1-bromo-1-cyano-3,3-dimethylbutan-2-one | 89563-44-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-bromo-1-cyano-3,3-dimethylbutan-2-one
• 英文别名: α-bromopivaloylacetonitrile；2-bromo-4,4-dimethyl-3-oxopentanenitrile
• CAS: 89563-44-0
• 化学式: C₇H₁₀BrNO
• 分子量: 204.066
• InChiKey: JCPSORMNCXDSGA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  40.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(三氟甲基磺酰基)乙烯 、 1-bromo-1-cyano-3,3-dimethylbutan-2-one 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以60%的产率得到1-pivaloyl-2-(trifluoromethylsulfonyl)cyclopropane-1-carbonitrile
  参考文献：
  名称：

  环丙烷反应中含CF 3 S（O）n的烯烃

  摘要：

  三氟甲基（亚磺酰基，磺酰基）乙烯的环丙烷化是通过在碱的存在下利用α-溴-或α，α-二溴1,3-二羰基化合物实现的。发现DBU是获得CF 3 S（O）n（n = 1，2）基团的环丙烷良好收率的最佳选择。合成了带有三氟甲基亚磺酰基的环丙烷的首个代表。

  DOI：

  10.1016/j.jfluchem.2021.109802
• 作为产物：
  描述：

  新戊酰基乙腈 在 溴 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.0h， 以85%的产率得到1-bromo-1-cyano-3,3-dimethylbutan-2-one
  参考文献：
  名称：

  环丙烷反应中含CF 3 S（O）n的烯烃

  摘要：

  三氟甲基（亚磺酰基，磺酰基）乙烯的环丙烷化是通过在碱的存在下利用α-溴-或α，α-二溴1,3-二羰基化合物实现的。发现DBU是获得CF 3 S（O）n（n = 1，2）基团的环丙烷良好收率的最佳选择。合成了带有三氟甲基亚磺酰基的环丙烷的首个代表。

  DOI：

  10.1016/j.jfluchem.2021.109802

文献信息

• 2-(N,N-disubstituted amino)thiazoles with electron-withdrawing groups at position 5: preparation and investigation of structural features
  作者：Timothy N. Birkinshaw、David W. Gillon、Shaun A. Harkin、G. Denis Meakins、Malcom D. Tirel

  DOI：10.1039/p19840000147

  日期：——

  N-mono- and N,N-di-substituted cyanamides from cyanogen bromide has been developed. N,N-Disubstituted thioureas, obtained from the cyanamides, were condensed with α-bromo-α-cyano-ketones to give 5-cyano-2-(N,N-disubstituted amino)thiazoles and with α-bromo-ketones to give 2-(N,N-disubstituted amino)thiazoles. Substitution in the latter products afforded 5-trifluoroacetyl- and 5-nitro-2-(N,N-disubsti

  已经开发了一种从溴化氰制备N-单和N，N-二取代的氰酰胺的简便方法。将由氰酰胺获得的N，N-二取代硫脲与α-溴-α-氰基酮缩合，得到5-氰基-2-（N，N-二取代氨基）噻唑和与α-溴酮缩合2-（N，N-二取代的氨基）噻唑。用后者的产物取代，得到5-三氟乙酰基和5-硝基-2-（N，N-二取代氨基）噻唑。4-芳基的存在极大地促进了硝化反应。
• Semi-synthesis and bio-evaluation of polybrominated diphenyl ethers from the sponge Dysidea herbacea
  作者：T. Srikanth Reddy、N. Suryakiran、M. Narasimhulu、D. Ramesh、K. Chinni Mahesh、A. Sai Krishna、P. Kavitha、J. Venkateswara Rao、Y. Venkateswarlu

  DOI：10.1016/j.bmcl.2012.04.133

  日期：2012.7

  The sponge Dysidea herbacea was collected from the Mandapam Coast, Tamilnadu, India. Isolated gram quantities of hydroxylated polybrominated diphenyl ether (HO-PBDE) and semi-synthesized a series of new PBDEs derivatives and tested them for antibacterial and cytotoxic activities.

  海绵Dysidea除草剂是从印度Tamilnadu的Mandapam海岸收集的。分离出克量的羟基化多溴联苯醚（HO-PBDE），并半合成了一系列新的PBDEs衍生物，并测试了它们的抗菌和细胞毒性活性。
• INFLAMMATORY CYTOKINE RELEASE INHIBITOR
  申请人：MUTO Susumu

  公开号：US20090192122A2

  公开（公告）日：2009-07-30

  A medicament having inhibitory activity against NF-κB activation, which comprises a compound represented by the following general formula (I) or a pharmacologically acceptable salt as an active ingredient: wherein X represents a connecting group, A represents hydrogen atom or acetyl group, E represents an aryl group or a heteroaryl group, and ring X represents an arene or a heteroarene.

  一种具有抑制NF-κB激活活性的药物，其包括以下通式(I)所表示的化合物或其药理学上可接受的盐作为活性成分：其中X代表连接基，A代表氢原子或乙酰基，E代表芳基或杂芳基，环X代表芳烃或杂芳烃。
• Nf-kb activation inhibitors
  申请人：Muto Susumu

  公开号：US20060089395A1

  公开（公告）日：2006-04-27

  A medicament having inhibitory activity against NF-κB activation which comprises as an active ingredient a substance selected from the group consisting of a compound represented by the following general formula (I) and a pharmacologically acceptable salt thereof, and a hydrate thereof and a solvate thereof: wherein A represents hydrogen atom or acetyl group, E represents a 2,5-di-substituted or a 3,5-di-substituted phenyl group, or a monocyclic or a fused polycyclic heteroaryl group which may be substituted, provided that the compound wherein said heteroaryl group is circle around (1)} a fused polycyclic heteroaryl group wherein the ring which binds directly to —CONH— group in the formula (I) is a benzene ring, circle around (2)} unsubstituted thiazol-2-yl group, or circle around (3)} unsubstituted benzothiazol-2-yl group is excluded, ring Z represents an arene which may have one or more substituents in addition to the group represented by formula —O-A wherein A has the same meaning as that defined above and the group represented by formula —CONH-E wherein E has the same meaning as that defined above, or a heteroarene which may have one or more substituents in addition to the group represented by formula —O-A wherein A has the same meaning as that defined above and the group represented by formula —CONH-E wherein E has the same meaning as that defined above.

  一种药物具有抑制NF-κB活化作用，其包括以下通式(I)所表示的化合物或其药学上可接受的盐、水合物和溶剂化物作为活性成分，其中A代表氢原子或乙酰基，E代表2,5-二取代或3,5-二取代苯基或单环或融合的多环杂环芳基，其可以被取代，但在所述杂环芳基是圆圈(1)}在公式(I)中直接结合—CONH—基团的环为苯环的融合多环杂环芳基，圆圈(2)}未取代的噻唑-2-基团，或者圆圈(3)}未取代的苯并噻唑-2-基团时，不包括该化合物，环Z代表一个芳香烃，除了由公式—O-A所表示的基团外，它也可以有一个或多个取代基，其中A具有与上述定义相同的含义，公式—CONH-E所表示的基团E具有与上述定义相同的含义。
• Inhibitors against the activation of ap-1 and nfat
  申请人：Muto Susumu

  公开号：US20060100257A1

  公开（公告）日：2006-05-11

  A medicament inhibiting the activation of AP-1 which comprises as an active ingredient a substance selected from the group consisting of a compound represented by the following general formula (I) and a pharmacologically acceptable salt thereof, and a hydrate thereof and a solvate thereof: wherein X represents a connecting group whose number of atoms in the main chain is 2 to 5 (said connecting group may be substituted), A represents hydrogen atom or acetyl group, E represents an aryl group which may be substituted or a hetero aryl group which may be substituted, ring Z represents an arene which may have one or more substituents in addition to the group represented by formula —O-A wherein A has the same meaning as that defined above and the group represented by formula —X-E wherein each of X and E has the same meaning as that defined above, or a heteroarene which may have one or more substituents in addition to the group represented by formula —O-A wherein A has the same meaning as that defined above and the group represented by formula —X-E wherein each of X and E has the same meaning as that defined above.

  一种药物，抑制AP-1的激活，其活性成分为以下通式（I）所表示的化合物或其药学上可接受的盐、水合物或溶剂化物中所选的一种，其中X代表连接基，其主链中的原子数为2至5（该连接基可以被取代），A代表氢原子或乙酰基，E代表芳基或取代的杂芳基，环Z代表芳烃，除了由式—O-A所表示的基团外，可能还有一个或多个取代基，其中A具有上述定义的相同含义，由式—X-E所表示的基团中，X和E的每一个具有上述定义的相同含义，或者是一个杂芳烃，可能还有一个或多个取代基，其中A具有上述定义的相同含义，由式—X-E所表示的基团中，X和E的每一个具有上述定义的相同含义。