N-(4-bromophenyl)-nitramine | 412328-47-3

• 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: N-(4-bromophenyl)-nitramine
• 英文别名: 4-bromo-N-nitro-aniline；4-Brom-N-nitro-anilin；4-Brom-diazobenzolsaeure；4-Brom-phenylnitramin；p-Bromonitroaniline；N-(4-bromophenyl)nitramide
• CAS: 412328-47-3
• 化学式: C₆H₅BrN₂O₂
• 分子量: 217.022
• InChiKey: XNOQMJHXLYCQKI-UHFFFAOYSA-N

物化性质

• 熔点：
  104 °C (decomp)(Solv: benzene (71-43-2); ligroine (8032-32-4))
• 沸点：
  301.1±44.0 °C(Predicted)
• 密度：
  1.788±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  11
• 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：
  57.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(4-bromophenyl)-nitramine 在 盐酸 、 tin(ll) chloride 作用下， 以 水 为溶剂， 反应 4.0h， 以85%的产率得到对溴苯肼
  参考文献：
  名称：

  金（I）催化炔基氮丙啶吲哚的重排，用于合成螺-四氢-β-咔啉

  摘要：

  功能化的螺-四氢-β-咔啉是通过炔基氮丙啶吲哚的高效金（I）催化重排反应形成的。该反应涉及炔基氮丙啶吲哚的Friedel-Crafts型分子内反应，然后氨基亚芳基中间体进行加氢胺化。

  DOI：

  10.1016/j.tet.2013.11.084
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 乙酸酐 作用下， 生成 N-(4-bromophenyl)-nitramine
  参考文献：
  名称：

  Hoff, Justus Liebigs Annalen der Chemie, 1900, vol. 311, p. 101

  摘要：

  DOI：

文献信息

• Acidity and basicity of primaryN-phenylnitramines: catalytic effect of protons on the nitramine rearrangement
  作者：Zdzis?aw Daszkiewicz、Grzegorz Spaleniak、Janusz B. Kyzio?

  DOI：10.1002/poc.461

  日期：2002.2

  strongly (ρ = 4) influence the rate of nitramine rearrangement. The acidities of primary N-phenylnitramines (3.77 < pKA < 5.62) are similar to those of benzoic acids and weakly dependent (ρ = 1) on the electronic character of a substituent. Based on the analogy with benzoic acids, it has been calculated that basicities of nitramines (pKB ≈ 21) are extremely low. Consequently, addition of protons to an intact

  对重取代的N-苯基硝胺可以通过重氮盐的氧化或在碱性或酸性条件下的硝化反应来制备。同位素[ 15 N-NO 2 ]标记表明，N-硝基基团的能带出现在1318–1323和1585–1607 cm -1地区。在氮NMR光谱中，硝基氨基基团在-193±3（NH）和-32±3 ppm（NO 2）。基于增量和可加性规则，质子和碳NMR光谱中的化学位移是可预测的。光谱数据表明，在硝基氨基和与该环结合的另一个取代基之间没有共轭。这似乎与众所周知的事实相反，即取代基强烈（ρ= 4）影响硝胺重排的速率。伯N-苯基硝胺的酸度（3.77
• Carbostyril derivatives and pharmaceutical composition containing the
  申请人：Otsuka Pharmaceutical Co., Ltd.

  公开号：US04455422A1

  公开（公告）日：1984-06-19

  Novel carbostyril derivatives and their salts, having antihistaminic effect and central nervous system controlling effect, are represented by the general formula (1), ##STR1## wherein R.sup.1 is a hydrogen atom, a lower alkyl group, a phenyl-lower alkyl group, a lower alkenyl group, a lower alkynyl group; A is a group of the formula ##STR2## (wherein R.sup.2 is a hydrogen atom or a lower alkyl group); B is a lower alkylene group; l is 1 when A is a group of the formula ##STR3## or l is 0 or 1 when A is a group of the formula ##STR4## Z is a group of the formula >N--R.sup.3 or ##STR5## (wherein R.sup.3, R.sup.4 and R.sup.5 are as defined herein).

  新型的羧基苯基丙胺衍生物及其盐，具有抗组胺作用和中枢神经系统控制作用，其通式表示为（1），其中R1是氢原子，低碳基，苯基-低碳基，低烯基，低炔基；A是公式（2）的基团，其中R2是氢原子或低碳基；B是低碳基亚烷基基团；当A是公式（3）的基团时，l为1，当A是公式（4）的基团时，l为0或1；Z是公式（5）的基团，其中R3、R4和R5如本文所定义。
• Carbostyril derivatives, and central nervous system controlling agents
  申请人：Otsuka Pharmaceutical Co., Ltd.

  公开号：US04460593A1

  公开（公告）日：1984-07-17

  Novel carbostyril derivatives and their salts are useful as antihistaminic agents and central nervous system controlling agents, represented by the general formula (1), ##STR1## wherein R.sup.1 is a hydrogen atom, a lower alkyl group, a phenyl-lower alkyl group, a lower alkenyl group, a lower alkynyl group; A is a group of the formula ##STR2## or a group of the formula ##STR3## (wherein R.sup.2 is a hydrogen atom or a lower alkyl group); B is a lower alkylene group; l is 1 when A is a group of the formula ##STR4## or l is 0 or 1 when A is a group of the formula ##STR5## Z is a group of the formula >N--R.sup.3 or ##STR6## (wherein R.sup.3, R.sup.4 and R.sup.5 are as defined herein).

  新型的羧基苯基吡啶衍生物及其盐作为抗组胺药和中枢神经系统控制药物，其通式表示为（1），其中R1是氢原子、较低的烷基、苯基-较低的烷基、较低的烯基、较低的炔基；A是式子的基团或式子的基团（其中R2是氢原子或较低的烷基）；B是较低的亚烷基基团；当A是式子的基团时，l为1，当A是式子的基团时，l为0或1；Z是式子或式子的基团（其中R3、R4和R5如上定义）。
• Carbostyril derivatives and antihistaminic agents containing the
  申请人：Otsuka Pharmaceutical Co., Ltd.

  公开号：US04567187A1

  公开（公告）日：1986-01-28

  Novel carbostyril derivatives and their salts having antihistaminic effect and central nervous system controlling effect and are useful as antihistaminic agents and central nervous system controlling agents, represented by the general formula (1), ##STR1## wherein R.sup.1 is a hydrogen atom, a lower alkyl group, a phenyl-lower alkyl group, a lower alkenyl group, a lower alkynyl group; A is a group of the formula ##STR2## or a group of the formula ##STR3## (wherein R.sup.2 is a hydrogen atom or a lower alkyl group); B is a lower alkylene group; l is 1 when A is a group of the formula ##STR4## or l is 0 or 1 when A is a group of the formula ##STR5## Z is a group of the formula ##STR6## (wherein R.sup.3 is a substituted-phenyl group having 1 to 3 substituents, on the phenyl ring, selected from the group consisting of a halogen atom, a lower alkyl group, a lower alkoxy group, a lower alkoxy-carbonyl group, a carboxyl group, a lower alkylthio group, a lower alkanoyl group, a hydroxyl group, a nitro group, an amino group and a cyano group; or R.sup.3 is a substituted-phenyl group having a lower alkylenedioxy group as the substituent, a phenyl-lower alkyl group or a 1,2,3,4-tetrahydronaphthyl group; R.sup.4 is a substituted-phenyl group having 1 to 3 substituents, on the phenyl group, selected from the group consisting of a halogen atom, a lower alkyl group and a lower alkoxy group; or R.sup.4 is a substituted-phenyl group having a lower alkylenedioxy group as the substituent, a phenyl-lower alkyl group, a 1,2,3,4-tetrahydronaphthyl group or a group of the formula ##STR7## R.sup.5 is a hydrogen atom, a hydroxyl group or a lower alkanoyl group; or when R.sup.5 is a hydrogen atom the carbon-carbon bond between 3- and 4-positions in the piperidine ring is a double bond which is dehydrogenated the hydrogen atoms bonded at 3- and 4-positions of piperidine ring; the carbon-carbon bond between 3- and 4-positions in the carbostyril skeleton is a single or double bond. The carbostyril derivatives of the present invention have antihistaminic effects and central nervous system controlling effects and are useful for antihistaminic agents and central nervous system controlling agents.

  具有抗组胺作用和中枢神经系统调节作用的新型羧基苯基吡啶衍生物及其盐，可用作抗组胺剂和中枢神经系统调节剂，其一般式表示为（1），其中R1是氢原子、较低的烷基、苯基较低的烷基、较低的烯基、较低的炔基；A是公式（2）的基团或公式（3）的基团（其中R2是氢原子或较低的烷基）；B是较低的烷基链；当A为公式（4）的基团时，l为1，或当A为公式（5）的基团时，l为0或1；Z是公式（6）的基团（其中R3是苯环上具有1至3个取代基的取代苯基，所述取代基从卤原子、较低的烷基、较低的烷氧基、较低的烷氧羰基、羧基、较低的烷硫基、较低的烷酰基、羟基、硝基、氨基和氰基中选择；或R3是具有较低的烷基二氧基基团的取代苯基、苯基较低的烷基或1,2,3,4-四氢萘基；R4是苯基上具有1至3个取代基的取代苯基，所述取代基从卤原子、较低的烷基和较低的烷氧基中选择；或R4是具有较低的烷基二氧基基团的取代苯基、苯基较低的烷基、1,2,3,4-四氢萘基或公式（7）的基团；R5是氢原子、羟基或较低的烷酰基；或当R5是氢原子时，哌啶环上3-和4-位置之间的碳-碳键为脱氢的双键，3-和4-位置的氢原子脱离；在羧基苯基吡啶骨架中3-和4-位置之间的碳-碳键为单键或双键。本发明的羧基苯基吡啶衍生物具有抗组胺作用和中枢神经系统调节作用，并可用作抗组胺剂和中枢神经系统调节剂。
• Novel carbostyril derivatives, process for producing thereof and
  申请人：Otsuka Pharmaceutical Co., Ltd.

  公开号：US04619932A1

  公开（公告）日：1986-10-28

  Novel carbostyril derivatives and their pharmaceutically acceptable salts. The carbostyril derivatives are represented by the general formula (1): ##STR1## wherein R.sup.1, A, B, l, and Z are as defined herein. These compounds possess antihistaminic and central nervous system controlling effects.

  新型的卡波司亚衍生物及其药用可接受盐。卡波司亚衍生物由一般公式(1)表示：##STR1## 其中R.sup.1，A，B，l和Z的定义如本文所述。这些化合物具有抗组胺和中枢神经系统控制作用。