132907-72-3 Usage
Description
Ramosetron hydrochloride, a selective serotonin 5-HT3 receptor antagonist, is structurally distinct from other antagonists like Ondansetron and Granisetron. It is a white solid that has been approved for various medical applications due to its potent activity in inhibiting 5-HT3 receptors, both intravenously and orally. The (R)-isomer of Ramosetron hydrochloride is found to be 100 times more potent than the (S)-isomer, making it a highly effective pharmaceutical compound.
Uses
Used in Gastrointestinal Applications:
Ramosetron hydrochloride is used as an antiemetic agent for the treatment of gastrointestinal symptoms such as nausea and vomiting. Its application is particularly relevant in patients undergoing therapy with antineoplastic drugs, such as cisplatin, which are known to cause these symptoms.
Used in Diarrhea-Predominant Irritable Bowel Syndrome (IBS-D) Treatment:
Ramosetron hydrochloride is used as a therapeutic agent for the treatment of male patients with diarrhea-predominant irritable bowel syndrome (IBS-D) in Japan. It helps control excessive bowel movement and diarrhea by inhibiting 5-HT3 receptors in the intestinal tract.
Used in Chemotherapy-Induced Emesis:
Ramosetron hydrochloride is used as an antiemetic drug to prevent and treat nausea and vomiting induced by chemotherapy. Its high potency and effectiveness make it a preferred choice for managing chemotherapy-induced emesis.
Used in Pharmaceutical Formulations:
Ramosetron hydrochloride is available in various forms, including film-coated tablets and orally disintegrating tablets, approved for different indications. The film-coated tablets were approved in July 2008, while the orally disintegrating tablets were approved in August 2013.
Brand Name:
The brand name for Ramosetron hydrochloride is Nasea, which was launched in Japan for the treatment of chemotherapy-induced emesis. It was prepared through a four-step sequence involving the Vilsmeier-type coupling of 1-methylindole and 5-(1-pyrrolidoncarbonyl)-4,5,6,7-tetrahydro-Hl-benzimidazole hydrochloride.
Originator
Yamanouchi (Japan)
Biochem/physiol Actions
Ramosetron is a tetra hydrobenzimidazole derivative, containing an indole ring. It inhibits colon contraction mediated by serotonin, competitively. this pharmacologic property confers the drug an application in improving diarrhea-predominant inflammatory bowel syndrome. Ramosetron hydrochloride is used for PONV prophylaxis and treatment. However, ramosetron is currently only licenced for use in Japan and selected Southeast Asian countries.
Check Digit Verification of cas no
The CAS Registry Mumber 132907-72-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,2,9,0 and 7 respectively; the second part has 2 digits, 7 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 132907-72:
(8*1)+(7*3)+(6*2)+(5*9)+(4*0)+(3*7)+(2*7)+(1*2)=123
123 % 10 = 3
So 132907-72-3 is a valid CAS Registry Number.
InChI:InChI=1/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
132907-72-3Relevant articles and documents
Novel 5-hydroxytryptamine (5-HT3) receptor antagonists. III. Pharmacological evaluations and molecular modeling studies of optically active 4,5,6,7-tetrahydro-1H-benzimidazole derivatives
Ohta, Mitsuaki,Suzuki, Takeshi,Furuya, Toshio,Kurihara, Hiroyuki,Tokunaga, Tatsuhiro,Miyata, Keiji,Yanagisawa, Isao
, p. 1707 - 1716 (1996)
The R- and S-enantiomers of the 4,5,6,7-tetrahydro-1H-benzimidazole derivatives 3-8 were prepared by optical resolution. Each R-isomer, except for 3, was almost two orders of magnitude more potent than its S-isomer as a 5-hydroxytryptamine (5-HT3/su
