N-(1-Allyl-2-pyrrolidinyl)methyl-2,3-dimethoxy-5-sulfamoylbenzamide

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CAS:66644-81-3
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N-(1-Allyl-2-pyrrolidinyl)methyl-2,3-dimethoxy-5-sulfamoylbenzamide Basic information
Product Name:N-(1-Allyl-2-pyrrolidinyl)methyl-2,3-dimethoxy-5-sulfamoylbenzamide
Synonyms:N-(1-Allyl-2-pyrrolidinyl)methyl-2,3-dimethoxy-5-sulfamoylbenzamide;Velaripride;N-[(1-Allyl-2-pyrrolidinyl)methyl]-5-sulphamoyl-2-veratramide;2,3-diMethoxy-N-{[1-(prop-2-en-1-yl)pyrrolidin-2-yl]Methyl}-5-sulfaMoylbenzaMide;LIR166;Benzamide, 5-(aminosulfonyl)-2,3-dimethoxy-N-[[1-(2-propen-1-yl)-2-pyrrolidinyl]methyl]-;N-[(1-Allylpyrrolidin-2-yl)methyl]-2,3-dimethoxy-5-sulfamoylbenzamide;VERALIPRIDE
CAS:66644-81-3
MF:C17H25N3O5S
MW:383.46
EINECS:266-435-5
Product Categories:Aromatics;Heterocycles;Intermediates & Fine Chemicals;Isotope Labelled Compounds;Pharmaceuticals;Sulfur & Selenium Compounds
Mol File:66644-81-3.mol
N-(1-Allyl-2-pyrrolidinyl)methyl-2,3-dimethoxy-5-sulfamoylbenzamide Structure
N-(1-Allyl-2-pyrrolidinyl)methyl-2,3-dimethoxy-5-sulfamoylbenzamide Chemical Properties
Melting point 128 °C
density 1.230±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
solubility Chloroform (Slightly), DMSO (Slightly)
form Solid
pka10.02±0.60(Predicted)
color White to Off-White
Safety Information
HS Code 2935.90.6000
MSDS Information
N-(1-Allyl-2-pyrrolidinyl)methyl-2,3-dimethoxy-5-sulfamoylbenzamide Usage And Synthesis
OriginatorAgreal,Delagrange,France,1980
UsesVeralipride, a synthetic benzamide derivative with antidopaminergic action, is effective in reducing the frequency and severity of hot flashes associated with menopausal hypoestrogenism, gaining interest as a non-hormonal treatment for climacteric flushing.
UsesLabelled Veralipride, a synthetic benzamide derivative with antidopaminergic action, is effective in reducing the frequency and severity of hot flashes associated with menopausal hypoestrogenism, gain ing interest as a non-hormonal treatment for climacteric flushing.
DefinitionChEBI: Veralipride is a sulfonamide.
Manufacturing Process7.8 g (0.03 mol) of 2,3-dimethoxy-5-sulfamoylbenzoic acid, 200 ml of tetrahydrofuran and 7.3 g (0.045 mol) of carbonyldimidazole are placed in a 500 ml flask fitted with an agitator, a thermometer and a condenser.
The mixture is agitated for 30 minutes at normal temperature, then 6.7 g (0.948 mol) of 1-allyl-2-aminomethylpyrrolidine is added. The mixture is left under agitation for 5 hours at 20°C, then the solvent is evaporated under vacuum and the residue treated with 150 ml of water. The crystals are washed and dried.
6.9 g of N-(1'-allyl-2'-pyrrolidyl-methyl)-2,3-dimethoxy-5-sulfamoyl- benzamide is obtained. Yield is 60%; melting point 113°C to 114°C.
Therapeutic FunctionMenopause treatment
N-(1-Allyl-2-pyrrolidinyl)methyl-2,3-dimethoxy-5-sulfamoylbenzamide Preparation Products And Raw materials
Raw materials1-Allyl-2-aminomethylpyrrolidine-->2,3-Dimethoxy-5-sulphamoylbenzoic acid-->1,1'-Carbonyldiimidazole-->BIS-(1H-IMIDAZOL-2-YL)-METHANONE-->1-(allyl)pyrrolidine-2-methylamine
Tag:N-(1-Allyl-2-pyrrolidinyl)methyl-2,3-dimethoxy-5-sulfamoylbenzamide(66644-81-3) Related Product Information
sulmepride Sulpiride 3,4-dimethoxybenzenesulfonamide 1-Allyl-2-aminomethylpyrrolidine 2,3-DIMETHOXYBENZAMIDE N-(1-Allyl-2-pyrrolidinyl)methyl-2,3-dimethoxy-5-sulfamoylbenzamide