Emedastine

HCID 3219CAS 87233-61-2

Grundinformationen

Standard-SMILES
CCOCCn1c(N2CCCN(C)CC2)nc2ccccc21
InChIKey
KBUZBQVCBVDWKX-UHFFFAOYSA-N
Summenformel
C17H26N4O
Durchschnittliche Molmasse
302,4 g/mol
Monoisotopische Masse
302,21066145

Überblick

Emedastine is 1-Methyl-1,4-diazepane in which the hydrogen attached to the nitrogen at position 4 is substituted by a 1-(2-ethoxyethyl)-1H-benzimidazol-2-yl group. A relatively selective histamine H1 antagonist, it is used as the difumatate salt for allergic rhinitis, urticaria, and pruritic skin disorders, and in eyedrops for the symptomatic relief of allergic conjuntivitis. It has a role as a H1-receptor antagonist, an anti-allergic agent and an antipruritic drug.

Namen und Bezeichner

Bevorzugter Name
Emedastine
IUPAC
1-(2-ethoxyethyl)-2-(4-methyl-1,4-diazepan-1-yl)benzimidazole
Englischer Name
Emedastine
Summenformel
C17H26N4O
Molmasse
302.41

Namen und Synonyme

emedastine87233-61-2EmedastinaEmedastinum1-(2-Ethoxyethyl)-2-(hexahydro-4-methyl-1H-1,4-diazepin-1-yl)benzimidazole9J1H7Y9OJV1-(2-ethoxyethyl)-2-(4-methyl-1,4-diazepan-1-yl)-1H-1,3-benzodiazole1-[2-(ethoxy)ethyl]-2-(4-methyl-1-homopiperazinyl)benzimidazoleCHEBI:4779DTXSID70482431-(2-Ethoxy-ethyl)-2-(4-methyl-[1,4]diazepan-1-yl)-1H-benzoimidazole1H-Benzimidazole, 1-(2-ethoxyethyl)-2-(hexahydro-4-methyl-1H-1,4-diazepin-1-yl)-
Weitere Namen anzeigen
EmestineEmedastine impurity FEmedastinc Impurity CEmedastine Impurity CEmedastine Impurity 14Emedastine, 10 mM in DMSO1-(2-Ethoxyethyl)-2-(4-methyl-1,4-diazepan-1-yl)benzimidazole1-(2-Ethoxyethyl)-2-(4-methyl-1,4-diazepan-1-yl)-1H-benzimidazole
KG 24131-(2-(ethoxy)ethyl)-2-(4-methyl-1-homopiperazinyl)benzimidazole1-(2-Ethoxy-ethyl)-2-(4-methyl-(1,4)diazepan-1-yl)-1H-benzoimidazoleRefChem:590745DTXCID8028218S01GX06Emedastine [INN]Emedastinum [INN-Latin]

Datenbank-Bezeichner

CAS
87233-61-2
PubChem CID
3219
DTXSID
DTXSID7048243
ChEMBL
CHEMBL594
ChEBI
CHEBI:4779
UNII
9J1H7Y9OJV
Nikkaji
J253.163A

Eigenschaften

Berechnete Struktureigenschaften

XLogP
2,2
Polarare Oberfläche (TPSA)
33,5 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
4
Frei drehbare Bindungen
5
Schwere Atome
22

Experimentelle und physikochemische Eigenschaften

DrugsPharmaceuticals -> Listed in ZINC15
LogP2.6
Solubility · 2 Einträge

Soluble (difumarate formulation)

1.44e+00 g/L

Human Drugs · 2 Einträge

Breast Feeding; Lactation; Milk, Human; Antihistamines

EMA approved medicines: Human medicine

Physical DescriptionSolid

Physikochemische Eigenschaften

Siedepunkt
446.6 · 446.6±55.0 °C(Predicted)
Dichte
1.15 · 1.15±0.1 g/cm3(Predicted)
storage temp.
2 · 2-8°C
Löslichkeit
125 mg/mL · DMSO: 125 mg/mL (413.35 mM); Ethanol: 100 mg/mL (330.68 mM)
pka
8.86 · 8.86±0.10(Predicted)
Aggregatzustand
Viscous Liquid

Sicherheit und Regulatorisches

Toxikologische Informationen

Effects During Pregnancy and Lactation◉ Summary of Use during Lactation

Chemie und Industrie

Pharmakologische Informationen

ATC Code · 3 Einträge

S01GX06

S - Sensory organs

QS - Sensory organs

PharmacodynamicsEmedastine is a relatively selective H<sub>1</sub>-receptor antagonist.
Mechanism of Action · 1 Eintrag

Emedastine is a relatively selective, histamine H<sub>1</sub> antagonist. In vitro examinations of emedastine's affinity for histamine receptors demonstrate relative selectivity for the H<sub>1</sub> histamine receptor. In vivo studies have shown concentration-dependent inhibition of histamine-stimulated vascular permeability in the conjunctiva following topical ocular administration. Emedastine appears exert negligible effects on adrenergic, dopaminergic and serotonin receptors.

Biological Half-LifeThe elimination half-life in the plasma is 3-4 hours following oral administration.
Metabolism/MetabolitesTwo primary metabolites, 5-hydroxyemedastine and 6-hydroxyemedastine, are excreted in the urine as both free and conjugated forms. Minor metabolites include the 5'-oxoanalogs of 5-hydroxyemedastine and 6-hydroxy-emedastine and the N-oxide.
FDA Pharmacological Classification · 5 Einträge

9J1H7Y9OJV

EMEDASTINE

Mechanisms of Action [MoA] - Histamine H1 Receptor Antagonists

Established Pharmacologic Class [EPC] - Histamine-1 Receptor Inhibitor

Emedastine is a Histamine-1 Receptor Inhibitor. The mechanism of action of emedastine is as a Histamine H1 Receptor Antagonist.

Anwendungen

VerwendenAntihistaminic, H1-receptor; asthma prophylactic; anti-allergic.

Anbieter50 Anbieter

武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]
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广州隽沐生物科技股份有限公司020-36607679; 13502246435 · [email protected]
广州佳途科技股份有限公司81960175 18933936954 · [email protected]
Ergänzende Hinweise · 1 Eintrag

DefinitionChEBI: 1-Methyl-1,4-diazepane in which the hydrogen attached to the nitrogen at position 4 is substituted by a 1-(2-ethoxyethyl)-1H-benzimidazol-2-yl group. A relatively selective histamine H1 antagonist, it is used as the ifumatate salt for allergic rhinitis, urticaria, and pruritic skin disorders, and in eyedrops for the symptomatic relief of allergic conjuntivitis.

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