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. Author manuscript; available in PMC: 2009 Dec 25.
Published in final edited form as: J Med Chem. 2008 Dec 25;51(24):7944–7952. doi: 10.1021/jm800831y

Table 2.

bis(Diazeniumdioalate) Prodrugs 4a-5d

compd R2N substituent R2N substituent precursors yield (%)
4a Me2N– graphic file with name nihms86627t12.jpg 3a, 2c 84
4b Me2N– graphic file with name nihms86627t13.jpg 3a, 2d 95
4c Me2N– graphic file with name nihms86627t14.jpg 3a, 2e 93
4d Me2N– graphic file with name nihms86627t15.jpg 3a, 2f 94
4e Me2N– graphic file with name nihms86627t16.jpg 3a, 2g 85
4f Me2N– graphic file with name nihms86627t17.jpg 3a, 2h 90
4g Me2N– graphic file with name nihms86627t18.jpg 3a, 2i 81
4h Me2N– graphic file with name nihms86627t19.jpg 3a, 2j 79
4i Me2N– graphic file with name nihms86627t20.jpg 3a, 2k 72
4j Et2N– Me2N– 3a, 2b 91
5a Et2N– graphic file with name nihms86627t21.jpg 3b, 2c 77
5b graphic file with name nihms86627t22.jpg graphic file with name nihms86627t23.jpg 3c, 2f 81
5c Et2N– graphic file with name nihms86627t24.jpg 3b, 2f 90
5d Et2N– graphic file with name nihms86627t25.jpg 3b, 2k 87