Synthesis of
Novel compounds of 2-(substituted arylmethyl)-3-(substituted phenyl)-2H-indazoles and 1-(substituted arylmethyl)-3-(substituted phenyl)-1H-indazoles are synthesized, and useful as anti-angiogenic agents.
1. A compound having the following formula:
wherein
Ar 1 is phenyl;
Ar 2 is benzene;
R 1 is H, carboxyl, C1-C6 alkyloxycarbonyl, halocarbonyl, hydroxyl C1-C6 alkyl,
R 2 and R 3 independently are H, Cl, F, Br, OH, O—R,
R 4 is (CH 2 ) n —Ar;
wherein R 5 , R 6 , R 7 , R 8 , R 9 and R independently are H, halogen, hydroxyl, or C1-C6 alkyl; Ar is C6-14 aryl; furyl; halogen, C1-C6 alkyl or C1-C6 alkoxyl substituted C6-14 aryl; or halogen, C1-C6 alkyl or C1-C6 alkoxyl substituted furyl; and
n=1-6.
2. The compound as defined in claim 1 , wherein Ar is phenyl, halophenyl, methyiphenyl or methoxyphenyl.
3. The compound as defined in claim 1 , wherein R 2 and R 3 are hydrogen.
4. The compound as defined in claim 1 , wherein R 1 is carboxyl, C1-C6 alkyloxycarbonyl, hydroxyl C1-C6 alkyl,
wherein R 5 and R 6 independenly are H, hydroxyl, or C1-C6 alkyl.
5. The compound according to claim 4 , wherein R 1 is carboxyl or C1-C6 alkyloxycarbonyl.
6. The compound according to claim 1 , wherein Ar is C6-14 aryl.
7. The compound according to claim 1 , wherein Ar is halogen, C1-C6 alkyl, or C1-C6 alkoxyl substituted C6-14 aryl.
8. The compound according to claim 2 , wherein R 1 is carboxyl or C1-C6 alkyloxycarbonyl.
9. The compound according to claim 8 , wherein R 2 and R 3 are hydrogen.