1,3-Bis(bromomethyl)benzene-2-carbonitrile | 33875-63-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,3-Bis(bromomethyl)benzene-2-carbonitrile
• 英文别名: 2,6-bis(bromomethyl)benzonitrile；2,6-Bis-brommethyl-benzonitril；2,6-Bisbrommethyl-benzonitril
• CAS: 33875-63-7
• 化学式: C₉H₇Br₂N
• 分子量: 288.969
• InChiKey: NRYGYPYWRPNBLZ-UHFFFAOYSA-N

物化性质

• 熔点：
  92.6-93.6 °C
• 沸点：
  332.7±32.0 °C(Predicted)
• 密度：
  1.81±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1,3-Bis(bromomethyl)benzene-2-carbonitrile 在 氢氧化钾 作用下， 以 乙醇 、 二氯甲烷 、 苯 为溶剂， 反应 31.0h， 生成 cis-10b-Cyano-10c-methyl-10b,10c-dihydropyrene
  参考文献：
  名称：

  Synthesis and Diatropicity of cis-10b-Cyano-10c-methyl-10b,10c- dihydropyrene. The First Example of a Change in Stereochemical Preference from an anti-Dithia[3.3]metacyclophane to a syn-[2.2]Metacyclophane

  摘要：

  DOI：

  10.1021/jo00105a056
• 作为产物：
  描述：

  2,6-二甲基溴苯 在 N-溴代丁二酰亚胺(NBS) 、 过氧化苯甲酰 作用下， 以 N-甲基吡咯烷酮 、 四氯化碳 为溶剂， 生成 1,3-Bis(bromomethyl)benzene-2-carbonitrile
  参考文献：
  名称：

  Copper-Catalyzed Benzylic C−H Oxygenation under an Oxygen Atmosphere via N-H Imines as an Intramolecular Directing Group

  摘要：

  Copper-catalyzed benzylic C-H oxygenation under an oxygen atmosphere was developed starting from carbonitriles and Grignard reagents via N-H imine intermediates. The present process is characterized by the following two-step sequence in a one-pot manner: (1) addition of Grignard reagents to carbonitriles to form N-H imines and (2) benzylic C-H oxygenation (C=O bond formation) triggered by 1,5-hydrogen atom transfer with transient iminyl copper species.

  DOI：

  10.1021/ol200425c

文献信息

• Suppressing the Thermal Metacyclophanediene to Dihydropyrene Isomerization:  Synthesis and Rearrangement of 8,16-Dicyano[2.2]metacyclophane-1,9-diene and Evidence Supporting the Proposed Biradicaloid Mechanism
  作者：Khurshid Ayub、Rui Zhang、Stephen G. Robinson、Brendan Twamley、Richard Vaughan Williams、Reginald H. Mitchell

  DOI：10.1021/jo7019459

  日期：2008.1.1

  Synthesis of 8,16-dicyano-anti-[2.2]metacyclophane-1,9-diene, 1b, was achieved in five steps from 1,3-bis(bromomethyl)benzonitrile. Unlike most metacyclophanedienes which easily thermally isomerize (τ1/2 = minutes to days at 20 °C) to dihydropyrenes 2, dinitrile 1b shows no tendency to convert thermally to 2b at room temperature (τ1/2 > 30 years), consistent with predictions based on calculation of

  由1,3-双（溴甲基）苄腈分五个步骤完成了8,16-二氰基-抗-[[2.2] metacyclophane -1,9-diene，1b的合成。与大多数易被热异构化（在20°C时τ1 /2 =分钟至数天）变为二氢吡啶2的metacyclophanedienes不同，二腈1b在室温下（τ1 /2 > 30年）没有热转化为2b的趋势基于激活壁垒计算的预测。用紫外光照射环庚二烯1b容易形成二硝二氢吡啶2b，这出乎意料地表明，内部腈基的1，5-σ重排更容易（50°C），得到二氢py 9b，然后是10b，而内部甲基取代基2a在190°C以上时形成9a C。还描述了2-甲酰基衍生物1c和2-萘甲酰基衍生物1d的合成。预测这些取代基会降低热闭环反应生成相应二氢吡啶的活化势垒，并且实验证据支持了这些计算。
• Selective inhibitors of benzylaminoxidases with respect to other
  申请人：Consiglio Nazionale Delle Ricerche

  公开号：US04888283A1

  公开（公告）日：1989-12-19

  Selective inhibitors of benzylaminoxidases, said inhibitors consisting of compounds of the general formula I ##STR1## wherein X is a group C--R.sup.4 or a nitrogen atom, R.sup.1 and R.sup.2, which can be the same or different from each other, represent hydrogen, hydroxyl groups, alkoxyl groups, or alkyl, alkenyl, hydroxyalkyl, alkoxyalkyl, hydroxyalkoxyalkyl, hydroxyalkoxyl, alkoxyalkoxyl, hydroxyalkoxyalkoxyl, phenoxyl or phenoxyalkyl groups or their substitution derivatives in the phenoxyl group, provided that no more than one of the same be hydrogen, and one or more of the symbols R.sup.3, R.sup.4 or R.sup.5 are hydrogen atoms or alkyl or hydroxyl or alkoxyl or hydroxyalkyl or hydroxyalkoxyl or hydroxyalkoxyalkyl or haloalkyl or carbonyl or carboxylic or ester or amido or nitrile or sulfonic groups or halogen atoms or nitro groups.

  苯甲胺氧化酶的选择性抑制剂，所述抑制剂由一般式I的化合物组成：##STR1## 其中X是C-R.sup.4基团或氮原子，R.sup.1和R.sup.2可以相同也可以不同，表示氢、羟基、烷氧基、或烷基、烯基、羟基烷基、烷氧基烷基、羟基烷氧基烷基、羟基烷氧基、烷氧基烷氧基、羟基烷氧基烷氧基、苯氧基或苯氧基烷基或它们在苯氧基中的取代衍生物，要求最多只有一个是氢，其中一个或多个符号R.sup.3、R.sup.4或R.sup.5是氢原子或烷基或羟基或烷氧基或羟基烷基或羟基烷氧基或羟基烷氧基烷基或卤代烷基或羰基或羧基或酯基或酰胺基或腈基或磺酸基或卤素原子或硝基基团。
• AROMATIC AND HETEROAROMATIC COMPOUNDS USEFUL IN TREATING IRON DISORDERS
  申请人：Cadieux Jean-Jacques

  公开号：US20100240713A1

  公开（公告）日：2010-09-23

  This invention is directed to compounds of formula (I), wherein m, formula (II), R 1 , R 2 and R 3 are as defined herein, as a stereoisomer, enantiomer, tautomer thereof or mixtures thereof; or a pharmaceutically acceptable salt, solvate or prodrug thereof, for the treatment of iron disorders. This invention is also directed to pharmaceutical compositions comprising the compounds and methods of using the compounds to treat iron disorders.

  本发明涉及式（I）的化合物，其中m、式（II）、R1、R2和R3如本文所定义，作为立体异构体、对映异构体、互变异构体或其混合物；或其药学上可接受的盐、溶剂或前药，用于治疗铁代谢紊乱。本发明还涉及包含该化合物的制药组合物以及使用该化合物治疗铁代谢紊乱的方法。
• Inhibitors of benzylaminoxidases, selective with respect to other aminoxidases
  申请人：CONSIGLIO NAZIONALE DELLE RICERCHE

  公开号：EP0210140A2

  公开（公告）日：1987-01-28

  Selective inhibitors of benzylaminoxidases, said inhibitors consisting of compounds of the general formula I wherein X is a group C-R4 or a nitrogen atom, R' and R2, which can be the same or different from each other, represent hydrogen, hydroxyl groups, alkoxyl groups, or alkyl, alkenyl, hydroxyalkyl, alkoxyalkyl, hydroxyalkoxyalkyl, hydroxyalkoxyl, alkoxyalkoxyl, hydroxyalkoxyalkxyl, phenoxyl or phenoxyalkyl groups or their substitution derivatives in the phenxyl group, provided that no more than one of the same be hydrogen, and one or more of the symbols R3, R4 or R5 are hydrogen atoms or alkyl or hydroxyl or alkoxyl or hydroxyalkyl or hydroxyalkoxyl or hydroxyalkoxyalkyl or haloalkyl or carboxylic or carboxylic or ester or amido or nitrile or sulfonic groups or halogen atoms or nitro groups.

  苄基氨基氧化酶的选择性抑制剂，所述抑制剂由通式 I 的化合物组成 其中 X 是基团 C-R4 或氮原子，R'和 R2 可以相同或不同，代表氢、羟基、烷氧基或烷基、烯基、羟烷基、烷氧基烷基、羟基烷氧基、羟基烷氧基、烷氧基烷氧基、羟基烷氧基烷氧基、苯氧基或苯氧基烷基或它们在苯氧基中的取代衍生物、只要其中不超过一个为氢，且一个或多个符号 R3、R4 或 R5 为氢原子或烷基或羟基或烷氧基或羟基烷基或羟基烷氧基或羟基烷氧基或卤代烷基或羧基或羧酸基或酯基或氨基或腈基或磺酸基或卤原子或硝基。
• Detection of cleavage activity of an enzyme
  申请人：Mologic Limited

  公开号：US10866236B2

  公开（公告）日：2020-12-15

  The present invention relates to detecting cleavage activity of an enzyme. The various aspects of the invention include an enzyme detection device, kit, method and use for detecting or measuring the presence in a test sample of the activity of an enzyme capable of cleaving a substrate. The invention also relates to indicator and binding molecules useful for carrying out the invention. The enzyme substrate contains a hidden binding site which is only revealed upon cleavage by the enzyme.

  本发明涉及检测酶的裂解活性。本发明的各个方面包括一种酶检测装置、试剂盒、方法和用途，用于检测或测量检测样品中是否存在能够裂解底物的酶的活性。本发明还涉及用于实施本发明的指示剂和结合分子。酶底物含有一个隐藏的结合位点，只有在被酶裂解时才会显示出来。