127472-42-8

Basic information

• Product Name: GRANISETRON IMPURITY A
• Synonyms: GRANISETRON IMPURITY A;1-Desmethyl 2-Methyl Granisetron (Granisetron Impurity A);endo-N-(9-Methyl-9-Azabicyclo[3.3.1]non-3-yl)-2-methyl-2H-indazole-3-carboxamide;2-Methyl-N-[(1R,3r,5S)-9-Methyl-9-azabicyclo[3.3.1]non-3-yl]-2H-indazole-3-carboxaMide;Granisetron Related CoMpound A;Granisetron Related Compound A (15 mg) (2-methyl-N-[(1R,3r,5S)-9-methyl-9-azabicyclo[3.3.1]non-3-yl]-2H-indazole-3-carboxamide);2-Methyl-N-[(3-endo)-9-methyl-9-azabicyclo[3.3.1]non-3-yl]-2H-indazole-3-carboxamide;Granisetron EP impurity A -I
• CAS NO: 127472-42-8
• Molecular Formula: C18H24N4O
• Molecular Weight: 312.415
• Product Categories: Impurities;Intermediates & Fine Chemicals;Pharmaceuticals;Heterocycles
• Mol File: 127472-42-8.mol
• Article Data: 1

Chemical Properties

• Melting Point: 245-248°C
• Boiling Point: 552.3±40.0 °C(Predicted)
• Appearance: /
• Density: 1.33±0.1 g/cm3(Predicted)
• Storage Temp.: -20°C Freezer
• PKA: 13.26±0.20(Predicted)
• CAS DataBase Reference: GRANISETRON IMPURITY A(CAS DataBase Reference)
• NIST Chemistry Reference: GRANISETRON IMPURITY A(127472-42-8)
• EPA Substance Registry System: GRANISETRON IMPURITY A(127472-42-8)

Safety Data

• Hazardous Substances Data: 127472-42-8(Hazardous Substances Data)

Usage

Chemical Properties

Pinkish-White Crystalline Sold

Uses

An impurity in the synthesis of Granisetron Hydrochloride. Granisetron Impurity A.

Upstream product

• 34252-44-3 2-Methylindazole-3-carboxylic acid 
• 76272-41-8 endo-9-methyl-9-azabicyclo[3.3.1]nonan-3-amine 
• 181071-92-1 2-methyl-2H-indazole-3-carbonyl chloride 

Relevant articles and documents

5-Hydroxytryptamine (5-HT3) Receptor Antagonists. 1. Indazole and Indolizine-3-carboxylic Acid Derivatives

Metoclopramide (1) is a gastric motility stimulant and a weak dopamine and 5-HT3 receptor antagonist.Conformational restriction of the (diethylamino)ethyl side chain of 1 in the form of the azabicyclic tropane gave 3, a very potent gastric motility stimulant and 5-HT3 receptor antagonist but devoid of significant dopamine receptor antagonist properties.Subsequent alteration of the aromatic nucleus led to the identification of indazoles 6a-h, and 1- and 3-indolizines 7b-d, and 8, and imidazopyridines 9 and 10, as potent 5-HT3 receptor antagonists devoid ofeither dopamine antagonist or gastric motility stimulatory properties.Further conformational restriction of the side chain identified quinuclidine 11 and isoquinuclidine 12 as potent 5-HT3 receptor antagonists which mimic the distorted chair conformation of the tropane with, in the case of 11, the N-methyl group axial.From these series, 6g (BRL 43694) was found to be both potent and selective and has been shown to be a very effective antiemetic agent against cytotoxic drug induced emesis both in the ferret and in man.