A potent, selective 5-HT3 receptor antagonist
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Ramosetron (hydrochloride)

Item No. 15548

Technical Information
Formal Name
(1-methyl-1H-indol-3-yl)[(6R)-4,5,6,7-tetrahydro-1H-benzimidazol-6-yl]-methanone, monohydrochloride
CAS Number
132907-72-3
Molecular Formula
C17H17N3O • HCl
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 10 mg/mlDMSO: 20 mg/mlEthanol: 1 mg/mlPBS (pH 7.2): 0.1 mg/ml
λmax
212, 244, 306 nm
SMILES
O=C(C1=CN(C)C2=C1C=CC=C2)[C@@H]3CCC4=C(NC=N4)C3.Cl
InChi Code
InChI=1S/C17H17N3O.ClH/c1-20-9-13(12-4-2-3-5-16(12)20)17(21)11-6-7-14-15(8-11)19-10-18-14;/h2-5,9-11H,6-8H2,1H3,(H,18,19);1H/t11-;/m1./s1
InChi Key
XIXYTCLDXQRHJO-RFVHGSKJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Ramosetron is a potent and selective antagonist of the serotonin (5-HT) receptor subtype 5-HT3 (Ki = 0.06 nM).1,2 It has little or no effect at other 5-HT receptor subtypes or at adrenergic or histamine receptors.1 Ramosetron competitively blocks serotonin-mediated contraction of the colon.1 It has applications in ameliorating diarrhea-predominant inflammatory bowel syndrome and postoperative nausea and vomiting.3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Miyata, K., Kamato, T., Nishida, A., et alPharmacologic profile of (R)-5-[(1-methyl-3-indolyl)carbonyl]- 4,5,6,7-tetrahydro-1H-benzimidazol hydrochloride (YM060), a potent and selective 5-hydroxytryptamine3 receptor antagonist, and its enantiomer in the isolated tissue. J. Pharmacol. Exp. Ther. 259(1), 15-21 (1991).

    2. Manning, D.D., Cioffi, C.L., Usyatinsky, A., et alNovel serotonin type 3 receptor partial agonists for the potential treatment of irritable bowel syndrome. Bioorg. Med. Chem. Lett. 21(1), 58-61 (2011).

    3. Manabe, N., Rao, A.S., Wong, B.S., et alEmerging pharmacologic therapies for irritable bowel syndrome. Curr. Gastroenterol. Rep. 12(5), 408-416 (2010).

    4. Mihara, T., Tojo, K., Uchimoto, K., et alReevaluation of the effectiveness of ramosetron for preventing postoperative nausea and vomiting: A systematic review and meta-analysis. Anesth. Analg. 117(2), 329-339 (2013).