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LY231514, a pyrrolo[2,3-d]pyrimidine-based antifolate that inhibits multiple folate-requiring enzymes. Cancer Res. 1997 Mar 15;57(6):1116-23.\n[2].\nAnraku M, et al. Synergistic antitumor effects of regulatory T cell blockade combined with pemetrexed in murine malignantmesothelioma. J Immunol. 2010 Jul 15;185(2):956-66.",[259],{"slug":260,"cid":261,"name":262,"nameZh":262,"cas":263,"imgSvg":264},"785880380119978000","J-1031127-5","N-(4-[2-(2-氨基-4...","165049-28-5","https:\u002F\u002Fapi.chemical.xiaokangmed.com\u002Fimages\u002Fchem_structures_svg\u002F398\u002F165049-28-5.svg",[],[267,270,273,276],{"key":268,"value":269},"海关编码","2933990090",{"key":271,"value":272},"中文概述","2933990090. 其他仅含氮杂原子的杂环化合物. 增值税率:17.0%. 退税率:13.0%. 监管条件:无. 最惠国关税:6.5%. 普通关税:20.0%",{"key":274,"value":275},"申报要素","品名, 成分含量, 用途, 乌洛托品请注明外观, 6－己内酰胺请注明外观, 签约日期",{"key":277,"value":278},"Summary","2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%",[280,283,286],{"key":281,"value":282},"危害码 (欧洲)","Xi",{"key":284,"value":285},"WGK德国","3",{"key":268,"value":269},"\u003Cp>1. 3-苯甲酰基丙酸的制备\u003C\u002Fp>\u003Cp>在反应瓶中加入丁二酸酐34.00g(0.34mol) 、苯220ml, 冰浴冷却下搅拌加入无水AlCl3100g(0.75mol), 将混合物继续搅拌一段时间后,搅拌回流1.5h.冷至室温,浓缩,得褐色黏稠状物,加入碎冰及200ml17%稀盐酸,搅匀后静置析出固体,过滤,得淡黄色固体.将其用10%NaOH溶液150ml溶解,过滤后滤液用活性炭脱色,过滤,用稀盐酸酸化,有白色沉淀析出,过滤,滤饼真空干燥,得白色固体3-苯甲酰基丙酸56.2g,收率92%.mp115.4~117.3 ºC.(文献[15]道mp114~115 ºC)\u003C\u002Fp>\u003Cp>2. 4-苯基丁酸的制备\u003C\u002Fp>\u003Cp>在反应瓶中加入3-苯甲酰基丙酸23.06g(0.13mol) 、KOH30.10(0.54mol) 、80%水合肼20ml和一缩二乙二醇150ml,搅拌加热至110 ºC,回流1.5h,反应生成水通过分水器从系统除去,升温除水至198 ºC,继续保温搅拌1h.冷至室温,加冰水稀释,再加17%稀盐酸250ml,析出白色固体,过滤得白色固体,纯化方法同上,最后得4-苯基丁酸18.86g, 收率88.4%.mp48.7~50.3 ºC. (文献[17] 报道mp47~51 ºC)\u003C\u002Fp>\u003Cp>3. 4-苯基丁酸乙酯的制备\u003C\u002Fp>\u003Cp>在反应瓶中加入4-苯基丁酸19.76g(0.12mol)、对甲苯磺酸4.19g(0.02mol)和乙醇250ml,搅拌回流6h.冷至室温,浓缩,剩余物加乙酸乙酯溶解,过滤除去不溶物,滤液用无水硫酸镁干燥,过滤#滤液浓缩#剩余物经硅胶柱色谱[洗脱剂:乙酸乙酯\u002F石油醚(体积比1:20)]纯化,得无色透明液体4-苯基丁酸乙酯22.60g,收率97.7%.\u003C\u002Fp>\u003Cp>4. 4-(4-乙氧基-4-氧正丁基)苯甲酸乙酯的制备\u003C\u002Fp>\u003Cp>在反应瓶中(装置干燥管,并干燥好)加入干燥精制的CH2Cl2 60ml和AlCl3(无水)10.39g(77.92mmol),在N2保护和搅拌下,通过注射器慢慢注入草酰氯[(COCl)2]18ml(211.01mmol),搅拌10min,用恒压漏斗滴加4-苯基丁酸乙酯13.64g(71.0mmol)的CH2Cl2(30ml)溶液,滴加温度控制在18~20 ºC,滴加时间约1h.加毕,减压蒸出过量的(COCl)2和部分CH2Cl2.剩余物缓慢加入碎冰50g和17%稀盐酸20ml,充分振摇后静置分层,分出有机层,水层用CH2Cl2 (15ml×2)提取,合并有机层,加入10%NaOH50ml,室温搅拌过夜,分离水层,用稀盐酸酸化,析出固体,过滤,真空干燥得黄色固体9.40g, 将所得固体按上述酯化方法用乙醇和催化量的TsOH酯化,酯化产物经硅胶柱色谱[洗脱剂:乙酸乙酯\u002F石油醚(体积比1:5)]纯化,得无色透明液体4-(4-乙氧基-4-氧正丁基)苯甲酸乙酯8.57g,收率45.7%.\u003C\u002Fp>\u003Cp>5. 4-(4-羟基正丁基)苯甲酸乙酯的制备\u003C\u002Fp>\u003Cp>在干燥反应瓶中加入4-(4-乙氧基-4-氧正丁基)苯甲酸乙酯6.74g(25.50mmol)、KBH411.00g(203.93mmol) 、无水LiBr18.08g(208.20mmol)和150ml无水精制的THF,在N2保护下和30 ºC下搅拌悬浮3天.缓慢滴加1mol\u002FLKHSO4溶液终止反应,减压蒸出大部分THF,过滤,滤液用乙醚(100ml×2)提取,提取液用无水MgSO4干燥,过滤,滤液浓缩,剩余物经硅胶柱色谱[洗脱剂:乙酸乙酯\u002F石油醚(体积比1:2)]纯化,得无色透明液体4-(4-羟基正丁基)苯甲酸乙酯3.08g, 收率53.5%.\u003C\u002Fp>\u003Cp>6. 4-(4-氧正丁基)苯甲酸乙酯的制备\u003C\u002Fp>\u003Cp>在反应瓶中加入4-(4-羟基正丁基)苯甲酸乙酯0.78g(3.51mmol)、氯铬酸吡啶盐(PCC)1.51g(7.00mmol)和CH2Cl2 30ml,室温搅拌2h.将反应液预先过一般装有硫酸镁的硅胶柱,将所得粗品浓缩,浓缩液经硅胶柱色谱[洗脱剂:乙酸乙酯\u002F石油醚(体积比1:3.5)]纯化,得4-(4-氧正丁基)苯甲酸乙酯0.64g, 收率86.8%.\u003C\u002Fp>\u003Cp>7. (RS)-4-(3-溴-4-氧正丁基)苯甲酸乙酯的制备\u003C\u002Fp>\u003Cp>在反应瓶中加入4-(4-氧正丁基)苯甲酸乙酯2.01g(9.13mmol)、精制干燥的CH2Cl2 40ml,和5,5-二溴巴比妥酸(DBBA).N2保护下,室温搅拌,加入含30%HBr的乙酸溶液250μl,TLC跟踪确认反应终点,反应毕,过滤除去生成的巴比妥酸,滤液依次用1mol\u002FLNa2S2O3溶液50ml、饱和食盐水洗涤,无水硫酸镁干燥,过滤,滤液浓缩,剩余物经硅胶柱色谱[洗脱剂:乙酸乙酯\u002F石油醚(体积比1:3.5)]纯化,得(RS)-4-(3-溴-4-氧正丁基)苯甲酸乙酯1.77g,收率64.8%.\u003C\u002Fp>\u003Cp>8. 8. 4-[2-(2-氨基-4,7-二氢-4-氧-3H-吡咯并[2,3-d]嘧啶-5-基)乙基]苯甲酸乙酯的制备\u003C\u002Fp>\u003Cp>在反应瓶中加入(RS)-4-(3-溴-4-氧正丁基)苯甲酸乙酯0.87g(2.91mmol)、2,4-二氨基-6-羟基嘧啶0.37g(2.93mmol)、乙酸钠0.48g(5.85mmol)、乙腈10ml和去离子水10ml, 将悬浮液于40 ºC搅拌反应约3h. 冷至室温,过滤,所得固体真空干燥,经硅胶柱色谱[洗脱剂:甲醇\u002F氯仿(体积比1:8)]纯化,得8. 4-[2-(2-氨基-4,7-二氢-4-氧-3H-吡咯并[2,3-d]嘧啶-5-基)乙基]苯甲酸乙酯0.82g,收率86.3%.mp>260 ºC.\u003C\u002Fp>\u003Cp>9. 4-[2-(2-氨基-4,7-二氢-4-氧-3H-吡咯并[2,3-d]嘧啶-5-基)乙基]苯甲酸的制备\u003C\u002Fp>\u003Cp>在反应瓶中加入10%NaOH溶液和8. 4-[2-(2-氨基-4,7-二氢-4-氧-3H-吡咯并[2,3-d]嘧啶-5-基)乙基]苯甲酸乙酯0.51g(1.56mmol),搅拌回流1.5h.冷至室温,加乙醇30ml稀释,加入稀盐酸酸化至pH4.4,过滤,所得固体真空干燥,经硅胶柱色谱[洗脱剂:30%氨水\u002F乙醇(体积比1:80)]纯化,得4-[2-(2-氨基-4,7-二氢-4-氧-3H-吡咯并[2,3-d]嘧啶-5-基)乙基]苯甲酸0.42g,收率90.1%. mp>260 ºC.[文献[12]报道mp>250 ºC]\u003C\u002Fp>\u003Cp>10. N-{4-[2-(2-氨基-4,7-二氢-4-氧-3H-吡咯并[2,3-d]嘧啶-5-基)乙基]苯甲酰基}-L-谷氨酸二乙酯的制备\u003C\u002Fp>\u003Cp>在反应瓶中加入4-[2-(2-氨基-4,7-二氢-4-氧-3H-吡咯并[2,3-d]嘧啶-5-基)乙基]苯甲酸0.3g(1.0mmol)、L-谷氨\u003C\u002Fp>\u003Cp>酸二乙酯盐酸盐0.30g(1.18mmol)、三乙胺0.04g(3.95mmol)和干燥精制过的DMF15ml,在N2保护下,搅拌一段时间后,加入95%的氰基磷酸二乙酯(DEPC)240μl,室温下继续搅拌,反应过夜.反应结束后将反应液浓缩,剩余物经硅胶柱色谱[洗脱剂:甲醇\u002F氯仿(体积比1:8)]纯化,得N-{4-[2-(2-氨基-4,7-二氢-4-氧-3H-吡咯并[2,3-d]嘧啶-5-基)乙基]苯甲酰基}-L-谷氨酸二乙酯0.39g,收率79.9%.mp168.4~170.2 ºC[文献[12]报道mp169~170 ºC]\u003C\u002Fp>\u003Cp>11. N-{4-[2-(2-氨基-4,7-二氢-4-氧-1H-吡咯并[2,3-d] 嘧啶-5-基)乙基]苯甲酰基}-L-谷氨酸(哌美曲塞)的合成\u003C\u002Fp>\u003Cp>在反应瓶中加入N-{4-[2-(2-氨基-4,7-二氢-4-氧-3H-吡咯并[2,3-d]嘧啶-5-基)乙基]苯甲酰基}-L-谷氨酸二乙酯0.24g(0.50mmol)和THF9ml,搅拌悬浮,再加入1mol\u002FLNaOH水溶液3ml,于室温搅拌反应约2h.减压蒸出THF, 剩余物用稀盐酸酸化至pH3,过滤,所得固体真空干燥,经硅胶柱色谱[洗脱剂:30%氨水\u002F甲醇(体积比1:10)]纯化,得纯品N-{4-[2-(2-氨基-4,7-二氢-4-氧-1H-吡咯并[2,3-d] 嘧啶-5-基)乙基]苯甲酰基}-L-谷氨酸(哌美曲塞)0.16g, 收率75.5%, mp>260 ºC.(文献[12]报道mp>250 ºC)\u003C\u002Fp>\u003Cp>\u003C\u002Fp>","\u003Ctd>\n\n\u003Ca href=\"\u002Fen\u002Fcas\u002F137281-23-3_899300.html#MSDSDiv\">培美曲塞二钠盐MSDS英文版\u003C\u002Fa>\n\n\u003C\u002Ftd>","2026-08-21T07:51:12.859463Z",false,[292,298,304,310,316,322],{"slug":293,"cid":294,"name":295,"nameZh":296,"cas":297},"785882335940710400","J-3147-5","Pigment Red 57:1","颜料红57:1","5281-04-9",{"slug":299,"cid":300,"name":301,"nameZh":302,"cas":303},"785889757879078912","J-1372965-3","Calcium Saccharin Hydrate","糖精钙水合物","6381-91-5",{"slug":305,"cid":306,"name":307,"nameZh":308,"cas":309},"785898367673700352","J-1988074-7","Pantoprazole Sodium Sesquihydrate","泮托拉唑钠倍半水合物","164579-32-2",{"slug":311,"cid":312,"name":313,"nameZh":314,"cas":315},"785875705589141504","J-10742-4","Neocuproine hemihydrate","新亚铜试剂半水合物","34302-69-7",{"slug":317,"cid":318,"name":319,"nameZh":320,"cas":321},"785881577656684544","J-1111912-6","Mordant Black 17","铬蓝黑R","2538-85-4",{"slug":323,"cid":324,"name":325,"nameZh":326,"cas":327},"785881331014832128","J-18850-2","Diosgenin","薯蓣皂苷元","512-04-9",1792651734947,"zh-CN",[]]