N-{3-[cyclohexylidene(1H-imidazol-5-yl)methyl]phenyl}ethane-1-sulfonamide

• ChemBase ID: 153704
• Molecular Formular: C18H23N3O2S
• Molecular Mass: 345.45912
• Monoisotopic Mass: 345.15109799
• SMILES: CCS(=O)(=O)Nc1cccc(c1)C(=C1CCCCC1)c1cnc[nH]1
• Canonical SMILES: CCS(=O)(=O)Nc1cccc(c1)C(=C1CCCCC1)c1cnc[nH]1
• InChI: InChI=1S/C18H23N3O2S/c1-2-24(22,23)21-16-10-6-9-15(11-16)18(17-12-19-13-20-17)14-7-4-3-5-8-14/h6,9-13,21H,2-5,7-8H2,1H3,(H,19,20)
• InChIKey: MTZVJHSZYMWIAG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{3-[cyclohexylidene(1H-imidazol-5-yl)methyl]phenyl}ethane-1-sulfonamide
• IUPAC Traditional name: N-{3-[cyclohexylidene(3H-imidazol-4-yl)methyl]phenyl}ethanesulfonamide
• Synonyms: N-[3-(cyclohexylidene(1H-imidazol-4-ylmethyl)phenyl]ethanesulfonamide; A-315456

Database IDs

• MDL Number: MFCD04040120
• PubChem SID: 162247843; 24278798
• PubChem CID: 6603710

CALCULATED PROPERTIES

• Acid pKa: 9.916128
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.8313531
• LogD (pH = 7.4): 2.2849777
• Log P: 2.3267903
• Molar Refractivity: 105.6412 cm^3
• Polarizability: 37.70642 Å^3
• Polar Surface Area: 74.85 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble24 mg/mL; H2O: insoluble
• Apperance: off-white solid

Safety Information

• 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

Pharmacology Properties

• Gene Information: human ... ADRA1D(146)

Product Information

• Purity: >98% (HPLC)
• Empirical Formula (Hill Notation): C18H23N3O2S

DETAILS

Sigma Aldrich - A6351

Biochem/physiol Actions
Selective α1D-adrenoceptor antagonist.
Application
A-315456 is a potent and selective α1D-antagonist that may serve as a useful pharmacological ligand to probe the physiological role of the α(1D)-adrenoceptor subtype in normal and disease states.