1-碘-二环(2.2.1)庚烷 | 930-80-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 中文名称: 1-碘-二环(2.2.1)庚烷
• 英文名称: 1-iodonorbornane
• 英文别名: 1-iodobicyclo<2.2.1>heptane；1-I-bicyclo<2.2.1>heptane；1-Iodobicyclo[2.2.1]heptane；1-Jod-norbornan；1-Iodbicyclo<2.2.1>heptan；Bicyclo(2.2.1)heptane, 1-iodo-
• CAS: 930-80-3
• 化学式: C₇H₁₁I
• 分子量: 222.069
• InChiKey: USKGOFKHICIEEW-UHFFFAOYSA-N

物化性质

• 沸点：
  75 °C(Press: 10 Torr)
• 密度：
  1.73±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  2.0
• 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：

  1-碘-二环(2.2.1)庚烷 在 (trimethylstannyl)lithium 、 二环己基膦 作用下， 以 四氢呋喃 为溶剂， 以78%的产率得到降莰烷
  参考文献：
  名称：

  A Reinvestigation of the Trimethylstannylation of 1-Iodonorbornane: Competition between Polar and Radical Pathways

  摘要：

  DOI：

  10.1021/jo00108a041
• 作为产物：
  描述：

  1-Norbornancarbonylchlorid 在 4-二甲氨基吡啶 、 2-碘-1,1,1-三氟乙烷 、 2-mercaptopyridine-1-oxide sodium salt 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 1-碘-二环(2.2.1)庚烷
  参考文献：
  名称：

  Synthesis of bridgehead fluorides by fluorodeiodination

  摘要：

  Fluorodeiodination is found to be an attractive procedure for the synthesis of bridgehead fluorides. Thus, treatment of the corresponding iodide with xenon difluoride in dichloromethane at ambient temperature generally leads to high yields of the fluoride. Evidence suggests the intermediacy of the bridgehead cation in this reaction, and accordingly the substrates which are unfavorably disposed to fluorodeiodination are the bicyclo[n.1.1]alkyl iodides. In this context the isolation of a small quantity of methyl 4-fluorobicyclo[2.1.1]hexane-1-carboxylate (46, R = COOMe) is significant because it represents the first occasion on which the elusive 1-bicyclo[2.1.1]hexyl cation has been trapped. We have also demonstrated that synthesis of the iodides themselves can be accomplished efficiently both by Barton halodecarboxylation and by treatment of the carboxylic acid with lead tetraacetate and iodine.

  DOI：

  10.1021/jo00036a018

文献信息

• [EN] INHIBITORS OF INDOLEAMINE 2,3-DIOXYGENASE AND/OR TRYPTOPHAN 2,3-DIOXYGENASE<br/>[FR] INHIBTEURS DE L'INDOLÉAMINE 2,3-DIOXYGÉNASE ET/OU DU TRYPTOPHANE DIOXYGÉNASE
  申请人：IDORSIA PHARMACEUTICALS LTD

  公开号：WO2019034725A1

  公开（公告）日：2019-02-21

  The present invention relates to compounds of Formula (I) inhibiting indoleamine 2,3-dioxygenase (IDO) and/or tryptophan 2,3-dioxygenase (TDO) enzymes. Further, their synthesis and their use as medicaments in inter alia cancer is disclosed.

  这项发明涉及抑制吲哚胺 2,3-二氧化酶（IDO）和/或色氨酸 2,3-二氧化酶（TDO）酶的化合物（I）的公式。此外，还披露了它们的合成以及它们在包括癌症在内的药物中的用途。
• Photochemistry of alkyl halides. 4. 1-Norbornyl, 1-norbornylmethyl, 1- and 2-adamantyl, and 1-octyl bromides and iodides
  作者：Paul J. Kropp、Graham S. Poindexter、Norbert J. Pienta、David C. Hamilton

  DOI：10.1021/ja00441a043

  日期：1976.12

  Competing ionic and radical photobehavior has been observed for a number of alkyl halides. The proportion of nucleophilic substitution and reduction products were reported for each halide. Solvent effects of ethylene glycol, triethylamine, and methanol and atmospheric effects of nitrogen, oxygen, and air were studied. The effect of irradiation of the halides with methanol-O-d was reported. The results

  已经观察到许多卤代烷具有竞争性的离子和自由基光行为。报告了每种卤化物的亲核取代和还原产物的比例。研究了乙二醇、三乙胺和甲醇的溶剂效应以及氮气、氧气和空气的大气效应。报告了用甲醇-Od 辐照卤化物的效果。根据碳 - 卤素键的初始均裂以提供自由基对来讨论结果，该自由基对经历竞争性扩散和夺氢以产生还原产物和电子转移以提供离子对。离子对反过来产生取代和消除产物。(DDA)
• Synthesis, Structure, and Conformational Dynamics of Bridgehead-Substituted Nitrosamines. Di-1-adamantylnitrosamine and Di-1-norbornylnitrosamine
  作者：Haripada Sarker、Melinda L. Greer、Silas C. Blackstock

  DOI：10.1021/jo951842x

  日期：1996.1.1

  The synthesis of two bridgehead-substituted nitrosamines, di-1-adamantylnitrosamine (1) and di-1-norbornylnitrosamine (2), is described, and their solid state crystal structures are reported. Large bridgehead substituents increase the NNO angle of the nitrosamine (compared to that found for dimethylnitrosamine) without deconjugating the NNO pi system significantly. This structural change correlates

  描述了两种桥头取代的亚硝胺，二-1-金刚烷基亚硝胺（1）和二-1-降冰片基亚硝胺（2）的合成，并报道了它们的固态晶体结构。较大的桥头取代基可增加亚硝胺的NNO角（与二甲基亚硝胺的NNO角相比），而不会显着地使NNO pi系统脱结合。与对二甲基亚硝胺相比，这种结构变化与红移的光吸收，减少的N，N旋转势垒以及这些受阻亚硝胺的氧化更容易相关。检查了这些结构/功能相关性的电子基础。结论是1比N-亚硝基2,2,6更加紧张，
• Über die Reaktion 1,2-disubstituierter Norbornane mit Dinatriumtetracarbonylferrat(-II). Vorläufige Mitteilung
  作者：Hugo Camenzind、Ulrich Christian Vögeli、Reinhart Keese

  DOI：10.1002/hlca.19830660118

  日期：1983.2.2

  Reductive elimination at 1,2exo-diiodonorbornane (6) was induced by Collman's reagent. Surprisingly, 1,2endo-diiodonorbornane (9) and 1-iodo-2endo-trifluoromethylsulfonyloxy-norbornane (10b) lead only to reactions of the substituent in 2-position. Mechanistic aspects are related to the reactions of monosubstituted iodonorbornanes with Collman's reagent.

  Collman试剂诱导了1,2 exo- diiodonorbornane（6）的还原消除。令人惊讶的是，1,2-内-二碘代降冰片烷（9）和1- io -2-内-三氟甲基磺酰氧基-降冰片烷（10b）仅导致取代基在2-位的反应。机械方面涉及单取代的碘硼烷与Collman试剂的反应。
• [EN] JNK INHIBITOR, PHARMACEUTICAL COMPOSITION THEREOF AND USE THEREOF<br/>[FR] INHIBITEUR DE LA JNK, COMPOSITION PHARMACEUTIQUE ASSOCIÉE ET UTILISATION ASSOCIÉE<br/>[ZH] JNK抑制剂、其药物组合物和用途
  申请人：WUHAN LL SCIENCE AND TECH DEVELOPMENT CO LTD

  公开号：WO2022048684A1

  公开（公告）日：2022-03-10

  提供了下式(I)所示的化合物、其消旋体、立体异构体、互变异构体、同位素标记物、溶剂化物、多晶型物、氮氧化物或它们药学上可接受的盐，其可用作JNK抑制剂。还提供了式(I)所示化合物的制备方法，包含式(I)所示化合物的药物组合物，以及式(I)所示化合物用于制备药物的用途，所述药物用于治疗可通过抑制JNK活性而得以治疗的疾病。

表征谱图