4-aminocinnamyl alcohol

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂醇
• 英文名称: 4-aminocinnamyl alcohol
• 英文别名: p-Aminocinnamyl alcohol；3-(4-aminophenyl)prop-2-en-1-ol
• 化学式: C₉H₁₁NO
• mdl: MFCD19227957
• 分子量: 149.192
• InChiKey: WQXGKIRAARPVJD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.111
• 拓扑面积：
  46.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-aminocinnamyl alcohol 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 、 盐酸 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 30.0h， 生成 1,2-双(4-氨基苯基)乙烯
  参考文献：
  名称：

  Ultrahigh performance bio-based polyimides from 4,4′-diaminostilbene

  摘要：

  We have developed a novel route for the synthesis of high-performance bio-polyimides (PIs) microbially-derived from photo-responsive aromatic diamine 4,4'-diaminostilbene (DAS) and its reduced counterpart 4, 4'-(ethane-1,2-diyl) dianiline (EDDA). DAS and EDDA were condensed with various commercially-available dianhydrides to obtain a series of poly(amic acid)s (PAAs) and PIs which were characterized in terms of their thermal, mechanical, and photo-functions. These bio-based PAAs showed a very high viscosity of 6.62 dL/g, and the PIs showed ultrahigh thermal resistance with T-d10 values over 600 degrees C, which were higher than that of any bio-based plastic reported thus far. They also showed T-g values above 250 degrees C, and tensile strength of over 132 MPa, which is higher than that of Kapton (TM). The PIs also showed photo-functional behavior based on stilbene-based photoreactions. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2015.12.008
• 作为产物：
  描述：

  对硝基肉桂酸 在 lithium aluminium tetrahydride 、 三甲基氯硅烷 、 tin(II) chloride dihdyrate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 13.5h， 生成 4-aminocinnamyl alcohol
  参考文献：
  名称：

  Ultrahigh performance bio-based polyimides from 4,4′-diaminostilbene

  摘要：

  We have developed a novel route for the synthesis of high-performance bio-polyimides (PIs) microbially-derived from photo-responsive aromatic diamine 4,4'-diaminostilbene (DAS) and its reduced counterpart 4, 4'-(ethane-1,2-diyl) dianiline (EDDA). DAS and EDDA were condensed with various commercially-available dianhydrides to obtain a series of poly(amic acid)s (PAAs) and PIs which were characterized in terms of their thermal, mechanical, and photo-functions. These bio-based PAAs showed a very high viscosity of 6.62 dL/g, and the PIs showed ultrahigh thermal resistance with T-d10 values over 600 degrees C, which were higher than that of any bio-based plastic reported thus far. They also showed T-g values above 250 degrees C, and tensile strength of over 132 MPa, which is higher than that of Kapton (TM). The PIs also showed photo-functional behavior based on stilbene-based photoreactions. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2015.12.008

文献信息

• Indium/Ammonium Chloride Mediated Selective Reduction of Aromatic Nitro Compounds: Practical Synthesis of 6-AminoChrysene
  作者：Bimal K. Banik、Michelle Suhendra、Indrani Banik、Frederick F. Becker

  DOI：10.1080/00397910008087002

  日期：2000.10

  Abstract Reduction of aromatic and heteroaromatic nitro compounds to the corresponding amino compounds was achieved by indium/ammonium chloride induced reaction in aqueous ethanol. This method was extended for the preparation of large quantities of 6-aminochrysene in excellent yield.

  摘要 通过铟/氯化铵诱导的乙醇水溶液反应，将芳香族和杂芳香族硝基化合物还原为相应的氨基化合物。该方法被扩展用于以优异的收率制备大量6-氨基屈。
• CNS active compounds
  申请人：E. R. Squibb & Sons, Inc.

  公开号：US04022897A1

  公开（公告）日：1977-05-10

  Compounds of the formula ##STR1## wherein R may be hydrogen or a straight or branched chain alkyl radical of from 1 to 10 carbon atoms, aryl of from 6 to 10 carbon atoms, or aralkyl of from 7 to 10 carbon atoms; Y may be hydrogen, alkyl of from 1 to 4 carbons, CF.sub.3, F, Cl, or Br; and Z may be hydrogen or as defined hereinafter. These compounds are useful as central nervous system stimulants or more specifically in enhancing performance or as mood elevators.

  化合物的公式为##STR1## 其中R可以是氢或由1到10个碳原子的直链或支链烷基、由6到10个碳原子的芳基或由7到10个碳原子的芳基烷基；Y可以是氢、由1到4个碳原子的烷基、CF.sub.3、F、Cl或Br；Z可以是氢或下文所定义的。这些化合物可用作中枢神经系统兴奋剂，更具体地用于增强表现或提高情绪。
• Elongated and multiple spacers in activatible produgs
  申请人：——

  公开号：US20040121940A1

  公开（公告）日：2004-06-24

  This invention is directed to prodrugs that can be activated at the preferred site of action in order to selectively deliver the corresponding therapeutic parent drugs to target cells or to the target site. This invention will therefore primarily but not exclusively relate to tumor cells as target cells. More specifically the prodrugs are compounds of the formula V—(W)k-(X)l-A-Z, wherein: V is a specifier; (W)k-(X)l-A is an elongated self-elimination spacer system; W and X are each a l,(4+2n) electronic cascade spacer, being the same or different; A is either a spacer group of formula (Y) m wherein: Y is a l,(4+2n) electronic cascade spacer, or a group of formula U being a cyclisation elimination spacer; Z is a therapeutic drug; k, l and m are integers from 0 (included) to 5 (included); n is an integer of 0 (included) to 10 (included), with the provisos that:—when A is (Y)m: k+l+m 1, and if k+l+m=1;—when A is U: k+l 1.

  本发明涉及一种前药，可以在优选的作用部位被激活，以有选择地将相应的治疗原药物递送到靶细胞或靶部位。因此，本发明主要但不仅限于与肿瘤细胞作为靶细胞相关。更具体地说，前药是公式V—(W)k-(X)l-A-Z的化合物，其中：V是说明符；(W)k-(X)l-A是一个延长的自我消除间隔系统；W和X分别是l，（4+2n）电子级联间隔器，可以相同也可以不同；A是公式（Y）m的间隔基，其中：Y是l，（4+2n）电子级联间隔器，或者是公式U的基团，是一个环化消除间隔器；Z是治疗药物；k、l和m是从0（包括）到5（包括）的整数；n是0（包括）到10（包括）的整数，但限制条件是：当A是（Y）m时：k+l+m≥1，如果k+l+m=1；当A是U时：k+l≥1。
• Elongated and multiple spacers in activatible prodrugs
  申请人：Syntarga B.V.

  公开号：US07223837B2

  公开（公告）日：2007-05-29

  This invention is directed to prodrugs that can be activated at the preferred site of action in order to selectively deliver the corresponding therapeutic parent drugs to target cells or to the target site. This invention will therefore primarily but not exclusively relate to tumor cells as target cells. More specifically the prodrugs are compounds of the formula V—(W)k—(X)l—A—Z, wherein: V is a specifier; (W)k—(X)l—A is an elongated self-elimination spacer system; W and X are each a 1,(4+2n) electronic cascade spacer, being the same or different; A is either a spacer group of formula (Y)m wherein: Y is a 1,(4+2n) electronic cascade spacer, or a group of formula U being a cyclization elimination spacer; Z is a therapeutic drug; k, l and m are integers from 0 (included) to 5 (included); n is an integer of 0 (included) to 10 (included), with the provisos that: —when A is (Y)m: k+l+m≧1, and if k+l+m=1; —when A is U: k+l≧1.

  本发明涉及一种可以在首选作用位点激活的前药，以有选择地将相应的治疗原药物传递到靶细胞或目标位点。因此，本发明主要但不仅限于与肿瘤细胞作为靶细胞有关。更具体地说，该前药是化合物V - (W)k - (X)l - A - Z的形式，其中：V是一个说明符；(W)k - (X)l - A是一个延长的自我消除间隔系统；W和X分别是1，（4+2n）电子级联间隔器，可以相同也可以不同；A是公式（Y）m的间隔基，其中：Y是1，（4+2n）电子级联间隔器，或者是公式U的群体，是一个环化消除间隔器；Z是治疗药物；k，l和m是从0（包括）到5（包括）的整数；n是从0（包括）到10（包括）的整数，但需要注意的是：-当A是（Y）m时：k+l+m≥1，如果k+l+m=1；-当A是U时：k+l≥1。
• INDIUM/AMMONIUM CHLORIDE-MEDIATED SELECTIVE REDUCTION OF AROMATIC NITRO COMPOUNDS: ETHYL 4-AMINOBENZOATE
  作者：Banik, Bimal K.、Banik, Indrani、Becker, Frederick F.、Huang, Weiqiang、Miller, Marvin J.

  DOI：10.15227/orgsyn.081.0188

  日期：——