2-Amino-3-cyano-5-n-propylpyrazin | 50627-23-1

• 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-Amino-3-cyano-5-n-propylpyrazin
• 英文别名: 3-amino-6-propyl-pyrazine-2-carbonitrile；3-Amino-6-propylpyrazine-2-carbonitrile
• CAS: 50627-23-1
• 化学式: C₈H₁₀N₄
• 分子量: 162.194
• InChiKey: YTNJCNPVWCTLQK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  75.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-Amino-3-cyano-5-n-propylpyrazin 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 生成 3-(Aminomethyl)-5-propylpyrazin-2-amine
  参考文献：
  名称：

  Novel 1-(2-aminopyrazin-3-yl)methyl-2-thioureas as potent inhibitors of mitogen-activated protein kinase-activated protein kinase 2 (MK-2)

  摘要：

  Novel 1-(2-aminopyrazin-3-yl)methyl-2-thioureas are described as inhibitors of mitogen-activated protein kinase-activated protein kinase 2 (MK-2). These compounds demonstrate potent in vitro activity against the enzyme with IC50 values as low as 15 nM, and suppress expression of TNF alpha in THP-1 cells and in vivo in an acute inflammation model in mice. The synthesis, structure-activity relationship (SAR), and biological evaluation of these compounds are discussed. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.04.088
• 作为产物：
  描述：

  3-Amino-6-propylpyrazine-2-carboxamide 在 N,N-二甲基甲酰胺 、 三氯氧磷 、 盐酸 、 水 作用下， 生成 2-Amino-3-cyano-5-n-propylpyrazin
  参考文献：
  名称：

  Novel 1-(2-aminopyrazin-3-yl)methyl-2-thioureas as potent inhibitors of mitogen-activated protein kinase-activated protein kinase 2 (MK-2)

  摘要：

  Novel 1-(2-aminopyrazin-3-yl)methyl-2-thioureas are described as inhibitors of mitogen-activated protein kinase-activated protein kinase 2 (MK-2). These compounds demonstrate potent in vitro activity against the enzyme with IC50 values as low as 15 nM, and suppress expression of TNF alpha in THP-1 cells and in vivo in an acute inflammation model in mice. The synthesis, structure-activity relationship (SAR), and biological evaluation of these compounds are discussed. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.04.088

文献信息

• [EN] METHOD FOR PREPARING L-ERYTHROBIOPTERIN COMPOUND<br/>[FR] PROCÉDÉ DE PRÉPARATION D'UN COMPOSÉ L-ÉRYTHROBIOPTÉRINE<br/>[ZH] L-赤型生物蝶呤类化合物的制备方法
  申请人：SHANGHAI FOREFRONT PHARMA CO LTD

  公开号：WO2021032088A1

  公开（公告）日：2021-02-25

  本发明涉及一种L-赤型生物蝶呤类化合物的制备方法。其中，L-赤型生物蝶呤类化合物具有式(I)所示的结构，且式(I)所示的L-赤型生物蝶呤类化合物主要由式(II)或式(III)所示结构的化合物通过双羟化反应制备而成；该L-赤型生物蝶呤类化合物制备方法生产效率高、成本低、且绿色环保，适宜工业生产。
• METHOD FOR PREPARING L-ERYTHROBIOPTERIN COMPOUND
  申请人：Shanghai Forefront Pharma Co., Ltd.

  公开号：EP4019523A1

  公开（公告）日：2022-06-29

  The invention relates to a preparation method of L-erythro biopterin compound. Among them, the L-erythro biopterin compound is of a structure as shown in formula (I), and the L-erythro biopterin compound represented by formula (I) is mainly obtained by a dihydroxylation reaction of the compound with a structure as shown in formula (II) or formula (III); The preparation method of L-erythro biopterin compound is of high production efficiency, low cost, is environment-friendly, and suitable for industrial production.

  本发明涉及一种L-赤式生物蝶呤化合物的制备方法。其中，L-赤式生物蝶呤化合物的结构如式（I）所示，式（I）代表的 L-赤式生物蝶呤化合物主要由结构如式（II）或式（III）所示的化合物通过二羟基化反应得到； 该 L-赤式生物蝶呤化合物的制备方法生产效率高、成本低、环境友好，适合工业化生产。