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SML0674

Sigma-Aldrich

Ramosetron hydrochloride

≥98% (HPLC)

Synonym(s):

(R)-5-[(1-Methyl-3-indolyl)carbonyl]-4,5,6,7-tetrahydro-1H-benzimidazole hydrochloride, YM-060, YM060

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About This Item

Empirical Formula (Hill Notation):
C17H17N3O · HCl
CAS Number:
132907-72-3
Molecular Weight:
315.80
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

optical activity

[α]/D -36 to -46°, c = 1 in methanol

storage condition

desiccated

color

white to beige

solubility

H2O: 20 mg/mL, clear

storage temp.

−20°C

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

Biochem/physiol Actions

Ramosetron hydrochloride is a potent serotonin 5-HT3 receptor antagonist with higher afinity for the 5-HT3 receptor than other currently available antagonists. Ramosetron is used clinically both as an antiemetic to treat nausea and vomiting following chemotherapy or after surgery, and in treatment of irritable bowel syndrome.
Ramosetron is a tetra hydrobenzimidazole derivative, containing an indole ring. It inhibits colon contraction mediated by serotonin, competitively.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Serotonin 5-HT3 receptor antagonist for treatment of severe diabetic diarrhea.
Satoshi Murao et al.
Diabetes care, 33(3), e38-e38 (2010-03-02)
T S Hahm et al.
Anaesthesia, 65(5), 500-504 (2010-03-27)
We compared the prophylactic anti-emetic efficacy of ramosetron, a newly developed 5-HT(3) antagonist, and ondansetron in patients at high-risk for postoperative nausea and vomiting after total knee replacement. Eighty-four patients with three risk factors for postoperative nausea and vomiting (female
Eun Young Park et al.
The Journal of international medical research, 41(3), 654-663 (2013-05-11)
This randomized, double-blind study compared the antiemetic efficacy of ramosetron with that of ramosetron combined with midazolam, and investigated whether the timing of midazolam administration affected the incidence of postoperative nausea and vomiting (PONV). Nonsmoking female patients undergoing laparoscopic gynaecological
Jung-Hee Ryu et al.
Clinical therapeutics, 33(9), 1162-1172 (2011-08-23)
Patients undergoing general anesthesia for laparoscopic cholecystectomy have a high risk of postoperative nausea and vomiting (PONV) with incidences up to 75%. Ramosetron, a serotonin subtype 3 (5-HT(3)) antagonist, has been shown to be effective as an antiemetic after chemotherapy
Maulana M Ansari et al.
Indian journal of medical sciences, 64(6), 272-280 (2010-06-01)
Post-operative nausea and vomiting (PONV) is common. 5HT 3 receptor antagonists are commonly used drugs for its prevention. A study was designed to compare the efficacy and safety of ramosetron and ondansetron in patients undergoing laparoscopic cholecystectomy (lap chole). A
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