6-amino-1-[2-(3,4-dimethoxyphenyl)ethyl]-1H-pyrimidine-2,4-dione | 446266-76-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 6-amino-1-[2-(3,4-dimethoxyphenyl)ethyl]-1H-pyrimidine-2,4-dione
• 英文别名: 6-amino-1-(3,4-dimethoxyphenethyl)pyrimidine-2,4(1H,3H)-dione；6-amino-1-[2-(3,4-dimethoxyphenyl)ethyl]pyrimidine-2,4(1H,3H)-dione；6-amino-1-[2-(3,4-dimethoxyphenyl)ethyl]pyrimidine-2,4-dione
• CAS: 446266-76-8
• 化学式: C₁₄H₁₇N₃O₄
• mdl: MFCD03308064
• 分子量: 291.307
• InChiKey: IQRPFYUBJZSLRA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  93.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-amino-1-[2-(3,4-dimethoxyphenyl)ethyl]-1H-pyrimidine-2,4-dione 、 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以77%的产率得到N-{5-({1-[2-(3,4-dimethoxyphenyl)ethyl]-2,4,6-trioxo-5-trifluoromethyl-2,3,4,5,6,7-hexahydro-1H-pyrrolo[2,3-d]pyrimidine-5-yl}sulfamoyl)-1,3,4-thiadiazol-2-yl}acetamide
  参考文献：
  名称：

  含氟杂环对生物活性酰胺和胺的改性 7.乙酰唑胺的含氟杂环衍生物

  摘要：

  提出了一种通过 2-(5-乙酰氨基-1,3,4-噻二唑) 的相互作用对医药产品乙酰唑胺 (N-(5-氨磺酰基-1,3,4-噻二唑-2-基)乙酰胺) 进行改性的方法-2-基）磺酰基亚胺甲基三氟丙酮酸盐，由乙酰唑胺原位生成，与 1,3-双亲核试剂：6-氨基尿嘧啶、6-氨基硫尿嘧啶和 N-取代脲，产生杂环化合物，在含氮单车或单车。

  DOI：

  10.1007/s11172-012-0297-x
• 作为产物：
  描述：

  (3,4-二甲氧基苯乙基)脲 、 氰乙酸乙酯 在 乙醇 、 sodium ethanolate 作用下， 反应 4.0h， 以46%的产率得到6-amino-1-[2-(3,4-dimethoxyphenyl)ethyl]-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  Evaluation of 2-thioxo-2,3,5,6,7,8-hexahydropyrimido[4,5-d]pyrimidin-4(1H)-one analogues as GAA activators

  摘要：

  Pompe disease is a lysosomal storage disease (LSD) caused by a deficiency in the lysosomal enzyme acid alpha-glucosidase. In several LSDs, enzyme inhibitors have been used as small molecule chaperones to facilitate and increase the translocation of mutant protein from the endoplasmic reticulum to the lysosome. Enzyme activators with chaperone activity would be even more desirable as they would not inhibit the enzyme after translocation and might potentiate the activity of the enzyme that is successfully translocated. Herein we report our initial findings of a new series of acid alpha-glucosidase activators. Published by Elsevier Masson SAS.

  DOI：

  10.1016/j.ejmech.2010.01.027

文献信息

• Synthesis of bis(trifluoromethyl)pyrimido[4,5-d]pyrimidine-2,4-diones and evaluation of their antibacterial and antifungal activities
  作者：Alexey Yu. Aksinenko、Tatyana V. Goreva、Tatyana A. Epishina、Sergey V. Trepalin、Vladimir B. Sokolov

  DOI：10.1016/j.jfluchem.2016.06.019

  日期：2016.8

  A series of 5,5-bis(trifluoromethyl)-5,6-dihydropyrimido[4,5-d]pyrimidine-2,4(1H,3H)-diones has been prepared by the cyclocondensation of N-acylimines of hexafluoroacetone and 6-aminouracils. The obtained compounds were screened for their activities against Gram-positive (Staphylococcus aureus, Staphylococcus epidermidis and Bacillus anthracis) and Gram-negative (Escherichia coli) bacteria, as well

  通过六氟丙酮的N-嘧啶的环缩合反应制备了一系列的5,5-双（三氟甲基）-5,6-二氢嘧啶基[4,5-d]嘧啶-2,4（1 H，3 H）-二酮。和6-氨基尿嘧啶。筛选获得的化合物对革兰氏阳性（金黄色葡萄球菌，表皮葡萄球菌和炭疽杆菌）和革兰氏阴性（大肠杆菌）细菌以及白色念珠菌的活性。一些标题化合物显示出有希望的抗菌活性。
• Modification of biologically active amides and amines with fluorine-containing heterocycles 3*. Piracetam in the three-component reaction with methyl trifluoropyruvate and 1,3-binucleophiles
  作者：V. B. Sokolov、A. Yu. Aksinenko、T. A. Epishina、T. V. Goreva、I. V. Martynov

  DOI：10.1007/s11172-010-0075-6

  日期：2010.1

  Three-component reaction of Piracetam, methyl trifluoropyruvate and 1,3-binucleophiles, such as 6-aminouracils, 6-aminothiouracils, 4-(4-tolylamino)pent-3-en-2-one and N-substituted ureas, has been studied. This reaction resulted in fluorinated heterocyclic derivatives of Piracetam.

  研究了吡拉西坦、三氟丙酮酸甲酯和 1,3-亲核物（如 6-氨基尿嘧啶、6-氨基硫尿嘧啶、4-(4-甲苯氨基)戊-3-烯-2-酮和 N-取代的脲类）的三组分反应。这一反应产生了吡拉西坦的氟化杂环衍生物。
• Evaluation of 2-thioxo-2,3,5,6,7,8-hexahydropyrimido[4,5-d]pyrimidin-4(1H)-one analogues as GAA activators
  作者：Juan J. Marugan、Wei Zheng、Omid Motabar、Noel Southall、Ehud Goldin、Ellen Sidransky、Ronald A. Aungst、Ke Liu、Subir Kumar Sadhukhan、Christopher P. Austin

  DOI：10.1016/j.ejmech.2010.01.027

  日期：2010.5

  Pompe disease is a lysosomal storage disease (LSD) caused by a deficiency in the lysosomal enzyme acid alpha-glucosidase. In several LSDs, enzyme inhibitors have been used as small molecule chaperones to facilitate and increase the translocation of mutant protein from the endoplasmic reticulum to the lysosome. Enzyme activators with chaperone activity would be even more desirable as they would not inhibit the enzyme after translocation and might potentiate the activity of the enzyme that is successfully translocated. Herein we report our initial findings of a new series of acid alpha-glucosidase activators. Published by Elsevier Masson SAS.
• Modification of biologically active amides and amines with fluorine-containing heterocycles 7. Fluorine-containing heterocyclic derivatives of the acetazolamide
  作者：V. B. Sokolov、A. Yu. Aksinenko

  DOI：10.1007/s11172-012-0297-x

  日期：2012.11

  4-thiadiazole-2-yl)sulfonyl imine methyl trifluoropyruvate, which is in-situ generated from acetazolamide, with 1,3-binucleophiles: 6-aminouracils, 6-aminothiouracils, and N-substituted ureas, to yield heterocyclic compounds with the CF3 substituent in the nitrogen-containing mono- or bicycle.

  提出了一种通过 2-(5-乙酰氨基-1,3,4-噻二唑) 的相互作用对医药产品乙酰唑胺 (N-(5-氨磺酰基-1,3,4-噻二唑-2-基)乙酰胺) 进行改性的方法-2-基）磺酰基亚胺甲基三氟丙酮酸盐，由乙酰唑胺原位生成，与 1,3-双亲核试剂：6-氨基尿嘧啶、6-氨基硫尿嘧啶和 N-取代脲，产生杂环化合物，在含氮单车或单车。