5-(iodopentyl) cyclohexane | 919832-72-7

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机碘化物
• 英文名称: 5-(iodopentyl) cyclohexane
• 英文别名: (5-Iodo-pentyl)-cyclohexane；5-iodopentylcyclohexane
• CAS: 919832-72-7
• 化学式: C₁₁H₂₁I
• 分子量: 280.192
• InChiKey: NFJQDEYWBOQTHO-UHFFFAOYSA-N

物化性质

• 沸点：
  287.3±9.0 °C(Predicted)
• 密度：
  1.319±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  5-(iodopentyl) cyclohexane 、 苯基喹啉-3-基-胺 在 sodium hydride 作用下， 以 乙二醇二甲醚 为溶剂， 反应 12.0h， 生成 N-(5-cyclohexylpentyl)-N-phenylquinolin-3-amine
  参考文献：
  名称：

  Identification of 3-phenylaminoquinolinium and 3-phenylaminopyridinium salts as new agents against opportunistic fungal pathogens

  摘要：

  Previous studies on the indoloquinoline alkaloid, cryptolepine (2), revealed that it has antii-nfective properties among other activities. Using Structure-activity relationship (SAR) techniques, several ring-opened analogs of cryptolepine (3-phenylaminopyridinium and 3-phenylaminoquinolinium derivatives) were designed to improve the potency and lower the cytotoxicity shown by several of the precursor agents. Results indicate that these ring-opened analogs constitute new anti-infective agents with over a 100-fold potency and several fold lower cytotoxicity than cryptolepine from which they are derived. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2010.10.065
• 作为产物：
  描述：

  环己基溴化镁 在 dilithium tetrachlorocuprate 、 sodium iodide 作用下， 以 四氢呋喃 、 乙醚 、 丙酮 为溶剂， 反应 25.92h， 生成 5-(iodopentyl) cyclohexane
  参考文献：
  名称：

  3-SUBSTITUTED QUINOLINIUM AND 7H-INDOLO[2,3-c]QUINOLINIUM SALTS AS NEW ANTIINFECTIVES

  摘要：

  本发明涉及喹啉类抗感染剂，其中喹啉核与吲哚环融合，或者喹啉核通过打开的吲哚或苯硫醚或苯并呋喃环与一个环状结构连接。该化合物进一步被各种取代基取代。这些化合物由化学式(I)、(II)和(III)表示。还包括药物组合物和使用方法。

  公开号：

  US20120165369A1

文献信息

• Antifungal and antiparasitic indoloquinoline derivates
  申请人：Ablordeppey Y. Seth

  公开号：US20070232640A1

  公开（公告）日：2007-10-04

  A compound having the formula: wherein: R is an electron withdrawing or electron donating moiety; R 5 and R 10 may be the same or different and are a straight or branched 1-5 carbon or heteroatom chain substituted terminally by a cycloalkyl or aromatic ring, or other structural isomer or complex thereof; n is the position of substitution of R; Z is N—R 10 , O, S, S═O, CH 2 or C═O; y is 1-5 and Q is Z or NH, with the proviso that, where Z is NH, N—CH 3 , S or O and R n is H, R 5 may not be CH 3 ; as well as quaternary ammonium salts thereof and their use as pharmacological compositions and for methods of treatment.

  具有以下化学式的化合物： 其中：R是一个电子受体或电子给予基团； R5和R10可以相同也可以不同，是一条直链或支链的1-5碳或杂原子链，在末端被环烷基或芳香环取代，或其他结构异构体或其复合物；n是R的取代位置； Z是N—R10，O，S，S═O，CH2或C═O；y为1-5，Q为Z或NH， 但是，如果Z为NH，N—CH3，S或O，且Rn为H，则R5可能不是 ；以及其季铵盐和它们作为药物组合物的用途和治疗方法。
• Structure–activity relationship (SAR) and preliminary mode of action studies of 3-substituted benzylthioquinolinium iodide as anti-opportunistic infection agents
  作者：Sidney Bolden、Xue Y. Zhu、Jagan R. Etukala、Comfort Boateng、Tryphon Mazu、Hernan Flores-Rozas、Melissa R. Jacob、Shabana I. Khan、Larry A. Walker、Seth Y. Ablordeppey

  DOI：10.1016/j.ejmech.2013.09.044

  日期：2013.12

  minimal cytotoxicity to normal cells. In this manuscript, we report the design and synthesis of substituted benzylthioquinolinium iodides, evaluated their anti-infective properties and formulated some initial structure–activity relationships around phenyl ring A from the original natural product. The sensitivity of the most potent analog 10l, to selected strains of C. cerevisiae was also evaluated leading

  机会性感染对免疫功能低下的患者来说是毁灭性的。特别是在艾滋病流行仍在肆虐的撒哈拉以南非洲地区，死亡率最近高达70%。抗机会性药物的缺乏、疗效下降和对唑类甚至两性霉素 B 的耐药性的发展刺激了对具有新作用机制的新药的研究。在之前的一项工作中，我们发现源自天然产物隐大麻素的新化学型对机会性病原体显示出选择性毒性，而对正常细胞的细胞毒性最小。在这份手稿中，我们报告了取代的苄基硫代喹啉碘化物的设计和合成，评估了它们的抗感染特性，并从原始天然产物中围绕苯环 A 制定了一些初始结构-活性关系。最强大模拟的灵敏度如图 10l 所示，还对选定的酿酒酵母菌株进行了评估，导致观察到该支架可能具有与其前身隐甘平不同的作用模式。
• A short and convenient synthesis and evaluation of the antiinfective properties of indoloquinoline alkaloids: 10 <i>H</i> ‐Indolo[3,2‐ <i>b</i> ]quinoline and 7 <i>H</i> ‐indolo[2,3‐ <i>c</i> ]quinolines
  作者：Jagan R. Etukala、E. V. K. Suresh Kumar、Seth Y. Ablordeppey

  DOI：10.1002/jhet.5570450232

  日期：2008.3

  10H-Indolo[3,2-b]quinoline and 7H-indolo[2,3-c]quinoline have been synthesized in two steps using a modified approach to our previous reported method. Starting from commercially available 3-aminoquinoline and phenylboronic acid, the first step involved a copper acetate-catalyzed coupling reaction and the second utilized a palladium acetate-catalyzed intramolecular arylation reaction in the presence

  10 H-吲哚并[3,2- b ]喹啉和7H-吲哚并[2,3- c ]喹啉已使用我们先前报道的方法的改进方法分两步合成。从可商购的3-氨基喹啉和苯基硼酸开始，第一步涉及乙酸铜催化的偶联反应，第二步在三氟乙酸作为溶剂存在下利用乙酸钯催化的分子内芳基化反应。还评估了选定数量的化合物的抗感染活性。
• Antifungal and Antiparasitic Indoloquinoline Derivatives
  申请人：Ablordeppey Seth Y.

  公开号：US20120157493A1

  公开（公告）日：2012-06-21

  “An indoloquinoline wherein the quarternary N-5 atom is a straight C(1-5) chain, a branched C(1-5) chain, a heteroatom chain, a straight chain substituted terminally by a cycloalkyl or aromatic ring, a branched chain substituted terminally by a cycloalkyl or aromatic ring, a heteroatom chain substituted terminally by a cycloalkyl or aromatic ring; the 10 position is N—R 10 , O, S, S═O, CH 2 , or C═O, where R 10 is a branched C(1-5) chain, a heteroatom chain, a straight chain substituted terminally by a cycloalkyl or aromatic ring, a branched chain substituted terminally by a cycloalkyl or aromatic ring, a heteroatom chain substituted terminally by a cycloalkyl or aromatic ring. In one embodiment the quarternary N-5 atom is —CH 3 and the 10 position is N—(CH 2 ) 5 -Ph.”

  “一种吲哚喹啉，其中季铵N-5原子是直链C（1-5）链，分支C（1-5）链，杂原子链，末端被环烷基或芳香环取代的直链，末端被环烷基或芳香环取代的分支链，末端被环烷基或芳香环取代的杂原子链; 10位是N-R10，O，S，S═O，CH2或C═O，其中R10是分支C（1-5）链，杂原子链，末端被环烷基或芳香环取代的直链，末端被环烷基或芳香环取代的分支链，末端被环烷基或芳香环取代的杂原子链。在一种实施例中，季铵N-5原子是-CH3，而10位是N-（ ）5-Ph。”
• 3-substituted quinolinium and 7H-indolo[2,3-c]quinolinium salts as new antiinfectives
  申请人：Florida Agricultural and Mechanical University

  公开号：US08288410B2

  公开（公告）日：2012-10-16

  The present invention relates to quinolinium antiinfective agents in which the qunolinium nucleus is fused to an indole ring or the qunolinium nucleus is linked to a cyclic structure through an opened indole or a benzothiophene or benzofuran ring. The compound is further substituted with various substituent groups. The compounds are represented by formula (I), (II) and (III): Pharmaceutical compositions and methods of use are also included.

  本发明涉及喹啉类抗感染剂，其中喹啉核融合到吲哚环或通过开放的吲哚环或苯并噻吩或苯并呋喃环连接到环状结构。该化合物进一步被各种取代基取代。所述化合物由公式(I)、(II)和(III)表示：本发明还包括制药组合物和使用方法。