9-methyl-3-[(2-methyl-1H-imidazol-1-yl)methyl]-2,3,4,9-tetrahydro-1H-carbazol-4-one hydrochloride

• ChemBase ID: 72655
• Molecular Formular: C18H20ClN3O
• Molecular Mass: 329.8239
• Monoisotopic Mass: 329.12948996
• SMILES: c1ccc2c(c1)c1c(n2C)CCC(C1=O)Cn1c(ncc1)C.Cl
• Canonical SMILES: O=C1C(CCc2c1c1ccccc1n2C)Cn1ccnc1C.Cl
• InChI: InChI=1S/C18H19N3O.ClH/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
• InChIKey: MKBLHFILKIKSQM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 9-methyl-3-[(2-methyl-1H-imidazol-1-yl)methyl]-2,3,4,9-tetrahydro-1H-carbazol-4-one hydrochloride
• IUPAC Traditional name: ondansetron hydrochloride
• Synonyms: 1,2,3,9-Tetrahydro-9-methyl-3-[(2-methyl-1H-imidazol-1-yl)methyl]-4H-carbazol-4-one Hydochloride; GR 38032; GR 38032X; Zophren; Zudan; Zofran; Ondemet; Emeset; Emetron; Ondansetron hydrochloride; 9-methyl-3-((2-methyl-1H-imidazol-1-yl)methyl)-2,3-dihydro-1H-carbazol-4(9H)-one hydrochloride

Database IDs

• CAS Number: 99614-01-4
• PubChem SID: 162037580
• PubChem CID: 68647

CALCULATED PROPERTIES

• Acid pKa: 15.385697
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.3377254
• LogD (pH = 7.4): 2.1069536
• Log P: 2.349965
• Molar Refractivity: 86.7795 cm^3
• Polarizability: 34.021282 Å^3
• Polar Surface Area: 39.82 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: White to Light Beige Solid
• Melting Point: 176-181°C

Safety Information

• Storage Condition: -20°C; -20°C Freezer

Pharmacology Properties

• Target: 5-HT receptor

Product Information

• Salt Data: HCl; Hydrochloride

DETAILS

Selleck Chemicals - S1390

Research Area: Neurological Disease
Biological Activity:
Ondansetron is a serotonin 5-HT3 receptor antagonist used mainly as an antiemetic to treat nausea and vomiting, often following chemotherapy. Its effects are thought to be on both peripheral and central nerves. Ondansetron reduces the activity of the vagus nerve, which deactivates the vomiting center in the medulla oblongata, and also blocks serotonin receptors in the chemoreceptor trigger zone. It has little effect on vomiting caused by motion sickness, and does not have any effect on dopamine receptors or muscarinic receptors. [1]

Toronto Research Chemicals - O655000

A specific serotonin (5-HT3) receptor antagonist. Antiemetic.

REFERENCES

• http://en.wikipedia.org/wiki/Ondansetron
• Kris, M.G., et al.: J. Clin. Oncol., 6, 659 (1988)
• Faris, P..L., et al.: Lances, 355, 792 (1988)