5-bromo-6-propylpyrimidine-2,4(1H,3H)-dione | 16290-54-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 5-bromo-6-propylpyrimidine-2,4(1H,3H)-dione
• 英文别名: 5-Bromo-6-propyluracil；5-bromo-6-propyl-1H-pyrimidine-2,4-dione；5-bromo-6-propyl-1H-pyrimidine-2,4-dione
• CAS: 16290-54-3
• 化学式: C₇H₉BrN₂O₂
• 分子量: 233.065
• InChiKey: IVGPFRQYDLZFEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-bromo-6-propylpyrimidine-2,4(1H,3H)-dione 在 三乙胺 、 三氯氧磷 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 9.25h， 生成 2-phenyl-1-(1-phenyl-7-(piperidin-1-yl)-5-propyl-1H-pyrimido[4,5-e][1,3,4]thiadiazin-3-yl)diazene
  参考文献：
  名称：

  基于嘧啶并[4,5-e] [1,3,4]噻二嗪的新型偶氮化合物的高效合成

  摘要：

  通过用溴和磷酰氯顺序处理6-烷基-嘧啶-2,4（1 H，3 H）-二酮，制备了一些新的5-溴-2,4-二氯-6-烷基嘧啶。双硫zone与5-溴-2,4-二氯-6-烷基嘧啶在碱性乙腈中的缩合获得5-烷基-7-氯-3-苯基偶氮-1-苯基-1H-嘧啶[4,5-e] [1 ，3,4]噻二嗪。这些化合物的7-氯原子在沸腾的乙醇中被仲胺取代，得到其7-氨基衍生物。关键词：偶氮染料，5-溴-2,4-二氯-6-烷基嘧啶，双硫zone，环缩合，嘧啶基[4,5-e] [1,3,4]噻二嗪牛。化学 Soc。埃塞俄比亚。2012，26（1），115-120。DOI：http：//dx.doi.org/10.4314/bcse.v26i1.12

  DOI：

  10.4314/bcse.v26i1.12
• 作为产物：
  描述：

  丙硫氧嘧啶 在 水 、 溴 、 氯乙酸 作用下， 生成 5-bromo-6-propylpyrimidine-2,4(1H,3H)-dione
  参考文献：
  名称：

  Synthesis of new series of pyrimido[4,5-b][1,4] benzothiazines as 15-lipoxygenase inhibitors and study of their inhibitory mechanism

  摘要：

  A series of 2-substituted 4-n-propyl pyrimido[4,5-b][1,4]benzothiazines were synthesized, and evaluated as soybean 15-lipoxygenase (SLO) inhibitors. Among the synthesized compounds, 2-(4-methyl piperazinyl) analog showed the best SLO inhibition activity (IC50 = 8.9 +/- A 0.4 mu M). To rationalize the inhibitory potency variation of the compounds, computer-assisted modeling of the enzyme-inhibitor, radical scavenging evaluation, and inhibitory mechanism analyses were performed. The results showed that in 4-alkyl pyrimido[4,5-b]benzothiazines with same 2-substituent, radical scavenging potency plays a key role in lipoxygenase inhibition.

  DOI：

  10.1007/s00044-013-0506-7

文献信息

• [EN] DHFR INHIBITORS, COMPOSITIONS, AND METHODS RELATED THERETO<br/>[FR] INHIBITEURS DE DHFR, COMPOSITIONS ET PROCÉDÉS ASSOCIÉS
  申请人：VYERA PHARMACEUTICALS LLC

  公开号：WO2019032458A1

  公开（公告）日：2019-02-14

  The invention relates to inhibitors of dihydrofolate reductase and pharmaceutical preparations thereof. The invention further relates to methods of treatment of parasitic infections, such as T. gondii, T. cruzi, P. falciparum, T. brucei, or L. major infections, using novel inhibitors of the invention.

  该发明涉及二氢叶酸还原酶抑制剂及其药物制剂。该发明还涉及使用该发明的新型抑制剂治疗寄生虫感染的方法，如弓形虫、克鲁兹氏锥虫、疟原虫、布鲁氏锥虫或印度利马锥虫感染。
• [EN] COMPOSITIONS AND METHODS FOR TREATING INFECTIONS<br/>[FR] COMPOSITIONS ET MÉTHODES DE TRAITEMENT D'INFECTIONS BACTÉRIENNES
  申请人：TURING PHARMACEUTICALS LLC

  公开号：WO2017136556A1

  公开（公告）日：2017-08-10

  The invention relates to inhibitors of dihydrotolate reductase and pharmaceutical preparations thereof. The invention further relates to methods of treatment of parasitic infections, such as T. gondii, T. cruzi, P. falciparum, T. hrucei, or L. major infections, using the novel inhibitors of the invention.

  该发明涉及二氢叶酸还原酶抑制剂及其制药制剂。该发明还涉及使用该发明的新型抑制剂治疗寄生虫感染的方法，如弓形虫、克氏锥虫、疟原虫、布鲁氏锥虫或大利什曼原虫感染。
• Diaminopyrimidines
  申请人：Warner-Lambert Company

  公开号：US04532240A1

  公开（公告）日：1985-07-30

  Substituted-phenyl derivatives of 5-(1,4-piperazinyl)-2,4-pyrimidinediamine are effective as antibacterial and antitumor agents. Methods of preparing such compounds, pharmaceutical compositions based thereon, and a method of treating bacterial infections in a mammal in need of such treatment are disclosed.

  5-(1,4-哌嗪基)-2,4-嘧啶二胺的取代苯衍生物被证明是有效的抗菌和抗肿瘤剂。本发明公开了制备这种化合物的方法，基于此的药物组成物以及治疗需要此类治疗的哺乳动物细菌感染的方法。
• Diaminopyrimidines and their production
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0103464A2

  公开（公告）日：1984-03-21

  Substituted-phenyl derivatives of 5-(1,4-piperazinyl)-2,4--pyrimidinediamine are effective as antibacterial and antitumor agents. Processes for preparing such compounds, pharmaceutical compositions based thereon, and the treatment of bacterial infections in a mammal are disclosed.

  5-(1,4-哌嗪基)-2,4-嘧啶二胺的取代苯基衍生物是有效的抗菌剂和抗肿瘤剂。本文公开了制备此类化合物的工艺、基于此类化合物的药物组合物以及哺乳动物细菌感染的治疗方法。
• Compositions and methods for treating infections
  申请人：Vyera Pharmaceuticals, LLC

  公开号：US10774073B2

  公开（公告）日：2020-09-15

  The invention relates to inhibitors of dihydrofolate reductase and pharmaceutical preparations thereof. The invention further relates to methods of treatment of parasitic infections, such as T. gondii, T. cruzi, P. falciparum, T. brucei, or L. major infections, using the novel inhibitors of the invention.

  本发明涉及二氢叶酸还原酶抑制剂及其药物制剂。本发明还涉及使用本发明的新型抑制剂治疗寄生虫感染的方法，如淋病双球菌、克鲁兹双球菌、恶性疟原虫、布鲁西双球菌或大肠杆菌感染。