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. 2023 Oct 20;66(21):14597–14608. doi: 10.1021/acs.jmedchem.3c01088

Table 2. PDE11A4 Inhibitiona.

graphic file with name jm3c01088_0009.jpg

cpd amine R1 R2 R3 % inhib @ 500 nM IC50 (nM)
9a diethyl 2-thiophenyl CH3 H   580
9b pyrrolidinyl 2-thiophenyl CH3 H 0  
9c azetidinyl 2-thiophenyl CH3 H 0  
9d morpholinyl 2-thiophenyl CH3 H 0  
9e N-Me-piperazinyl 2-thiophenyl CH3 H 0  
11 diethyl H CH3 H 0  
12 diethyl CN CH3 H 0  
13 diethyl pyrrolidinyl CH3 H 0  
14a diethyl 2-thiazolyl CH3 H   890
14b diethyl N-Me-5-pyrazolyl CH3 H   53
14c diethyl N-Et-5-pyrazolyl CH3 H   61
14d diethyl N-iPr-5-pyrazolyl CH3 H 50  
14e diethyl N-Me-3-pyrazolyl CH3 H 19  
14f diethyl N-Me-4-pyrazolyl CH3 H 66  
14g diethyl NH-5-pyrazolyl CH3 H 21  
14h Piperidinyl N-Me-5-pyrazolyl CH3 H   4800
14i t-Bu N-Me-5-pyrazolyl CH3 H 22  
14j Me-n-propyl N-Me-5-pyrazolyl CH3 H   630
14k Me-Et N-Me-5-pyrazolyl CH3 H   500
15 diethyl 2-Me-3,4-oxadiazolyl CH3 H 0  
18a diethyl N-Et-5-pyrazolyl CH3 2-F   62
18b diethyl N-Me-5-pyrazolyl CH3 3-F 65  
18c diethyl N-Me-5-pyrazolyl CH3 4-F   91
18d diethyl N-Me-5-pyrazolyl CH3 2-Cl   51
18e diethyl N-Me-5-pyrazolyl CH3 4-Cl 51  
20a diethyl N-Et-5-pyrazolyl H H   270
20b diethyl N-Et-5-pyrazolyl H 4-F 31  
23a diethyl N-Et-5-pyrazolyl CF3 H   81
23b diethyl N-Me-5-pyrazolyl CHF2 H   12
25 CD3CD2 N-Me-5-pyrazolyl CHF2 H   16
1           25
a

IC50 values represent average of three independent determinations.