(6R)-6-(1-methyl-1H-indole-3-carbonyl)-4,5,6,7-tetrahydro-1H-1,3-benzodiazole hydrochloride

• ChemBase ID: 177362
• Molecular Formular: C17H18ClN3O
• Molecular Mass: 315.79732
• Monoisotopic Mass: 315.11383989
• SMILES: Cl.c12c(CC[C@H](C1)C(=O)c1cn(c3c1cccc3)C)nc[nH]2
• Canonical SMILES: O=C(c1cn(c2c1cccc2)C)[C@@H]1CCc2c(C1)[nH]cn2.Cl
• InChI: InChI=1S/C17H17N3O.ClH/c1-20-9-13(12-4-2-3-5-16(12)20)17(21)11-6-7-14-15(8-11)19-10-18-14;/h2-5,9-11H,6-8H2,1H3,(H,18,19);1H/t11-;/m1./s1
• InChIKey: XIXYTCLDXQRHJO-RFVHGSKJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (6R)-6-(1-methyl-1H-indole-3-carbonyl)-4,5,6,7-tetrahydro-1H-1,3-benzodiazole hydrochloride
• IUPAC Traditional name: (5R)-5-(1-methylindole-3-carbonyl)-4,5,6,7-tetrahydro-3H-1,3-benzodiazole hydrochloride
• Synonyms: (1-Methyl-1H-indol-3-yl)[(6R)-4,5,6,7-tetrahydro-1H-benzimidazol-6-yl]methanone Hydrochloride; (-)-(R)-5-[(1-Methyl-1H-indol-3-yl)carbonyl]-4,5,6,7-tetrahydro-1H- benzimidazole Monohydrochloride; (R)-(-)-Ramosetron Hydrochloride; Irribow; YM 060; Ramosetron Hydrochloride; (R)-(1-Methyl-1H-indol-3-yl)(4,5,6,7-tetrahydro-1H-benzo[d]imidazol-6-yl)methanone hydrochloride

Database IDs

• CAS Number: 132907-72-3
• PubChem SID: 164233272
• PubChem CID: 107999

CALCULATED PROPERTIES

• Acid pKa: 12.673566
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.5399733
• LogD (pH = 7.4): 2.2096667
• Log P: 2.2444613
• Molar Refractivity: 82.1429 cm^3
• Polarizability: 32.254673 Å^3
• Polar Surface Area: 50.68 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: White Solid
• Melting Point: 244-246°C

Safety Information

• Storage Condition: Hygroscopic, Refrigerator, Under Inert Atmosphere

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - R113050

Selective serotonin 5HT3, receptor antagonist; structurally different from Ondansetron (O655000), Granisetron (G780000). Antiemetic.

REFERENCES

• Miyata, K., et al.: J. Pharmacol. Exp. Ther., 259, 15 (1991)
• Miura, H., et al.: Biomed. Chromatogr., 8, 103 (1991)
• Tabata, H., et al.: Arzneim.-Forsch., 45, 760 (1991)