2,4,5-triamino-6-butoxypyrimidine | 127116-73-8

• 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: 2,4,5-triamino-6-butoxypyrimidine
• 英文别名: 6-butoxy-2,4,5-triaminopyrimidine；6-Butoxy-2,4,5-pyrimidinetriamine；6-butoxypyrimidine-2,4,5-triamine
• CAS: 127116-73-8
• 化学式: C₈H₁₅N₅O
• 分子量: 197.24
• InChiKey: YJPPPLCDLDGFGW-UHFFFAOYSA-N

物化性质

• 沸点：
  464.0±55.0 °C(Predicted)
• 密度：
  1.262±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  113
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,4,5-triamino-6-butoxypyrimidine 在 碘 作用下， 以 水 为溶剂， 反应 2.0h， 生成 4-Butoxy-7-butylpteridin-2-amine
  参考文献：
  名称：

  Highly Regioselective Alkylation of Pteridine

  摘要：

  Reaction of 2-amino-4-butoxypteridine with a Grignard reagent or an alkyllithium followed by iodine oxidation gives the 7-substituted pteridine, regioselectively.

  DOI：

  10.3987/com-92-s(t)103
• 作为产物：
  描述：

  6-丁氧基-5-亚硝基嘧啶-2,4-二胺 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、100.0 kPa 条件下， 以100%的产率得到2,4,5-triamino-6-butoxypyrimidine
  参考文献：
  名称：

  Novel Regio- and Stereoselective Synthesis of 6-Substituted Pteridines and Naturally Occurring L-erythro-Biopterin

  摘要：

  通过2,4,5-三氨基-6-丁氧基嘧啶与多种2-甲酰氧基环氧乙烷的缩合反应，接着用碘氧化，可以选择性地合成2-氨基-4-丁氧基-6-(1-羟基烷基)蝶啶。从(1S,2S,3S)-2-甲酰基-3-(1-羟基乙基)环氧乙烷合成自然界存在的L-赤型二氢蝶呤。反应过程经过5,6-二氢蝶呤中间体，并通过分子轨道计算讨论了反应机制。

  DOI：

  10.1055/s-1992-26097

文献信息

• Novel Regio- and Stereoselective Synthesis of 6-Substituted Pteridines and Naturally Occurring L-<i>erythro</i>-Biopterin
  作者：Shizuaki Murata、Takashi Sugimoto、Shoji Ogiwara、Kouichi Mogi、Hiroaki Wasada

  DOI：10.1055/s-1992-26097

  日期：——

  Condensation of 2,4,5-triamino-6-butoxypyrimidine with various 2-formyloxiranes followed by oxidation with iodine affords 2-amino-4-butoxy-6-(1-hydroxyalkyl)pteridines regioselectively. Naturally occurring L-erythro-biopterin is synthesized from (1S,2S,3S)-2-formyl-3-(1-hydroxyethyl) oxirane. The reaction proceeds via 5,6-dihydropteridine, and the mechanism is discussed with the help of molecular orbital calculations.

  通过2,4,5-三氨基-6-丁氧基嘧啶与多种2-甲酰氧基环氧乙烷的缩合反应，接着用碘氧化，可以选择性地合成2-氨基-4-丁氧基-6-(1-羟基烷基)蝶啶。从(1S,2S,3S)-2-甲酰基-3-(1-羟基乙基)环氧乙烷合成自然界存在的L-赤型二氢蝶呤。反应过程经过5,6-二氢蝶呤中间体，并通过分子轨道计算讨论了反应机制。
• HAIR DYE AGENT COMPRISING AMINOPYRIMIDINE DERIVATIVES
  申请人：Henkel AG & Co. KGaA

  公开号：US20150209258A1

  公开（公告）日：2015-07-30

  The present application relates to agents for dyeing keratin fibers, in particular human hair, the agent including a cosmetic carrier and at least a compound of formula (I)

  本申请涉及染色角蛋白纤维的药剂，特别是人类头发，该药剂包括化妆品载体和至少一种符合式(I)的化合物。
• METHODS FOR SYNTHESIZING MOLYBDOPTERIN PRECURSOR Z DERIVATIVES
  申请人：Alexion Pharma International SÀRL

  公开号：EP2675278B1

  公开（公告）日：2016-02-17
• Methods for Synthesizing Molybdopterin Precursor Z Derivatives
  申请人：Alexion Pharma International Sàrl

  公开号：US20140303367A1

  公开（公告）日：2014-10-09

  Provided herein are synthetic methods for preparing a compound of formula (I): Also provided herein are synthetic methods for preparing a compound of formula (XIII): The disclosure also provides useful intermediates, derivatives, prodrugs, and pharmaceutically acceptable salts, solvates and hydrates of the formula (I) and formula (XIII) compounds. These compounds are useful for treating diseases associated with molybdenum cofactor deficiency.
• Methods for synthesizing molybdopterin precursor Z derivatives
  申请人：Long Xiangtian

  公开号：US20140323726A1

  公开（公告）日：2014-10-30

  Provided herein are synthetic methods for preparing a compound of formula (I): Also provided herein are synthetic methods for preparing a compound of formula (XIII): The disclosure also provides useful intermediates, derivatives, prodrugs, and pharmaceutically acceptable salts, solvates and hydrates of the formula (I) and formula (XIII) compounds. These compounds are useful for treating diseases associated with molybdenum cofactor deficiency.