N-methyl-N,N′-bis-Boc-1-guanylpyrazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N-methyl-N,N′-bis-Boc-1-guanylpyrazole
• 英文别名: N,N’-di-Boc-N-methyl-pyrazole-1-carboxamidine；tert-butyl (((tert-butoxycarbonyl)imino)(1H-pyrazol-1-yl)methyl)(methyl)carbamate；N-methyl-N, N'-bis-Boc-1-guanylpyrazole；N-methyl-N,N'-bis(tert-butoxy carbonyl)-1H-pyrazole-1-carboxamidine；tert-butyl N-methyl-N-[N-[(2-methylpropan-2-yl)oxycarbonyl]-C-pyrazol-1-ylcarbonimidoyl]carbamate
• 化学式: C₁₅H₂₄N₄O₄
• 分子量: 324.38
• InChiKey: WMOSPKHDPKFMML-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  86
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-methyl-N,N′-bis-Boc-1-guanylpyrazole 在 劳森试剂 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 氯仿 、 2,2,2-三氟乙醇 为溶剂， 反应 39.0h， 生成 Fmoc-Arg(Me,Boc)-PheΨ(CSNH)-NH2
  参考文献：
  名称：

  Metastin derivatives and use thereof

  摘要：

  公开号：

  EP2113513B1
• 作为产物：
  描述：

  甲醇 、 N,N'-bis( tert-butoxycarbonyl)-1H-pyrazole-1-carboxamidine 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 以71%的产率得到N-methyl-N,N′-bis-Boc-1-guanylpyrazole
  参考文献：
  名称：

  [EN] ARGINASE INHIBITORS AND THEIR THERAPEUTIC APPLICATIONS
  [FR] INHIBITEURS D'ARGINASE ET LEURS APPLICATIONS THÉRAPEUTIQUES

  摘要：

  这些创新化合物是小分子治疗药物，是较为强效的精氨酸酶1和精氨酸酶2活性抑制剂。该发明还提供了用于治疗或预防与精氨酸酶活性相关的疾病或症状的药物组合物和方法。

  公开号：

  WO2016108707A1

文献信息

• [EN] ARGINASE INHIBITORS AND THEIR THERAPEUTIC APPLICATIONS<br/>[FR] INHIBITEURS D'ARGINASE ET LEURS APPLICATIONS THÉRAPEUTIQUES
  申请人：ONCOARENDI THERAPEUTICS SP Z O O

  公开号：WO2016108707A1

  公开（公告）日：2016-07-07

  The inventive compounds are small molecule therapeutics that are potent inhibitors of arginase 1 and arginase 2 activity. The inventions also provides pharmaceutical compositions and methods for using the inventive compounds for treating or preventing a disease or condition associated with arginase activity.

  这些创新化合物是小分子治疗药物，是较为强效的精氨酸酶1和精氨酸酶2活性抑制剂。该发明还提供了用于治疗或预防与精氨酸酶活性相关的疾病或症状的药物组合物和方法。
• Characterization of a Citrulline 4‐Hydroxylase from Nonribosomal Peptide GE81112 Biosynthesis and Engineering of Its Substrate Specificity for the Chemoenzymatic Synthesis of Enduracididine
  作者：Christian R. Zwick、Max B. Sosa、Hans Renata

  DOI：10.1002/anie.201910659

  日期：2019.12.19

  further facilitate the rational engineering of this enzyme to become a specific 4-arginine hydroxylase. We subsequently demonstrate the utility of this engineered enzyme in the synthesis of a dipeptide fragment of the antibiotic enduracidin. This work highlights the value of applying a bioinformatics-guided approach in the discovery of novel enzymes and engineering of new catalytic activity into existing

  GE81112四肽是一小类不寻常的非核糖体肽同源物，对原核翻译起始具有有效的抑制活性。除3-羟基-1-哌酸单元外，对天然产物家族的非蛋白氨基酸单体的生物合成起源知之甚少。在这里，我们阐明了4-羟基-1-瓜氨酸单元的生物发生，并确定了铁和α-酮戊二酸依赖性酶（Fe /αKG）在该途径中的作用。同源性建模和序列比对分析进一步促进了该酶的合理工程化，使其成为特异性的4-精氨酸羟化酶。随后，我们证明了该工程化酶在合成抗生素耐力酸肽的二肽片段中的效用。
• Fused Heterocyclic Compound
  申请人：Ishikawa Tomoyasu

  公开号：US20070244132A1

  公开（公告）日：2007-10-18

  The present invention relates to a compound represented by the formula: wherein W is C(R 1 ) or N, each A is an optionally substituted aryl group or a heteroaryl group, X 1 is —NR 3 —Y 1 —, —O—, —S—, —SO—, —SO 2 — or —CHR 3 — wherein R 3 is a hydrogen atom or an optionally substituted aliphatic hydrocarbon group, or R 3 is optionally bonded to A to form an optionally substituted ring structure, R 1 is a hydrogen atom or an optionally substituted group bonded via a carbon atom, a nitrogen atom or an oxygen atom, R 2 is a hydrogen atom or optionally substituted group bonded via a carbon atom or a sulfur atom, or R 1 and R 2 , or R 2 and R 3 are optionally bonded to form an optionally substituted ring structure, or a salt thereof, and a tyrosine kinase inhibitor or an agent for the prophylaxis or treatment of cancer, which contains this compound or a prodrug thereof.

  本发明涉及一种化合物，其表示式为：其中W是C（R1）或N，每个A是可选取代的芳基或杂环基，X1是—NR3—Y1—、—O—、—S—、—SO—、—SO2—或—CHR3—，其中R3是氢原子或可选取代的脂肪烃基，或者R3与A可选地结合形成可选取代的环状结构，R1是氢原子或通过碳原子、氮原子或氧原子键合的可选取代基团，R2是氢原子或通过碳原子或硫原子键合的可选取代基团，或者R1和R2，或者R2和R3可选地键合形成可选取代的环状结构，或其盐，以及含有该化合物或其前药的酪氨酸激酶抑制剂或预防或治疗癌症的药物。
• FUSED HETEROCYCLIC COMPOUND
  申请人：ISHIKAWA Tomoyasu

  公开号：US20090029973A1

  公开（公告）日：2009-01-29

  The present invention relates to a compound represented by the formula: wherein W is C(R 1 ) or N, each A is an optionally substituted aryl group or a heteroaryl group, X 1 is —NR 3 —Y 1 —, —O—, —S—, —SO—, —SO 2 — or —CHR 3 — wherein R 3 is a hydrogen atom or an optionally substituted aliphatic hydrocarbon group, or R 3 is optionally bonded to A to form an optionally substituted ring structure, R 1 is a hydrogen atom or an optionally substituted group bonded via a carbon atom, a nitrogen atom or an oxygen atom, R 2 is a hydrogen atom or optionally substituted group bonded via a carbon atom or a sulfur atom, or R 1 and R 2 , or R 2 and R 3 are optionally bonded to form an optionally substituted ring structure, or a salt thereof, and a tyrosine kinase inhibitor or an agent for the prophylaxis or treatment of cancer, which contains this compound or a prodrug thereof.

  本发明涉及一种由以下式表示的化合物：其中W为C（R1）或N，每个A为可选择取代的芳基或杂环基，X1为—NR3—Y1—，—O—，—S—，—SO—，—SO2—或—CHR3—，其中R3为氢原子或可选择取代的脂肪烃基，或R3与A结合形成可选择取代的环结构，R1为氢原子或通过碳原子、氮原子或氧原子键合的可选择取代基团，R2为氢原子或通过碳原子或硫原子键合的可选择取代基团，或R1和R2，或R2和R3可选择结合形成可选择取代的环结构，或其盐，以及含有该化合物或其前药的酪氨酸激酶抑制剂或预防或治疗癌症的药剂。
• Fused heterocyclic compound
  申请人：Takeda Pharmaceutical Company Limited

  公开号：US07507740B2

  公开（公告）日：2009-03-24

  The present invention relates to a compound represented by the formula: wherein W is C(R1) or N, each A is an optionally substituted aryl group or a heteroaryl group, X1 is —NR3—Y1—, —O—, —S—, —SO—, —SO2— or —CHR3— wherein R3 is a hydrogen atom or an optionally substituted aliphatic hydrocarbon group, or R3 is optionally bonded to A to form an optionally substituted ring structure, R1 is a hydrogen atom or an optionally substituted group bonded via a carbon atom, a nitrogen atom or an oxygen atom, R2 is a hydrogen atom or optionally substituted group bonded via a carbon atom or a sulfur atom, or R1 and R2, or R2 and R3 are optionally bonded to form an optionally substituted ring structure, or a salt thereof, and a tyrosine kinase inhibitor or an agent for the prophylaxis or treatment of cancer, which contains this compound or a prodrug thereof.

  本发明涉及一种由以下公式表示的化合物：其中W为C（R1）或N，每个A为可选取代的芳基或杂环基，X1为—NR3—Y1—、—O—、—S—、—SO—、—SO2—或—CHR3—，其中R3为氢原子或可选取代的脂肪烃基，或R3可选择与A结合形成可选取代的环状结构，R1为氢原子或通过碳原子、氮原子或氧原子键合的可选取代基，R2为氢原子或通过碳原子或硫原子键合的可选取代基，或R1和R2，或R2和R3可选择结合形成可选取代的环状结构，或其盐，并且包含该化合物或其前药的酪氨酸激酶抑制剂或癌症预防或治疗剂。