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Fexofenadine Hydrochloride

HCID 63002
NotizenReaktionen
GrundinformationenNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
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Grundinformationen

CAS
153439-40-8
Standard-SMILES
CC(C)(C(=O)O)c1ccc(C(O)CCCN2CCC(C(O)(c3ccccc3)c3ccccc3)CC2)cc1.Cl
InChIKey
RRJFVPUCXDGFJB-UHFFFAOYSA-N
Summenformel
C32H40ClNO4
Durchschnittliche Molmasse
538,1 g/mol
Monoisotopische Masse
537,2645865

Namen und Bezeichner

Bevorzugter Name
Fexofenadine Hydrochloride
IUPAC
2-[4-[1-hydroxy-4-[4-[hydroxy(diphenyl)methyl]piperidin-1-yl]butyl]phenyl]-2-methylpropanoic acid;hydrochloride
Englischer Name
Fexofenadine hydrochloride
Summenformel
C32H40ClNO4
Molmasse
538.13

Namen und Synonyme

FEXOFENADINE HYDROCHLORIDE153439-40-8FEXOFENADINE HCLAllegra AllergyAllegra HivesMDL 16,455ADTXSID5048716Children's Allegra HivesMDL-16455AChildren's Allegra Allergy2S068B75ZUDTXCID2028642
Weitere Namen anzeigen
FexoAllegra2-[4-[1-Hydroxy-4-[4-(hydroxy-diphenyl-methyl)-1-piperidyl]-butyl]phenyl]-2-methyl-propanoic acid hydrochlorideTelfastAlernexFeksineFexofenFexadyneVivafeksTelfast BD
Benzeneacetic acid, 4-(1-hydroxy-4-(4-(hydroxydiphenylmethyl)-1-piperidinyl)butyl)-alpha,alpha-dimethyl-, hydrochlorideAllergillicIAllergy ReliefChildren AllergyWal-fexbasic care allergyFex-Allergy ReliefDye Free Wal Fex

Datenbank-Bezeichner

CAS
153439-40-8
PubChem CID
63002
DTXSID

Eigenschaften

Berechnete Struktureigenschaften

Polarare Oberfläche (TPSA)
81 Ų
H-Brücken-Donoren
4
H-Brücken-Akzeptoren
5
Frei drehbare Bindungen
10
Schwere Atome
38
Formalladung
0
Komplexität
678

Experimentelle und physikochemische Eigenschaften

Solubility71.8 [ug/mL] (The mean of the results at pH 7.4)

Physikochemische Eigenschaften

Schmelzpunkt
148 · 148-150oC
storage temp.
2 · 2-8°C
Löslichkeit
Soluble in Dimethyl sulfoxide (50 mM), and methanol.
Aggregatzustand
powder
Farbe
white to beige
Merck
14 · 14,4068
InChIKey
RRJFVPUCXDGFJB-UHFFFAOYSA-N
SMILES
C(C1C=CC=CC=1)(C1C=CC=CC=1)(C1CCN(CCCC(C2C=CC(C(C)(C)C(=O)O)=CC=2)O)CC1)O.Cl
CAS Datenbank
153439 · 153439-40-8(CAS DataBase Reference)

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 · 6 Einträge

This chemical does not meet GHS hazard criteria for 14.3% (1 of 7) of reports.

Danger

H302 (28.6%): Harmful if swallowed [Warning Acute toxicity, oral];H312 (14.3%): Harmful in contact with skin [Warning Acute toxicity, dermal];H315 (28.6%): Causes skin irritation [Warning Skin corrosion/irritation];H317 (42.9%): May cause an allergic skin reaction [Warning Sensitization, Skin];H319 (28.6%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H335 (14.3%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation];H360 (42.9%): May damage fertility or the unborn child [Danger Reproductive toxicity];H361d (14.3%): Suspected of damaging the unborn child [Warning Reproductive toxicity]

P203, P261, P264, P264+P265, P270, P271, P272, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P318, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 7 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Reported as not meeting GHS hazard criteria per 1 of 7 reports by companies.;There are 5 notifications provided by 6 of 7 reports by companies with hazard statement code(s).;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Gefahrenhinweise

Hazard Classes and CategoriesAcute Tox. 4 (28.6%);Acute Tox. 2 (14.3%);Skin Irrit. 2 (28.6%);Skin Sens. 1 (42.9%);Eye Irrit. 2A (28.6%);STOT SE 3 (14.3%);Repr. 1B (42.9%);Repr. 2 (14.3%)

Toxikologische Informationen

Chemie und Industrie

Pharmakologische Informationen

Metabolism/MetabolitesApproximately 5% of the total dose is metabolized, by cytochrome P450 3A4 and by intestinal microflora. Half Life: 14.4 hours
FDA Pharmacological Classification · 6 Einträge

FEXOFENADINE HCL

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

FEXOFENADINE HYDROCHLORIDE

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

FEXOFENADINE HYDROCHLORIDE 180 MG

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

MeSH Pharmacological Classification · 2 Einträge

Agents that are used to treat allergic reactions. Most of these drugs act by preventing the release of inflammatory mediators or inhibiting the actions of released mediators on their target cells. (From AMA Drug Evaluations Annual, 1994, p475)

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.

Verwendung und Herstellung

UsesAn antihistamine drug used in the treatment of hayfever and similar allergy symptoms.
Anwendungen · 2 Einträge

BeschreibungFexofenadine is a histamine H1 receptor antagonist (Ki = 10 nM). It reverses contraction of isolated rat tracheal strips induced by acetyl-β-methylcholine . Fexofenadine inhibits expression of IL-8 in TNF-α-stimulated HCT116 and COLO 205 cells. Oral administration of fexofenadine (2 and 10 mg/kg) reduces severity of colitis and phospho-IκB kinase activation in a mouse model of colitis induced by dextran sulfate sodium (DSS; ).

Zugehörige Reaktionen

40
Reaktionsaufzeichnung erstellen
Reaktionsgleichung von HRID 341720
HRID 341720als Produktuspto-grants-1999_01
Reaktionsgleichung von HRID 589315
HRID 589315als Eduktuspto-grants-2016_01
Reaktionsgleichung von HRID 644791
HRID 644791als Produktuspto-grants-2010_04
Reaktionsgleichung von HRID 644792
HRID 644792als Produktuspto-grants-2010_04
Reaktionsgleichung von HRID 644793
HRID 644793als Produktuspto-grants-2010_04
Reaktionsgleichung von HRID 720698
HRID 720698als Produktuspto-grants-2006_11
Reaktionsgleichung von HRID 720699
HRID 720699als Produktuspto-grants-2006_11
Reaktionsgleichung von HRID 720700
HRID 720700als Produktuspto-grants-2006_11
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Auf dieser SeiteGrundinformationenNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
DTXSID5048716
ChEMBL
CHEMBL1200618
ChEBI
CHEBI:5051
UNII
2S068B75ZU
EC Number
604-906-2
TreatmentIn the event of overdose, consider standard measures to remove any unabsorbed drug. Symptomatic and supportive treatment is recommended. (L1712)
Exposure RoutesOral. 33%
Toxicity Summary · 1 Eintrag

Like other H1-blockers, Fexofenadine competes with free histamine for binding at H1-receptors in the GI tract, large blood vessels, and bronchial smooth muscle. This blocks the action of endogenous histamine, which subsequently leads to temporary relief of the negative symptoms (eg. nasal congestion, watery eyes) brought on by histamine. Fexofenadine exhibits no anticholinergic, antidopaminergic, alpha1-adrenergic or beta-adrenergic-receptor blocking effects.

Signs and SymptomsSide effects include dizziness, drowsiness, and dry mouth.
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Drug Induced Liver Injury · 6 Einträge

Drug Induced Liver Injury Rank (DILIrank 2.0)

Fexofenadine hydrochloride

vNo-DILI-concern

0

No match

DOI:10.1016/j.drudis.2016.02.015

Effects During Pregnancy and Lactation · 1 Eintrag

◉ Summary of Use during Lactation;Because of its lack of sedation and low milk levels, maternal use of fexofenadine would not be expected to cause any adverse effects in breastfed infants. Fexofenadine might have a negative effect on lactation, especially in combination with a sympathomimetic agent such as pseudoephedrine.;◉ Effects in Breastfed Infants;In one telephone follow-up study of 25 infants exposed to the fexofenadine's parent drug terfenadine, 3 mothers reported irritability in their infants. None of the reactions required medical attention.;◉ Effects on Lactation and Breastmilk;Antihistamines in relatively high doses given by injection can decrease basal serum prolactin in nonlactating women and in early postpartum women. However, suckling-induced prolactin secretion is not affected by antihistamine pretreatment of postpartum mothers. Whether lower oral doses of antihistamines have the same effect on serum prolactin or whether the effects on prolactin have any consequences on breastfeeding success have not been studied. The prolactin level in a mother with established lactation may not affect her ability to breastfeed.

Sicherheitsdaten

wgk
3
hs_code
2933399090
risk_code
36/37/38
hazard_code
Xi
safety_code
26-36
Speicherklasse
11 - Combustible Solids

VerwendenFexofenadine hydrochloride is used as an antihistamine that inhibits Cox-1, Cox-2, and is a histamine H1 receptor agonist.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

TerfenadinAluminiumchlorid4-PiperidinemethanolIodotrimethylsilanNatriumtetrahydroborat

Anbieter100 Anbieter

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