(1,1,1,3,3,3-hexafluoro-2-methylprop-2-yl)isocyanate | 19755-56-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (1,1,1,3,3,3-hexafluoro-2-methylprop-2-yl)isocyanate
• 英文别名: 1,1,1,3,3,3-hexafluoro-2-isocyanato-2-methylpropane；bis(trifluoromethyl)methyl isocyanate；<α-Methyl-hexafluor-isopropyl>-isocyanat；(α-Methyl-hexafluor-isopropyl)-isocyanat；1,1-Bis(difluoromethyl)ethyl isocyanate
• CAS: 19755-56-7
• 化学式: C₅H₃F₆NO
• 分子量: 207.075
• InChiKey: BQVZMXTZXPVSEE-UHFFFAOYSA-N

物化性质

• 沸点：
  62-64 °C
• 密度：
  1.40±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 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：

  (1,1,1,3,3,3-hexafluoro-2-methylprop-2-yl)isocyanate 在 甲胺 、 肼 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 14.0h， 以75%的产率得到N-2-(1,1,1,3,3,3-hexafluoro-2-methylpropyl)-2-[(4-difluoromethoxyphenyl)sulfonyl]hydrazine-1-carboxamide
  参考文献：
  名称：

  WO2006/62898

  摘要：

  公开号：
• 作为产物：
  描述：

  2,2-双(三氟甲基)丙酰胺 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 (1,1,1,3,3,3-hexafluoro-2-methylprop-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

• [EN] SULFONYL SEMICARBAZIDES, SEMICARBAZIDES AND UREAS, PHARMACEUTICAL COMPOSITIONS THEREOF, AND METHODS FOR TREATING HEMORRHAGIC FEVER VIRUSES, INCLUDING INFECTIONS ASSOCIATED WITH ARENAVIRUSES<br/>[FR] SULFONYL SEMICARBAZIDES, SEMICARBAZIDES ET URÉES, COMPOSITIONS PHARMACEUTIQUES À BASE DE CEUX-CI, ET PROCÉDÉS DE TRAITEMENT DES VIRUS RESPONSABLES DES FIÈVRES HÉMORRAGIQUES, COMPRENANT DES INFECTIONS ASSOCIÉES À DES ARÉNAVIRUS
  申请人：SIGA TECHNOLOGIES INC

  公开号：WO2012060820A1

  公开（公告）日：2012-05-10

  Compounds, methods and pharmaceutical compositions for treating viral infections, by administering certain novel semicarbazides, sulfonyl carbazides, ureas and related compounds in therapeutically effective amounts are disclosed. Methods for preparing the compounds and methods of using the compounds and pharmaceutical compositions thereof are also disclosed. In particular, the treatment and prophylaxis of viral infections such as caused by hemorrhagic fever viruses is disclosed, i.e., including but not limited to Arenaviridae (Junin, Machupo, Guanavito, Sabia and Lassa), Filoviridae (ebola and Marburg viruses), Flaviviridae (yellow fever, omsk hemorrhagic fever and Kyasanur Forest disease viruses), and Bunyaviridae (Rift Valley fever).

  本文揭示了利用某些新型半卡巴肼、磺酰基卡巴肼、脲及相关化合物以治疗病毒感染的复合物、方法和制药组合物，通过在治疗有效量下给药。本文还揭示了制备这些化合物的方法以及使用这些化合物和其制药组合物的方法。具体而言，揭示了治疗和预防由出血热病毒引起的病毒感染，包括但不限于Arenaviridae（Junin，Machupo，Guanavito，Sabia和Lassa），Filoviridae（埃博拉和马尔堡病毒），Flaviviridae（黄热病，奥木斯克出血热和Kyasanur Forest病毒）以及Bunyaviridae（裂谷热）。
• 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.
• Fluorinated cyanates and isocyanates. New type of rearrangement
  作者：Carl G. Krespan

  DOI：10.1021/jo01257a018

  日期：1969.5
• 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.
• 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.