1-叠氮基-2-碘苯 | 54467-95-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-叠氮基-2-碘苯
• 英文名称: 1-azido-2-iodo-benzene
• 英文别名: 2-iodophenyl azide；o-azido-iodobenzene；1-Azido-2-iodobenzene
• CAS: 54467-95-7
• 化学式: C₆H₄IN₃
• 分子量: 245.022
• InChiKey: IITGPSFCXXSGJG-UHFFFAOYSA-N

物化性质

• 沸点：
  90-91 °C(Press: 0.9 Torr)
• 密度：
  1.8893

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  14.4
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2929909090

反应信息

• 作为反应物：
  描述：

  1-叠氮基-2-碘苯 在 10percent Pd/C 氢气 、 三乙胺 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 1.67h， 以95%的产率得到叠氮苯
  参考文献：
  名称：

  碘代芳烃的高度化学选择性氢解。

  摘要：

  分子氢和Pd / C的催化加氢脱卤反应已被重新考虑。结果表明，随着电负性I

  DOI：

  10.1021/jo0109669
• 作为产物：
  描述：

  N,N-tetramethylene-N'-(2'-iodophenyl)triazene 在 sodium azide 、 三氟化硼乙醚 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 以80%的产率得到1-叠氮基-2-碘苯
  参考文献：
  名称：

  Preparation of Polyfunctional Aryl Azides from Aryl Triazenes. A New Synthesis of Ellipticine, 9-Methoxyellipticine, Isoellipticine, and 7-Carbethoxyisoellipticine

  摘要：

  [GRAPHICS]The preparation of polyfunctional aryl azides by the reaction of aryl triazenes with NaN3 in the presence of KHSO4 or BF3 center dot OEt2/TFA (trifluoroacetic acid) has been described. A variety of functional groups (halides, esters, ketones, nitriles, aldehydes, and boronic esters) are tolerated under the Lewis acidic conditions. By using this methodology, the potent antitumor agents, ellipticine and 9-methoxyellipticine, have been synthesized. In addition, isoellipticine and a related derivative, 7-carbethoxyisoellipticine, were also prepared.

  DOI：

  10.1021/jo070774z

文献信息

• Synthesis of substituted [11C]ureas and [11C]sulphonylureas by Rh(I)-mediated carbonylation
  作者：Ola Åberg、Bengt Långström

  DOI：10.1002/jlcr.1803

  日期：2011.1

  The urea moiety is present in many biologically active compounds and thus an attractive target for 11C-labelling. To extend the scope of the rhodium(I)-mediated carbonylative cross-coupling reaction between an azide and an amine and investigate its tolerance for functional groups, we have synthesized eight ureas and two sulphonylureas that were 11C-labelled in the carbonyl position. The decay-corrected analytical radiochemical yields were in the range of 14–96% (from [11C]carbon monoxide). For example: starting from 1.33 GBq [11C]carbon monoxide, 0.237 GBq (66%) of the cytotoxic sulphonylurea [11C]LY-181984 11 was isolated within 60 min from end of bombardment. The mild reaction conditions and generality regarding functional groups of this method make it an attractive alternative to the [11C]phosgene method for the synthesis of 11C-labelled ureas. Copyright © 2010 John Wiley & Sons, Ltd.

  尿素部分存在于许多生物活性化合物中，因此成为11C标记的有吸引力的目标。为了扩展铑(I)催化的羰基化交叉偶联反应（涉及叠氮化物和胺）的适用范围，并研究其对功能基团的耐受性，我们合成了八种尿素和两种磺酰尿素，并在羰基位置进行了11C标记。衰减校正后的分析性放射化学产率在14-96%之间（从[11C]一氧化碳开始）。例如：从1.33 GBq的[11C]一氧化碳出发，在轰击结束后的60分钟内分离出0.237 GBq（66%）的细胞毒性磺酰尿素[11C]LY-181984 11。该方法的温和反应条件和对功能基团的普遍性使其成为合成11C标记尿素时[11C]光气法的吸引人的替代方案。版权所有 © 2010 John Wiley & Sons, Ltd.
• Highly chemoselective reduction of azides to amines by Fe(0) nanoparticles in water at room temperature
  作者：Subir Panja、Debasish kundu、Sabir Ahammed、Brindaban C. Ranu

  DOI：10.1016/j.tetlet.2017.07.076

  日期：2017.8

  A highly chemoselective reduction of aryl, heteroaryl, acyl and sulfonyl azides to the corresponding amines has been achieved by Fe(0) nanoparticles in water at room temperature in the absence of external hydride source. Several readily reducible functionalities including alkene, alkyne, S-S linkage, OTBDMS remain unaffected during reduction.

  Fe（0）纳米粒子在室温下水中，没有外部氢化物源的情况下，已实现了芳基，杂芳基，酰基和磺酰基叠氮化物向相应胺的高度化学选择性还原。在还原过程中，包括烯烃，炔烃，SS键，OTBDMS在内的几种易于还原的官能团不受影响。
• Design, Synthesis, and Biological Evaluation of 2-(4-Aminophenyl)benzothiazole Analogues as Antiproliferative Agents
  作者：Suresh Narva、Surendar Chitti、Suresh Amaroju、Sridhar Goud、Mallika Alvala、Debanjan Bhattacharjee、Nishant Jain、Chandra Sekhar Kondapalli Venkata Gowri

  DOI：10.1002/jhet.3427

  日期：2019.2

  A series of 28 novel 2‐(4‐aminophenyl)benzothiazole analogues have been synthesized and characterized using various analytical techniques like 1H NMR, 13C NMR, electrospray ionization mass spectrometry, and IR and bioevaluated for their antiproliferative activity over a group of three human cancer cell lines, namely, lung cancer (A549), cervical cancer (HeLa), and breast cancer (MDA‐MB‐231), using

  已使用1 H NMR，13 C NMR，电喷雾电离质谱和IR等多种分析技术合成和表征了28个新颖的2-（4-氨基苯基）苯并噻唑类似物，并对它们在三个组中的抗增殖活性进行了生物评估使用磺基罗丹明B检测方法检测人类癌细胞系，即肺癌（A549），子宫颈癌（HeLa）和乳腺癌（MDA-MB-231）。很少有合成分子（5a，5c，5d，5f，7b和7j）显示出有效的生长抑制作用（GI 50））在0.2–1.7μM范围内的较低微摩尔浓度（GI 50）值下对被测人癌细胞系的活性。值得注意的是，化合物7b在GI 50范围为0.55–1.2μM的所有三种癌细胞系中均显示出合理的活性。此外，当筛选7b的微管蛋白聚合抑制时，在浓度为5.0μM时，其抑制率超过55％。分子对接模拟支持衍生物与靶向受体的分子相互作用。这些衍生物可以用作潜在的抗癌药物候选物开发的先导结构，而7b可以用作潜在的微管聚合抑制剂。
• Cellulose sulphuric acid as a biodegradable catalyst for conversion of aryl amines into azides at room temperature under mild conditions
  作者：FIROUZEH NEMATI、ALI ELHAMPOUR

  DOI：10.1007/s12039-012-0261-1

  日期：2012.7

  This article describes simple and efficient method for the diazotization and azidation of different aromatic amines over cellulose sulphuric acid, sodium nitrite and sodium azide under mild conditions at room temperature. Various aryl amines possessing electron-withdrawing groups or electron-donating groups have been converted into the corresponding aryl azides with 71–99% yields. The use of mild reaction conditions, avoids the use of harmful acids and toxic solvents and short reaction times are advantages of this methodology. The selected catalyst is found to be highly efficient and recyclable.

  本文描述了一种在室温下温和条件下，利用纤维素硫酸、亚硝酸钠和叠氮化钠对不同芳香胺进行重氮化和叠氮化反应的简单高效方法。含吸电子基团或供电子基团的多种芳香胺被转化为对应的芳香叠氮化合物，产率为71-99%。该方法采用温和的反应条件，避免使用有害酸和有毒溶剂，且反应时间短，为其优点。所选催化剂表现出极高的效率且可循环使用。
• [EN] SULFONAMIDE COMPOUNDS AS VOLTAGE-GATED SODIUM CHANNEL MODULATORS<br/>[FR] COMPOSÉS DE SULFONAMIDE À TITRE DE MODULATEURS DES CANAUX SODIQUES VOLTAGE-DÉPENDANTS
  申请人：LUPIN LTD

  公开号：WO2017037682A1

  公开（公告）日：2017-03-09

  The present invention relates to sulfonamide compounds Formula (I) wherein the substituents are as described herein, and their use in a medicine for the treatment of diseases, disorders associated with the inhibition of Voltage-gated sodium channels (VGSC) particularly NaV1.7. It further relates to the compounds herein and their pharmaceutically acceptable salts thereof, pharmaceutical compositions thereof useful in treating diseases, disorders, syndromes and/or conditions associated with the inhibition of Voltage-gated sodium channels (VGSC) particularly NaV1.7. The invention also relates to process for the preparation of the compounds of the invention. (I)

  本发明涉及磺胺基化合物Formula (I)，其中取代基如本文所述，并其在治疗与抑制电压门控钠通道(VGSC)特别是NaV1.7相关的疾病、疾病和障碍中的用途。它进一步涉及本文中的化合物及其药学上可接受的盐，以及用于治疗与抑制电压门控钠通道(VGSC)特别是NaV1.7相关的疾病、疾病、综合症和/或症状的药物组合物。该发明还涉及制备本发明化合物的方法。(I)