2-(5-氟尿嘧啶-1-基乙酰基)氨基乙酸的合成及表征

50多年来,5-氟尿嘧啶(5-FU)一直作为首选抗代谢药物用于临床治疗胃癌、结直肠癌、乳腺癌、肝癌等多种癌症[1-2].但由于其亲脂性较低以及生物利用度低,影响抗肿瘤疗效,且其治疗剂量与中毒剂量接近,从而给临床应用带来了一定的问题.     

α-(5-氟尿嘧啶-1-基甲基甲酰基)氨基苯丙酸的合成

以5-氟尿嘧啶-1-基乙酸、二环己基碳二酰亚胺和L-苯丙氨酸为原料,1-羟基苯并三氮唑作为辅助试剂,通过碳二亚胺法合成了一种新型的α-(5-氟尿嘧啶-1-基甲基甲酰基)氨基苯丙酸,其结构经IR和元素分析表征.     

卟啉-5-氟尿嘧啶衍生物的合成与表征

5-氟尿嘧啶(5-Fu)是一种作用于DNA合成期的抗恶性肿瘤药物,主要用于消化道癌和乳腺癌,是治疗胃癌的首选药.但它的一大缺点是服药有效剂量与中毒量相近,在杀死癌细胞的同时正常细胞损伤也较严重.     

新型间氯苯基卟啉-5-氟尿嘧啶化合物的合成与表征

用5-[3-(3-溴丙氧基)苯基]-10,15,20-三(3-氯苯基)卟啉或5-[3-(4-溴丁氧基)苯基]-10,15,20-三(3-氯苯基)卟啉与5-氟尿嘧啶反应,合成了1,3-二[5-(3-丙氧基苯基)-10,15,20-三(3-氯苯基)卟啉]-5-氟尿嘧啶(A1)、1-[5-(3-丙氧基苯基)-10,15,20-三(3-氯苯基)卟啉]-5-氟尿嘧啶(B1)、1,3-二[5-(3-丁氧基苯基)-10,15,20-三(3-氯苯基)卟啉]-5-氟尿嘧啶(A2)、1-[5-(3-丁氧基苯基)-10,15,20-三(3-氯苯基)卟啉]-5-氟尿嘧啶(B2),产率分别为20.4%、12.3%、21.4%、11.4%。通过红外光谱、紫外可见光谱、核磁共振谱和基质辅助激光解吸-电离飞行时间质谱测试技术表征了其结构。对目标化合物的合成分离纯化条件进行了研究。结果表明,选择DMF为溶剂,反应温度在120℃,反应时间10h,产率较高;采用硅胶G(粒径40μm)柱层析,按试验产品量,柱子直径为3cm,柱高10cm,用V(氯仿)∶V(丙酮)=15∶1为洗脱剂,分离效果较好。     

5-氟尿嘧啶-1-基磷三肽化合物的合成及抗癌活性研究

以DCC(二环己基碳二酰亚胺)/BtOH(1-羟基苯并三氮唑)为偶联剂,通过液相偶联法合成了14个新型5-氟尿嘧啶-1-基磷三肽化合物,收率为52%～83%.所有化合物经¹HNMR,31PNMR,IR光谱和元素分析证实.提出了合成中间体5-氟尿嘧啶-1-基乙酸的方法,其优点是操作简便且产率高.对部分化合物进行了抗癌活性测试,结果表明该类化合物对HL-60和BEL₇₄₀癌细胞生长具有一定的抑制作用.     

微波辅助下5-氟尿嘧啶-1-基乙酸的绿色合成

在微波辐射下,以水作溶剂,以氯乙酸、5-氟尿嘧啶为原料合成了具有重要生理活性的标题化合物5-氟尿嘧啶1-基乙酸．产率86．8％．该方法反应时间短,分离方便,产品纯度高．     

新型氯苯基卟啉-5-氟尿嘧啶的合成

以3,4-二氯苯甲醛、对羟基苯甲醛,吡咯和1,5-二溴戊烷(或1,6-二溴己烷)为原料,经两步反应合成了溴烷氧基氯苯基卟啉(2a或2b);2与5-氟尿嘧啶反应,合成了两种新型的氯代苯基卟啉-5-氟尿嘧啶[1a(产率28.26%)和1b(产率29.34%)],其结构经UV-Vis,~1H NMR,IR和MS表征.     

N,N-二{亚烷基氧羰基苯基-5-[10,15,20-三(4-氯苯基)]卟啉基}-5-氟尿嘧啶的合成与表征

用对氯苯甲醛和对羧基苯甲醛为原料,合成了周边含羧基苯基的不对称卟啉中间体,然后再与5-氟尿嘧啶反应,合成了两种亚烷基链长不同的标题化合物,产率为22.1%和19.8%.产物结构由元素分析、红外光谱、紫外可见光谱、核磁共振谱和质谱表征确认.同时对目标化合物的合成条件进行了研究,结果表明,在以DMF为溶剂、反应温度在125℃、反应时间8h条件下,反应产率较高.     

具有酰基或氨基甲酰基结构的5-氟尿嘧啶衍生物的合成及抗肿瘤活性

5-氟尿嘧啶(5-FU)首先由 Duschinsky 和Pleven 合成。作为一种广谱性的抗肿瘤临床药物,其主要缺点是脂溶性小,口服吸收困     

聚羟乙谷氨酰胺-5-氟尿嘧啶-1-乙酸的合成、表征与缓释性

聚羟乙谷氨酰胺-5-氟尿嘧啶-1-乙酸的合成、表征与缓释性;高分子前药     

Photo-oxidation of 5-acetyl-3,4-dihydropyrimidin-2(1H)-ones

A variety of Biginelli 5-acetyl-3,4-dihydropyrimidin-2(1H)-ones are efficiently oxidized to their corresponding pyrimidin-2(1H)-one derivatives upon UV irradiation under argon atmosphere in chloroform solution. The nature of the additional substituent on the phenyl ring located on C-4 of the heterocyclic ring influences the rate of reaction. An electron-transfer induced photoreaction is proposed based on the formation of HCl and CH₂Cl₂.     

Synthesis of Methyl 2-(5-Arylidene-2,4-dioxotetrahydrothiazol-3-yl)propionates

A series of methyl 2-(arylidene-2,4-dioxotetrahydrothiazol-3-yl)propionates were prepared. A study of the 3D structure was performed. The log P values are given for all the synthesized compounds.     

Synthesis of 3,4-dihydropyrimidin-2(1H)-one via Retro-Biginelli reaction

Hydrolytic behavior of 5-acetyl-6-methyl-4-phenyl-3,4-dihydropyrimidin-2(1H)-one under alkaline condition has been explored. Mechanistic details are established by LCMS and HPLC. Evidence suggested that the deacetylative benzylidenation proceeds through the retro-Biginelli reaction. The scope of the retro-Biginelli reaction has been explored by the synthesis of substituted DHPs.     

1-甲基-3,4-二苯基喹啉-2(1H)-酮的合成和结构表征

以N-甲基苯胺和苯丙炔酸为原料,经过缩合、亲电环化、偶联反应合成了1-甲基-3,4-二苯基喹啉-2(1H)-酮;利用核磁共振谱和气相色谱-质谱表征了产物的结构.结果表明,所用合成方法具有产率高、反应条件温和、操作简单等优点,目标产物的总产率达62.7%.     

Condensation of 5-Acetyl-3,4-dihydropyrimidin-2(1H)-ones with Hydrazine

Russian Journal of Organic Chemistry - 3,4-Dihydropyrimidines obtained by the Biginelli reaction react with hydrazine to give a mixture of N-[(3,5-dimethyl-1H-pyrazol-4-yl)(R)methyl]ureas and...     

Synthesis and Crystal Structure of 4-Bromo-5-ethoxy-3-methyl-5- （naphthalen- 1-yl）- 1-tosyl- 1H-pyrrol-2（5H）- one

The title compound 4-bromo-5-ethoxy-3-methyl-5-(naphthalen-1-yl)-1-tosyl-1H- pyrrol-2(5H)-one 1 (C24H22BrNO4S, Mr = 500.40) has been synthesized and its crystal structure was determined by single-crystal X-ray diffraction analysis. It crystallizes in monoclinic, space group P21/n with a = 8.8562(15), b = 18.118(3), c = 14.055(2) , β = 99.855(3)o, V = 2221.9(6) 3, Z = 4, Dc = 1.496 g/cm3, μ = 1.975 mm-1, λ = 0.71073 , F(000) = 1024, R = 0.0607 and wR = 0.1371.     

Synthesis under Microwave Irradiation and Crystal Structure of 4-（3,4-Methylenedioxylphenyl）-6-methyl- 5-ethoxycaronyl-3,4-dihydropyrimidin-2（H）-one

1 INTRODUCTION Since Biginelli firstly reported the synthesis of 3,4-dihydropyrimidin-2(1H)-ones in 1893, this com- pound has been found to emerge as calcium channel blockers, antihypersive agents and a-antagonists[1]. Consequently, this Biginelli reacti…