4-Nitro-1-β-nitrobutenyl-benzol | 1212-20-0

• 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: 4-Nitro-1-β-nitrobutenyl-benzol
• 英文别名: 2-Nitro-1-(4-nitro-phenyl)-but-1-en；1-(4-Nitrophenyl)-2-nitrobut-1-en；1-(p-Nitrophenyl)-2-nitro-buten；1-Nitro-4-(2-nitrobut-1-enyl)benzene
• CAS: 1212-20-0
• 化学式: C₁₀H₁₀N₂O₄
• mdl: MFCD02245480
• 分子量: 222.2
• InChiKey: WFOBQJIBZWZLLZ-UHFFFAOYSA-N

物化性质

• 熔点：
  103.5-104.5 °C
• 沸点：
  336.9±17.0 °C(Predicted)
• 密度：
  1.296±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  91.6
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2904209090

反应信息

• 作为反应物：
  描述：

  4-Nitro-1-β-nitrobutenyl-benzol 、 2-氨基苯硫醇 以 乙醇 为溶剂， 反应 1.0h， 以59%的产率得到1-[(2-aminophenyl)thio]-1-(4-nitrophenyl)-2-nitrobutane
  参考文献：
  名称：

  Goekce, Mehtap; Oezcelik, Berrin; Bakir, Goekcen, Arzneimittel-Forschung/Drug Research, 2004, vol. 54, # 12, p. 891 - 897

  摘要：

  DOI：
• 作为产物：
  描述：

  对硝基苯甲醛 、 硝基丙烷 在 ammonium acetate 作用下， 以 溶剂黄146 为溶剂， 反应 2.0h， 以44%的产率得到4-Nitro-1-β-nitrobutenyl-benzol
  参考文献：
  名称：

  Henry condensation under high pressure 2. Effect of aromatic aldehyde type and pressure on the yield of ?-nitrostyrenes and secondary processes

  摘要：

  Condensation of aromatic aldehydes (I)-(XX) with EtNO2 and n-PrNO2 in AcOH in the presence of AcONH4 or i-BuNH2 gives primarily omega-nitrostyrenes (Ia, b)-(XXa, b) and small quantities of nitriles (Ic)-(XXc), oximes (Id)-(XXd), and ketones (Ie, f)-(XXe, f). The yields of (Ia, b)-(XXa, b) at P = 1 atm are higher for acceptor substituents on the aromatic ring whereas at P = 10 kbar, they are higher for donor substituents. High pressures suppress the formation of (Ic-f)-(XXc-f) and the Z-isomers of (Ia, b)-(XXa, b). The high pressure technique is especially useful in the preparation of donor-substituted (Ia, b)-(XXa, b) which are intermediates in the synthesis of the psychotropic beta-phenylethylamines.

  DOI：

  10.1007/bf00965433

文献信息

• Catalytic asymmetric syntheses of isoxazoline-N-oxides under phase-transfer conditions
  作者：Taichi Kano、Akihiro Yamamoto、Sunhwa Song、Keiji Maruoka

  DOI：10.1039/c0cc05786j

  日期：——

  Catalytic asymmetric syntheses of various isoxazoline-N-oxides have been accomplished by asymmetric phase-transfer conjugate addition of bromomalonate to nitroolefins and subsequent ring-closing O-alkylation.

  通过溴代丙二酸酯与硝基烯烃的不对称相转移共轭加成以及随后的闭环O-烷基化，完成了各种异恶唑啉-N-氧化物的催化不对称合成。
• Catalytic Asymmetric Synthesis of Isoxazoline-<i>N</i>-oxides through Conjugate Addition–Cyclization under Phase-Transfer Conditions
  作者：Taichi Kano、Akihiro Yamamoto、Sunhwa Song、Keiji Maruoka

  DOI：10.1246/bcsj.20110155

  日期：2011.10.15

  Catalytic asymmetric synthesis of various isoxazoline-N-oxides having a tetrasubstituted carbon has been accomplished by asymmetric phase-transfer conjugate addition of bromomalonate to nitroolefins and subsequent ring-closing O-alkylation. The obtained isoxazoline-N-oxide was readily converted to the corresponding oxime, isoxazoline, and lactam without loss of optical purity.

  通过溴代丙二酸酯与硝基烯烃的不对称相转移共轭加成以及随后的闭环O-烷基化，完成了各种具有四取代碳的异恶唑啉-N-氧化物的催化不对称合成。所得异恶唑啉-N-氧化物很容易转化为相应的肟、异恶唑啉和内酰胺，且不损失光学纯度。
• Androgen receptor antagonists
  申请人：Furuya Shuichi

  公开号：US20050101657A1

  公开（公告）日：2005-05-12

  The present invention provides an androgen receptor antagonistic agent and a superior prophylactic or therapeutic agent for hormone-sensitive cancer, which contain a compound of the formula: wherein, R 1 is a hydrogen atom, a group binding through a carbon atom, a group binding through a nitrogen atom, a group binding through an oxygen atom or a group binding through a sulfur atom, R 2 is a hydrogen atom, a group binding through a carbon atom, a group binding through a nitrogen atom, a group binding through an oxygen atom or a group binding through a sulfur atom, R 3 is a hydrogen atom, a hydrocarbon group which may have substituent(s), an acyl group or a heterocyclic group which may have substituent(s), R 4 is a hydrogen atom, a group binding through a carbon atom, a group binding through a nitrogen atom, a group binding through an oxygen atom or a group binding through a sulfur atom, and R 5 is a cyclic group which may have substituent(s); or a salt thereof, or its prodrug.

  本发明提供了一种雄激素受体拮抗剂，以及一种优越的预防或治疗激素敏感性癌症的药物，其含有式中的化合物：其中，R1是氢原子、通过碳原子结合的基团、通过氮原子结合的基团、通过氧原子结合的基团或通过硫原子结合的基团，R2是氢原子、通过碳原子结合的基团、通过氮原子结合的基团、通过氧原子结合的基团或通过硫原子结合的基团，R3是氢原子、可能具有取代基的碳氢基团、酰基或可能具有取代基的杂环基团，R4是氢原子、通过碳原子结合的基团、通过氮原子结合的基团、通过氧原子结合的基团或通过硫原子结合的基团，R5是可能具有取代基的环状基团；或其盐或前药。
• ANDROGEN RECEPTOR ANTAGONISTS
  申请人：Takeda Chemical Industries, Ltd.

  公开号：EP1466902A1

  公开（公告）日：2004-10-13

  The present invention provides an androgen receptor antagonistic agent and a superior prophylactic or therapeutic agent for hormone-sensitive cancer, which contain a compound of the formula: wherein, R1 is a hydrogen atom, a group binding through a carbon atom, a group binding through a nitrogen atom, a group binding through an oxygen atom or a group binding through a sulfur atom; R2 is a hydrogen atom, a group binding through a carbon atom, a group binding through a nitrogen atom, a group binding through an oxygen atom or a group binding through a sulfur atom, R3 is a hydrogen atom, a hydrocarbon group which may have substituent (s) , an acyl group or a heterocyclic group which may have substituent(s), R4 is a hydrogen atom, a group binding through a carbon atom, a group binding through a nitrogen atom, a group binding through an oxygen atom or a group binding through a sulfur atom, and R5 is a cyclic group which may have substituent(s); or a salt thereof, or its prodrug.

  本发明提供了一种雄激素受体拮抗剂和一种激素敏感性癌症的高级预防或治疗剂，其中含有一种式化合物： 其中，R1 是氢原子、通过碳原子结合的基团、通过氮原子结合的基团、通过氧原子结合的基团或通过硫原子结合的基团；R2 是氢原子、通过碳原子结合的基团、通过氮原子结合的基团、通过氧原子结合 的基团或通过硫原子结合的基团； R3 是氢原子、烃基，该烃基可能具有取代基（s）、R4 是氢原子、通过碳原子结合的基团、通过氮原子结合的基团、通过氧原子结合的基团或通过硫原子结合的基团，R5 是可能带有取代基的环状基团；或其盐或其原药。
• Henry condensation under high pressure 2. Effect of aromatic aldehyde type and pressure on the yield of ?-nitrostyrenes and secondary processes
  作者：N. E. Agafonov、I. P. Sedishev、A. V. Dudin、A. A. Kutin、G. A. Stashina、V. M. Zhulin

  DOI：10.1007/bf00965433

  日期：1991.2

  Condensation of aromatic aldehydes (I)-(XX) with EtNO2 and n-PrNO2 in AcOH in the presence of AcONH4 or i-BuNH2 gives primarily omega-nitrostyrenes (Ia, b)-(XXa, b) and small quantities of nitriles (Ic)-(XXc), oximes (Id)-(XXd), and ketones (Ie, f)-(XXe, f). The yields of (Ia, b)-(XXa, b) at P = 1 atm are higher for acceptor substituents on the aromatic ring whereas at P = 10 kbar, they are higher for donor substituents. High pressures suppress the formation of (Ic-f)-(XXc-f) and the Z-isomers of (Ia, b)-(XXa, b). The high pressure technique is especially useful in the preparation of donor-substituted (Ia, b)-(XXa, b) which are intermediates in the synthesis of the psychotropic beta-phenylethylamines.