(Z)-3-(naphthalen-2-yl)acrylic acid | 301659-86-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (Z)-3-(naphthalen-2-yl)acrylic acid
• 英文别名: 3c-[2]naphthyl-acrylic acid；3c-[2]Naphthyl-acrylsaeure；3c-(Naphthyl-(2))-acrylsaeure；(Z)-3-(2-naphthyl)prop-2-enoic acid；(Z)-3-naphthalen-2-ylprop-2-enoic acid
• CAS: 301659-86-9
• 化学式: C₁₃H₁₀O₂
• 分子量: 198.221
• InChiKey: KWGPBDBAAXYWOJ-VURMDHGXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  ethyl (E)-3-(naphthalene-2-yl)acrylate 在 氢氧化钾 、 Pd-BaSO₄ 、 乙醇 、 溴 作用下， 生成 (Z)-3-(naphthalen-2-yl)acrylic acid
  参考文献：
  名称：

  Jensen et al., Acta Chemica Scandinavica (1947), 1952, vol. 6, p. 180,186

  摘要：

  DOI：

文献信息

• 3-bicycloaryl-2-aminomethyl bicycloalkanes as serotonine reuptake inhibitors
  申请人：Eli Lilly and Company

  公开号：US06384281B1

  公开（公告）日：2002-05-07

  A pharmaceutical compound of formula (I) in which R1 and R2 are each hydrogen or C1-4 alkyl, or R1 and R2 together with the nitrogen atom to which they are attached form an azetidinyl, pyrrolidinyl, piperidinyl, piperazinyl, or morpholino group, said group being optionally substituted with 1 to 3 C1-4alkyl substituents, R3 is a naphythyl, indolyl, benzothienyl, benzofuranyl, benzothiazolyl, quinolinyl or isoquinolinyl group, said group being optionally substituted, and n is 1 or 2; or a salt or ester thereof.

  化合物(I)的化学式为：其中R1和R2分别为氢或C1-4烷基，或者R1和R2与它们连接的氮原子形成一个氮杂环，该氮杂环可以是氮杂环丙烷基、吡咯烷基、哌啶基、哌嗪基或吗啉基，该基团可以选填有1到3个C1-4烷基取代基；R3为萘基、吲哚基、苯并噻吩基、苯并呋喃基、苯并噻唑基、喹啉基或异喹啉基，该基团可以选填取代基；n为1或2；或其盐或酯。
• Substituent effects of cis-cinnamic acid analogues as plant growh inhibitors
  作者：Keisuke Nishikawa、Hiroshi Fukuda、Masato Abe、Kazunari Nakanishi、Tomoya Taniguchi、Takashi Nomura、Chihiro Yamaguchi、Syuntaro Hiradate、Yoshiharu Fujii、Katsuhiro Okuda、Mitsuru Shindo

  DOI：10.1016/j.phytochem.2013.08.013

  日期：2013.12

  1-O-cis-Cinnamoyl-beta-D-glucopyranose is one of the most potent allelochemicals that has been isolated from Spiraea thunbergii Sieb by Hiradate et al. It derives its strong inhibitory activity from cis-cinnamic acid (cis-CA), which is crucial for phytotoxicity. By preparing and assaying a series of cis-CA analogues, it was previously found that the key features of cis-CA for lettuce root growth inhibition are a phenyl ring, cis-configuration of the alkene moiety, and carboxylic acid. On the basis of a structure-activity relationship study, the substituent effects on the aromatic ring of cis-CA were examined by systematic synthesis and the lettuce root growth inhibition assay of a series of cis-CA analogues having substituents on the aromatic ring. While ortho- and para-substituted analogues exhibited low potency in most cases, meta-substitution was not critical for potency, and analogues having a hydrophobic and sterically small substituent were more likely to be potent. Finally, several cis-CA analogues were found to be more potent root growth inhibitors than cis-CA. (C) 2013 Elsevier Ltd. All rights reserved.
• 3-BICYCLOARYL-2-AMINOMETHYL BICYCLOALKANES AS SEROTONINE REUPTAKE INHIBITORS
  申请人：ELI LILLY AND COMPANY LIMITED

  公开号：EP1171416A1

  公开（公告）日：2002-01-16
• US6384281B1
  申请人：——

  公开号：US6384281B1

  公开（公告）日：2002-05-07
• [EN] 3-BICYCLOARYL-2-AMINOMETHYL BICYCLOALKANES AS SEROTONINE REUPTAKE INHIBITORS<br/>[FR] 3-BICYCLOARYLE-2-AMINOMETHYLE BICYCLOALCANES EN TANT QU'INHIBITEURS DE RECAPTAGE DE LA SEROTONINE
  申请人：LILLY CO ELI

  公开号：WO2000061539A1

  公开（公告）日：2000-10-19

  A pharmaceutical compound of formula (I) in which R?1 and R2¿ are each hydrogen or C¿1-4? alkyl, or R?1 and R2¿ together with the nitrogen atom to which they are attached form an azetidinyl, pyrrolidinyl, piperidinyl, piperazinyl or morpholino group, said group being optionally substituted with 1 to 3 C¿1-4? alkyl substituents, R?3¿ is a naphthyl, indolyl, benzothienyl, benzofuranyl, benzothiazolyl, quinolinyl or isoquinolinyl group, said group being optionally substituted, and n is 1 or 2; or a salt or ester thereof.