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HCID 4440Erstellt: 4. November 2026

Naratriptan

Naratriptan · Naratriptan1 · Naratriptane · Naratriptan(Amerge) · Naratriptan, 10 mM in DMSO · AMERGE · NARAMIG · GR-85548A

https://huagongshe.com/de/chemical/4440

Molekülstruktur von Naratriptan

Identifikatoren & physikalische Daten

CAS No.121679-13-8
SummenformelC17H25N3O2S
Durchschnittliche Molmasse335,5 g/mol
Monoisotopische Masse335,16674804 g/mol
SMILESCNS(=O)(=O)CCc1ccc2[nH]cc(C3CCN(C)CC3)c2c1
InChIKeyAMKVXSZCKVJAGH-UHFFFAOYSA-N
PubChem CID4440
ChEMBLCHEMBL1278
ChEBICHEBI:7478
EC No.601-800-8
DTXSIDDTXSID7023354

Chemische & physikalische Eigenschaften

XLogP2
Polarare Oberfläche (TPSA)73,6
H-Brücken-Donoren2
H-Brücken-Akzeptoren4
Frei drehbare Bindungen5
Schwere Atome23
Formalladung0
Komplexität483
ArzneimittelPharmaceuticalsPharmaceuticals -> Listed in ZINC15
LogP (Verteilungskoeffizient)1.6
Löslichkeit1.14e-01 g/L
Human DrugsBreast FeedingLactationMilk, HumanSerotonin Receptor AgonistsSerotonin 5-HT1 Receptor AgonistsTriptansVasoconstrictor AgentsPharmaceuticals
Schmelzpunkt246 °C (hydrochloride salt)170-171°
Physical DescriptionSolid
Collision Cross Section174.3 Ų [M+H]+ [CCS Type: TWMethod: Major Mix IMS/Tof Calibration Kit (Waters)]
Siedepunkt541.3±60.0 °C(Predicted)
Dichte1.227±0.06 g/cm3(Predicted)
pKa (Säurekonstante)11.52±0.40(Predicted)

Sicherheit & Vorschriften

TreatmentThere is no specific antidote to naratriptan. Standard supportive treatment should be applied as required. If the patient presents with chest pain or other symptoms consistent with angina pectoris, ECG monitoring should be performed for evidence of ischemia. (L1712)
ExpositionspfadeWell absorbed (74% oral biovaility), absorption is rapid with peak plasma concentrations after 2-5 hours. The rate of absorption is slower during a migraine attack.
ToxizitätsübersichtThree distinct pharmacological actions have been implicated in the antimigraine effect of the triptans: (1) stimulation of presynaptic 5-HT1D receptors, which serves to inhibit both dural vasodilation and inflammation(2) direct inhibition of trigeminal nuclei cell excitability via 5-HT1B/1D receptor agonism in the brainstem and (3) vasoconstriction of meningeal, dural, cerebral or pial vessels as a result of vascular 5-HT1B receptor agonism.
Signs and SymptomsSymptoms of overdose include light-headedness, loss of coordination, tension in the neck, and tiredness.
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Drug Induced Liver InjuryDrug-Induced Liver Injury Severity and Toxicity (DILIst)naratriptanDILI NegativeOralDOI:10.1016/j.drudis.2019.09.022
Effects During Pregnancy and Lactation◉ Summary of Use during Lactation

Anwendungen & Verwendung

Verwenden

Naratriptan is a triptan drug that is used for the treatment of migraine headaches.