9-ethyl-9H-purin-2-amine | 10320-82-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 9-ethyl-9H-purin-2-amine
• 英文别名: 2-Amino-9-aethylpurin；9-ethyladenine；9-ethyl-9H-purin-2-ylamine；9-EtA；9-Ethyl-2-aminopurine；9-ethylpurin-2-amine
• CAS: 10320-82-8
• 化学式: C₇H₉N₅
• mdl: MFCD00127780
• 分子量: 163.182
• InChiKey: YARZYNXNEHMCPT-UHFFFAOYSA-N

物化性质

• 沸点：
  416.6±55.0 °C(Predicted)
• 密度：
  1.49±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.285
• 拓扑面积：
  69.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  9-ethyl-9H-purin-2-amine 在 lithium diisopropyl amide 、 六氯乙烷 作用下， 以 四氢呋喃 为溶剂， 反应 2.17h， 以82%的产率得到8-chloro-9-ethyl-9H-purin-2-amine
  参考文献：
  名称：

  Efficient functionalization of 2-amino-6-chloropurine derivatives at C-8 via 8-lithiated species

  摘要：

  9-Substituted 2-amino-6-chloropurines are important intermediates in the synthesis of a variety of purine and purine nucleoside derivatives, and were efficiently halogenated, alkylated and formylated at the C-8 position via lithiation of N-2 mono THP protected purines. Notably, even fluoride could be introduced to the purine 8-position, but in a modest yield. Lithiation of non-protected 2-amino-6-chloropurines led to a ring-opening of the pyrimidine ring. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.09.028
• 作为产物：
  描述：

  6-chloro-9-ethyl-9H-purin-2-amine 在 palladium 10% on activated carbon 、 甲酸铵 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以94%的产率得到9-ethyl-9H-purin-2-amine
  参考文献：
  名称：

  Efficient functionalization of 2-amino-6-chloropurine derivatives at C-8 via 8-lithiated species

  摘要：

  9-Substituted 2-amino-6-chloropurines are important intermediates in the synthesis of a variety of purine and purine nucleoside derivatives, and were efficiently halogenated, alkylated and formylated at the C-8 position via lithiation of N-2 mono THP protected purines. Notably, even fluoride could be introduced to the purine 8-position, but in a modest yield. Lithiation of non-protected 2-amino-6-chloropurines led to a ring-opening of the pyrimidine ring. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.09.028

文献信息

• [EN] CYCLIC DI-NUCLEOTIDE COMPOUNDS AS STING AGONISTS<br/>[FR] COMPOSÉS DI-NUCLÉOTIDIQUES CYCLIQUES EN TANT QU'AGONISTES DE STING
  申请人：MERCK SHARP & DOHME

  公开号：WO2017027645A1

  公开（公告）日：2017-02-16

  A class of polycyclic compounds of general formula (II), of general formula (II'), or of general formula (II"), wherein Base1, Base2, Y, Ya, Xa, Xa1, Xb, Xb1, Xc, Xc1, Xd, Xd1, R1, R1a, R2, R2a, R3a, R4, R4a, R5, R6, R6a, R7, R7a, R8, and R8a are defined herein, that may be useful as inductors of type I interferon production, specifically as STING active agents, are provided. Also provided are processes for the synthesis and use of compounds.

  提供一类多环化合物，其一般化学式为(II)，一般化学式为(II')或一般化学式为(II")，其中在此处定义了Base1、Base2、Y、Ya、Xa、Xa1、Xb、Xb1、Xc、Xc1、Xd、Xd1、R1、R1a、R2、R2a、R3a、R4、R4a、R5、R6、R6a、R7、R7a、R8和R8a，这些化合物可能作为I型干扰素的诱导剂，特别是作为STING活性剂。还提供了合成和使用这些化合物的方法。
• NOVEL NUCLEOSIDE PHOSPHONATES AND ANALOGS
  申请人：Dong Steven

  公开号：US20130018018A1

  公开（公告）日：2013-01-17

  Compounds and compositions are provided for treatment, prevention, or amelioration of a variety of medical disorders associated with viral infections and/or cell proliferation. The compounds provided herein are nucleoside phosphonates and esters thereof.

  本文提供了用于治疗、预防或缓解与病毒感染和/或细胞增殖相关的各种医学疾病的化合物和组合物。此处提供的化合物是核苷酸磷酸酯及其酯类。
• Cyclic di-nucleotide compounds as sting agonists
  申请人：Merck Sharp & Dohme Corp.

  公开号：US10766919B2

  公开（公告）日：2020-09-08

  A class of polycyclic compounds of general formula (I), of general formula (I′), or of general formula (I″), wherein Base1, Base2, Y, Ya, Xa, Xa1, Xb, Xb1, Xc, Xc1, Xd, Xd1, R1, R1a, R2, R2a, R3, R4, R4a, R5, R6, R6a, R7, R7a, R8, and R8a are defined herein, that may be useful as inductors of type I interferon production, specifically as STING active agents, are provided. Also provided are processes for the synthesis and use of compounds.

  一类通式(I)、通式(I′)或通式(I″)的多环化合物，其中Base1、Base2、Y、Ya、Xa、Xa1、Xb、Xb1、Xc、Xc1、Xd、Xd1、R1、R1a、R2、本文定义的 R2a、R3、R4、R4a、R5、R6、R6a、R7、R7a、R8 和 R8a 可用作 I 型干扰素产生的诱导剂，特别是 STING 活性剂。还提供了合成和使用这些化合物的工艺。
• Amyloid precursor protein (APP) RNAi agent compositions and methods of use thereof
  申请人：ALNYLAM PHARMACEUTICALS, INC.

  公开号：US11034957B2

  公开（公告）日：2021-06-15

  The disclosure relates to double stranded ribonucleic acid (dsRNAi) agents and compositions targeting the APP gene, as well as methods of inhibiting expression of an APP gene and methods of treating subjects having an APP-associated disease or disorder, such as cerebral amyloid angiopathy (CAA) and early onset familial Alzheimer disease (EOFAD or eFAD), using such dsRNAi agents and compositions.

  本公开涉及靶向 APP 基因的双链核糖核酸（dsRNAi）制剂和组合物，以及抑制 APP 基因表达的方法和使用此类 dsRNAi 制剂和组合物治疗患有 APP 相关疾病或紊乱（如脑淀粉样血管病（CAA）和早发家族性阿尔茨海默病（EOFAD 或 eFAD））的受试者的方法。
• Association Patterns of Platinated Purine Nucleobases in Metal-Modified Pairs and Triples
  作者：Michael Roitzsch、Irene B. Rother、Michael Willermann、Andrea Erxleben、Burkhard Costisella、Bernhard Lippert

  DOI：10.1021/ic020403v

  日期：2002.11.1

  Blocking of Watson-Crick or Hoogsteen edges in purine nucleobases by a metal entity precludes involvement of these sites in interbase hydrogen bonding, thereby leaving the respective other edge or the sugar edge as potential H bonding sites. In mixed guanine, adenine complexes of trans-a(2)Pt(II) (a = NH3 or CH3NH2) of composition trans[(NH3)(2)Pt(9-EtA-N1)(9-MeGH-N](NO3)(2) (1a), trans-[(NH3)(2)Pt(9-EtA-N1)(9-MeGH-N](ClO4)(2) (1b), and trans,transI(CH3NH2)2(9-MeGH-N Pt(9-EtA-N1)Pt(9-MeGH-N7)](CH3NH2)(2)](ClO4)(4).2H(2)O (2) (with 9-EtA = 9-ethyladenine, 9-MeA= 9-methyladenine, 9-MeGH = 9-methylguanine), this aspect is studied. Thus, in 1b pairing of two adenine ligands via Hoogsteen edges and in 2 pairing of two guanine bases via sugar edges is realized. These situations are compared with those found in a series of related complexes.