NOVEL COMPOUNDS, PHARMACEUTICAL COMPOSITIONS CONTAINING SAME, AND METHODS OF USE FOR SAME
A pharmaceutical composition containing a pharmaceutical diluent and a compound of formula II: wherein: R 8 ═H, C 1 -C 20 alkyl, cycloalkyl, alkenyl, aryl, arylalkyl, or alkylaryl, —C(O)R 4 , where R 4 is H, C 1 -C 20 alkyl, cycloalkyl, alkenyl, aryl, arylalkyl, or alkylaryl, optionally containing halogen atoms, or —OH, —OR 7 or —NR 7 , where R 7 is H, C 1 -C 20 alkyl, cycloalkyl, alkenyl, aryl, arylalkyl, or alkylaryl, optionally containing halogen atoms; R 9 =—OR 5 , —NR 5 , —NH—NH—R 5 where R 5 is H, C 1 -C 20 alkyl, cycloalkyl, alkenyl, aryl, arylalkyl, allyl, or alkylaryl, optionally containing halogen atoms; R 10 ═H, C 1 -C 20 alkyl, cycloalkyl, alkenyl, aryl, arylalkyl, or alkylaryl, or —CH 2 C(O)R 6 , where R 6 is OR 7 and NR 7 , where R 7 ═H, C 1 -C 20 alkyl, cycloalkyl, alkenyl, aryl, arylalkyl, allyl, or alkylaryl and can optionally contain halogen atoms. Also included in the invention are methods of using the pharmaceutical compositions and the chemical compounds used in the compositions.
1 . A compound of formula I:
wherein:
R 1 ═H, C 1 -C 20 alkyl, cycloalkyl, alkenyl, aryl, arylalkyl, or alkylaryl, —C(O)R 4 , where R 4 is H, C 1 -C 20 alkyl, cycloalkyl, alkenyl, aryl, arylalkyl, or alkylaryl, optionally containing halogen atoms, or —OH, —OR 7 or —NR 7 , where R 7 is H, C 1 -C 20 alkyl, cycloalkyl, alkenyl, aryl, arylalkyl, or alkylaryl, optionally containing halogen atoms;
R 2 =—OR 5 , —NR 5 , —NH—NH—R 5 where R 5 is H, C 1 -C 20 alkyl, cycloalkyl, alkenyl, aryl, arylalkyl, allyl, or alkylaryl, optionally containing halogen atoms;
R 3 H, C 1 -C 20 alkyl, cycloalkyl, alkenyl, aryl, arylalkyl, or alkylaryl, or —CH 2 C(O)R 6 , where R 6 is OR 7 and NR 7 , where R 7 ═H, C 1 -C 20 alkyl, cycloalkyl, alkenyl, aryl, arylalkyl, allyl, or alkylaryl and can optionally contain halogen atoms
with the proviso that when R 3 is H, and R 1 ═H, R 2 is not —NH(C 6 H 5 ) or N(Me) 2 , or —CO 2 H, and;
with further the proviso that when R 3 ═H; and R 2 is OR 6 where R 6 ═C1-C2 alkyl, CH(CH 3 ) 2 or NR 8 where R 8 ═NHOMe and NHC 6 H 5 CO 2 Me; R 1 is not CO 2 R 9 where R 9 ═CH 3 , —CH 2 CH 3 , —C 6 H 5 , —(C 6 H 5 ) 2 , CH(CH 3 ) 2 ;
and with further the proviso that when R 3 ═CH 3 , CF 3 , or aryl, R 2 is not azabicyclo octane, azabicyclo heptane, diaminophosphine oxide, —NHOMe, —NHC(NH)NH 2 , benzoic acid methyl ester amide, benzodioxole and thiophene hydrazide;
and with further the proviso that when R 3 =methyl and R 2 ═NH 2 CH 2 C 6 H 5 , R 1 is not CONHCH 2 Ph.
2 . A compound according to claim 1 , wherein the compound has the formula:
3 . A compound according to claim 1 , wherein the compound has the formula:
4 . A compound according to claim 1 , wherein the compound has the formula:
5 . A compound according to claim 1 , wherein the compound has the formula:
6 . A compound according to claim 1 , wherein the compound has the formula:
7 . A compound according to claim 1 , wherein the compound has the formula:
8 . A compound according to claim 1 , where in the compound has the formula:
9 . A compound according to claim 1 , where in the compound has the formula:
10 . A compound according to claim 1 , where in the compound has the formula:
11 . A pharmaceutical composition comprising a pharmaceutical diluent and a compound of formula II:
wherein:
R 8 ═H, C 1 -C 20 alkyl, cycloalkyl, alkenyl, aryl, arylalkyl, or alkylaryl, —C(O)R 4 , where R 4 is H, C 1 -C 20 alkyl, cycloalkyl, alkenyl, aryl, arylalkyl, or alkylaryl, optionally containing halogen atoms, or —OH, —OR 7 or —NR 7 , where R 7 is H, C 1 -C 20 alkyl, cycloalkyl, alkenyl, aryl, arylalkyl, or alkylaryl, optionally containing halogen atoms;
R 9 =—OR 5 , —NR 5 , —NH—NH—R 5 where R 5 is H, C 1 -C 20 alkyl, cycloalkyl, alkenyl, aryl, arylalkyl, allyl, or alkylaryl, optionally containing halogen atoms;
R 10 ═H, C 1 -C 20 alkyl, cycloalkyl, alkenyl, aryl, arylalkyl, or alkylaryl, or —CH 2 C(O)R 6 , where R 6 is OR 7 and NR 7 , where R 7 ═H, C 1 -C 20 alkyl, cycloalkyl, alkenyl, aryl, arylalkyl, allyl, or alkylaryl and can optionally contain halogen atoms.
11 . A pharmaceutical composition comprising a pharmaceutical diluent and a compound of formula I.
12 . A method of inducing weight loss in an animal or human subject comprising administering an effective amount of a pharmaceutical composition according to claim 10 to said subject.
13 . The method of claim 12 , wherein the subject is a human.
14 . The method of claim 12 , wherein the subject is an animal.
15 . A method of treating cancer in an animal or human subject, comprising administering an effective amount of a pharmaceutical composition according to claim 10 to said subject.
16 . The method of claim 15 , wherein the subject is a human.
17 . The method of claim 15 , wherein the subject is an animal.
18 . A method of inhibiting fatty acid synthase activity in an animal or human subject comprising administering an effective amount of a pharmaceutical composition according to claim 3 to said subject.
19 . The method of claim 18 , wherein the subject is a human.
20 . The method of claim 18 , wherein the subject is an animal.
21 . A method of inhibiting growth of invasive microbial cells in an animal or human subject comprising the administration of an effective amount of a pharmaceutical composition according to claim 10 to said subject.
22 . The method of claim 21 , wherein the subject is a human.
23 . The method of claim 21 , wherein the subject is an animal.