-1-yl)-3,6,9,12-tetraoxatetradecyl)carbamate trifluoroacetate

tert-butyl (14-(4-((4-chlorophenyl)(phenyl)methyl)piperazin-1-yl)-3,6,9,12-tetraoxatetradecyl)carbamate trifluoroacetate

Conditions
ConditionsYield
Stage #1: hydroxyzine dihydrochloride With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; for 0.666667h;
Stage #2: 2-[2-(2-tert-butoxycarbonylaminoethoxy)ethoxy]ethyl bromide In N,N-dimethyl-formamide; mineral oil
Stage #3: trifluoroacetic acid In water; acetonitrile
55%
phthalimide
136918-14-4

phthalimide

hydroxyzine dihydrochloride
2192-20-3

hydroxyzine dihydrochloride

trifluoroacetic acid
76-05-1

trifluoroacetic acid

2-(2-(2-(4-((4-chlorophenyl)(phenyl)methyl)piperazin-1-yl)ethoxy)ethyl)isoindoline-1,3-dione trifluoroacetate

2-(2-(2-(4-((4-chlorophenyl)(phenyl)methyl)piperazin-1-yl)ethoxy)ethyl)isoindoline-1,3-dione trifluoroacetate

Conditions
ConditionsYield
Stage #1: hydroxyzine dihydrochloride With triethylamine In tetrahydrofuran at 20℃; for 0.25h;
Stage #2: phthalimide With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 4h;
Stage #3: trifluoroacetic acid In water; acetonitrile
hydroxyzine dihydrochloride
2192-20-3

hydroxyzine dihydrochloride

trifluoroacetic acid
76-05-1

trifluoroacetic acid

2-[2-(2-tert-butoxycarbonylaminoethoxy)ethoxy]ethyl bromide

2-[2-(2-tert-butoxycarbonylaminoethoxy)ethoxy]ethyl bromide

tert-butyl (14-(4-((4-chlorophenyl)(phenyl)methyl)piperazin-1-yl)-3,6,9,12-tetraoxatetradecyl)carbamate trifluoroacetate

tert-butyl (14-(4-((4-chlorophenyl)(phenyl)methyl)piperazin-1-yl)-3,6,9,12-tetraoxatetradecyl)carbamate trifluoroacetate

Conditions
ConditionsYield
Stage #1: hydroxyzine dihydrochloride With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃;
Stage #2: 2-[2-(2-tert-butoxycarbonylaminoethoxy)ethoxy]ethyl bromide In N,N-dimethyl-formamide; mineral oil
Stage #3: trifluoroacetic acid In water; acetonitrile
phthalimide
136918-14-4

phthalimide

hydroxyzine dihydrochloride
2192-20-3

hydroxyzine dihydrochloride

trifluoroacetic acid
76-05-1

trifluoroacetic acid

2-(2-(2-(4-((4-chlorophenyl)(phenyl)methyl)piperazin-1-yl)ethoxy)ethyl)isoindoline-1,3-dione trifluoroacetate

2-(2-(2-(4-((4-chlorophenyl)(phenyl)methyl)piperazin-1-yl)ethoxy)ethyl)isoindoline-1,3-dione trifluoroacetate

Conditions
ConditionsYield
Stage #1: hydroxyzine dihydrochloride With triethylamine In tetrahydrofuran at 20℃; for 0.25h; Mitsunobu Displacement;
Stage #2: phthalimide With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 4h; Mitsunobu Displacement;
Stage #3: trifluoroacetic acid In water; acetonitrile
hydroxyzine dihydrochloride
2192-20-3

hydroxyzine dihydrochloride

2-Fluorobenzaldehyde
446-52-6

2-Fluorobenzaldehyde

2-(2-(2-(4-((4-chlorophenyl)(phenyl)methyl)piperazin-1-yl)ethoxy)ethoxy)benzaldehyde-α-d1

2-(2-(2-(4-((4-chlorophenyl)(phenyl)methyl)piperazin-1-yl)ethoxy)ethoxy)benzaldehyde-α-d1

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: tetrabutylammomium bromide; potassium hydroxide / toluene; water / 90 °C / Inert atmosphere
2: water-d2; potassium acetate; BF4(1-)*C20H14F6N3O(1+) / dichloromethane / 12 h / 60 °C
View Scheme

2192-20-3Relevant articles and documents

NOVEL WATER BASED PROCESS FOR THE PREPARATION OF SUBSTITUTED DIPHENYLMETHYL PIPERAZINES

-

Page/Page column 8, (2011/08/03)

The present invention relates to a novel water based process for the preparation of substituted diphenylmethyl piperazines of Formula I and pharmaceutically acceptable salts wherein X1 and X2 represent independently a hydrogen, a halogen, a straight or branched chain lower alkyl, alkoxy or a hydroxyl radical and R is selected from groups such as acyl, alkyl, alkenyl, aralalkyl, aralalkenyl aralkyl, and aralalkenyl or aralkenyl hydroxyalkyl, aryloxyalkyl, alkoxyalkyl, aminoalkyl or its derivative comprising, reacting a compound of Formula II, with a compound of formula R—X where R is as defined above and X is suitable leaving group which includes halides, but not limiting use of other leaving groups such as tosylate, mesylate and activated acid groups such as acyl halide, anhydrides, mixed anhydrides etc. using water as a solvent, in presence of a catalyst and a base, at 25-100° C.;

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