ASIMADOLINE

• CAT Number: M101359
• CAS Number: 153205-46-0
• Molecular Formula: C27H30N2O2
• Molecular Weight: 414.54
• Purity: ≥95%
• Target: κ-opioid receptor agonist
• Storage: Desiccate at RT
• InChI: InChI=1S/C27H30N2O2/c1-28(25(21-11-5-2-6-12-21)20-29-18-17-24(30)19-29)27(31)26(22-13-7-3-8-14-22)23-15-9-4-10-16-23/h2-16,24-26,30H,17-20H2,1H3/t24-,25+/m0/s1
• InChIKey: JHLHNYVMZCADTC-LOSJGSFVSA-N
• SMILES: O=C(N([C@@H](C1=CC=CC=C1)CN2C[C@@H](O)CC2)C)C(C3=CC=CC=C3)C4=CC=CC=C4

Asimadoline is a κ-opioid receptor agonist potentially for the treatment of pruritus. Asimadoline has also been shown to be used in the treatment of irritable bowel syndrome.

Reference

1:Asimadoline and its potential for the treatment of diarrhea-predominant irritable bowel syndrome: a review. Mangel AW, Hicks GA.Clin Exp Gastroenterol. 2012;5:1-10. doi: 10.2147/CEG.S23274. Epub 2012 Jan 12. PMID: 22346361 Free PMC Article2:Asimadoline in the treatment of irritable bowel syndrome. Mangel AW, Williams VS.Expert Opin Investig Drugs. 2010 Oct;19(10):1257-64. doi: 10.1517/13543784.2010.515209. Review. PMID: 20809870 3:Novel pharmacology: asimadoline, a kappa-opioid agonist, and visceral sensation. Camilleri M.Neurogastroenterol Motil. 2008 Sep;20(9):971-9. doi: 10.1111/j.1365-2982.2008.01183.x. Review. PMID: 18715494 Free PMC Article4:Clinical trial: asimadoline in the treatment of patients with irritable bowel syndrome. Mangel AW, Bornstein JD, Hamm LR, Buda J, Wang J, Irish W, Urso D.Aliment Pharmacol Ther. 2008 Jul;28(2):239-49. doi: 10.1111/j.1365-2036.2008.03730.x. Epub 2008 May 7. PMID: 18466359 Free Article5:Asimadoline, a kappa-opioid agonist, and satiation in functional dyspepsia. Talley NJ, Choung RS, Camilleri M, Dierkhising RA, Zinsmeister AR.Aliment Pharmacol Ther. 2008 Jun 1;27(11):1122-31. doi: 10.1111/j.1365-2036.2008.03676.x. Epub 2008 Mar 7. PMID: 18331462 Free PMC Article6:Efficacy of on-demand asimadoline, a peripheral kappa-opioid agonist, in females with irritable bowel syndrome. Szarka LA, Camilleri M, Burton D, Fox JC, McKinzie S, Stanislav T, Simonson J, Sullivan N, Zinsmeister AR.Clin Gastroenterol Hepatol. 2007 Nov;5(11):1268-75. Epub 2007 Sep 27. PMID: 17900994 Free PMC Article7:Subcutaneous, intrathecal and periaqueductal grey administration of asimadoline and ICI-204448 reduces tactile allodynia in the rat. Caram-Salas NL, Reyes-García G, Bartoszyk GD, Araiza-Saldaña CI, Ambriz-Tututi M, Rocha-González HI, Arreola-Espino R, Cruz SL, Granados-Soto V.Eur J Pharmacol. 2007 Nov 14;573(1-3):75-83. Epub 2007 Jun 29. PMID: 17643411 8:Dynorphin A, kappa opioid receptors and the antinociceptive efficacy of asimadoline in streptozotocin-induced diabetic rats. Jolivalt CG, Jiang Y, Freshwater JD, Bartoszyk GD, Calcutt NA.Diabetologia. 2006 Nov;49(11):2775-85. Epub 2006 Aug 19. PMID: 16924480 9:The kappa-opioid receptor agonist asimadoline inhibits epithelial transport in mouse trachea and colon. Schreiber R, Bartoszyk GD, Kunzelmann K.Eur J Pharmacol. 2004 Oct 25;503(1-3):185-90. PMID: 15496313 10:Effect of asimadoline, a kappa opioid agonist, on pain induced by colonic distension in patients with irritable bowel syndrome. Delvaux M, Beck A, Jacob J, Bouzamondo H, Weber FT, Frexinos J.Aliment Pharmacol Ther. 2004 Jul 15;20(2):237-46. PMID: 15233705 Free Article