Alosetron hydrochlorideProduct ingredient for Alosetron
- Name
- Alosetron hydrochloride
- Drug Entry
- Alosetron
Alosetron is a 5-HT3 antagonist used only for the management of severe diarrhoea-predominant irritable bowel syndrome (IBS) in women. Alosetron has an antagonist action on the 5-HT3 receptors and thus may modulate serotonin-sensitive gastrointestinal (GI) processes. Alosetron was voluntarily withdrawn from the US market in November 2000 by the manufacturer due to numerous reports of severe adverse effects including ischemic colitis, severely obstructed or ruptured bowel, and death. In June 2002, the FDA approved a supplemental new drug application allowing the remarketing of the drug under restricted conditions of use.
- Accession Number
- DBSALT000247
- Structure
- Synonyms
- Alosetron HCl
- UNII
- 2F5R1A46YW
- CAS Number
- 122852-69-1
- Weight
- Average: 330.812
Monoisotopic: 330.124738957 - Chemical Formula
- C17H19ClN4O
- InChI Key
- FNYQZOVOVDSGJH-UHFFFAOYSA-N
- InChI
- InChI=1S/C17H18N4O.ClH/c1-11-13(19-10-18-11)9-21-8-7-15-16(17(21)22)12-5-3-4-6-14(12)20(15)2;/h3-6,10H,7-9H2,1-2H3,(H,18,19);1H
- IUPAC Name
- 5-methyl-2-[(4-methyl-1H-imidazol-5-yl)methyl]-1H,2H,3H,4H,5H-pyrido[4,3-b]indol-1-one hydrochloride
- SMILES
- Cl.CN1C2=C(C3=CC=CC=C13)C(=O)N(CC1=C(C)N=CN1)CC2
- External Links
- PubChem Compound
- 60758
- ChemSpider
- 54758
- ChEBI
- 53783
- ChEMBL
- CHEMBL1200885
- Wikipedia
- Alosetron
- Predicted Properties
Property Value Source Water Solubility 0.439 mg/mL ALOGPS logP 1.78 ALOGPS logP 0.98 Chemaxon logS -2.8 ALOGPS pKa (Strongest Acidic) 14.04 Chemaxon pKa (Strongest Basic) 6.48 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 2 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 53.92 Å2 Chemaxon Rotatable Bond Count 2 Chemaxon Refractivity 86.25 m3·mol-1 Chemaxon Polarizability 32.4 Å3 Chemaxon Number of Rings 4 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon