Ethyl 3-[4,4-bis(4-chlorophenyl)-2,5-dioxoimidazolidin-1-yl]propanoate as an antimicrobial compound
An ethyl 3-[4,4-bis(4-chlorophenyl)-2,5-dioxoimidazolidin-1-yl]propanoate compound, its synthesis, and its use as an antimicrobial agent.
1. Ethyl 3-[4,4-bis(4-chlorophenyl)-2,5-dioxoimidazolidin-1-yl]propanoate compound having the formula I:
2. The ethyl 3-[4,4-bis(4-chlorophenyl)-2,5-dioxoimidazolidin-1-yl]propanoate compound of claim 1 , wherein the compound has a melting point of about 187° C. to about 189° C.
3. A pharmaceutically acceptable composition comprising a therapeutically effective amount of the ethyl 3-[4,4-bis(4-chlorophenyl)-2,5-dioxoimidazolidin-1-yl]propanoate compound of claim 1 and a pharmaceutically acceptable carrier.
4. A method of treating a microbial infection in a patient comprising administering to a patient in need thereof a therapeutically effective amount ethyl 3-[4,4-bis(4-chlorophenyl)-2,5-dioxoimidazolidin-1-yl]propanoate compound of claim 1 .
5. The method of treating the microbial infection of claim 4 , wherein the microbial infection is caused by one or more bacteria or fungi.
6. The method of treating the microbial infection of claim 5 , wherein the microbial infection is caused by a positive bacteria, one or more gram negative bacteria, a fungus, or a combination thereof.
7. The method of treating the microbial infection of claim 6 , wherein the gram positive bacteria is Staphylococcus aureus.
8. The method of treating the microbial infection of claim 6 , wherein the one or more gram negative bacteria are Pseudomonas aeruginosa, Escherichia coli , or a combination thereof.
9. The method of treating the microbial infection of claim 5 , wherein the fungus is Candida albicans.
10. A method of making the ethyl 3-[4,4-bis(4-chlorophenyl)-2,5-dioxoimidazolidin-1-yl]propanoate compound of claim 1 , the method comprising:
adding 5,5-bis(4-chlorophenyl)imidazolidine-2,4-dione, ethyl 3-bromopropionate, and anhydrous potassium carbonate to DMF to obtain a reaction mixture;
stirring the reaction mixture;
diluting the reaction mixture to form a precipitate;
filtering, washing, and drying the formed precipitate;
recrystallizing a solid from ethanol; and
obtaining the ethyl 3-[4,4-bis(4-chlorophenyl)-2,5-dioxoimidazolidin-1-yl]propanoate compound.
11. The method of making the ethyl 3-[4,4-bis(4-chlorophenyl)-2,5-dioxoimidazolidin-1-yl]propanoate compound of claim 10 , wherein the reaction mixture is stirred at room temperature for about 9 hours.
12. The method of making the ethyl 3-[4,4-bis(4-chlorophenyl)-2,5-dioxoimidazolidin-1-yl]propanoate compound of claim 10 , wherein the reaction mixture is diluted with ice water.
13. The method of making the ethyl 3-[4,4-bis(4-chlorophenyl)-2,5-dioxoimidazolidin-1-yl]propanoate compound of claim 10 , wherein the 5,5-bis(4-chlorophenyl)imidazolidine-2,4-dione, ethyl 3-bromopropionate, and anhydrous potassium carbonate are added in about a 1:1:1 molar ratio.
14. The method of making ethyl 3-[4,4-bis(4-chlorophenyl)-2,5-dioxoimidazolidin-1-yl]propanoate compound of claim 10 , wherein the ethyl 3-[4,4-bis(4-chlorophenyl)-2,5-dioxoimidazolidin-1-yl]propanoate compound is obtained in a yield of about 96%.
15. The method of making the ethyl 3-[4,4-bis(4-chlorophenyl)-2,5-dioxoimidazolidin-1-yl]propanoate compound of claim 10 , wherein the ethyl 3-[4,4-bis(4-chlorophenyl)-2,5-dioxoimidazolidin-1-yl]propanoate compound is obtained as a white powder.