CAS: 122188-02-7; Methyl 2-(1,8-Diethyl-1,3,4,9-Tetrahydropyrano[3,4-B]Indol-1-yl)Acetate

上下游产品

依托度酸 Etodolac 41340-25-4
乙基[(1S)-8-乙基-1,3,4,9-四氢吡喃并[3,4-B]吲哚-1-基]乙酸酯 (S)-Etodolac 87249-11-4

甲醇,依托度酸置于硫酸体系中,化学反应 3.0H,以66%的收率获得依托度酸甲酯
参考文献:作为有效的甲硫氨酸氨肽酶(ii 型)抑制剂的依托度酸-硫醚衍生物的合成,抗癌活性和分子建模
标题:作为有效的甲硫氨酸氨肽酶(ii 型)抑制剂的依托度酸-硫醚衍生物的合成,抗癌活性和分子建模
摘要:一系列(R,S)-1-{[5-(取代)硫烷基-4-取代-4H-1,2,4-三唑-3-基]甲基}-1,8-二乙基-1,3,4,9-四氢吡喃并[3,4-B]吲哚(5A-V)使用五步合成方案设计和合成,该方案涉及取代的苄基氯和(r,S)-5-[(1,8-二乙基-1,3,4,9-四氢吡喃[3,4-B]吲哚-1-基)甲基]-4-取代-2,4-二氢-3H-1,2,4-三唑-3-硫酮在最后一步.使用 Mtt(3-(4,5-二甲基噻唑-2-基)-2,5-二苯基溴化四唑)比色法对合成的衍生物进行体外细胞毒性和抗癌活性评估,对 Vero,Hepg2(人肝细胞肝癌),Skov3(卵巢癌),Mcf7(人乳腺癌),Pc3 和 Du145(前列腺癌)细胞,浓度为 10-5 M(10 μm)24 小时.与依托度酸相比,化合物 5D 和 5H 对 Skov3 癌细胞系显示出最佳生物效力(ic50 分别为 7.22 和
Doi:10.1002/ardp.201700195

专利信息

专利号:EP-2864334-A1
优先权日:2012-06-25
标题:Synthesis of thiosemicarbazides and triazoles derived from etodolac

专利号:WO-2014003694-A1
优先权日:2012-06-25
标题 :Synthesis of thiosemicarbazides and triazoles derived from etodolac

专利号:US-11046705-B1
优先权日:2020-03-18
标 题:Method for preparing etodolac methyl ester
发明人：YOU JINZONG; LI YINGFEI; QI DEQIANG; WU CHENGJIE
权利人:ZHEJIANG INTERNATIONAL STUDIES UNIV
摘要:The present invention discloses a method for preparing etodolac methyl ester, and relates to the technical field of organic synthesis. The method provided in the present invention includes the following steps: (1) raw materials are mixed and subjected to cyclization reaction at 20° C. to 25° C. to obtain a reaction solution, where the raw materials include 7-ethyltryptophol, methyl 3-oxopentanoate, trimethylhalosilane and methanol, excluding concentrated sulfuric acid, and the trimethylhalosilane is trimethylchlorosilane or trimethylbromosilane; and (2) the reaction solution is cooled to 10° C. to 15° C., and then filtered to obtain etodolac methyl ester and a mother liquor. The method provided in the present invention has a high yield, and does not use concentrated sulfuric acid that is extremely harmful and tends to cause product oxidation.