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site on the beta 2-adrenergic receptor using a novel photoaffinity ligand, [(125)I]iodoazidosalmeterol. 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General tariff:30.0%",[322,325],{"key":323,"value":324},"RTECS号","CZ6457000",{"key":304,"value":305},"\u003Ctd>\n\n\u003Cp>\u003Cstrong>沙美特罗毒理学数据:\u003C\u002Fstrong>\u003C\u002Fp>\n\u003Cp>\u003C\u002Fp>\u003Cp>  其他多剂量毒性：大鼠经口TDLo：5600 μg\u002Fkg\u002F28D-I；\u003C\u002Fp>\n\u003Cp>\u003C\u002Fp>\n\u003Cp>\u003Ca href=\"\u002Fen\u002Fcas\u002F89365-50-4_1026748.html#duXinDiv\">沙美特罗毒性英文版\u003C\u002Fa>\u003C\u002Fp>\n\n\u003C\u002Ftd>","\u003Cp>4-苯基丁醇、1,6-二溴己烷、四丁基铵硫酸氢盐和50%氢氧化钠水溶液，在65～70℃加热4h，得到的化合物和3-羟甲基-4,α-二羟基苯乙胺缩合，即得沙美特罗。\u003C\u002Fp>\u003Cp>\u003Cbr \u002F>\u003C\u002Fp>\u003Cp>1. 5-(溴乙酰基)-2-羟基苯甲醛的制备\u003C\u002Fp>\u003Cp>在反应瓶中加入无水二氯甲烷120ml、无水三氯化铝53.2g(0.4mol),于室温和搅拌下加入溴乙酰氯24.1g(0.12mol)的二氯甲烷30ml溶液,搅拌30min后,往该混合物滴加水杨醛12.2g(0.1mol)的二氯甲烷30ml溶液,加毕,将混合物搅拌回流反应14~18h.然后小心将反应液倾入冰和水的混合物中.水层用二氯甲烷提取,合并有机相,用水50ml洗涤,再用盐水50ml洗涤,有机相用无水MgSO4干燥,过滤,滤液减压蒸除溶剂,剩余物用CH2Cl2\u002F己烷重结晶,得黄色针状结晶5-(溴乙酰基)-2-羟基苯甲醛16.0g,收率66%,mp117.5~118 ºC.\u003C\u002Fp>\u003Cp>2. [4-[(6-溴己基)氧基]丁基]苯的制备\u003C\u002Fp>\u003Cp>在反应瓶中加入无水THF100ml和NaH 2.9(0.073mol)(分散在矿物油中产品,含量60%),在N2保护下及搅拌悬浮条件下于室温滴加4-苯基丁醇10.0g(0.067mol)的无水THF50ml溶液,滴毕,于同温度下搅拌反应2h.再滴加1,6-二溴己烷48.8g(0.2mol)TBAB(四丁基溴化铵)100mg.加毕,将混合物搅拌7h.加水40ml,用乙醚(120×3)提取,合并有机相,无水Na2SO4干燥,过滤,滤液蒸除溶剂,剩余物经硅胶柱色谱[洗脱剂为乙酸乙酯\u002F己烷(1:10)]纯化,经处理,得清澈的无色液体[4-[(6-溴己基)氧基]丁基]苯16.9g,收率81%.\u003C\u002Fp>\u003Cp>3. N-[6-(4-苯基丁氧基)己基]苯甲胺的制备\u003C\u002Fp>\u003Cp>在反应瓶中加入DMSO和上步制得的化合物[4-[(6-溴己基)氧基]丁基]苯3.14g(10mmol),搅拌溶解,加入苄胺(BzNH2)2.14g(20mmol)、三乙胺1.0g(10mol)和碘化钠(NaI)90mg,将混合物于室温搅拌反应17h.然后加入乙醚200ml、10%NaOH 20ml和盐水80ml,充分搅拌后,静置分层,分取有机相,用盐水洗,干燥,过滤,滤液浓缩,剩余物经硅胶柱色谱(洗脱剂为CH2Cl2\u002F甲醇)纯化,后处理后得淡黄色油状物N-[6-(4-苯基丁氧基)己基]苯甲胺2.4g,收率70%.\u003C\u002Fp>\u003Cp>4. 2-羟基-5-[[[6,6-(4-苯基丁氧基)己基苄基]氨基]乙酰基]苯甲醛的制备\u003C\u002Fp>\u003Cp>在反应瓶中加入上步产物N-[6-(4-苯基丁氧基)己基]苯甲胺1.36g(4mmol)和5-(溴乙酰基)-2-羟基苯甲醛0.49g(2mmol),再加入乙腈或异丙醇20ml,搅拌加热至回流,搅拌回流反应1h.加入乙醚30ml,将混合物于冰箱中急冷,析出固体沉淀,过滤,滤液蒸除溶液,剩余物经硅胶柱色谱(洗脱剂为CH2Cl2\u002F甲醇)纯化,得2-羟基-5-[[[6,6-(4-苯基丁氧基)己基苄基]氨基]乙酰基]苯甲醛0.71g,收率71%,该产物为黄色油状物.\u003C\u002Fp>\u003Cp>5. 5-羟基-α’-[[[-(4-苯基丁氧基)己基]氨基]甲基]-1,3-苯基二甲醇(沙美特罗)的合成\u003C\u002Fp>\u003Cp>在反应瓶中加入上步产物2-羟基-5-[[[6,6-(4-苯基丁氧基)己基苄基]氨基]乙酰基]苯甲醛0.4g(0.8mmol)和甲醇10ml,冷至0ºC,搅拌下加入NaBH4 90mg(24mmol)(加时应小心慢慢加入),加毕,将混合物于室温搅拌反应36h.反应毕,反应混合物用3mol\u002FL盐酸(约5ml)酸化,减压蒸除溶剂,水相用10%Na2CO3水溶液调至pH8,用乙酸乙酯(100ml×3)提取,提取液用水洗,无水Na2SO4干燥,过滤,滤液减压浓缩,剩余油状物用甲醇10ml稀释加至反应瓶中,再加入催化剂10%Pd\u002FC 80mg,常温常压通H2反应10h.反应毕,过滤回收催化剂,滤液除溶剂成琥珀色糖浆状物,加冷乙酸乙酯冷却析晶,得白色粉状沙美特罗5-羟基-α’-[[[-(4-苯基丁氧基)己基]氨基]甲基]-1,3-苯基二甲醇(沙美特罗)0.21g,收率62%,mp75~76ºC.\u003C\u002Fp>\u003Cp>\u003C\u002Fp>","2026-08-21T07:51:12.859463Z",false,[331,337,343,349,355,361,367,372,378,384,390,396],{"slug":332,"cid":333,"name":334,"nameZh":335,"cas":336},"785881577656684544","J-1111912-3","Mordant Black 17","铬蓝黑R","2538-85-4",{"slug":338,"cid":339,"name":340,"nameZh":341,"cas":342},"785881331014832128","J-18850-1","Diosgenin","薯蓣皂苷元","512-04-9",{"slug":344,"cid":345,"name":346,"nameZh":347,"cas":348},"785897866148188160","J-1065587-5","Noscapine","那可丁","128-62-1",{"slug":350,"cid":351,"name":352,"nameZh":353,"cas":354},"785889757879078912","J-1372965-2","Calcium Saccharin Hydrate","糖精钙水合物","6381-91-5",{"slug":356,"cid":357,"name":358,"nameZh":359,"cas":360},"785895040399446016","J-1110640-4","Solvent Red 27","溶剂红27","1320-06-5",{"slug":362,"cid":363,"name":364,"nameZh":365,"cas":366},"785871874079854592","J-1110697-1","Crystal Violet","结晶紫","548-62-9",{"slug":368,"cid":369,"name":370,"nameZh":370,"cas":371},"785914490636996608","J-1241469-6","2-Chloro-4-(1-dibenzofuranyl)-6-(1-naphthalenyl)-1,3,5-triazine","2417986-80-0",{"slug":373,"cid":374,"name":375,"nameZh":376,"cas":377},"785898367673700352","J-1988074-1","Pantoprazole Sodium Sesquihydrate","泮托拉唑钠倍半水合物","164579-32-2",{"slug":379,"cid":380,"name":381,"nameZh":382,"cas":383},"785882335940710400","J-3147-0","Pigment Red 57:1","颜料红57:1","5281-04-9",{"slug":385,"cid":386,"name":387,"nameZh":388,"cas":389},"785872510607429632","J-1334045-9","calcium saccharin","糖精钙","6485-34-3",{"slug":391,"cid":392,"name":393,"nameZh":394,"cas":395},"785893849972084736","J-1499066-0","Ferrocholinate","铁胆盐","1336-80-7",{"slug":397,"cid":398,"name":399,"nameZh":400,"cas":401},"785875504753283072","J-1382323-9","Pigment Red 81:2","颜料红81:2","75627-12-2",1794255172777,"zh-CN",[]]