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83881-52-1

Basic Information
CAS No.: 83881-52-1
Name: Cetirizine hydrochloride
Article Data: 10
Molecular Structure:
Molecular Structure of 83881-52-1 (Cetirizine hydrochloride)
Formula: C21H25ClN2O3.2(HCl)
Molecular Weight: 461.816
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;
EINECS: 222-225-5
Density: 1.237 g/cm3
Melting Point: 110-115 °C
Boiling Point: 542.1 °C at 760 mmHg
Flash Point: 281.6 °C
Solubility: Soluble in water, DMSO, ethanol, and methanol.
Appearance: Crystalline solid
Hazard Symbols: HarmfulXn, IrritantXi
Risk Codes: 22-36/37/38
Safety: 26-36
Transport Information: UN 3249
PSA: 53.01000
LogP: 3.82600
Synthetic route
83881-51-0

cetirizine

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;
109806-71-5

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

3926-62-3

sodium monochloroacetic acid

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%
770697-99-9

C21H25ClN2O2

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%
83881-37-2, 163837-41-0, 163837-43-2

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

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;
83881-51-0

cetirizine hydrochloride

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

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;
343781-29-3

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

83881-52-1

cetirizine dihydrochloride

Conditions
ConditionsYield
In 1,4-dioxane
343781-30-6

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

83881-52-1

cetirizine dihydrochloride

Conditions
ConditionsYield
In 1,4-dioxane
940980-27-8, 940980-28-9, 343781-27-1

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

83881-52-1

cetirizine dihydrochloride

methyl tert-butylether

methyl tert-butylether

tert-butyl 2-(2-chloroethoxy)acetate

303-26-4

N-(4-chlorobenzhydryl)piperazine

7440-44-0

pyrographite

83881-52-1

cetirizine dihydrochloride

Conditions
ConditionsYield
With ammonium hydroxide; sodium hydroxide; sodium carbonate In N-methyl-acetamide; hydrogenchloride; acetone
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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.