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. Author manuscript; available in PMC: 2021 Aug 12.
Published in final edited form as: J Med Chem. 2020 Oct 23;63(21):12642–12665. doi: 10.1021/acs.jmedchem.0c00943

Table 1.

Structures of Pyrazol-1-yl-propanamide AR Antagonists

Series I. Monosubstitution of the Pyrazole Moiety (B-ring)
ID Structure ID
16a graphic file with name nihms-1646976-t0002.jpg 10
(UT-034)
graphic file with name nihms-1646976-t0003.jpg
16b graphic file with name nihms-1646976-t0004.jpg 16c graphic file with name nihms-1646976-t0005.jpg
16d graphic file with name nihms-1646976-t0006.jpg 16e graphic file with name nihms-1646976-t0007.jpg
16f graphic file with name nihms-1646976-t0008.jpg 16g graphic file with name nihms-1646976-t0009.jpg
16h graphic file with name nihms-1646976-t0010.jpg 16i graphic file with name nihms-1646976-t0011.jpg
16j graphic file with name nihms-1646976-t0012.jpg 16k graphic file with name nihms-1646976-t0013.jpg
16l graphic file with name nihms-1646976-t0014.jpg 16m graphic file with name nihms-1646976-t0015.jpg
16n graphic file with name nihms-1646976-t0016.jpg 16o graphic file with name nihms-1646976-t0017.jpg
16p graphic file with name nihms-1646976-t0018.jpg 16q graphic file with name nihms-1646976-t0019.jpg
16r graphic file with name nihms-1646976-t0020.jpg 16s graphic file with name nihms-1646976-t0021.jpg
16t graphic file with name nihms-1646976-t0022.jpg 16u graphic file with name nihms-1646976-t0023.jpg
16v graphic file with name nihms-1646976-t0024.jpg 16w graphic file with name nihms-1646976-t0025.jpg
16x graphic file with name nihms-1646976-t0026.jpg
Series II Variations of the Aromatic A-Ring
21a graphic file with name nihms-1646976-t0027.jpg 21b graphic file with name nihms-1646976-t0028.jpg
21c graphic file with name nihms-1646976-t0029.jpg 21d graphic file with name nihms-1646976-t0030.jpg
21e graphic file with name nihms-1646976-t0031.jpg 21f graphic file with name nihms-1646976-t0032.jpg
21g graphic file with name nihms-1646976-t0033.jpg 21h graphic file with name nihms-1646976-t0034.jpg
21i graphic file with name nihms-1646976-t0035.jpg 21J graphic file with name nihms-1646976-t0036.jpg
Series III. Disubstitution of the Pyrazole B-ring
26a graphic file with name nihms-1646976-t0037.jpg 26b graphic file with name nihms-1646976-t0038.jpg
26c graphic file with name nihms-1646976-t0039.jpg 26d graphic file with name nihms-1646976-t0040.jpg
26e graphic file with name nihms-1646976-t0041.jpg 26f graphic file with name nihms-1646976-t0042.jpg
26g graphic file with name nihms-1646976-t0043.jpg 26h graphic file with name nihms-1646976-t0044.jpg
Series IV. Modification of Linkage Moiety
29a
(R-isomer of 10)
graphic file with name nihms-1646976-t0045.jpg 29b graphic file with name nihms-1646976-t0046.jpg
29c graphic file with name nihms-1646976-t0047.jpg 29d graphic file with name nihms-1646976-t0048.jpg
29e graphic file with name nihms-1646976-t0049.jpg 29f graphic file with name nihms-1646976-t0050.jpg