Substituted phenylpyrrolecarboxamides with therapeutic activity in HIV
Substituted phenylpyrrolecarboxamide compounds such as those represented by Formula A can be used in the treatment of HIV infection and related conditions.
1. A compound represented by Formula 1:
wherein R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 , R 12 , R 13 , and R 14 are H, a halide, or a substituent having a molecular weight of 15 Da to 150 Da and consisting of 2 to 5 chemical elements, wherein the chemical elements are independently C, H, O, N, S, P, F, Cl, Br, or I;
R 11 is H, optionally substituted C 1-6 alkyl, the optional substituent having a molecular weight of 15 Da to 150 Da and consisting of 2 to 5 chemical elements, wherein the chemical elements are independently C, H, O, N, S, P, F, Cl, Br, or I;
R 15 , and R 15a are H, optionally substituted C 1-6 alkyl, optionally substituted carbamimidoyl, optionally substituted C 1-6 aryl, or optionally substituted C 1-6 heteroaryl, the optional substituent having a molecular weight of 15 Da to 150 Da and consisting of 2 to 5 chemical elements, wherein the chemical elements are independently C, H, O, N, S, P, F, Cl, Br, or I;
R 16 is H or C 1-6 hydrocarbyl; and
Y is a bond or C 1-3 alkyl.
2. The compound of claim 1 , wherein Y—N(R 15 , R 15a ) is —CH 2 NH 2 .
3. The compound of claim 1 , wherein Y—N(R 15 , R 15a ) is —CH 2 CH 2 NH 2 .
4. The compound of claim 1 , wherein Y—N(R 15 , R 15a ) is —CH 2 NHCH 3 .
5. The compound of claim 1 , wherein [Y—N(R 15 , R 15a ) is —CH 2 N(CH 3 ) 2 .
6. The compound of claim 1 , wherein Y—N(R 15 , R 15a ) is —CH 2 CH 2 N(CH 3 ) 2 .
7. The compound of claim 1 , wherein Y—N(R 15 , R 15a ) is —CH 2 CH 2 NHCH 3 .
8. A compound represented by a formula:
9. A method of treating HIV infection comprising administering a compound according to claim 1 to a human being infected with HIV virus.
10. The compound of claim 1 , wherein Y—N(R 15 , R 15a ) is:
wherein n is 0, 1, or 3.
11. The compound of claim 1 , wherein R 11 is H.
12. The compound of claim 1 , wherein R 6 is a halide.
13. The compound of claim 1 , wherein R 6 is CH 3 .
14. The compound of claim 1 , wherein R 5 or R 7 is a halide.
15. The compound of claim 14 , wherein R 5 or R 7 is F.
16. The compound of claim 1 , wherein R 13 is —(CH 2 ) n OH, wherein n is 1, 2, or 3.
17. The compound of claim 1 , wherein R 14 is CH 3 or H.
18. The compound of claim 1 , wherein R 15 and R 15a are, independently, H, CH 3 , or carbamimidoyl.