Ramosetron

Base Information

• Chemical Name: Ramosetron
• CAS No.: 132036-88-5
• Molecular Formula: C17H17N3O
• Molecular Weight: 279.341
• Hs Code.: 2933990090
• UNII: 7ZRO0SC54Y
• DSSTox Substance ID: DTXSID0043842
• Nikkaji Number: J439.240J
• Wikipedia: Ramosetron
• Wikidata: Q2979523
• NCI Thesaurus Code: C61921
• Pharos Ligand ID: GKLYJGSCC1TX
• Metabolomics Workbench ID: 152313
• ChEMBL ID: CHEMBL1643895
• Mol file: 132036-88-5.mol

Synonyms:5-((1-methyl-3-indolyl)carbonyl)-4,5,6,7-tetrahydro-1H-benzimidazol;Methanone, (1-methyl-1H-indol-3-yl)(4,5,6,7-tetrahydro-1H-benzimidazol-5-yl)-, monohydrochloride, (R)-;Nasea;ramosetron;ramosetron hydrochloride;YM 060;YM-060;YM060

Chemical Property of Ramosetron

Chemical Property:

• Vapor Pressure: 1.96E-13mmHg at 25°C
• Refractive Index: 1.707
• Boiling Point: 579.693 °C at 760 mmHg
• PKA: 14.53±0.40(Predicted)
• Flash Point: 304.388 °C
• PSA: 50.68000
• Density: 1.338 g/cm³
• LogP: 2.88920
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 279.137162174
• Heavy Atom Count: 21
• Complexity: 413

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ramosetron ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C=C(C2=CC=CC=C21)C(=O)C3CCC4=C(C3)NC=N4
• Isomeric SMILES: CN1C=C(C2=CC=CC=C21)C(=O)[C@@H]3CCC4=C(C3)NC=N4
• Recent ClinicalTrials: 5-HT3 Receptor Antagonist (Ramosetron) vs Loperamide for the Treatment of Low Anterior Resection Syndrome(RALARS)
• Recent EU Clinical Trials: A RANDOMIZED, DOUBLE-BLIND, PLACEBO-CONTROLLED STUDY TO INVESTIGATE THE POTENTIAL EFFICACY, SAFETY AND TOLERABILITY OF DIFFERENT ORAL DOSES OF YM060 IN PATIENTS WITH DIARRHEA-PREDOMINANT IRRITABLE BOWEL SYNDROME
• Recent NIPH Clinical Trials: The usefulness of dual channel elastomeric pump for intravenous patient-controlled analgesia in geriatrics underwent gastrointestinal tumor surgery : a randomized, double-blind, prospective study
• Uses: Ramosetron is a serotonin 5HT3 receptor antagonist.

Technology Process of Ramosetron

There total 3 articles about Ramosetron which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.2%

1-methylindole (603-76-9) + (R)-4,5,6,7-tetrahydro-1H-benzimidazole-5-carboxylic acid (912920-60-6) → ramosetron (132036-88-5)

Guidance literature:

In tetrahydrofuran; at 50 ℃; for 2h; Temperature; Microwave irradiation;

Reference yield:

1-methylindole (603-76-9) + (R)-4,5,6,7-tetrahydro-1H-benzoimidazole-5-carbonyl chloride → ramosetron (132036-88-5)

Guidance literature:

1-methylindole; (R)-4,5,6,7-tetrahydro-1H-benzoimidazole-5-carbonyl chloride; triethyl aluminum sesquichloride; In toluene; at -40 ℃; for 3h;

With water; In tetrahydrofuran; toluene;

With sodium hydroxide; In water; butanone; Product distribution / selectivity;

Reference yield:

→ ramosetron (132036-88-5)

Guidance literature:

upstream raw materials:

1-methylindole

(R)-4,5,6,7-tetrahydro-1H-benzimidazole-5-carboxylic acid

Downstream raw materials:

5-[(1-methyl-1H-indole-6-yl)carbonyl]-4,5,6,7-tetrahydro-1H-benzimidazole

5-[(1-methyl-1H-indole-5-yl)carbonyl]-4,5,6,7-tetrahydro-1H-benzimidazole

ramosetron hydrochloride

Refernces

• 1、 -. "NOVEL PROCESS FOR PRODUCING RAMOSETRON OR ITS SALT". Page/Page column 10. . Retrieved 2008/06/13.