2-(7-amino-1-methyl-4,5-dioxo-1,4,5,6-tetrahydropyrimido[4,5-c]pyridazin-3-yl)propanoic acid | 70935-16-9

• 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: 2-(7-amino-1-methyl-4,5-dioxo-1,4,5,6-tetrahydropyrimido[4,5-c]pyridazin-3-yl)propanoic acid
• 英文别名: 3H21；2-(7-amino-1-methyl-4,5-dioxo-1,4,5,6-tetrahydro-pyrimido[4,5-c]pyridazin-3-yl)-propionic acid；7-amino-3-(1-carboxyethyl)-1-methylpyrimido(4,5-c)pyridazine-4,5(1H, 6H)-dione；2-(7-amino-1-methyl-4,5-dioxo-6H-pyrimido[4,5-c]pyridazin-3-yl)propanoic acid
• CAS: 70935-16-9
• 化学式: C₁₀H₁₁N₅O₄
• 分子量: 265.228
• InChiKey: XUKTUWRGSZSUGO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  137
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  7-Amino-3-(1-ethoxycarbonylethyl)-1-methylpyrimido(4,5-c)-pyridazine-4,5(1H,6H)-dione 以 sodium hydroxide 、 乙醇 为溶剂， 以70%的产率得到2-(7-amino-1-methyl-4,5-dioxo-1,4,5,6-tetrahydropyrimido[4,5-c]pyridazin-3-yl)propanoic acid
  参考文献：
  名称：

  Substituted pyrimido (4,5-c)pyridazines

  摘要：

  这项发明提供了嘧啶并[4,5-c]吡啶嗪，其制备方法，含有它们的兽药组合物以及这种组合物的制备。这些嘧啶并[4,5-c]吡啶嗪在球虫病的治疗中很有用。

  公开号：

  US04255427A1

文献信息

• Pyrimido (4,5-c) pyridazines, their use in pharmaceutical preparations, and process for their preparation
  申请人：THE WELLCOME FOUNDATION LIMITED

  公开号：EP0000383A1

  公开（公告）日：1979-01-24

  Pyrimido (4,5-c) pyridazines of formula II and compounds of formulae III, IV, VI, VII, VIII. wherein R1 is alkyl hydroxymethyl, phenyl, carboxy, optionally substituted benzyl, optionally substituted phenacyl, acyloxymethyl, indolyl, indolyl methyl, a group optionally substituted in the phenyl ring, a group or a group CH2CH2CO2Z in which Y is hydrogen, alkyl or alkoxy, and Z is hydrogen or alkyl, are inhibitors of dihydropteroic acid biosynthesis and have anti-microbial activity. They can be prepared as follows:

  式 II 的嘧啶并(4,5-c)吡啶和式 III、IV、VI、VII、VIII 的化合物。 其中 R1 是羟甲基烷基、苯基、羧基、任选取代的苄基、任选取代的苯甲酰 基、酰氧基甲基、吲哚基、吲哚基甲基、一个在苯基环中任选取代的基团、 一个在吲哚基上任选取代的基团、一个在吲哚基上任选取代的基团。 在苯基环上被任选取代的基团、基团 或基团 CH2CH2CO2Z（其中 Y 为氢、烷基或烷氧基，Z 为氢或烷基）是二氢蝶酸生物合成的抑制剂，具有抗微生物活性。它们的制备方法如下：
• Structural Studies of Pterin-Based Inhibitors of Dihydropteroate Synthase
  作者：Kirk E. Hevener、Mi-Kyung Yun、Jianjun Qi、Iain D. Kerr、Kerim Babaoglu、Julian G. Hurdle、Kanya Balakrishna、Stephen W. White、Richard E. Lee

  DOI：10.1021/jm900861d

  日期：2010.1.14

  Dihydropteroate synthase (DHPS) is a key enzyme in bacterial folate synthesis and the target of the sulfonamide class of antibacterials. Resistance and toxicities associated with sulfonamides have led to a decrease in their clinical use. Compounds that bind to the pterin binding site of DHPS, as opposed to the p-amino benzoic acid (pABA) binding site targeted by the sulfonamide agents, arc anticipated to bypass sulfonamide resistance. To identify such inhibitors and map the pterin binding pocket, we have performed virtual screening, synthetic, and Structural studies using Bacillus anthracis DHPS. Several compounds with inhibitory activity have been identified, and Crystal Structures have been determined that show how the compounds engage the pterin site. The structural Studies identify the key binding elements and have been used to generate a structure-activity based pharmacophore map that will facilitate the development of the next generation or DHPS inhibitors which specifically target the pterin site.
• MORRISON R. W. JR.; MALLORY W. R.; STYLES V. L., J. ORG. CHEM., 1978, 43, NO 25, 4844-4849
  作者：MORRISON R. W. JR.、 MALLORY W. R.、 STYLES V. L.

  DOI：——

  日期：——
• US4225710A
  申请人：——

  公开号：US4225710A

  公开（公告）日：1980-09-30
• US4302587A
  申请人：——

  公开号：US4302587A

  公开（公告）日：1981-11-24