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66644-81-3

66644-81-3 Structure

66644-81-3 Structure
IdentificationBack Directory
[Name]

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

66644-81-3
[Synonyms]

LIR166
VERALIPRIDE
Velaripride
N-[(1-Allyl-2-pyrrolidinyl)methyl]-5-sulphamoyl-2-veratramide
N-(1-Allyl-2-pyrrolidinyl)methyl-2,3-dimethoxy-5-sulfamoylbenzamide
N-[(1-Allylpyrrolidin-2-yl)methyl]-2,3-dimethoxy-5-sulfamoylbenzamide
2,3-diMethoxy-N-{[1-(prop-2-en-1-yl)pyrrolidin-2-yl]Methyl}-5-sulfaMoylbenzaMide
Benzamide, 5-(aminosulfonyl)-2,3-dimethoxy-N-[[1-(2-propen-1-yl)-2-pyrrolidinyl]methyl]-
[EINECS(EC#)]

266-435-5
[Molecular Formula]

C17H25N3O5S
[MDL Number]

MFCD00867658
[MOL File]

66644-81-3.mol
[Molecular Weight]

383.46
Chemical PropertiesBack Directory
[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
Safety DataBack Directory
[HS Code ]

2935.90.6000
Hazard InformationBack Directory
[Originator]

Agreal,Delagrange,France,1980
[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.
[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.
[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
Spectrum DetailBack Directory
[Spectrum Detail]

N-(1-Allyl-2-pyrrolidinyl)methyl-2,3-dimethoxy-5-sulfamoylbenzamide(66644-81-3)1HNMR
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