Trospium Chloride

• CAT Number: A000910
• CAS Number: 10405-02-4
• Molecular Formula: C25H30ClNO3
• Molecular Weight: 428
• Purity: ≥95%
• Synonyms: 10405-02-4; Sanctura; Relaspium; Trospium (chloride); Keptan
• Target: Neuronal Signaling
• Solubility: Soluble in DMSO > 10 mM
• Storage: -20°C
• IUPAC Name: [(1R,5S)-spiro[8-azoniabicyclo[3.2.1]octane-8,1'-azolidin-1-ium]-3-yl] 2-hydroxy-2,2-diphenylacetate;chloride
• 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/t21-,22+,23?
• InChIKey: RVCSYOQWLPPAOA-VROPFNGYSA-M
• SMILES: C1CC[N+]2(C1)C3CCC2CC(C3)OC(=O)C(C4=CC=CC=C4)(C5=CC=CC=C5)O.[Cl-]

Trospium chloride (CAS 10405-02-4) is a muscarinic antagonist. Trospium chloride antagonizes the effect of acetylcholine on muscarinic receptors in cholinergically innervated organs including the bladder. Its parasympatholytic action reduces the tonus of smooth muscle in the bladder. Receptor assays showed that trospium chloride has negligible affinity for nicotinic receptors as compared to muscarinic receptors at concentrations obtained from therapeutic doses.

Overview of Clinical Research

Trospium chloride is a muscarinic receptor antagonist used to treat overactive bladder.

Reference

1: Abulseoud A, Moussa A, Abdelfattah G, Ibrahim I, Saba E, Hassouna M. Transcutaneous posterior tibial nerve electrostimulation with low dose trospium chloride: Could it be used as a second line treatment of overactive bladder in females. Neurourol Urodyn. 2017 Aug 9. doi: 10.1002/nau.23361. [Epub ahead of print] PubMed PMID: 28792105.
2: Yan M, Xue P, Wang K, Gao G, Zhang W, Sun F. Does combination therapy with tamsulosin and trospium chloride improve lower urinary tract symptoms after SEEDS brachytherapy for prostate cancer compared with tamsulosin alone? : A prospective, randomized, controlled trial. Strahlenther Onkol. 2017 Sep;193(9):714-721. doi: 10.1007/s00066-017-1162-5. Epub 2017 Jun 13. PubMed PMID: 28612083.
3: Turkoglu AR, Parmak Yener N, Coban S, Guzelsoy M, Emul A, Demirbas M, Demirci H. Effect of trospium chloride therapy on intraocular pressure and tear secretion in overactive bladder patients. Cutan Ocul Toxicol. 2017 Dec;36(4):331-335. doi: 10.1080/15569527.2017.1289219. Epub 2017 May 4. PubMed PMID: 28468509.
4: Krivoborodov GG, Tur EI, Efremov NS, Shkolnikov ME. [High doses of trospium chloride in patients with idiopathic overactive bladder. Data of large-scale, multicenter observational program Resource]. Urologiia. 2016 Aug;(4):29-34. Russian. PubMed PMID: 28247723.
5: Geller EJ, Dumond JB, Bowling JM, Khandelwal CM, Wu JM, Busby-Whitehead J, Kaufer DI. Effect of Trospium Chloride on Cognitive Function in Women Aged 50 and Older: A Randomized Trial. Female Pelvic Med Reconstr Surg. 2017 Mar/Apr;23(2):118-123. doi: 10.1097/SPV.0000000000000374. PubMed PMID: 28067745.
6: Abdelhamid MH, Zayed AS, Ghoneima WE, Elmarakbi AA, El Sheemy MS, Aref A, Abdelbary A, Nour HH. Randomized, double-blind, placebo-controlled trial to compare solifenacin versus trospium chloride in the relief of double-J stent-related symptoms. World J Urol. 2017 Aug;35(8):1261-1268. doi: 10.1007/s00345-016-1988-y. Epub 2017 Jan 3. PubMed PMID: 28050642.
7: Tadken T, Weiss M, Modess C, Wegner D, Roustom T, Neumeister C, Schwantes U, Schulz HU, Weitschies W, Siegmund W. Trospium chloride is absorbed from two intestinal /absorption windows/ with different permeability in healthy subjects. Int J Pharm. 2016 Dec 30;515(1-2):367-373. doi: 10.1016/j.ijpharm.2016.10.030. Epub 2016 Oct 17. PubMed PMID: 27765726.
8: Bexten M, Oswald S, Grube M, Jia J, Graf T, Zimmermann U, Rodewald K, Zolk O, Schwantes U, Siegmund W, Keiser M. Expression of drug transporters and drug metabolizing enzymes in the bladder urothelium in man and affinity of the bladder spasmolytic trospium chloride to transporters likely involved in its pharmacokinetics. Mol Pharm. 2015 Jan 5;12(1):171-8. doi: 10.1021/mp500532x. Epub 2014 Dec 10. PubMed PMID: 25466967.
9: Griebling T. Re: brain penetration of the OAB drug trospium chloride is not increased in aged mice. J Urol. 2013 Aug;190(2):622-3. doi: 10.1016/j.juro.2013.04.123. Epub 2013 May 7. PubMed PMID: 23845355.
10: Heinen CA, Reuss S, Amidon GL, Langguth P. Ion pairing with bile salts modulates intestinal permeability and contributes to food-drug interaction of BCS class III compound trospium chloride. Mol Pharm. 2013 Nov 4;10(11):3989-96. doi: 10.1021/mp400179v. Epub 2013 Jul 12. PubMed PMID: 23750707.