4-(naphthalen-1-yloxy)butanoic acid | 16563-45-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4-(naphthalen-1-yloxy)butanoic acid
• 英文别名: 4-(1-naphthoxy)-butanoic acid；4-(1-Naphthyloxy)butanoic acid；4-naphthalen-1-yloxybutanoic acid
• CAS: 16563-45-4
• 化学式: C₁₄H₁₄O₃
• mdl: MFCD02295742
• 分子量: 230.263
• InChiKey: VZLRADDUUOXYSL-UHFFFAOYSA-N

物化性质

• 熔点：
  117-118 °C(Solv: ethyl acetate (141-78-6))
• 沸点：
  205 °C(Press: 0.8 Torr)
• 密度：
  1.201±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.214
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(naphthalen-1-yloxy)butanoic acid 在 盐酸羟胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 N-(oxiran-2-ylmethoxy)-3,4-dihydro-2H-benzo[i][1]benzoxepin-5-imine
  参考文献：
  名称：

  潜在的降压药：衍生自1-萘氧平松及其相关化合物的肟醚的合成和降压活性。

  摘要：

  进行了萘[1,2-b]-和萘[2,1-b]-氧杂环戊-5-酮（4和8）的取代肟基醚1和2的合成和药理学评价。在麻醉的猫上评估了肟基醚1和2的降压活性。结果表明，在麻醉的猫中，1c导致5 mg / kg iv剂量下> 100'的体重下降80 mm / Hg。

  DOI：

  10.1016/j.bmcl.2004.04.009
• 作为产物：
  描述：

  methyl 4-(naphthalen-1-yloxy)butanoate 在 水 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 以93%的产率得到4-(naphthalen-1-yloxy)butanoic acid
  参考文献：
  名称：

  Discovery and Development of First-in-Class ACKR3/CXCR7 Superagonists for Platelet Degranulation Modulation

  摘要：

  DOI：

  10.1021/acs.jmedchem.2c01198

文献信息

• 9,10-Dihydro-8H-11-oxa-cyclohepta[a]naphthalen-7-one: Crystallographic, Computational and Hirshfeld Surface Analysis
  作者：A. S. Aditya、Manoj Trivedi、Abhinav Kumar

  DOI：10.1007/s10870-014-0523-5

  日期：2014.7

  9,10-Dihydro-8H-11-oxa-cyclohepta[a]naphthalen-7-one has been synthesized and characterized by elemental analysis, IR, 1H NMR spectroscopy, mass spectrometry and finally by X-ray crystallography. X-ray diffraction studies indicates that the molecule is stabilized by C–H···O and C–H···π non-covalent interactions in the solid state. Quantum chemical calculations and Hirshfeld surface analysis have been performed to gain insight into the behavior of these weak interactions. 9,10-Dihydro-8H-11-oxa-cyclohepta [a]naphthalen-7-one has been synthesized and characterized. The nature of its weak Ar–H···π and C–H···O interactions have been addressed by DFT, AIM and Hirshfeld surface analysis.

  9,10-Dihydro-8H-11-oxa-cyclohepta[a]naphthalen-7-one 已被合成，并通过元素分析、红外光谱、1H NMR 光谱、质谱以及 X 射线晶体学进行了表征。X 射线衍射研究表明，该分子在固态下通过 C-H-O 和 C-H-π 非共价相互作用而稳定。为了深入了解这些弱相互作用的行为，我们进行了量子化学计算和 Hirshfeld 表面分析。9,10-Dihydro-8H-11-oxa-cyclohepta [a]naphthalen-7-one已被合成并表征。通过 DFT、AIM 和 Hirshfeld 表面分析，研究了其 Ar-H---π 和 C-H-O 弱相互作用的性质。
• Rational hapten design to produce high-quality antibodies against carbamate pesticides and development of immunochromatographic assays for simultaneous pesticide screening
  作者：Zi-Jian Chen、Hui-Ling Wu、Zhi-Li Xiao、Hui-Jun Fu、Yu-Dong Shen、Lin Luo、Hong Wang、Hong-Tao Lei、Surat Hongsibsong、Zhen-Lin Xu

  DOI：10.1016/j.jhazmat.2021.125241

  日期：2021.6

  Carbamate pesticides (CPs) are the most used pesticides in agricultural production and pest control. In this study, carbofuran, isoprocarb and carbaryl were employed as models, and a general hapten strategy based on carbamate moiety recognition was proposed. Molecular modeling of the three-dimensional (3D) structure and surface electrostatic potential of the CPs indicated that the amide group formed

  氨基甲酸酯类农药（CPs）是农业生产和病虫害防治中最常用的农药。本研究以克百威、异丙威和甲萘威为模型，提出了一种基于氨基甲酸酯部分识别的通用半抗原策略。CP 的三维 (3D) 结构和表面静电势的分子模型表明，通过共轭形成的酰胺基团显着影响了抗体的识别。所提出的策略用于获得三种敏感和特异的单克隆抗体 (mAb)，IC 为50克百威、异丙威和西萘威的值分别为 1.4 ng/mL、8.4 ng/mL 和 13.8 ng/mL。观察到与类似物的交叉反应性 (%) 可忽略不计，除了异布威 (84.6%) 的异丙威。获得的抗体用于开发免疫色谱法 (ICA) 以同时定量检测三种 CP。使用条带读数器将定量限 (LOQ) 确定为 0.05 ng/mL（克百威）、31.3 ng/mL（异丙威）和 31.3 ng/mL（西维因）。黄瓜和大白菜样品的回收率为 76% 至 111%，CV 为 1.3% 至 10.
• 1- And 2-substituted naphthalenes: a new class of potential hypotensive agents
  作者：Vishnu K. Tandon、Kunwar A. Singh、Gajendra K. Goswamy

  DOI：10.1016/j.bmcl.2004.03.080

  日期：2004.6

  4-(1-naphthoxy)-butanoic acid 4 with appropriate secondary amines and para-formaldehyde. The newly synthesized compounds were tested for their hypotensive activity at 5 mg/kg i.v. dose in cats. The results indicated that the analogue 2-(N4-phenyl-N1-piperazino)-methyloxy naphthalene 1d (> N = N4-phenyl-N1-piperazino) was the most active analogue when its hypotensive activity was compared to the reference compound

  通过4-（2-萘氧基）-丁酸3和4-（1-萘氧基）的Mannich反应合成了一系列2-取代的氨基甲氧基萘1和4-（1-萘氧基-2-取代的氨基甲基）-丁酸2。 ）丁酸4与适当的仲胺和对甲醛。测试了新合成的化合物在猫中以5 mg / kg iv剂量的降压活性。结果表明，当将其降压活性与参考化合物普萘洛尔进行比较时，类似物2-（N4-苯基-N1-哌嗪子基）-甲氧基萘1d（> N = N4-苯基-N1-哌嗪子基）是活性最高的类似物。
• [EN] (SUBSTITUTED)ACYL DIPEPTIDYL INHIBITORS OF THE ICE/ced-3 FAMILY OF CYSTEINE PROTEASES<br/>[FR] INHIBITEURS ACYLE(SUBSTITUE) DIPEPTIDYLE DE LA FAMILLE ICE/ced-3 DES CYSTEINES PROTEASES
  申请人：IDUN PHARMACEUTICALS INC

  公开号：WO2000023421A1

  公开（公告）日：2000-04-27

  This invention is directed to novel (substituted)acyl dipeptidyl ICE/ced-3 family inhibitor compounds. The invention is also directed to pharmaceutical compositions containing these compounds, as well as the use of such compositions in the treatment of patients suffering inflammatory, autoimmune and neurodegenerative diseases, for the prevention of ischemic injury, and for the preservation of organs that are to undergo a transplantation procedure.

  本发明涉及新型（取代）酰基二肽酶ICE / ced-3家族抑制剂化合物。本发明还涉及含有这些化合物的制药组合物，以及将这些组合物用于治疗患有炎症，自身免疫和神经退行性疾病的患者，预防缺血性损伤，并用于保护即将进行移植手术的器官。
• (Substituted)Acyl dipeptidyl inhibitors of the ICE/ced-3 family of cysteine proteases
  申请人：——

  公开号：US20040259804A1

  公开（公告）日：2004-12-23

  This invention is directed to novel (substituted) acyl dipeptidyl ICE/ced-3 family inhibitor compounds. The invention is also directed to pharmaceutical compositions containing these compounds, as well as the use of such compositions in the treatment of patients suffering inflammatory, autoimmune and neurodegenerative diseases, for the prevention of ischemic injury, and for the preservation of organs that are to undergo a transplantation procedure.

  本发明涉及新型（取代的）酰基二肽酰 ICE/ced-3 家族抑制剂化合物。本发明还涉及含有这些化合物的制药组合物，以及在治疗患有炎症、自身免疫和神经退行性疾病的患者、预防缺血性损伤以及保护即将进行移植手术的器官等方面使用这种组合物的用途。