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. Author manuscript; available in PMC: 2016 Mar 2.
Published in final edited form as: Top Curr Chem. 2015;360:115–160. doi: 10.1007/128_2014_561

Table 2.

Some prodrug variations based upon amidate linkages

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R1 R2
Symmetrical
 Bisamidate -CHCH3C(O)OCH(CH3)2 -NH-R1
Monoamidate- monoester
 Amidate/phenyl ester -CHCH3C(O)OCH(CH3)2 -OC6H5
 Amidate/naphthyl ester -CHCH3C(O)OCH(CH3)2 -OC10H7
Amidate/alkyl ester -(CH2)4Cl (with NCH3) -OCH2(C4H3NO3)
Monoamidates
 Amidate 2-pyridyl -OH