US 7,468,366 B2
Cytotoxic agents
Edmond J. LaVoie, Princeton Junction, N.J. (US); Alexander L. Ruchelman, Robbinsville, N.J. (US); Sudhir K. Singh, Bangalore (India); Abhijit Ray, Orissa (India); and Leroy F. Liu, Bridgewater, N.J. (US)
Assigned to Rutgers, The State University of New Jersey, New Brunswick, N.J. (US)
Filed on Dec. 12, 2007, as Appl. No. 11/954,380.
Application 11/954380 is a division of application No. 10/846936, filed on May 14, 2004, granted, now 7,319,105.
Application 10/846936 is a continuation of application No. PCT/US02/36604, filed on Nov. 14, 2002.
Claims priority of provisional application 60/332733, filed on Nov. 14, 2001.
Claims priority of provisional application 60/333040, filed on Nov. 14, 2001.
Claims priority of provisional application 60/332698, filed on Nov. 14, 2001.
Claims priority of provisional application 60/333051, filed on Nov. 14, 2001.
Claims priority of provisional application 60/332970, filed on Nov. 14, 2001.
Prior Publication US 2008/0090831 A1, Apr. 17, 2008
This patent is subject to a terminal disclaimer.
Int. Cl. C07D 491/147 (2006.01); C07D 491/22 (2006.01); A61K 31/4738 (2006.01); A61K 31/4985 (2006.01); A61K 31/5025 (2006.01); A61P 35/00 (2006.01)
U.S. Cl. 514—248  [514/250; 514/280; 544/233; 544/238; 544/342] 20 Claims
 
1. A compound of formula II:

OG Complex Work Unit Drawing
wherein:
A or B is N and the other is CH; or A and B are each CH;
W is N;
R3 and R4 together are ═O, ═S, ═NH or ═N—R2 wherein R2 is (C1-C6)alkyl or substituted (C1-C6)alkyl;
Y and Z are independently hydroxy, (C1-C6)alkoxy, substituted (C1-C6)alkoxy, (C1-C6)alkanoyloxy, substituted (C1-C6) alkanoyloxy, —O—P(═O)(OH)2, or —O—C(═O)NRcRd; or Y and Z together with the ring carbon atoms to which they are attached form an alkylenedioxy ring with from 5 to 7 ring atoms;
R1 is hydrogen or (C1-C6)alkyl; and
Rc and Rd are each independently (C1-C6) alkyl or substituted (C1-C6) alkyl; or Rc and Rd together with the nitrogen to which they are attached form a N′—(C1-C6)alkylpiperazino, pyrrolidino, or piperidino ring, which ring can optionally be substituted with one or more aryl, heteroaryl, or heterocycle;
or a pharmaceutically acceptable salt thereof.