化学合成。Desmethylanethol trithione (ADT-OH)是anethole dithiolethione (ADT)的衍生物，是合成的硫化氢 (H2S)供体。
化学合成; 生物活性研究
路线1：
- 步骤: 将茴香脑（1）（32.5g; 0.21mol）和硫（45g; 1.40mol）在二甲基甲酰胺（250ml）中加热8小时；反应完成后，减压蒸馏除去溶剂，残余物用甲苯溶解；用2N氢氧化钠水溶液萃取甲苯液，得到橙色固体沉淀；将固体产物溶于沸水中，加入盐酸至酸性，析出橙色沉淀（2）。
- 条件: With sulfur In N,N-dimethyl-formamide for 8 h; Heating; Reflux
- 收率: 50%
- 参考文献: [1] Patent: US2006/270635, 2006, A1. Location in patent: Page/Page column 12; 16-17 [2] Patent: WO2006/125293, 2006, A1. Location in patent: Page/Page column 36-37; 47 [3] Patent: WO2006/125295, 2006, A1. Location in patent: Page/Page column 40-41; 51 [4] Patent: US2008/4245, 2008, A1. Location in patent: Page/Page column 10
路线2：
- 步骤: 在N₂下，将ADT-OMe（2.00g，8.32mmol）和无水吡啶盐酸盐（5.77g，49.9mmol）加入到烘箱干燥的压力容器中；装置浸入油浴中，在220℃下搅拌；反应25分钟后，冷却至室温，将内容物溶于甲醇并转移至圆底烧瓶；除去甲醇，将内容物溶于0.5M HCl和EtOAc的50:50混合物中；用水稀释后萃取到EtOAc中；有机层用Na₂SO₄干燥，经柱色谱法（3：2 Hex：EtOAc）纯化得到ADT-OH。
- 条件: at 220℃; for 0.42 h; Inert atmosphere (N₂)
- 收率: 85%
- 参考文献: [1] Synlett, 2016, vol. 27, # 9, p. 1349 - 1353 [2] Chinese Chemical Letters, 2010, vol. 21, # 12, p. 1427 - 1429 [3] Letters in Drug Design and Discovery, 2010, vol. 7, # 10, p. 747 - 753 [4] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 9, p. 2355 - 2359 [5] Tetrahedron Letters, 2017, vol. 58, # 24, p. 2378 - 2380 [6] European Journal of Medicinal Chemistry, 2010, vol. 45, # 7, p. 3005 - 3010 [7] Organic and Biomolecular Chemistry, 2014, vol. 12, # 31, p. 5995 - 6004 [8] Patent: CN106928208, 2017, A. Location in patent: Paragraph 0048; 0049 [9] Chemische Berichte, 1951, vol. 84, p. 458,460 [10] Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1950, vol. 230, p. 1774 [11] Patent: WO2006/66894, 2006, A1. Location in patent: Page/Page column 16-19 [12] Patent: WO2006/134489, 2006, A1. Location in patent: Page/Page column 13-14 [13] Patent: EP1645288, 2006, A1. Location in patent: Page/Page column 5 [14] Patent: EP1980559, 2008, A1. Location in patent: Page/Page column 9 [15] Patent: WO2009/65926, 2009, A2. Location in patent: Page/Page column 18 [16] Patent: US2010/168216, 2010, A1. Location in patent: Page/Page column 4 [17] Molecules, 2015, vol. 20, # 8, p. 14595 - 14610 [18] Journal of Medicinal Chemistry, 2016, vol. 59, # 5, p. 1776 - 1790 [19] Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 21, p. 5368 - 5373 [20] Drug Metabolism and Disposition, 2018, vol. 46, # 10, p. 1390 - 1395 [21] Patent: WO2006/111791, 2006, A1. Location in patent: Page/Page column 9-10 [22] Patent: EP1939186, 2008, A1. Location in patent: Page/Page column 6 [23] Patent: WO2008/146105, 2008, A1. Location in patent: Page/Page column 17-18 [24] Patent: WO2009/37556, 2009, A1. Location in patent: Page/Page column 20 [25] Bioorganic Chemistry, 2019, vol. 82, p. 192 - 203
