Product Name

  • Name

    Cetirizine hydrochloride

  • EINECS 222-225-5
  • CAS No. 83881-52-1
  • Article Data10
  • CAS DataBase
  • Density 1.237 g/cm3
  • Solubility Soluble in water, DMSO, ethanol, and methanol.
  • Melting Point 110-115 °C
  • Formula C21H25ClN2O3.2(HCl)
  • Boiling Point 542.1 °C at 760 mmHg
  • Molecular Weight 461.816
  • Flash Point 281.6 °C
  • Transport Information UN 3249
  • Appearance Crystalline solid
  • Safety 26-36
  • Risk Codes 22-36/37/38
  • Molecular Structure Molecular Structure of 83881-52-1 (Cetirizine hydrochloride)
  • Hazard Symbols HarmfulXn, IrritantXi
  • Synonyms Alercet;Alerid;Alerlisin;Cesta;Cetirizinedihydrochloride;Cetirizine hydrochloride;Cetrak;Cetrine;Cetrizet;Epirizine;Formistin;Histazine-1;P 071;Reactine;Riztec;Ryzen;Triz;UCB-P 071;Virlix;Zirtec;Zirtek;Zirtin;Zyrlex;Zyrtec;Zyrzine;
  • PSA 53.01000
  • LogP 3.82600

Synthetic route

cetirizine
83881-51-0

cetirizine

cetirizine dihydrochloride
83881-52-1

cetirizine dihydrochloride

Conditions
ConditionsYield
With hydrogenchloride In water; acetone at 20 - 50℃; for 2h;87.9%
With hydrogenchloride In water pH=8;
With hydrogenchloride In ethyl acetate; isopropyl alcohol at 25 - 35℃; for 1 - 2h; pH=2;
2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol
109806-71-5

2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol

sodium monochloroacetic acid
3926-62-3

sodium monochloroacetic acid

cetirizine dihydrochloride
83881-52-1

cetirizine dihydrochloride

Conditions
ConditionsYield
Stage #1: 2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol; sodium monochloroacetic acid With sodium hydroxide In water; dimethyl sulfoxide; toluene at 30 - 35℃; for 14 - 18h;
Stage #2: With hydrogenchloride In water; acetone at 20℃;		87.4%
C21H25ClN2O2
770697-99-9

C21H25ClN2O2

cetirizine dihydrochloride
83881-52-1

cetirizine dihydrochloride

Conditions
ConditionsYield
Stage #1: C21H25ClN2O2 With potassium dihydrogenphosphate; phosphoric acid; dihydrogen peroxide In dichloromethane; dimethyl sulfoxide at 5 - 25℃; for 8h; pH=4 - 5;
Stage #2: With hydrogenchloride In butanone at 60℃;		86%
2-(2-(4-((4-chlorophenyl)(phenyl)methyl)piperazin-1-yl)ethoxy)acetamide
83881-37-2, 163837-41-0, 163837-43-2

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

cetirizine dihydrochloride
83881-52-1

cetirizine dihydrochloride

Conditions
ConditionsYield
Stage #1: 2-(2-(4-((4-chlorophenyl)(phenyl)methyl)piperazin-1-yl)ethoxy)acetamide With sodium hydroxide In water Heating / reflux;
Stage #2: With hydrogenchloride In ethyl acetate; isopropyl alcohol for 1 - 2h;
cetirizine hydrochloride
83881-51-0

cetirizine hydrochloride

cetirizine dihydrochloride
83881-52-1

cetirizine dihydrochloride

Conditions
ConditionsYield
With hydrogenchloride In ethyl acetate; isopropyl alcohol at 25 - 35℃; for 1.16667 - 2.25h; pH=2;
2-(2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethoxy)-N,N-dimethylacetamide dihydrochloride

2-(2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethoxy)-N,N-dimethylacetamide dihydrochloride

cetirizine dihydrochloride
83881-52-1

cetirizine dihydrochloride

Conditions
ConditionsYield
With hydrogenchloride; sodium hydroxide In dichloromethane; water; acetone
With water; sodium hydroxide for 3h; Reflux; Large scale reaction;
(RS)-N,N-diethyl-{2-[4-(α-phenyl-p-chloro-benzyl)piperazin-1-yl]ethoxy}-acetamide
343781-29-3

(RS)-N,N-diethyl-{2-[4-(α-phenyl-p-chloro-benzyl)piperazin-1-yl]ethoxy}-acetamide

cetirizine dihydrochloride
83881-52-1

cetirizine dihydrochloride

Conditions
ConditionsYield
In 1,4-dioxane
(RS)-N,N-diallyl-{2-[4-(α-phenyl-p-chloro-benzyl)piperazin-1-yl]ethoxy}-acetamide
343781-30-6

(RS)-N,N-diallyl-{2-[4-(α-phenyl-p-chloro-benzyl)piperazin-1-yl]ethoxy}-acetamide

cetirizine dihydrochloride
83881-52-1

cetirizine dihydrochloride

Conditions
ConditionsYield
In 1,4-dioxane
(+/-)-{2-[4-(α-phenyl-p-chlorobenzyl)-piperazin-1-yl]-ethoxy}-acetic acid-N,N-dimethylamide
940980-27-8, 940980-28-9, 343781-27-1

(+/-)-{2-[4-(α-phenyl-p-chlorobenzyl)-piperazin-1-yl]-ethoxy}-acetic acid-N,N-dimethylamide

cetirizine dihydrochloride
83881-52-1

cetirizine dihydrochloride

methyl tert-butylether

methyl tert-butylether

tert-butyl 2-(2-chloroethoxy)acetate

tert-butyl 2-(2-chloroethoxy)acetate

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

N-(4-chlorobenzhydryl)piperazine

pyrographite
7440-44-0

pyrographite

cetirizine dihydrochloride
83881-52-1

cetirizine dihydrochloride

Conditions
ConditionsYield
With ammonium hydroxide; sodium hydroxide; sodium carbonate In N-methyl-acetamide; hydrogenchloride; acetone
...Expand
2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol dihydrochloride

2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol dihydrochloride

cetirizine dihydrochloride
83881-52-1

cetirizine dihydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: water / toluene
2.1: sodium methylate / toluene / 10 - 15 °C / Inert atmosphere; Large scale reaction
2.2: 2 h / 50 - 60 °C / Large scale reaction
3.1: water; sodium hydroxide / 3 h / Reflux; Large scale reaction
View Scheme
(4-chlorophenyl)phenylmethanol
119-56-2

(4-chlorophenyl)phenylmethanol

cetirizine dihydrochloride
83881-52-1

cetirizine dihydrochloride

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: thionyl chloride / toluene / 1 h / 85 - 90 °C / Large scale reaction
2.1: toluene / 3 h / 80 °C / Large scale reaction
2.2: pH 1 / Large scale reaction
3.1: water / toluene
4.1: sodium methylate / toluene / 10 - 15 °C / Inert atmosphere; Large scale reaction
4.2: 2 h / 50 - 60 °C / Large scale reaction
5.1: water; sodium hydroxide / 3 h / Reflux; Large scale reaction
View Scheme
1-chloro-4-(chloro(phenyl)methyl)benzene
134-83-8

1-chloro-4-(chloro(phenyl)methyl)benzene

cetirizine dihydrochloride
83881-52-1

cetirizine dihydrochloride

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: toluene / 3 h / 80 °C / Large scale reaction
1.2: pH 1 / Large scale reaction
2.1: water / toluene
3.1: sodium methylate / toluene / 10 - 15 °C / Inert atmosphere; Large scale reaction
3.2: 2 h / 50 - 60 °C / Large scale reaction
4.1: water; sodium hydroxide / 3 h / Reflux; Large scale reaction
View Scheme
2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol
109806-71-5

2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol

cetirizine dihydrochloride
83881-52-1

cetirizine dihydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium methylate / toluene / 10 - 15 °C / Inert atmosphere; Large scale reaction
1.2: 2 h / 50 - 60 °C / Large scale reaction
2.1: water; sodium hydroxide / 3 h / Reflux; Large scale reaction
View Scheme
4-chlorobenzophenone
134-85-0

4-chlorobenzophenone

cetirizine dihydrochloride
83881-52-1

cetirizine dihydrochloride

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: water; Aliquat 336 / toluene / 20 °C / Large scale reaction
1.2: 5 h / 50 °C / Large scale reaction
2.1: thionyl chloride / toluene / 1 h / 85 - 90 °C / Large scale reaction
3.1: toluene / 3 h / 80 °C / Large scale reaction
3.2: pH 1 / Large scale reaction
4.1: water / toluene
5.1: sodium methylate / toluene / 10 - 15 °C / Inert atmosphere; Large scale reaction
5.2: 2 h / 50 - 60 °C / Large scale reaction
6.1: water; sodium hydroxide / 3 h / Reflux; Large scale reaction
View Scheme
cetirizine dihydrochloride
83881-52-1

cetirizine dihydrochloride

diazomethyl-trimethyl-silane
18107-18-1

diazomethyl-trimethyl-silane

(2-{4-[(4-chlorophenyl)phenylmethyl]piperazin-1-yl}ethoxy)acetic acid methyl ester dihydrochloride

(2-{4-[(4-chlorophenyl)phenylmethyl]piperazin-1-yl}ethoxy)acetic acid methyl ester dihydrochloride

Conditions
ConditionsYield
In methanol for 2h; Reflux;99%
cetirizine dihydrochloride
83881-52-1

cetirizine dihydrochloride

diazomethyl-trimethyl-silane
18107-18-1

diazomethyl-trimethyl-silane

methyl 2-[2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]-acetate
83881-46-3, 163837-44-3, 163837-46-5

methyl 2-[2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]-acetate

Conditions
ConditionsYield
In methanol; hexane at 0℃; for 0.166667h;97%
cetirizine dihydrochloride
83881-52-1

cetirizine dihydrochloride

methyl 2-[2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]-acetate
83881-46-3, 163837-44-3, 163837-46-5

methyl 2-[2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]-acetate

Conditions
ConditionsYield
With sulfuric acid In methanol for 10h; Heating / reflux;95%
cetirizine dihydrochloride
83881-52-1

cetirizine dihydrochloride

(2-{4-[(4-chlorophenyl)phenylmethyl]piperazin-1-yl}ethoxy)acetyl chloride dihydrochloride

(2-{4-[(4-chlorophenyl)phenylmethyl]piperazin-1-yl}ethoxy)acetyl chloride dihydrochloride

Conditions
ConditionsYield
Stage #1: cetirizine dihydrochloride With thionyl chloride In N,N-dimethyl-formamide for 3h;
Stage #2: In N,N-dimethyl-formamide; toluene for 1h;		92%
Diazoethan
1117-96-0

Diazoethan

cetirizine dihydrochloride
83881-52-1

cetirizine dihydrochloride

(2-{4-[(4-chlorophenyl)phenylmethyl]piperazin-1-yl}ethoxy)acetic acid ethyl ester

(2-{4-[(4-chlorophenyl)phenylmethyl]piperazin-1-yl}ethoxy)acetic acid ethyl ester

Conditions
ConditionsYield
In tetrahydrofuran at 0℃;90%
vanadium(IV) fluoride
10049-16-8

vanadium(IV) fluoride

cetirizine dihydrochloride
83881-52-1

cetirizine dihydrochloride

difluorovanadium(IV)(2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy acetate)
1080673-10-4

difluorovanadium(IV)(2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy acetate)

Conditions
ConditionsYield
In methanol methanolic soln. of VF4 added to methanolic soln. of C21H25O3N2Cl dropwise with stirring, mixt. had pH 3, refluxed for 2 h, kept overnight with stirring at room temp.; solvent removed on a rotary apparatus under reduced pressure; recrystn. (MeOH/n-hexane, 1/1); elem. anal.;82%
1-hydroxy-pyrrolidine-2,5-dione
6066-82-6

1-hydroxy-pyrrolidine-2,5-dione

2-methoxyethylamine
109-85-3

2-methoxyethylamine

cetirizine dihydrochloride
83881-52-1

cetirizine dihydrochloride

mPEG1-cetirizine
1059587-86-8

mPEG1-cetirizine

Conditions
ConditionsYield
Stage #1: 1-hydroxy-pyrrolidine-2,5-dione; cetirizine dihydrochloride With dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 20℃;
Stage #2: 2-methoxyethylamine In N,N-dimethyl-formamide for 5h;		80%
...Expand
cetirizine dihydrochloride
83881-52-1

cetirizine dihydrochloride

2-(2-(4-((4-chlorophenyl)(phenyl)methyl)piperazin-1-yl)ethoxy)acetamide
83881-37-2, 163837-41-0, 163837-43-2

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

Conditions
ConditionsYield
Stage #1: cetirizine dihydrochloride With thionyl chloride In N,N-dimethyl-formamide at 20℃; for 3h; Large scale;
Stage #2: With ammonia In N,N-dimethyl-formamide; toluene at 0 - 30℃; Large scale;		78.5%
Multi-step reaction with 2 steps
1: methanol / 2 h / Reflux
2: ammonia / methanol / 775.74 - 1551.49 Torr
View Scheme
copper(II) chloride hexahydrate

copper(II) chloride hexahydrate

L-alanin
56-41-7

L-alanin

cetirizine dihydrochloride
83881-52-1

cetirizine dihydrochloride

[Cu(CTZ)(Ala)(H2O)]

[Cu(CTZ)(Ala)(H2O)]

Conditions
ConditionsYield
With sodium hydrogencarbonate In ethanol at 90℃;77%
...Expand
nickel(II) chloride hexahydrate

nickel(II) chloride hexahydrate

L-alanin
56-41-7

L-alanin

cetirizine dihydrochloride
83881-52-1

cetirizine dihydrochloride

[Ni(CTZ)(Ala)(H2O)]

[Ni(CTZ)(Ala)(H2O)]

Conditions
ConditionsYield
With sodium hydrogencarbonate In ethanol at 90℃;72%
...Expand
cobalt(II) chloride hexahydrate

cobalt(II) chloride hexahydrate

L-alanin
56-41-7

L-alanin

cetirizine dihydrochloride
83881-52-1

cetirizine dihydrochloride

[Co(CTZ)(Ala)(H2O)]·H2O

[Co(CTZ)(Ala)(H2O)]·H2O

Conditions
ConditionsYield
With sodium hydrogencarbonate In ethanol at 90℃;65%
...Expand
(Z)-4-hydroxybut-2-enyl 1-(nitrooxy)ethyl carbonate
1345092-28-5

(Z)-4-hydroxybut-2-enyl 1-(nitrooxy)ethyl carbonate

cetirizine dihydrochloride
83881-52-1

cetirizine dihydrochloride

(Z)-4-((1-(nitrooxy)ethoxy)carbonyloxy)but-2-enyl 2-(2-(4-((4-chlorophenyl) (phenyl)methyl)piperazin-1-yl)ethoxy)acetate
1345091-84-0

(Z)-4-((1-(nitrooxy)ethoxy)carbonyloxy)but-2-enyl 2-(2-(4-((4-chlorophenyl) (phenyl)methyl)piperazin-1-yl)ethoxy)acetate

Conditions
ConditionsYield
With dmap; triethylamine; dicyclohexyl-carbodiimide In dichloromethane for 2h;32.6%
bis(2-hydroxyethyl) disulfide
1892-29-1

bis(2-hydroxyethyl) disulfide

cetirizine dihydrochloride
83881-52-1

cetirizine dihydrochloride

C25H33ClN2O4S2

C25H33ClN2O4S2

Conditions
ConditionsYield
With triethylamine; dicyclohexyl-carbodiimide; dmap In dichloromethane at 20℃; for 15h;19%
3-Hydroxybutyric acid
300-85-6, 625-71-8

3-Hydroxybutyric acid

cetirizine dihydrochloride
83881-52-1

cetirizine dihydrochloride

C25H31ClN2O5

C25H31ClN2O5

Conditions
ConditionsYield
Stage #1: 3-Hydroxybutyric acid; cetirizine dihydrochloride With 1-hydroxy-pyrrolidine-2,5-dione; N-ethyl-N,N-diisopropylamine In dichloromethane; N,N-dimethyl-formamide for 15h;
Stage #2: With 1,1,1,3',3',3'-hexafluoro-propanol In dichloromethane for 0.166667h;		2%
cetirizine dihydrochloride
83881-52-1

cetirizine dihydrochloride

cetirizine
83881-51-0

cetirizine

Conditions
ConditionsYield
With sodium hydroxide In water for 4.7h;
cetirizine dihydrochloride
83881-52-1

cetirizine dihydrochloride

cetirizine hydrochloride
83881-51-0

cetirizine hydrochloride

Conditions
ConditionsYield
Stage #1: cetirizine dihydrochloride With sodium hydroxide In water pH=12;
Stage #2: With hydrogenchloride In water pH=2 - 3;

Cetirizine hydrochloride Specification

The Cetirizine hydrochloride is an organic compound with the formula C21H25ClN2O3.2(HCl). The IUPAC name of this chemical is 2-[2-[4-[(4-chlorophenyl)-phenylmethyl]piperazin-1-yl]ethoxy]acetic acid dihydrochloride. With the CAS registry number 83881-52-1, it is also named as (+-)-(2-(4-(p-Chloro-alpha-phenylbenzyl)-1-piperazinyl)ethoxy)acetic acid, dihydrochloride. The classification codes are Antihistaminic; Drug / Therapeutic Agent; Reproductive Effect.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 2.17; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.25; (4)ACD/LogD (pH 7.4): -1.09; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1.37; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 5; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 8; (12)Polar Surface Area: 42.01 Å2; (13)Enthalpy of Vaporization: 86.31 kJ/mol; (14)Vapour Pressure: 1.39E-12 mmHg at 25°C; (15)Rotatable Bond Count: 8; (16)Exact Mass: 460.108726; (17)MonoIsotopic Mass: 460.108726; (18)Topological Polar Surface Area: 53; (19)Heavy Atom Count: 29; (20)Complexity: 443.

Uses of Cetirizine hydrochloride: It is a potent second-generation histamine H1 antagonist that is effective in the treatment of allergic rhinitis, chronic urticaria, and pollen-induced asthma. Unlike many traditional antihistamines, it does not cause drowsiness or anticholinergic side effects.

When you are using this chemical, please be cautious about it as the following:
It is not only harmful if swallowed, but also irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing.

People can use the following data to convert to the molecule structure. 
1. SMILES:Cl.Cl.Clc1ccc(cc1)C(c2ccccc2)N3CCN(CC3)CCOCC(=O)O
2. InChI:InChI=1/C21H25ClN2O3.2ClH/c22-19-8-6-18(7-9-19)21(17-4-2-1-3-5-17)24-12-10-23(11-13-24)14-15-27-16-20(25)26;;/h1-9,21H,10-16H2,(H,25,26);2*1H
3. InChIKey:PGLIUCLTXOYQMV-UHFFFAOYAH

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral > 320mg/kg (320mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

GASTROINTESTINAL: NAUSEA OR VOMITING		 Kiso to Rinsho. Clinical Report. Vol. 28, Pg. 1859, 1994.
mouse LDLo intraperitoneal 138mg/kg (138mg/kg)   United States Patent Document. Vol. #4525358,
rat LD50 oral 365mg/kg (365mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION		 Kiso to Rinsho. Clinical Report. Vol. 28, Pg. 1859, 1994.

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