(1,1,1-trifluoro-2-(trifluoromethyl)-but-2-yl)isocyanate | 312932-31-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (1,1,1-trifluoro-2-(trifluoromethyl)-but-2-yl)isocyanate
• 英文别名: 1,1,1-trifluoro-2-isocyanato-2-(trifluoromethyl)butane
• CAS: 312932-31-3
• 化学式: C₆H₅F₆NO
• 分子量: 221.102
• InChiKey: SMXKYGHXLGSQFO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  29.4
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  对羟基联苯 、 (1,1,1-trifluoro-2-(trifluoromethyl)-but-2-yl)isocyanate 在 三甲胺 作用下， 以 乙醚 为溶剂， 反应 3.0h， 以84%的产率得到O-biphenyl-4-yl-N-(1,1,1-trifluoro-2-trifluoromethylbut-2-yl)carbamate
  参考文献：
  名称：

  Synthesis of 1,1-bis(trifluoromethyl)alkyl isocyanates, carbamates, and ureas

  摘要：

  A convenient preparative method for the synthesis of 1,1-bis(trifluoromethyl)alkyl isocyanates was proposed. The reactions of the isocyanates with alcohols, phenols, and alkyl-, aryl-. and hetarylamines were studied.

  DOI：

  10.1007/bf02495761
• 作为产物：
  描述：

  2,2-双(三氟甲基)丁酰氟 在 叠氮基三甲基硅烷 、 苄基三乙基氯化铵 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 生成 (1,1,1-trifluoro-2-(trifluoromethyl)-but-2-yl)isocyanate
  参考文献：
  名称：

  1-芳酰基（1-芳基磺酰基）-4-二（三氟甲基）氨基脲烷基作为潜在的生理活性化合物

  摘要：

  1,1-双（三氟甲基）全氟异丁烯从（PFIB）获得的异氰酸烷基酯与芳酰基（芳基磺酰基）肼反应。合成了28种预期的具有生物活性的多氟化1,4-取代的氨基脲。每一个新产品的结构进行了分析和光谱法证实。利平斯基的年代和格洛瓦尼的参数，然后计算。两次调整的五个利平斯基的规则建议氟化候选药物。

  DOI：

  10.1016/j.jfluchem.2013.01.033

文献信息

• Synthesis and anticancer activity of N-bis(trifluoromethyl)alkyl-N′-thiazolyl and N-bis(trifluoromethyl)alkyl-N′-benzothiazolyl ureas
  作者：Elena L. Luzina、Anatoliy V. Popov

  DOI：10.1016/j.ejmech.2009.08.007

  日期：2009.12

  A number of N-bis(trifluoromethyl)alkyl-N'-thiazolyl and -benzothiazolyl ureas have been synthesized and evaluated for their in vitro antiproliferative activities against the human cancer cell lines at the National Cancer Institute (NCI, USA). The activity was shown for compounds 8a,c and 9a-c. The most sensitive cell lines relative to the tested compounds are: 8c PC-3 (prostate cancer, log GI(50) -7.10), 9c SNB-75 (CNS cancer, log GI(50) -5.84), 9b UO-31 (renal cancer, log GI(50) -5.66), and SR (leukemia, log GI(50) -5.44) human cancer cells. (C) 2009 Elsevier Masson SAS. All rights reserved.
• Synthesis, evaluation of anticancer activity and COMPARE analysis of N-bis(trifluoromethyl)alkyl-N’-substituted ureas with pharmacophoric moieties
  作者：Elena L. Luzina、Anatoliy V. Popov

  DOI：10.1016/j.ejmech.2012.03.026

  日期：2012.7

  A series of new synthesized N-bis(trifluoromethyl)alkyl-N'-substituted ureas have been tested in the National Cancer Institute (NCI, Bethesda, USA) by Program NCI-60 DTP Human Tumor Cell Line Screen at a single high dose (10(-5) M). COMPARE analysis has been carried out for all tested compounds. The tested compounds showed antitumor activity against individual cell lines. The most sensitive cell lines relative to the tested compounds are: 5g Leukemia RPMI-8226 (GI% 52.7), Non-Small Cell Lung cancer HOP-92 (GI % 88.53), NCI-H522 (GI % 64.41), Melanoma UACC-62 (GI% 53.08), SK-MEL-5 (GI % 74.63), Breast cancer MDA-MB-468 (GI% 51.29), T-47D (GI % 65.1), 5b Leukemia K-562 (GI % 55.55), 7m Leukemia HL-60(TB) (GI % 51.76). (C) 2012 Elsevier Masson SAS. All rights reserved.
• US8664274B2
  申请人：——

  公开号：US8664274B2

  公开（公告）日：2014-03-04
• Synthesis of 1-aroyl(1-arylsulfonyl)-4-bis(trifluoromethyl)alkyl semicarbazides as potential physiologically active compounds
  作者：Elena L. Luzina、Anatoliy V. Popov

  DOI：10.1016/j.jfluchem.2013.01.033

  日期：2013.4

  1,1-Bis(trifluoromethyl)alkyl isocyanates obtained from perfluoroisobutene (PFIB) react with aroyl(arylsulfonyl)hydrazines. Twenty eight prospective biologically active polyfluorinated 1,4-substituted semicarbazides were synthesized. The structure of each new product was confirmed by analytical and spectroscopic methods. The Lipinski's and Gelovani's parameters were then calculated. Two adjustments

  1,1-双（三氟甲基）全氟异丁烯从（PFIB）获得的异氰酸烷基酯与芳酰基（芳基磺酰基）肼反应。合成了28种预期的具有生物活性的多氟化1,4-取代的氨基脲。每一个新产品的结构进行了分析和光谱法证实。利平斯基的年代和格洛瓦尼的参数，然后计算。两次调整的五个利平斯基的规则建议氟化候选药物。
• Synthesis of 1,1-bis(trifluoromethyl)alkyl isocyanates, carbamates, and ureas
  作者：A. V. Popov、A. N. Pushin、E. L. Luzina

  DOI：10.1007/bf02495761

  日期：2000.7

  A convenient preparative method for the synthesis of 1,1-bis(trifluoromethyl)alkyl isocyanates was proposed. The reactions of the isocyanates with alcohols, phenols, and alkyl-, aryl-. and hetarylamines were studied.