2-amino-1,8-bis(dimethylamino)naphthalene | 314731-70-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-amino-1,8-bis(dimethylamino)naphthalene
• 英文别名: 1-N,1-N,8-N,8-N-tetramethylnaphthalene-1,2,8-triamine
• CAS: 314731-70-9
• 化学式: C₁₄H₁₉N₃
• 分子量: 229.325
• InChiKey: YNJUBSRIRFRMMF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  32.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-amino-1,8-bis(dimethylamino)naphthalene 在 硝酸 作用下， 以 氯仿 、 硫酸 为溶剂， 反应 2.17h， 生成 7-acetamido-4-nitro-1,8-bis(dimethylamino)naphthalene
  参考文献：
  名称：

  peri-Naphthylenediamines

  摘要：

  Catalytic hydrogenation of 1,8-bis(dimethylamino)-2-nitronaphthalene afforded previously unknown 2-amino-1,8-bis(dimethylamino)naphthalene. Its N-acetyl derivative and 1,2,8-tris(dimethylamino)naphthalene were prepared. The pK(a)(I) values of the 2-NH2-, 2-NHAc-, and 2-NMe2-substituted "proton sponges" determined by a competition method in DMSO are equal to 10.3, 7.5, and 9.0, respectively.

  DOI：

  10.1007/bf02495087
• 作为产物：
  描述：

  1,8-bis(dimethylamino)-2-nitronaphthalene 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、101.32 kPa 条件下， 以100%的产率得到2-amino-1,8-bis(dimethylamino)naphthalene
  参考文献：
  名称：

  peri-Naphthylenediamines

  摘要：

  Catalytic hydrogenation of 1,8-bis(dimethylamino)-2-nitronaphthalene afforded previously unknown 2-amino-1,8-bis(dimethylamino)naphthalene. Its N-acetyl derivative and 1,2,8-tris(dimethylamino)naphthalene were prepared. The pK(a)(I) values of the 2-NH2-, 2-NHAc-, and 2-NMe2-substituted "proton sponges" determined by a competition method in DMSO are equal to 10.3, 7.5, and 9.0, respectively.

  DOI：

  10.1007/bf02495087

文献信息

• Novel hydrogen phosphonodithioate compositions
  申请人：GILEAD SCIENCES, INC.

  公开号：EP0360609A2

  公开（公告）日：1990-03-28

  Novel hydrogen-phosphonodithioate compositions are provided which are particularly useful for forming internucleotide and internucleoside linkages in oligonucleosides or oligonucleotides. The oligonucleotides and analogs thereof made by using the hydrogen-phosphonodithioate compositions may be therapeutically useful as antiviral and anticancer agents and may have other therapeutic or diagnostic uses. A method for making the hydrogen-phosphonodithioates is provided as well as a method for converting same to an activated intermediate for substitution on the phosphorus atom.

  所提供的新型二硫代磷酸氢盐组合物特别适用于在寡核苷酸或寡核苷酸中形成核苷酸间和核苷酸间的连接。使用二硫代磷酸氢盐组合物制成的寡核苷酸及其类似物可作为抗病毒剂和抗癌剂用于治疗，并具有其他治疗或诊断用途。本发明提供了一种制造二硫代磷酸氢盐的方法，以及一种将其转化为活化中间体以取代磷原子的方法。
• US5194599A
  申请人：——

  公开号：US5194599A

  公开（公告）日：1993-03-16
• US5565555A
  申请人：——

  公开号：US5565555A

  公开（公告）日：1996-10-15
• US6756496B1
  申请人：——

  公开号：US6756496B1

  公开（公告）日：2004-06-29
• peri-Naphthylenediamines
  作者：V. A. Ozeryanskii、A. F. Pozharskii

  DOI：10.1007/bf02495087

  日期：2000.8

  Catalytic hydrogenation of 1,8-bis(dimethylamino)-2-nitronaphthalene afforded previously unknown 2-amino-1,8-bis(dimethylamino)naphthalene. Its N-acetyl derivative and 1,2,8-tris(dimethylamino)naphthalene were prepared. The pK(a)(I) values of the 2-NH2-, 2-NHAc-, and 2-NMe2-substituted "proton sponges" determined by a competition method in DMSO are equal to 10.3, 7.5, and 9.0, respectively.