(1S,3R,5R)-3-[(2-hydroxy-2,2-diphenylacetyl)oxy]-8$l^{5}-azaspiro[bicyclo[3.2.1]octane-8,1'-pyrrolidin]-8-ylium chloride

• ChemBase ID: 73100
• Molecular Formular: C25H30ClNO3
• Molecular Mass: 427.9636
• Monoisotopic Mass: 427.19142151
• SMILES: [Cl-].[C@@H]12CC[C@@H]([N+]31CCCC3)C[C@@H](C2)OC(=O)C(c1ccccc1)(c1ccccc1)O
• Canonical SMILES: O=C(C(c1ccccc1)(c1ccccc1)O)O[C@@H]1C[C@@H]2CC[C@H](C1)[N+]12CCCC1.[Cl-]
• InChI: InChI=1S/C25H30NO3.ClH/c27-24(25(28,19-9-3-1-4-10-19)20-11-5-2-6-12-20)29-23-17-21-13-14-22(18-23)26(21)15-7-8-16-26;/h1-6,9-12,21-23,28H,7-8,13-18H2;1H/q+1;/p-1
• InChIKey: RVCSYOQWLPPAOA-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,3R,5R)-3-[(2-hydroxy-2,2-diphenylacetyl)oxy]-8$l^{5}-azaspiro[bicyclo[3.2.1]octane-8,1'-pyrrolidin]-8-ylium chloride
• IUPAC Traditional name: trospium chloride
• Synonyms: Sanctura; Trospium chloride

Database IDs

• CAS Number: 10405-02-4
• PubChem SID: 162038020
• PubChem CID: 5284631

CALCULATED PROPERTIES

• Acid pKa: 11.049374
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.500937
• LogD (pH = 7.4): -0.49911553
• Log P: -0.5009603
• Molar Refractivity: 124.0383 cm^3
• Polarizability: 44.51387 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C

Pharmacology Properties

• Target: Muscarinic receptor

Product Information

• Salt Data: chloride

DETAILS

Selleck Chemicals - S2549

Biological Activity:
Trospium chloride (Sanctura) is a competitive muscarinic cholinergic receptor antagonist. Trospium chloride (Sanctura) is a quaternary ammonium compound. Trospium chloride (Sanctura), dosed 20 mg twice daily, is significantly superior to placebo in improving cystometric parameters, reducing urinary frequency, reducing incontinence episodes, and increasing urine volume per micturition. In active-controlled trials, trospium chloride was at least equivalent to immediate-release formulations of oxybutynin and tolterodine in efficacy and tolerability. [1][2][3]References on Trospium chloride (Sanctura)[] Ann Pharmacother, 2009, 43:283-295[] Therapeutics and Clinical Risk Management, 2005, 1(2):157–166

REFERENCES

• Guay DR. Ther Clin Risk Manag. 2005 Jun; 1(2):157-67.