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1-Methyl-cyclopropanesulfonic acid amide

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CAS:669008-26-8
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CAS: 669008-26-8
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CAS:669008-26-8
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CAS:669008-26-8
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CAS:669008-26-8
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1-Methyl-cyclopropanesulfonic acid amide manufacturers

1-Methyl-cyclopropanesulfonic acid amide Basic information
Product Name:1-Methyl-cyclopropanesulfonic acid amide
Synonyms:Cyclopropanesulfonamide, 1-methyl- (9CI);1-Methyl-cyclopropanesulfonic acid amide;1-MethylCyclopropanesulfonaMide;1-Methylcyclopropanesulphonamide;1-Methylcyclopropane-1-sulfonamide;MethylcyclopropylsulfonaMide;Cyclopropanesulfonamide, 1-methyl-;1-METHYL-CYCLOPROPYL SULFONAMIDE
CAS:669008-26-8
MF:C4H9NO2S
MW:135.18
EINECS:
Product Categories:SULFONAMIDE
Mol File:669008-26-8.mol
1-Methyl-cyclopropanesulfonic acid amide Structure
1-Methyl-cyclopropanesulfonic acid amide Chemical Properties
Melting point 103-104 °C(Solv: hexane (110-54-3))
Boiling point 246.4±23.0 °C(Predicted)
density 1.34±0.1 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
pka10.93±0.20(Predicted)
AppearanceWhite to off-white Solid
InChIInChI=1S/C4H9NO2S/c1-4(2-3-4)8(5,6)7/h2-3H2,1H3,(H2,5,6,7)
InChIKeyATJVVVCODTXRAE-UHFFFAOYSA-N
SMILESC1(C)(S(N)(=O)=O)CC1
Safety Information
MSDS Information
1-Methyl-cyclopropanesulfonic acid amide Usage And Synthesis
Chemical PropertiesPale yellow liquid
Uses1-Methyl-cyclopropanesulfonic acid amide is a drug that inhibits the activity of serine protease. It has been shown to inhibit the replication of hepatitis C virus and HIV, while also inhibiting the enzymatic activity of human leukocyte elastase.
Biological Activity1-Methylcyclopropanesulphonamide binds reversibly to the enzyme's active site with an affinity constant (K) of 7 x 10 M at 37°C and pH 7.5 under conditions where the compound exists in its free form or as a protonated molecule. 
Synthesis
N-BOC-1-METHYLCYCLOPROPANE-1-SULFONAMIDE

849022-29-3

1-Methyl-cyclopropanesulfonic acid amide

669008-26-8

Step 6: Boc-1-methylcyclopropanesulfonamide 2d6 (151.8 mg, 0.65 mmol) was dissolved in dichloromethane (6 mL) and trifluoroacetic acid (6 mL) was added slowly. The reaction mixture was stirred at room temperature for 3.5 hours. Upon completion of the reaction, the solvent was removed by high vacuum evaporation to afford the deprotected product 2d7 as an off-white waxy solid (79.1 mg, 91% yield). The structure of the product was confirmed by 1H NMR (CDCl3, 400 MHz): δ 4.56 (s, 2H), 1.58 (s, 3H), 1.43-1.38 (m, 2H), 0.85-0.80 (m, 2H).

References[1] Patent: US9527885, 2016, B2. Location in patent: Page/Page column 617
[2] Patent: US9643999, 2017, B2. Location in patent: Page/Page column 68; 69
[3] Patent: WO2006/7700, 2006, A1. Location in patent: Page/Page column 81
[4] Patent: US2006/19905, 2006, A1. Location in patent: Page/Page column 36
[5] Patent: WO2007/9227, 2007, A1. Location in patent: Page/Page column 43
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