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. Author manuscript; available in PMC: 2012 Oct 1.
Published in final edited form as: Bioorg Med Chem Lett. 2011 Aug 11;21(19):5711–5714. doi: 10.1016/j.bmcl.2011.08.032

Table 2.

Sulfonamide and sulfamide derivatives 14–28 via Scheme 2

graphic file with name nihms318081t11.jpg
Compound R Ke CB1 (µM) tPSA
14 graphic file with name nihms318081t12.jpg 0.207 101
15 graphic file with name nihms318081t13.jpg 0.304 127
16 graphic file with name nihms318081t14.jpg >10 73
17 graphic file with name nihms318081t15.jpg >10 101
18 graphic file with name nihms318081t16.jpg 9.43 127
19a graphic file with name nihms318081t17.jpg 3.76 73
20a graphic file with name nihms318081t18.jpg 0.113 101
21a graphic file with name nihms318081t19.jpg 0.106 127
22b graphic file with name nihms318081t20.jpg 0.030 101
23b graphic file with name nihms318081t21.jpg 0.093 127
24 graphic file with name nihms318081t22.jpg 5.34 105
25 graphic file with name nihms318081t23.jpg 2.93 101
26 graphic file with name nihms318081t24.jpg 0.376 127
27 graphic file with name nihms318081t25.jpg 2.83 101
28 graphic file with name nihms318081t26.jpg 4.20 127
a

Compounds isolated are approximately 1:1 mixture of cis and trans isomers.

b

Compounds are 7:1 mixture of cis/trans isomers. A 7:1 mixture of 15 was isolated after careful column chromatography. Assignment of relative stereochemistry was tentatively made by H1NMR. Further efforts to isolate pure cis- and trans- isomers are ongoing.