4-iodo-1-phthalimidohexane | 64993-33-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 4-iodo-1-phthalimidohexane
• 英文别名: 4-iodo-1-phtalimidohexane；1-phthalimido-4-iodohexane；2-(4-iodohexyl)isoindole-1,3-dione
• CAS: 64993-33-5
• 化学式: C₁₄H₁₆INO₂
• 分子量: 357.191
• InChiKey: XNFKZEJBKWMHLJ-UHFFFAOYSA-N

物化性质

• 沸点：
  407.4±28.0 °C(Predicted)
• 密度：
  1.584±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 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：

  4-iodo-1-phthalimidohexane 在 一水合肼 、 三乙胺 作用下， 以 乙二醇乙醚 、 乙醇 为溶剂， 反应 19.5h， 生成 4-N-[6-methoxy-4-methyl-5-[3-(trifluoromethyl)phenoxy]quinolin-8-yl]hexane-1,4-diamine
  参考文献：
  名称：

  抗疟药。15. 8-（4-氨基-1-甲基丁基氨基）-6-甲氧基-4-甲基-5-（3-三氟甲基苯氧基）喹啉的侧链类似物

  摘要：

  制备了六种高活性抗疟疾药物8-（4-氨基-1-甲基丁基氨基）-6-甲氧基-4-甲基-5-（3-三氟甲基苯氧基）喹啉（I）的侧链类似物，并对其血液和组织裂殖体进行了评估活动。尽管大多数实例均明显优于伯氨喹，但均未优于母体化合物I。

  DOI：

  10.1002/jhet.5570210108

文献信息

• Process for production of 8-NHR quinolines
  申请人：The United States of America as represented by the Secretary of the Army

  公开号：US04167638A1

  公开（公告）日：1979-09-11

  An improved process for producing 8-NHR quinolines from 8-aminoquinolines disclosed. The process comprises reacting 8-aminoquinolines with a substituted alkyl halide in the presence of an amine having a boiling point of 80.degree.-90.degree. C. The amine functions as an acid acceptor whereby the amine salt formed may be efficiently separated from the 8-NHR quinoline formed without expensive or time consuming purification steps. The reaction may be carried out in the presence of a solvent such as an alcohol.

  一种改进的方法用于从8-氨基喹啉制备8-NHR喹啉。该方法包括在存在沸点为80度至90度的胺的情况下，将8-氨基喹啉与取代烷基卤化物反应。胺起到酸受体的作用，从而形成的胺盐可以在无需昂贵或耗时的纯化步骤的情况下有效地与形成的8-NHR喹啉分离。反应可以在存在溶剂（如醇类）的情况下进行。
• 4-Methyl-5-(unsubstituted and substituted
  申请人：The United States of America as represented by the Secretary of the Army

  公开号：US04431807A1

  公开（公告）日：1984-02-14

  Compounds of the class including 4-methyl-5-(unsubstituted and substituted henoxy)-6-methoxy-8-(aminoalkylamino)quinolines as the free bases and pharmaceutically acceptable acid amine salts are described. The compounds are highly effective antimalarial agents which possess, surprisingly, both tissue schizonticidal (radical curative) and blood schizonticidal (suppressive) activity. In addition, these drugs have significantly better therapeutics indices than primaquine which is the current tissue schizonticidal drug of choice. Primaquine possesses no useful blood schizonticidal activity at tolerated dose levels.

  本类化合物包括4-甲基-5-(未取代和取代的苯氧基)-6-甲氧基-8-(氨基烷基)喹啉作为自由碱和药学上可接受的酸胺盐。这些化合物是高效的抗疟疾药物，出人意料地具有组织无性红体杀灭（根治性）和血液无性红体杀灭（抑制性）活性。此外，这些药物的治疗指数显著优于目前组织无性红体杀灭药物首选的前奎宁。在可耐受的剂量水平下，前奎宁没有有用的血液无性红体杀灭活性。
• Antimalarials. 13. 5-Alkoxy analogs of 4-methylprimaquine
  作者：Maurice P. LaMontagne、Anica Markovac、M. Sami Khan

  DOI：10.1021/jm00350a016

  日期：1982.8

  A series of nuclear and side-chain analogues of 4-methylprimaquine incorporating an alkoxy group in the 5-position of the quinoline nucleus has been prepared. The compounds were tested for suppressive antimalarial activity against Plasmodium berghei in mice and for radical curative antimalarial activity against Plasmodium cynomolgi in the rhesus monkey. Although the toxicity problems characteristic of the 8-aminoquinolines were not overcome, several of the compounds, surprisingly, were highly effective as both blood and tissue schizonticidal agents.
• LAMONTAGNE, M. P.;MARKOVAC, A.;KHAN, M. S., J. MED. CHEM., 1982, 25, N 3, 964-968
  作者：LAMONTAGNE, M. P.、MARKOVAC, A.、KHAN, M. S.

  DOI：——

  日期：——
• LAMONTAGNE, M. P.;BLUMBERGS, P., J. HETEROCYCL. CHEM., 1984, 21, N 1, 33-35
  作者：LAMONTAGNE, M. P.、BLUMBERGS, P.

  DOI：——

  日期：——