Patent ID: 6380434
Filing Date: 2002-04-30
Classification: C07C,C07F,Y10S

Abstract:
A compound of the following formula:F(â€”E)n(â€”R1)p(â€”R2)q whereinF is a fullerene core; E is E1, E2, or E3; in which E1 is Y1,Y2-amino, (Y1,Y2-alkyl)-amino, Y1,Y2ethylenediamino, (dihydroxymethyl)alkylamino, (X1,X3-aryl)amino, or X1,X3-aryloxy; E2 is Y1,Y2-alkoxy, (Y1,Y2-amino)alkoxy, (Y1,Y2,Y3-aryl)oxy, (dihydroxyalkyl)-aryloxy, (Y1,Y2,Y3-alkyl)amino, (Y1,Y2,Y3-aryl)amino, dihydroxyalkylamino, Y1,Y2,Y3-alkoxy, (trihydroxyalkyl)alkoxy, (trihydroxyalkyl)alkylamino, (dicarboxyalkyl)amino, (Y1,Y2,Y3-alkyl)thio, (X1,X3-aryl)thio, (Y1,Y2-alkyl)thio, (dihydroxyalkyl)thio, Y1,Y2-dioxoalkyl, or tri-(Y1,Y2,Y3-methylaminocarboxyethyl)methylamino; and E3 is ((glycosidyl)oxoheteroaryl)amino, ((glycosidyl)oxoaryl)amino, (X1,X2,X3-heteroaryl)amino, (X1-diarylketone)amino, (X,X1-oxoaryl)amino, (X,X1-dioxoaryl)amino, (Y1-alkyl,Y2alkyldioxoheteroaryl)amino, (Y1-alkyl,Y2-alkyldioxoaryl)amino, (di(Y1,Y2methyl)dioxoheteroaryl)amino, (di(Y1,Y2-methyl)dioxoaryl)amino, ((glycosidyl)heteroaryl)amino, ((glycosidyl)aryl)amino, ((carboxylacetylalkyl)oxoheteroaryl)amino, ((carboxylacetylalkyl)oxoaryl)amino, ((isopropylaminohydroxyalkoxy)aryl)amino, (X1,X2,X3-alkylaryl)amino, (X1,X2,X3-heteroaryl)oxy, (isopropylaminohydroxyalkyl)aryloxy, (X1,X2,X3-oxoheteroaryl)oxy, (X1,X2,X3oxoaryl)oxy, (X1,Y1-oxoheteroaryl)oxy, (X1-diarylketone)oxy, (X,X1-oxoaryl)oxy, (X1,X2dioxoaryl)oxy, (Y1,Y2,di-aminodihydroxy)alkyl, (X1,X2-heteroaryl)thio, ((tricarboxylalkyl)ethylene-diamino)alkoxy, (X1,X2-oxoaryl)thio, (X1,X2-dioxoaryl)thio, (glycosidylheteroaryl)thio, (glycosidylaryl)thio, Y1-alkyl(thiocarbonyl)thio, Y1,Y2,alkyl(thiocarbonyl)thio, Y1,Y2,Y3-alkyl(thiocarbonyl)thio, (Y1,Y2-aminothiocarbonyl)thio, (pyranosyl)thio, cysteinyl, tyrosinyl, (phenylalainyl)amino, (dicarboxyalkyl)thio, (aminoaryl)1-100amino, (pyranosyl)amino, (Y1-aminoaryl)1-100amino, (amino(sulfoaryl))1-100amino, peptidyl, thymidinyl, uridinyl, guanosinyl, adenosinyl, cholesteryl, or biotinylalkoxy; wherein X is halide; each of X1, X2, and X3, independently, is â€”Y1, â€”Oâ€”Y1, â€”Sâ€”Y1, â€”NHâ€”Y1, â€”COâ€”Oâ€”Y1, â€”Oâ€”COâ€”Y1, â€”COâ€”NHâ€”Y1, â€”COâ€”NY1Y2, â€”NHâ€”COâ€”Y1, â€”SO2â€”Y1, â€”CHY1Y2, or â€”NY1Y2; and each of Y1, Y2, and Y3, independently, is â€”Z or â€”Bâ€”Z; in which B is â€”Raâ€”Oâ€”[Si(CH3)2â€”Oâ€”]1-100, C1-2000 alkyl, C6-40 aryl, C7-2000 alkylaryl, C7-2000 arylalkyl, (C1-30 alkyl ether)1-100, (C6-40 aryl ether)1-100, (C7-2000 alkylaryl ether)1-100, (C70 2000 arylalkyl ether)1-100, (C1-30 alkyl thioether)1-100, (C6-40 aryl thioether)1-100, (C7-2000 alkylaryl thioether)1-100, (C7-2000 arylalkl thioether)1-100, (C2-50 alkyl ester)1-100, (C7-2000 aryl ester)1-100, (C8-2000 alkylaryl ester)1-100, (C8-2000 arylalkyl ester)1-100, â€”Raâ€”COâ€”Oâ€”(C1-30 alkyl ether)1-100, â€”Raâ€”COâ€”Oâ€”(C6-40 aryl ether)1-100, â€”Raâ€”COâ€”Oâ€”(C7-2000 alkylaryl ether)1-100, â€”Raâ€”COâ€”Oâ€”(C7-2000 arylalkyl ether)1-100, (C4-50 alkyl urethane)1-100, (C14-60 aryl urethane)1-100, (C10-2000 alkylaryl urethane)1-100, (C10-2000 arylalkyl urethane)1-100, (C5-50 alkyl urea)1-100, (C14-60 aryl urea)1-100, (C10-2000 alkylaryl urea)1-100, (C10-2000 arylalkyl urea)1-100, (C2-50 alkyl amide)1-100, (C7-60 aryl amide)1-100, (C8-2000 alkylaryl amide)1-100, (C8-2000 arylalkyl amide)1-100, (C3-30 alkyl anhydride)1-100, (C8-50 aryl anhydride)1-100, (C9-2000 alkylaryl anhydride)1-100, (C9-2000 arylalkl anhydride)1-100, (C2-30 alkyl carbonate)1-100, (C7-50 aryl carbonate)1-100, (C8-2000 alkylaryl carbonate)1-100, (C8-2000 arylalkyl carbonate)1-100, â€”Raâ€”Oâ€”COâ€”NHâ€”(Rb or Arâ€”Rbâ€”Ar)â€”NHâ€”COâ€”Oâ€”(C1-30 alkyl ether, C6-40 aryl ether, C7-2000 alkylaryl ether, or C7-2000 arylalkyl ether)1-100, â€”Raâ€”Oâ€”COâ€”NHâ€”(Rb or Arâ€”Rbâ€”Ar)â€”NHâ€”COâ€”Oâ€”(C2-50 alkyl ester, C7-60 aryl ester, C8-2000 alkylaryl ester, or C8-2000 arylalkyl ester)1-100, â€”Raâ€”Oâ€”COâ€”NHâ€”(Rb or Arâ€”Rbâ€”Ar)â€”NHâ€”COâ€”Oâ€”(C1-30 alkyl ether, C6-40 aryl ether, C7-2000 alkylaryl ether, or C7-2000 arylalkyl ether)1-100â€”COâ€”NHâ€”(Rb or Arâ€”Rbâ€”Ar)â€”NHâ€”COâ€”Oâ€”, â€”Raâ€”Oâ€”COâ€”NHâ€”(Rb or Arâ€”Rbâ€”Ar)â€”NHâ€”COâ€”Oâ€”(C2-50 alkyl ester, C7-60 aryl ester, C8-2000 alkylaryl ester, or C8-2000 arylalkyl ester)1-100â€”Rcâ€”Oâ€”COâ€”NHâ€”(Rb or ARâ€”Rbâ€”Ar)â€”NHâ€”COâ€”Oâ€”, â€”Raâ€”NHâ€”COâ€”NHâ€”(Rb or Arâ€”Rbâ€”Ar)â€”NHâ€”COâ€”Oâ€”(C1-30 alkyl ether, C6-40 aryl ether, C7-2000 alkylaryl ether, or C7-2000 arylalkyl ether)1-100, â€”Raâ€”NHâ€”COâ€”NHâ€”(Rb or Arâ€”Rbâ€”Ar)â€”NHâ€”COâ€”Oâ€”(C2-50 alkyl ester, C7-60 aryl ester, C8-2000 alkylaryl ester, or C8-2000 arylalkyl ester)1-100, â€”Raâ€”NHâ€”COâ€”NHâ€”(Rb or Arâ€”Rbâ€”Ar)â€”NHâ€”COâ€”Oâ€”(C1-30 alkyl ether, C6-40 aryl ether, C7-2000 alkylaryl ether, or C7-2000 arylalkyl ether)1-100â€”COâ€”NHâ€”(Rb or Arâ€”Rbâ€”Ar)â€”NHâ€”COâ€”Oâ€”, â€”Raâ€”NHâ€”COâ€”NHâ€”(Rb or Arâ€”Rbâ€”Ar)â€”NHâ€”COâ€”Oâ€”(C2-50 alkyl ester, C7-60 aryl ester, C8-2000 alkylaryl ester, or C8-2000 arylalkyl ester)1-100â€”Rcâ€”Oâ€”COâ€”NHâ€”(Rb or Arâ€”Rbâ€”Ar)â€”NHâ€”COâ€”Oâ€”, â€”Raâ€”Oâ€”COâ€”NHâ€”(Rb or Arâ€”Rbâ€”Ar)â€”NHâ€”COâ€”NHâ€”(C2-50 alkyl amide, C7-60 aryl amide, C8-2000 alkylaryl amide, or C8-2000 arylalkyl amide)1-100, â€”Raâ€”NHâ€”COâ€”NHâ€”(Rb or Arâ€”Rbâ€”Ar)â€”NHâ€”COâ€”NHâ€”(C2-50 alkyl amide, C7-60 aryl amide, C8-2000 alkylaryl amide, or C8-2000 arylalkyl amide)1-100; and each Z, independently, is â€”Gâ€”D, wherein G is â€”Raâ€”, â€”Raâ€”Arâ€”, â€”Arâ€”Raâ€”, or â€”Arâ€”; and D is â€”H, â€”OH, â€”SH, â€”NH2, â€”NHOH, â€”SO3H, â€”OSO3H, â€”CO2H, â€”CONH2, â€”CONHNH2, â€”CH(NH2)â€”CO2H, â€”NHâ€”CH2â€”CO2H, â€”P(OH)3, â€”PO(OH)2, â€”Oâ€”PO(OH)2, â€”Oâ€”PO(OH)â€”Oâ€”PO(OH)2, â€”Oâ€”PO(Oâˆ’)â€”Oâ€”CH2CH2NH3+, â€”Oâ€”PO(Oâˆ’)â€”Oâ€”CH2CH2â€”N+(CH3)3, -glycoside, -oligosaccharide, â€”CO-glycoside, â€”CO-oligosaccharide, â€”OCH3, â€”OCH2(CHOH)4â€”CH2OH, â€”OCH2(CHOH)2â€”CH2OH, â€”COâ€”OCH2(CHOH)4â€”CH2OH, â€”C6H3(OH)2, â€”N(CH2CO2H)2, â€”COâ€”N(CH2CO2H)2, â€”COâ€”NHâ€”C(CH2CH2CO2H)3, â€”COâ€”NHâ€”C(CH2CH2OH)3, â€”[CH2â€”CH(CO2Ra)]1-100â€”H, â€”NH3+, â€”N+H2Ra, â€”N+HRaRb, or â€”N+RaRbRc, each of Ra, Rb, and Rc, independently, being C1-20 alkyl and Ar being aryl; R1 is â€”OH or â€”NH2; R2 is â€”Oâ€”; n is 1-30; p is 1-20; and q is 0-10; provided that when R1 is â€”NH2, q is 0;or a salt thereof.