Tiotropium bromide monohydrateProduct ingredient for Tiotropium
- Name
- Tiotropium bromide monohydrate
- Drug Entry
- Tiotropium
Tiotropium is a long-acting, antimuscarinic bronchodilator used in the management of chronic obstructive pulmonary disease (COPD) and asthma.1,2,3,4,5 Tiotropium acts mainly on M3 muscarinic receptors located in the airways to produce smooth muscle relaxation and bronchodilation.1,2,3,4,5
Tiotropium is more specific for the subset of muscarinic receptors commonly found in the lungs than ipratropium.1
Tiotropium was granted FDA approval on 30 January 2004.2
- Accession Number
- DBSALT001524
- Structure
Structure for Tiotropium bromide monohydrate (DBSALT001524)
- Synonyms
- Not Available
- UNII
- L64SXO195N
- CAS Number
- 411207-31-3
- Weight
- Average: 490.43
Monoisotopic: 489.027928 - Chemical Formula
- C19H24BrNO5S2
- InChI Key
- MQLXPRBEAHBZTK-SEINRUQRSA-M
- InChI
- InChI=1S/C19H22NO4S2.BrH.H2O/c1-20(2)12-9-11(10-13(20)17-16(12)24-17)23-18(21)19(22,14-5-3-7-25-14)15-6-4-8-26-15;;/h3-8,11-13,16-17,22H,9-10H2,1-2H3;1H;1H2/q+1;;/p-1/t11-,12-,13+,16-,17+;;
- IUPAC Name
- (1R,2R,4S,5S,7S)-7-{[2-hydroxy-2,2-bis(thiophen-2-yl)acetyl]oxy}-9,9-dimethyl-3-oxa-9-azatricyclo[3.3.1.0^{2,4}]nonan-9-ium hydrate bromide
- SMILES
- O.[Br-].C[N+]1(C)[C@H]2C[C@@H](C[C@@H]1[C@H]1O[C@@H]21)OC(=O)C(O)(C1=CC=CS1)C1=CC=CS1
- External Links
- ChemSpider
- 10482303
- BindingDB
- 50066861
- ChEBI
- 32230
- ChEMBL
- CHEMBL3545181
- Wikipedia
- Tiotropium_bromide_monohydrate
- Predicted Properties
Property Value Source Water Solubility 0.0142 mg/mL ALOGPS logP -0.87 ALOGPS logP -1.8 Chemaxon logS -4.5 ALOGPS pKa (Strongest Acidic) 10.35 Chemaxon pKa (Strongest Basic) -4.3 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 59.06 Å2 Chemaxon Rotatable Bond Count 5 Chemaxon Refractivity 109.18 m3·mol-1 Chemaxon Polarizability 39.42 Å3 Chemaxon Number of Rings 5 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon