N-[(3S)-1-azabicyclo[2.2.2]octan-3-yl]-6-chloro-1H-1,3-benzodiazole-4-carboxamide

• ChemBase ID: 153244
• Molecular Formular: C15H17ClN4O
• Molecular Mass: 304.77468
• Monoisotopic Mass: 304.10908886
• SMILES: c1c(cc2c(c1C(=O)N[C@@H]1CN3CCC1CC3)nc[nH]2)Cl
• Canonical SMILES: Clc1cc(C(=O)N[C@@H]2CN3CCC2CC3)c2c(c1)[nH]cn2
• InChI: InChI=1S/C15H17ClN4O/c16-10-5-11(14-12(6-10)17-8-18-14)15(21)19-13-7-20-3-1-9(13)2-4-20/h5-6,8-9,13H,1-4,7H2,(H,17,18)(H,19,21)/t13-/m1/s1
• InChIKey: ZSVQUSFCJUITKQ-CYBMUJFWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[(3S)-1-azabicyclo[2.2.2]octan-3-yl]-6-chloro-1H-1,3-benzodiazole-4-carboxamide
• IUPAC Traditional name: N-[(3S)-1-azabicyclo[2.2.2]octan-3-yl]-6-chloro-1H-1,3-benzodiazole-4-carboxamide
• Synonyms: (S)-(-)-N-(1-Azabicyclo[2.2.2]oct-3-yl)-6-chlorobenzimidazole-4-carboxamide; UCM 17197

Database IDs

• CAS Number: 255063-98-0
• MDL Number: MFCD06798355
• PubChem SID: 162247383
• PubChem CID: 1235484

CALCULATED PROPERTIES

• Acid pKa: 10.725705
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.1080316
• LogD (pH = 7.4): 0.68716484
• Log P: 1.313514
• Molar Refractivity: 81.7187 cm^3
• Polarizability: 32.314793 Å^3
• Polar Surface Area: 61.02 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: ~13 mg/mL
• Apperance: white solid

Safety Information

• Storage Condition: desiccated
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C15H17ClN4O

DETAILS

Sigma Aldrich - U4258

Biochem/physiol Actions
Serotonin 5-HT3 receptor antagonist.