Zofran
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Grundinformationen
- CAS
103639-04-9- Standard-SMILES
Cc1nccn1CC1CCc2c(c3ccccc3n2C)C1=O.Cl.O.O- InChIKey
VRSLTNZJOUZKLX-UHFFFAOYSA-N- Summenformel
- C18H24ClN3O3
- Durchschnittliche Molmasse
- 365,9 g/mol
- Monoisotopische Masse
- 365,15061931
Überblick
Ondansetron hydrochloride is a member of carbazoles.
Namen und Bezeichner
- Bevorzugter Name
- Zofran
- IUPAC
- 9-methyl-3-[(2-methylimidazol-1-yl)methyl]-2,3-dihydro-1H-carbazol-4-one;dihydrate;hydrochloride
- Englischer Name
- Ondansetron hydrochloride
- Summenformel
- C18H22ClN3O2
- Molmasse
- 347.84
Namen und Synonyme
ZofranRefChem:934563Ondansetron hydrochloride dihydrate103639-04-9Ondansetron hydrochloride hydrateSetrodonDTXSID90488579-methyl-3-[(2-methylimidazol-1-yl)methyl]-2,3-dihydro-1H-carbazol-4-one;dihydrate;hydrochlorideGR-38032FMFCD00374371CHEBI:7774DTXCID6028783
Weitere Namen anzeigen
AKOS NCG1-0013ondansetron hydOndansetronHclUsp28Ondansetron hydrochlODANSETRON HYDROCHLORIDEOndansetron hydrochloridOndansetronHClmonohydrateOndansetron hydrochlorideGR 38032SN 307NSC 665799Ondansetron impurity A CRS
Ondansetron (hydrochloride dihydrate)9-Methyl-3-((2-methyl-1H-imidazol-1-yl)methyl)-1,2,3,9-tetrahydro-4H-carbazol-4-one hydrochloride dihydrateKS-1091ONDANSETRON HYDROCHLORIDE [MART.]CAS-103639-04-94H-Carbazol-4-one,1,2,3,9-tetrahydro-9-methyl-3-[(2-methyl-1H-imidazol-1-yl)methyl]-,monohydrochloride, dihydrateUNII-NMH84OZK2BZensana
Datenbank-Bezeichner
- CAS
103639-04-9- PubChem CID
- 59774
- DTXSID
DTXSID9048857- ChEBI
CHEBI:7774- UNII
- NMH84OZK2B
- EC Number
- 600-465-5
Eigenschaften
Berechnete StruktureigenschaftenWird ergänzt
- Polarare Oberfläche (TPSA)
- 41,8 Ų
- H-Brücken-Donoren
- 3
- H-Brücken-Akzeptoren
- 4
- Frei drehbare Bindungen
- 2
- Schwere Atome
- 25
- Formalladung
- 0
- Komplexität
- 440
Experimentelle und physikochemische Eigenschaften
Human DrugsBreast Feeding; Lactation; Milk, Human; Antiemetics; Gastrointestinal Agents; Serotonin Antagonists; Serotonin 5-HT3 Receptor Antagonists
Physikochemische Eigenschaften
- Schmelzpunkt
- 231 · 231-232 C
- storage temp.
- -20 °C · -20°C
- Löslichkeit
- 2 O: · H2O: >5mg/mL
- Aggregatzustand
- powder
- Farbe
- white
- Wasserlöslichkeit
- 2 O: · H2O: >5mg/mL
- InChI
- InChI=1S/C18H19N3O.ClH.H2O/c1-12-19-9-10-21(12)11-13-7-8-16-17(18(13)22)14-5-3-4-6-15(14)20(16)2;;/h3-6,9-10,13H,7-8,11H2,1-2H3;1H;1H2
- InChIKey
- FELGMEQIXOGIFQ-ZDUSSCGKSA-N
- SMILES
- O=C1C(CCC2N(C)C3=CC=CC=C3C1=2)CN1C=CN=C1C.Cl.O
- CAS Datenbank
- 103639 · 103639-04-9(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
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
P264, P264+P265, P270, P273, P280, P301+P316, P305+P351+P338, P305+P354+P338, P317, P321, P330, P337+P317, P391, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 117 reports by companies from 16 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Hazard Classes and CategoriesAcute Tox. 3 (100%)
Toxikologische Informationen
TreatmentThere is no specific antidote for ondansetron overdose. Patients should be managed with appropriate supportive therapy. (L1712)
Exposure RoutesOndansetron is well absorbed after oral administration and undergoes limited first-pass metabolism.
Toxicity Summary
Ondansetron is a selective serotonin 5-HT<sub>3</sub> receptor antagonist. The antiemetic activity of the drug is brought about through the inhibition of 5-HT<sub>3</sub> receptors present both centrally (medullary chemoreceptor zone) and peripherally (GI tract). This inhibition of 5-HT<sub>3</sub> receptors in turn inhibits the visceral afferent stimulation of the vomiting center, likely indirectly at the level of the area postrema, as well as through direct inhibition of serotonin activity within the area postrema and the chemoreceptor trigger zone.
Signs and SymptomsLow blood pressure and fainting, sudden blindness, severe constipation
Chemie und Industrie
Pharmakologische Informationen
Metabolism/MetabolitesHepatic
Half Life: 5.7 hours
MeSH Pharmacological Classification
Drugs used to prevent NAUSEA or VOMITING.
Agents, usually topical, that relieve itching (pruritus).
Drugs that bind to but do not activate SEROTONIN 5-HT3 RECEPTORS, thereby blocking the actions of SEROTONIN or SEROTONIN 5-HT3 RECEPTOR AGONISTS.
Verwendung und Herstellung
UsesFor the prevention of nausea and vomiting associated with emetogenic cancer chemotherapy, postoperation, and radiation. Also used for the treatment of postoperative nausea and vomiting.
Anwendungen
BeschreibungOndansetron hydrochloride is a selective 5HT3-antagonist approved for the management of nausea and vomiting induced by cancer chemotherapy and radiotherapy. It is reported to have a superior side-effect profile compared with metoclopramide, representing an important advance in the treatment of nausea and vomiting associated with chemotherapy. Ondansetron hydrochloride is the first specific 5HT3-antagonist to reach the market. It is also under investigation for a number of other indications, including anxiety and schizophrenia.
VerwendenOndansetron hydrochloride dihydrate has been used as a 5-HT3 antagonist to attenuate rostro ventromedial medulla (RVM)/cholecystokinin (CCK)-induced mechanical hypersensitivity and to block the effects of trichostatin A (TSA) on 5-HT3 protein.
Vor- und nachgelagerte Produkte
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