5-氯-1-萘酸 | 16650-52-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 5-氯-1-萘酸
• 英文名称: 5-chloro-naphthalene-1-carboxylic acid
• 英文别名: 5-chloronaphthalene-1-carboxylic acid；5-chloro-[1]naphthoic acid；5-Chlor-[1]naphthoesaeure；5-chloro-1-naphthalenecarboxylic acid；5-chloro-1-naphthoic acid
• CAS: 16650-52-5
• 化学式: C₁₁H₇ClO₂
• mdl: MFCD03259900
• 分子量: 206.628
• InChiKey: CPGDMBASSDNQIS-UHFFFAOYSA-N

物化性质

• 熔点：
  245°C
• 沸点：
  296.74°C (rough estimate)
• 密度：
  1.2423 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  14
• 可旋转键数：
  1
• 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

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2916399090

反应信息

• 作为反应物：
  描述：

  5-氯-1-萘酸 在 dimethyl sulfide borane 、 戴斯-马丁氧化剂 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 4.0h， 生成 5-氯萘-1-甲醛
  参考文献：
  名称：

  Palladium-Catalyzed Regiospecific peri- and ortho-C–H Oxygenations of Polyaromatic Rings Mediated by Tunable Directing Groups

  摘要：

  DOI：

  10.1021/acs.orglett.0c03701
• 作为产物：
  描述：

  氰基萘 在 盐酸 、 二硫化碳 、 碘 、 氯 作用下， 生成 5-氯-1-萘酸
  参考文献：
  名称：

  Ekstrand, Journal fur praktische Chemie (Leipzig 1954), 1888, vol. <2> 38, p. 161

  摘要：

  DOI：

文献信息

• The Substituent Effect. XI. Solvolysis of 5-, 6-, and 7-Substituted 1-(1-Naphthylethyl) Chlorides
  作者：Yuho Tsuno、Masami Sawada、Takahiro Fujii、Yoshihiko Tairaka、Yasuhide Yukawa

  DOI：10.1246/bcsj.48.3356

  日期：1975.11

  Fourteen 5-, 6-, and 7-substituted 1-(1-naphthylethyl) chlorides were prepared and the solvolysis rates were determined in 80% (v/v) aqueous acetone at 45 °C. The effects of −R substituents at respective positions were treated on the basis of the equation, logk⁄k0=ρiσi+ρx+σx+=ρ(Cijσi+qrij+σπ+). The position dependency of the inductive effect was given by Cij(=ρi⁄ρi,4α); C3α=1.37, C4α=1.00, C5α=0.75, C6α=0.57, and C7α=0.72. The Cij values appear to be correlated with Dewar’s simplified field function 1/rij. The position dependency of Pi-electronic effect given by the ratio ρπ+⁄ρi,4α=qr·ij+ was consistent with the prediction from the MO indices, such as Forsyth’s Δqij(ArCH2+ parameters. The same treatment was applied also to three other naphthalene reactivities, detritiation, pKa of α-naphthoic acids and pKa of naphthylammonium ions. The linear ρi–ρi relation holds among these reactions, suggesting a reaction-independent scheme of the inductive transmission. The qr·ij+ values vary at conjugate positions with reaction but not at non-conjugate positions irrespective of reactions. The results are discussed in comparison with those of relevant treatments.

  制备了十四个5-、6-和7-取代的1-(1-萘乙基)氯化物，并在45°C下，80%（体积/体积）的乙酸水溶液中测定了其溶剂分解速率。基于方程logk⁄k0=ρiσi+ρx+σx+=ρ(Cijσi+qrij+σπ+)，处理了在相应位置上的−R取代基的影响。诱导效应的位置依赖性由Cij(=ρi⁄ρi,4α)给出；C3α=1.37，C4α=1.00，C5α=0.75，C6α=0.57，C7α=0.72。Cij值似乎与Dewar的简化场函数1/rij相关。由比率ρπ+⁄ρi,4α=qr·ij+给出的π电子效应的位置依赖性与从MO指数（如Forsyth的Δqij(ArCH2+参数）的预测一致。同样的处理也应用于其他三种萘的反应性：脱氢、α-萘甲酸的pKa和萘甲基铵离子的pKa。在这些反应中，线性ρi–ρi关系成立，表明诱导传递的反应独立方案。qr·ij+值在共轭位置随反应变化，但在非共轭位置不随反应变化。结果在与相关处理的比较中进行了讨论。
• Preparation of esters of mono- or dicarboxylic non-aromatic and aromatic acids
  申请人：Lonza Ltd

  公开号：EP2465841A1

  公开（公告）日：2012-06-20

  The present invention relates to a method for preparing a carboxylic acid ester, wherein a carboxylic acid and/or a salt thereof is reacted with an alcohol in the presence of hydrogen chloride (HCl) and water to form the carboxylic acid ester, wherein the reaction is carried out using a starting reaction system wherein the molar ratio of HCl to carboxylic acid is at least 0.075 : 1 and the molar ratio of water to carboxylic acid is at least 0.25 : 1.

  本发明涉及一种制备羧酸酯的方法，其中在氯化氢（HCl）和水的存在下，羧酸和/或其盐与醇反应，形成羧酸酯，其中该反应是在使用起始反应体系的情况下进行的，其中氯化氢与羧酸的摩尔比至少为0.075：1，水与羧酸的摩尔比至少为0.25：1。
• ANTICANCER SUPPLEMENT AGENT INCLUDING BENZO[D]OXAZOL DERIVATIVE AS EFFECTIVE INGREDIENT
  申请人：KOREA INSTITUTE OF RADIOLOGICAL & MEDICAL SCIENCES

  公开号：US20150197498A1

  公开（公告）日：2015-07-16

  Disclosed is an anticancer supplement agent including a benzo[d]oxazole derivative as an effective ingredient. The benzo[d]oxazole derivative, which is a nuclear factor E2-related factor 2 (Nrf2) inhibitor, is capable of inhibiting activity of Nrf2 that induces an antioxidant enzyme to remove reactive oxygen species (ROS) that kills a cancer cell, thereby increasing production of ROS. Therefore, the benzo[d]oxazole derivative can be used as an anticancer supplement agent that shows therapeutic effects in anticancer agent therapy or radiation therapy, and in this regard, the benzo[d]oxazole derivative can overcome tolerance of the cancer cell to anticancer agent therapy or radiation therapy and enhance apoptotic effects on the cancer cell.

  本披露了一种抗癌补充剂，其包括一种苯并[d]噁唑衍生物作为有效成分。该苯并[d]噁唑衍生物是一种核因子E2相关因子2（Nrf2）抑制剂，能够抑制Nrf2的活性，从而诱导抗氧化酶去除杀死癌细胞的活性氧自由基（ROS），进而增加ROS的产生。因此，该苯并[d]噁唑衍生物可作为一种抗癌补充剂使用，展现出在抗癌药物治疗或放射治疗中的治疗效果。在这方面，该苯并[d]噁唑衍生物可以克服癌细胞对抗癌药物治疗或放射治疗的耐受性，并增强对癌细胞的凋亡效应。
• Anticancer supplement agent including benzo[D]oxazol derivative as effective ingredient
  申请人：KOREA INSTITUTE OF RADIOLOGICAL & MEDICAL SCIENCES

  公开号：US09447054B2

  公开（公告）日：2016-09-20

  Disclosed is an anticancer supplement agent including a benzo[d]oxazole derivative as an effective ingredient. The benzo[d]oxazole derivative, which is a nuclear factor E2-related factor 2 (Nrf2) inhibitor, is capable of inhibiting activity of Nrf2 that induces an antioxidant enzyme to remove reactive oxygen species (ROS) that kills a cancer cell, thereby increasing production of ROS. Therefore, the benzo[d]oxazole derivative can be used as an anticancer supplement agent that shows therapeutic effects in anticancer agent therapy or radiation therapy, and in this regard, the benzo[d]oxazole derivative can overcome tolerance of the cancer cell to anticancer agent therapy or radiation therapy and enhance apoptotic effects on the cancer cell.

  本发明揭示了一种抗癌补充剂，包括苯并[d]噁唑衍生物作为有效成分。苯并[d]噁唑衍生物是核因子E2相关因子2（Nrf2）抑制剂，能够抑制Nrf2活性，从而抑制诱导抗氧化酶清除致癌细胞的活性氧（ROS）的Nrf2活性，增加ROS的产生。因此，苯并[d]噁唑衍生物可用作抗癌补充剂，在抗癌药物治疗或放疗中显示治疗效果，在这方面，苯并[d]噁唑衍生物可以克服癌细胞对抗癌药物治疗或放疗的耐受性，并增强对癌细胞的凋亡作用。
• Dipole moments of substituted n-naphthoic acids and methyl 1-naphthoates
  作者：T. Fujita、K. Koshimizu、T. Mitsui

  DOI：10.1016/0040-4020(67)85127-5

  日期：1967.1

  The dipole moments of the 1-naphthoic acids and methyl 1-naphthoates substituted at various positions by a halogen or nitro group were measured in solution. The results are analysed in terms of the conformation of the carboxyl group, in particular, the rotational isomerism between planar s-cis and s-trans conformation of the carboxyl group in the 3-, 4-, 5- and 6-substituted derivatives.

  在溶液中测量在各个位置被卤素或硝基取代的1-萘甲酸和1-萘甲酸甲酯的偶极矩。根据羧基的构象，特别是3-，4-，5-和6-取代的衍生物中羧基的平面s-顺式和s-反式构象之间的旋转异构性分析结果。