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Levocetirizine Dihydrochloride

HCID 9955977
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Grundinformationen

CAS
130018-87-0
Standard-SMILES
Cl.Cl.O=C(O)COCCN1CCN([C@H](c2ccccc2)c2ccc(Cl)cc2)CC1
InChIKey
PGLIUCLTXOYQMV-GHVWMZMZSA-N
Summenformel
C21H27Cl3N2O3
Durchschnittliche Molmasse
461,8 g/mol
Monoisotopische Masse
460,108726

Überblick

Levocetirizine Dihydrochloride is the dihydrochloride salt form of the active levorotatory enantiomer of cetirizine, levocetirizine; a third generation, non-sedating, selective histamine H1 receptor antagonist, with antihistamine, anti-inflammatory and potential anti-angiogenic activities. Levocetirizine competes with endogenous histamine for binding at peripheral H1-receptor sites on the effector cell surface. This prevents the negative symptoms associated with histamine release and an allergic reaction. In addition, as histamine plays an important role in angiogenesis during an allergic inflammatory reaction, blocking the action of histamine may modulate the expression of proangiogenic factors and thus may prevent angiogenesis. As a third-generation histamine H1 receptor antagonist, levocetirizine has fewer side effects than most second-generation antihistamines.

Namen und Bezeichner

Bevorzugter Name
Levocetirizine Dihydrochloride
IUPAC
2-[2-[4-[(R)-(4-chlorophenyl)-phenylmethyl]piperazin-1-yl]ethoxy]acetic acid;dihydrochloride
Englischer Name
Levocetirizine dihydrochloride
Summenformel
C21H27Cl3N2O3
Molmasse
461.81

Namen und Synonyme

Levocetirizine dihydrochloride130018-87-0XyzalSOD6A38AGAXyzal Allergy 24hrChildrens Xyzal Allergygood sense levocetirizinecetirizine (R)-form dihydrochlorideUCB-28556NSC-758898DTXSID30926567CETIRIZINE HYDROCHLORIDE (R)-
Weitere Namen anzeigen
LEVOCETIRIZINE 2HCLLEVOCETIRIZINE HCLLEVOCETRIZINE DIHYDROCHLORIDE(R)-Cetirizine diHCl (Levocetirizine diHCl)[2-[4-[(r)-(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]-acetic acid dihydrochlorideDDDBLevocetrizineHClLevocetirizine HCILevocitirizine 2HCLLEVOCETIRIZINE DIHCL
Acetic acid, (2-(4-((R)-(4-chlorophenyl)phenylmethyl)-1-piperazinyl)ethoxy)-, dihydrochloride(2-(4-((R)-(4-Chlorophenyl)phenylmethyl)piperazin-1-yl)ethoxy)acetic acid dihydrochlorideXyzall(2-{4-[(R)-(4-Chlorophenyl)phenylmethyl]piperazin-1-yl}ethoxy)acetic acid dihydrochlorideAllery Relief 24HRAllergy Relief 24HRRefChem:55474DTXCID201355381

Eigenschaften

Berechnete Struktureigenschaften

Polarare Oberfläche (TPSA)
53 Ų
H-Brücken-Donoren
3
H-Brücken-Akzeptoren
5
Frei drehbare Bindungen
8
Schwere Atome
29
Formalladung
0
Komplexität
443

Experimentelle und physikochemische Eigenschaften

Human Drugs · 2 Einträge

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

Physikochemische Eigenschaften

Schmelzpunkt
215 · 215-220°C
storage temp.
room temp
Löslichkeit
2 O: · H2O: ≥23mg/mL
Aggregatzustand
powder
Farbe
White to Almost white
Wasserlöslichkeit
2 O: · H2O: ≥23mg/mL
Merck
14 · 14,2022
Stabilität
Hygroscopic
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/t21-;;/s3
InChIKey
PGLIUCLTXOYQMV-MGIYCFTINA-N
SMILES
C(O)(=O)COCCN1CCN([C@@H](C2=CC=C(Cl)C=C2)C2=CC=CC=C2)CC1.[H]Cl.[H]Cl |&1:11,r|
CAS Datenbank

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H302 (98.2%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P273, P301+P317, P330, P391, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 111 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Hazard Classes and CategoriesAcute Tox. 4 (98.2%)

Toxikologische Informationen

Drug Induced Liver Injury · 6 Einträge

Drug Induced Liver Injury Rank (DILIrank 2.0)

Levocetirizine dihydrochloride

vLess-DILI-concern

4

Adverse reactions

DOI:10.1016/j.drudis.2016.02.015

Sicherheitsdaten

wgk
3
ridadr
UN 3077 9 / PGIII
hs_code
29335990
RTECS-Nr.
AG0990000
risk_code
22-50/53
hazard_code
Xn,N
safety_code
60-61
Speicherklasse
11 - Combustible Solids
Hazard Classifications
Acute Tox. 4 OralAquatic Acute 1

Chemie und Industrie

Pharmakologische Informationen

FDA Pharmacological Classification · 6 Einträge

LEVOCETIRIZINE DIHYDROCHLORIDE

Histamine-1 Receptor Antagonist [EPC]; Histamine H1 Receptor Antagonists [MoA]

LEVOCETIRIZINE DIHYDROCHLORIDE 5 MG

Histamine H1 Receptor Antagonists [MoA]; Histamine-1 Receptor Antagonist [EPC]

ALLERY RELIEF 24HR

Histamine H1 Receptor Antagonists [MoA]; Histamine-1 Receptor Antagonist [EPC]

MeSH Pharmacological Classification · 1 Eintrag

A class of non-sedating drugs that bind to but do not activate histamine receptors (DRUG INVERSE AGONISM), thereby blocking the actions of histamine or histamine agonists. These antihistamines represent a heterogenous group of compounds with differing chemical structures, adverse effects, distribution, and metabolism. Compared to the early (first generation) antihistamines, these non-sedating antihistamines have greater receptor specificity, lower penetration of BLOOD-BRAIN BARRIER, and are less likely to cause drowsiness or psychomotor impairment.

Anwendungen

VerwendenLevocetirizine dihydrochloride has been used as standard in the thin layer chromatography optimization and in preparation of racemic cetirizine standard for subcritical fluid chromatography-tandem mass spectrometry analysis.

Anbieter100 Anbieter

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Jai Radhe Sales+(91)-(79)-26431096/65255722 · [email protected]

Zugehörige Reaktionen

1
Reaktionsaufzeichnung erstellen
Reaktionsgleichung von HRID 554467
HRID 554467als Produktuspto-grants-2011_11

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Datenbank-Bezeichner

CAS
130018-87-0
PubChem CID
9955977
DTXSID
DTXSID30926567
ChEMBL
CHEMBL1201190
UNII
SOD6A38AGA
EC Number
641-093-3
130018 · 130018-87-0(CAS DataBase Reference)
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