Figure 3 | Scientific Reports

Figure 3

From: Small Molecule Antagonists of NAADP-Induced Ca2+ Release in T-Lymphocytes Suggest Potential Therapeutic Agents for Autoimmune Disease

Figure 3

Synthesis of further small-molecule NAADP analogues. Reagents and conditions: (A) n-Heptylamine, ether, ice-salt bath; (B) nicotinic acid methyl ester, DMF, 60–70 °C, 16 h; (C) HBr (48%), 60 °C, 16 h; (D) (i) NaOMe, MeOH, octylamine hydrochloride, rt; (ii) nicotinic acid, DMF, 60–70 °C, 16 h; (E) (i) PPh3, I2, imidazole, rt; ii) nicotinic acid, DMF, 60–70 °C, 16 h; (F) Na2S2O4, NaHCO3, H2O/MeOH, rt; (G) 4 M HCl, reflux 1H35.

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