2-Chloro-N-methylquinolinium iodide | 51803-19-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-Chloro-N-methylquinolinium iodide
• 英文别名: 2-chloro-1-methyl-quinolinium; iodide；2-Chlor-1-methyl-chinolinium; Jodid；2-Chloro-1-methylquinolin-1-ium iodide；2-chloro-1-methylquinolin-1-ium;iodide
• CAS: 51803-19-1
• 化学式: C₁₀H₉ClN*I
• 分子量: 305.546
• InChiKey: QLJLHNRTDBGSKG-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.68
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  3.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-Chloro-N-methylquinolinium iodide 在 air 、 potassium tert-butylate 、 silica gel 作用下， 生成 1-甲基-2-喹啉酮
  参考文献：
  名称：

  Ultrasound-Promoted Synthesis of Quinolone and Isoquinolone Derivatives

  摘要：

  Quinolinium and isoquinolinium salts are easily oxidized by potassium tert-butylate in tert-butanol under ultrasonic irradiation yielding quinolones and isoquinolones. Compared to the methods previously known, the main advantages of our process are shorter reaction times, easier work-up and good to quantitative yields.

  DOI：

  10.1080/00397919508011432

文献信息

• tert-Butylation of Quinolinium Cations and Quinoline N-Oxides by tert-Butylmercury Halides
  作者：Glen A. Russell、Lijuan Wang、Ching-Fa Yao

  DOI：10.1021/jo00122a013

  日期：1995.9

  In the presence of t-BuHgCl/KI the radical cations formed by the addition of tert-butyl radicals to C-2 of the quinolinium cation react in Me(2)SO by proton loss followed by one-electron oxidation (1a, R = H, Me, Cl). For the N-methyl, or N-methoxyquinolinium cations proton loss is not observed and the radical cations react by one-electron reduction (1b, R = Me, Cl; Ic, R = Me), With quinoline N-oxide and its 4-substituted derivatives the C-2 adduct radicals (1d, R = H, Me, Cl) are deprotonated by DABCO to yield after one-electron oxidation the 2-tert-butylquinoline N-oxides. The adduct radical cations formed by t-Bu(.) addition at the C-4 of quinolinium ions 2 seldom lose the C-4 proton but react by reduction, hydration, or in the case of 2-chloroquinoline N-oxide, dimerization. The loss of the proton from the 2-adducts 1 but not from the 4-adducts 2 seems to be stereoelectronic in origin. With N-methylquinolinium cation the addition of t-Bu(.) occurs selectively (>90%) at C-4 in contrast to the low selectivity observed in addition to quinolinium ion itself. However, with N-methoxyquinolinium perchlorate the major reaction products (70-90%) result from the addition of t-Bu(.) at C-2.
• Rosenhauer; Hoffmann; Heuser, Chemische Berichte, 1929, vol. 62, p. 2733
  作者：Rosenhauer、Hoffmann、Heuser

  DOI：——

  日期：——
• RADIATION EMITTING PEPTIDE NUCLEIC ACID CONJUGATES AND USES THEREOF FOR DIAGNOSIS, IMAGING, AND TREATMENT OF DISEASES, CONDITIONS AND DISORDERS
  申请人：Yissum Research Development Company of the Hebrew University of Jerusalem Ltd.

  公开号：EP3334463A1

  公开（公告）日：2018-06-20
• [EN] RADIATION EMITTING PEPTIDE NUCLEIC ACID CONJUGATES AND USES THEREOF FOR DIAGNOSIS, IMAGING, AND TREATMENT OF DISEASES, CONDITIONS AND DISORDERS<br/>[FR] CONJUGUÉS D'ACIDES NUCLÉIQUES PEPTIDIQUES ÉMETTANT UN RAYONNEMENT ET LEURS UTILISATIONS POUR LE DIAGNOSTIC, L'IMAGERIE ET LE TRAITEMENT DE MALADIES, AFFECTIONS ET TROUBLES
  申请人：YISSUM RES DEV CO

  公开号：WO2017025968A1

  公开（公告）日：2017-02-16

  The present invention provides a conjugate comprising at least one radiation emitting probe and at least one gene complementary component for use in highly sensitive diagnosis, imaging, and treatment of conditions, diseases and disorders, including compositions comprising said conjugates and kits thereof.