. 2023 Jan 9;66(2):1583–1600. doi: 10.1021/acs.jmedchem.2c01830

Table 1. SAR of Aromatic Substitution, h/rTRPA1 IC₅₀ [nM] Potency, for Compounds 15, 16, and 24a–h.

graphic file with name jm2c01830_0009.jpg

compound^a	R1	R2	R3	hTRPA1 IC₅₀ [nM]	rTRPA1 IC₅₀ [nM]
15	H	H	NO₂	14	1370
*(rac)-16*	H	H	F	36	1560
eutomer 16a	H	H	F	33	860
16b	H	H	F	>25 000	>25 000
24a	H	H	Cl	340	11 500
24b	H	H	CN	390	7570
24c	H	H	Me	1270	>12 500
24d	H	H	OMe	>125 00	>12 500
24e	H	H	–C(O)NHEt	>12 500	>12 500
24f	H	F	H	750	3800
24g	H	CN	H	5550	13 000
24h	F	H	F	1000	>10 000

Compounds are diastereomeric mixtures unless stated otherwise (#4, ratio >10:1 cis/trans).

Table 1. SAR of Aromatic Substitution, h/rTRPA1 IC50 [nM] Potency, for Compounds 15, 16, and 24a–h.