N-(1-Allyl-2-pyrrolidinyl)methyl-2,3-dimethoxy-5-sulfamoylbenzamide
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:
-
- VERALIPRIDE
- 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
- 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 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
- pka
- 10.02±0.60(Predicted)
- color
- White to Off-White
N-(1-Allyl-2-pyrrolidinyl)methyl-2,3-dimethoxy-5-sulfamoylbenzamide Usage And Synthesis
Originator
Agreal,Delagrange,France,1980
Uses
Veralipride, 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.
Uses
Labelled 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.
Definition
ChEBI: Veralipride is a sulfonamide.
Manufacturing Process
7.8 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 Function
Menopause treatment
N-(1-Allyl-2-pyrrolidinyl)methyl-2,3-dimethoxy-5-sulfamoylbenzamideSupplier
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