N-ethyl-4-chloro-1,8-naphthalimide | 39061-33-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: N-ethyl-4-chloro-1,8-naphthalimide
• 英文别名: 6-Chloro-2-ethyl-1H-benz[de]isoquinoline-1,3(2H)-dione；6-chloro-2-ethylbenzo[de]isoquinoline-1,3-dione
• CAS: 39061-33-1
• 化学式: C₁₄H₁₀ClNO₂
• 分子量: 259.692
• InChiKey: WSCRTPWHGXXZQR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  三(2-氨基乙基)胺 、 N-ethyl-4-chloro-1,8-naphthalimide 反应 12.0h， 以95%的产率得到6-[2-[Bis(2-aminoethyl)amino]ethylamino]-2-ethylbenzo[de]isoquinoline-1,3-dione
  参考文献：
  名称：

  Fluorescenttren-based 4-amino-1,8-naphthalimide sensor for Cu(II) based on the use of the (fluorophore–spacer–receptor) photoinduced electron transfer (PET) principle

  摘要：

  The design, synthesis and photophysical evaluation of a new chemosensor for copper [Cu(II)] is described based on the use of a functionalised 1,8-naphthlimide structure substituted at the 4-position with a tris(2-aminomethyl)amine-based (tren) ligand as a receptor for Cu(II). The sensor 1 functions as a classical photoinduced electron transfer sensor for protons, where the 4-amino-1,8-naphthalimide emission, occurring in the green part of the electromagnetic spectrum, is reversibly switched ONOFF. A screen of various groups I and II as well as d-metal ions showed that only in the case of Cu(II), in buffered 100 mM NaCl solution, was the emission of 1 modulated, being quenched by ca. 80% upon addition of one equivalent of CuCl2 in buffered solution. The emission was, however, reversibly switched back ON, by the addition of either EDTA or glutathione. While only small changes occurred in the ground state, analysis of the changes in the emission spectra at various pH values showed that Cu(II) was detected through the formation of either a 2:1 or a 1:1 (ligand to metal) stoichiometry. The overall changes in the emission spectra of 1 as a function of H+ and Cu(II) can also be described as a molecular-level logic gate operation, corresponding to a two-input INHIBIT function.

  DOI：

  10.1080/10610278.2012.752088
• 作为产物：
  描述：

  4-氯-1,8-萘二甲酸酐 、 乙胺 以 水 为溶剂， 反应 2.5h， 以80%的产率得到N-ethyl-4-chloro-1,8-naphthalimide
  参考文献：
  名称：

  Efficient Sonochemical Synthesis of 3‐ and 4‐Electron Withdrawing Ring Substituted N‐Alkyl‐1,8‐naphthalimides from the Related Anhydrides

  摘要：

  1,8-N-alkyl-naphthalimides substituted with electron withdrawing groups were readily prepared in high yields using ultrasound in aqueous media.

  DOI：

  10.1081/scc-120037911

文献信息

• METHODS AND COMPOSITIONS FOR TREATING BETA-THALASSEMIA AND SICKLE CELL DISEASE
  申请人：ACADEMIA SINICA

  公开号：US20160106728A1

  公开（公告）日：2016-04-21

  Compounds, pharmaceutical compositions, and methods for treating anemia β-thalassemia anemia or sickle cell anemia.

  化合物、药物组合和治疗贫血β-地中海贫血或镰状细胞贫血的方法。
• Polymerizable compound, polymer, ink composition, printed articles and inkjet recording method
  申请人：Fujifilm Corporation

  公开号：EP1975160B1

  公开（公告）日：2013-01-16
• Karischin; Baklan, Zhurnal Obshchei Khimii, 1959, vol. 29, p. 3048;engl.Ausg.S.3013
  作者：Karischin、Baklan

  DOI：——

  日期：——
• DE491429
  申请人：——

  公开号：——

  公开（公告）日：——
• POLYMERIZABLE COMPOUND, POLYMER, INK COMPOSITION, PRINTED ARTICLES AND INKJET RECORDING METHOD
  申请人：SHIMOHARA Norihide

  公开号：US20080241416A1

  公开（公告）日：2008-10-02

  A polymerizable compound represented by the following formula (1): wherein, in the formula (1), R 1 represents any one of a hydrogen atom, a substituted alkyl group, and an unsubstituted alkyl group; R 2 represents an alkylene group; W represents any one of —CO—, —C(═O)O—, —CONH—, —OC(═O)—, and a phenylene group; X represents any one of —CO—, —NHCO—, —OC(═O)—, —CH(OH)CH 2 —, and —SO 2 —; R 3 and R 4 represent a monovalent substituent; R 3 and R 4 may be bound to each other to form a ring structure; and m and n each independently represent 0 or 1.