7-{[2-hydroxy-2,2-bis(thiophen-2-yl)acetyl]oxy}-9-(2H3)methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-9-ium methane bromide

• ChemBase ID: 178667
• Molecular Formular: C19H24BrNO4S2
• Molecular Mass: 474.43216
• Monoisotopic Mass: 473.03301225
• SMILES: C12C3C(C(CC(C1)OC(=O)C(c1cccs1)(c1sccc1)O)[NH+]2C)O3.C.[Br-]
• Canonical SMILES: C[NH+]1C2CC(CC1C1C2O1)OC(=O)C(c1cccs1)(c1cccs1)O.C.[Br-]
• InChI: InChI=1S/C18H19NO4S2.CH4.BrH/c1-19-11-8-10(9-12(19)16-15(11)23-16)22-17(20)18(21,13-4-2-6-24-13)14-5-3-7-25-14;;/h2-7,10-12,15-16,21H,8-9H2,1H3;1H4;1H
• InChIKey: VSVCAHOZRPJARW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-{[2-hydroxy-2,2-bis(thiophen-2-yl)acetyl]oxy}-9-(^2H₃)methyl-3-oxa-9-azatricyclo[3.3.1.0^2,^4]nonan-9-ium methane bromide
• IUPAC Traditional name: 7-{[2-hydroxy-2,2-bis(thiophen-2-yl)acetyl]oxy}-9-(^2H₃)methyl-3-oxa-9-azatricyclo[3.3.1.0^2,^4]nonan-9-ium methane bromide
• Synonyms: (1α,2β,4β,5α,7β)-7-[(2-Hydroxy-2,2-di-2-thienylacetyl)oxy]-9,9-dimethyl-3-oxa-9-azoniatricyclo[3.3.1.02,4]nonane-d3 Bromide; Tiotropium-d3 Bromide

Database IDs

• CAS Number: 1127226-56-5
• PubChem SID: 164234577
• PubChem CID: 71752586

CALCULATED PROPERTIES

• Acid pKa: 10.35137
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.94037557
• LogD (pH = 7.4): 2.271813
• Log P: 2.405053
• Molar Refractivity: 104.2853 cm^3
• Polarizability: 37.090874 Å^3
• Polar Surface Area: 63.5 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid
• Melting Point: >200°C (dec.)

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - T444852

Muscarinic receptor antagonist. Bronchodilator.

REFERENCES

• Haddad, E.-B., et al.: Mol. Pharmacol., 45, 899 (1994)
• Donohue, J. F., et al.: Chest, 122, 47 (1994)
• Profita, M., et al.: Allergy, 60, 1361 (1994)
• Dusser, D., et al.: Eur. Respir. J., 27, 547 (1994)