N-{3-[1-hydroxy-2-(methylamino)ethyl]phenyl}methanesulfonamide

• ChemBase ID: 125794
• Molecular Formular: C10H16N2O3S
• Molecular Mass: 244.31064
• Monoisotopic Mass: 244.08816338
• SMILES: O=S(=O)(Nc1cc(ccc1)C(O)CNC)C
• Canonical SMILES: CNCC(c1cccc(c1)NS(=O)(=O)C)O
• InChI: InChI=1S/C10H16N2O3S/c1-11-7-10(13)8-4-3-5-9(6-8)12-16(2,14)15/h3-6,10-13H,7H2,1-2H3
• InChIKey: ZHOWHMXTJFZXRB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{3-[1-hydroxy-2-(methylamino)ethyl]phenyl}methanesulfonamide
• IUPAC Traditional name: amidephrine
• Synonyms: Amidephrine; (±)-N-[3-[1-Hydroxy-2-(methylamino)ethyl]phenyl]methanesulfonamide; (±)-Amidephrine; Amidefrine; MJ 1996

Database IDs

• CAS Number: 37571-84-9; 3354-67-4
• PubChem SID: 162220141
• PubChem CID: 15010
• CHEMBL: 146408
• Chemspider ID: 14288
• IUPHAR ligand ID: 514
• Unique Ingredient Identifier: 7E2P22546V
• Wikipedia Title: Amidephrine

CALCULATED PROPERTIES

• Acid pKa: 9.910178
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -3.883086
• LogD (pH = 7.4): -2.7162316
• Log P: -1.1899618
• Molar Refractivity: 61.9517 cm^3
• Polarizability: 25.162243 Å^3
• Polar Surface Area: 78.43 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A576650

Amidephrine is an alpha-adrenergic agonist. Amidephrine was shown to produce non-selective, dose-dependent increase in IUP and BP and decrease in heart rate in anesthetized micropig and rabbit

REFERENCES

• Minneman, K.P. et al.: Mol. Pharmacol., 46, 929 (1994)
• Blue, D.R. et al.: BJU Int., 93, 162 (1994)