| Identification | Back Directory | [Name]
Cyclopropanesulfonamide, 1-methyl- (9CI) | [CAS]
669008-26-8 | [Synonyms]
EOS-60413
MethylcyclopropylsulfonaMide
1-MethylCyclopropanesulfonaMide
METHYL CYCLOPROPANE SULFONAMIDE
1-Methylcyclopropanesulphonamide
1-METHYL-CYCLOPROPYL SULFONAMIDE
Cyclopropanesulfonamide, 1-methyl-
1-Methylcyclopropane-1-sulfonamide
1-methyl-1-cyclopropanesulfonamide
Cyclopropanesulfomide, 1-methyl- (9CI)
Cyclopropanesulfonamide, 1-methyl- (9CI)
1-Methyl-cyclopropanesulfonic acid amide
1-METHYL-CYCLOPROPYL SULFONAMIDE, GC 97% | [Molecular Formula]
C4H9NO2S | [MDL Number]
MFCD11501466 | [MOL File]
669008-26-8.mol | [Molecular Weight]
135.185 |
| Chemical Properties | Back Directory | [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 | [pka]
10.93±0.20(Predicted) | [Appearance]
White to off-white Solid | [InChI]
InChI=1S/C4H9NO2S/c1-4(2-3-4)8(5,6)7/h2-3H2,1H3,(H2,5,6,7) | [InChIKey]
ATJVVVCODTXRAE-UHFFFAOYSA-N | [SMILES]
C1(C)(S(N)(=O)=O)CC1 |
| Hazard Information | Back Directory | [Chemical Properties]
Pale yellow liquid | [Uses]
1-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 Activity]
1-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]
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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