3-chloronaphthalene-2-carbaldehyde | 80228-36-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-chloronaphthalene-2-carbaldehyde
• 英文别名: 3-chloro-2-naphthaldehyde；3-chloro-[2]naphthaldehyde；3-Chlor-[2]naphthaldehyd
• CAS: 80228-36-0
• 化学式: C₁₁H₇ClO
• 分子量: 190.629
• InChiKey: WBGUCFVABJAAQK-UHFFFAOYSA-N

物化性质

• 熔点：
  121 °C
• 沸点：
  327.5±15.0 °C(Predicted)
• 密度：
  1.295±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  13
• 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：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-chloronaphthalene-2-carbaldehyde 在 sodium hydrogen sulfide 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 10.0h， 以21%的产率得到双萘并[2,3-B:2′,3′-F]噻吩并[3,2-B]噻吩
  参考文献：
  名称：

  One-step synthesis of [1]benzothieno[3,2-b][1]benzothiophene from o-chlorobenzaldehyde

  摘要：

  Simple one-step synthesis of [1]benzothieno[3,2-b][1]benzothiophene (BTBT) from commercially available o-chlorobenzaldehyde is reported. The procedure is also applicable to the synthesis of dinaphtho[2,3-b:2',3'-f]thieno[3,2-b]thiophene (DNTT). (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.11.021
• 作为产物：
  描述：

  3-chloro-2-naphthoyl chloride 在 palladium on barium sulfate 氢气 、 硫脲 作用下， 以 xylene 为溶剂， 生成 3-chloronaphthalene-2-carbaldehyde
  参考文献：
  名称：

  New Tetracyclic Systems Incorporating the Benzo[c]quinolizinium Cation¹

  摘要：

  DOI：

  10.1021/jo01349a045

文献信息

• [EN] PYRIMIDINE DERIVATIVES AS PGE2 RECEPTOR MODULATORS<br/>[FR] DÉRIVÉS DE PYRIMIDINE UTILISÉS EN TANT QUE MODULATEURS DES RÉCEPTEURS DES PGE2
  申请人：IDORSIA PHARMACEUTICALS LTD

  公开号：WO2018210988A1

  公开（公告）日：2018-11-22

  The present invention relates to pyrimidine derivatives of formula (I) wherein (R1)n, R3, R4a, R4b, R5a, R5b and Ar1 are as described in the description and their use in the treatment of cancer by modulating an immune response comprising a reactivation of the immune system in the tumor. The invention further relates to novel benzofurane and benzothiophene derivatives of formula (II) and their use as pharmaceuticals, to their preparation, to pharmaceutically acceptable salts thereof, and to their use as pharmaceuticals, to pharmaceutical compositions containing one or more compounds of formula (I), and especially to their use as modulators of the prostaglandin 2 receptors EP2 and/or EP4.

  本发明涉及式(I)的嘧啶衍生物，其中(R1)n，R3，R4a，R4b，R5a，R5b和Ar1如描述中所述，以及它们通过调节免疫反应，包括肿瘤中免疫系统的再激活，用于治疗癌症。本发明进一步涉及新颖的苯并呋喃和苯并噻吩衍生物式(II)，及其作为药物的使用，其制备，药用可接受的盐，及其作为药物的使用，以及包含式(I)中一个或多个化合物的药物组合物，尤其是它们作为前列腺素2受体EP2和/或EP4的调节剂的使用。
• A facilely designed, highly efficient green synthetic strategy of a peony flower-like SO₄²⁻–SnO₂-fly ash nano-catalyst for the three component synthesis of a serendipitous product with dimedone in water
  作者：Kannan Thirumurthy、Ganesamoorthy Thirunarayanan

  DOI：10.1039/c5ra04006j

  日期：——

  A facilely designed green synthetic strategy of a peony flower-like SO₄²⁻–SnO₂-fly ash nano-catalyst for the synthesis of an unusual product in water.

  一个简单设计的绿色合成策略，用于在水中合成一种不寻常的产物的牡丹花状SO₄²⁻–SnO₂-粉煤灰纳米催化剂。
• Benzimidazole quinoline derivatives — An effective green fluorescent dye for bacterial imaging
  作者：Mahalingam Malathi、Palathurai Subramaniam Mohan、Raymond J. Butcher、Chidambaram Kulandaisamy Venil

  DOI：10.1139/v09-139

  日期：2009.12

  A one-pot synthesis of benzimidazoles by condensing naphthyl or quinoline aldehyde with benzene-1,2-diamine has been reported. IR, ¹H and ¹³C NMR, mass spectral, and CHN analyses were used to elucidate the structures of the products. The molecular structural correlation in the optical properties of the quinoline and naphthalene benzimidazoles was explored. The fluorescence quantum yield ([Formula: see text]) and time-resolved fluorescent lifetime of the quinoline benzimidazoles derivatives were estimated. The influence of solvent polarity and pH on the optical property of quinoline derivatives was illustrated. To explore the bioanalytical applicability, the thermal stability by TG–DTA analysis and the cytogenetic analysis of 3-(1H-benzoimidazol-2-yl)-2-chloro-8-methyl-quinoline (1b) compound were carried out. The fluorescent staining ability of 1b was analyzed and also compared with the normal Gram staining in the bacterium.

  本研究报道了一种通过萘醛或喹啉醛与苯-1,2-二胺缩合的苯并咪唑的单锅合成方法。通过红外光谱、1H 和 13C NMR、质谱和 CHN 分析，阐明了产物的结构。研究还探讨了喹啉和萘苯并咪唑光学性质中的分子结构相关性。估算了喹啉苯并咪唑衍生物的荧光量子产率（[式：见正文]）和时间分辨荧光寿命。研究还说明了溶剂极性和 pH 值对喹啉衍生物光学性质的影响。为了探索喹啉衍生物的生物分析应用性，研究人员对 3-(1H-苯并咪唑-2-基)-2-氯-8-甲基喹啉（1b）化合物进行了 TG-DTA 热稳定性分析和细胞遗传学分析。对 1b 的荧光染色能力进行了分析，并与细菌的正常革兰氏染色进行了比较。
• Synthesis, Activity, and Molecular Modeling of New 2,4-Dioxo-5-(naphthylmethylene)-3-thiazolidineacetic Acids and 2-Thioxo Analogues as Potent Aldose Reductase Inhibitors
  作者：Patrick Fresneau、Max Cussac、Jean-Marc Morand、Barbara Szymonski、Duc Tranqui、Gérard Leclerc

  DOI：10.1021/jm9801399

  日期：1998.11.1

  4-dioxo-5-(2-naphthylmethylene)-3-thiazolidineacetic acids and 2-thioxo analogues have been prepared as aldose reductase inhibitors. In vitro inhibitory activities of bovine lens aldose reductase were determined by a conventional method. 1-Naphthyl-substituted derivatives of the 2-thioxo series were the more potent inhibitors (IC50 congruent with 10 nM) with similar activity to that of Epalrestat. Structural analysis

  已经制备了一系列的2，4-二氧代-5-（2-萘基亚甲基）-3-噻唑烷乙酸和2-硫代类似物作为醛糖还原酶抑制剂。用常规方法测定牛晶状体醛糖还原酶的体外抑制活性。2-thioxo系列的1-萘基取代的衍生物是更有效的抑制剂（IC50与10 nM一致），其活性与Epalrestat相似。进行了结构分析，尤其是通过两种所选化合物的X射线晶体学分析，以及与Zopolrestat进行的分子模型比较。这些结果解释了抑制剂的良好活性，对1-萘基取代的化合物的偏爱以及这些系统中分子相互作用的性质。
• Pyrazole appended quinoline-BODIPY based arene ruthenium complexes: their anticancer activity and potential applications in cellular imaging
  作者：Rajendra Prasad Paitandi、Vinay Sharma、Vishwa Deepak Singh、Bhupendra Kumar Dwivedi、Shaikh M. Mobin、Daya Shankar Pandey

  DOI：10.1039/c8dt02947d

  日期：——

  Synthesis of an entirely new series of arene ruthenium complexes [Ru(η6-C6H6)(L1)Cl]PF6, (1), [Ru(η6-C10H14)(L1)Cl]PF6 (2), [Ru(η6-C6H6)(L2)Cl]PF6 (3) and [Ru(η6-C10H14)(L2)Cl]PF6 (4) involving 5-[2-(1H-pyrazol-1-yl)quinoline]-BODIPY (L1) and 5-[6-methoxy-2-(1H-pyrazol-1-yl)quinoline]-BODIPY (L2) was described. The ligands and complexes were thoroughly characterized by various physicochemical techniques

  一个全新系列芳烃钌络合物的[Ru（η的合成6 -C 6 H ^ 6）（L1）CL] PF 6，（1），的[Ru（η 6 -C 10 ħ 14）（L1）CL] PF 6（2），的[Ru（η 6 -C 6 H ^ 6）（L2）CL] PF 6（3）和[茹（η 6 -C 10 ħ 14）（L2）CL] PF 6（4）涉及5 -[2-（1小时描述了-[吡唑-1-基）喹啉] -BODIPY（L1）和5- [6-甲氧基-2-（1H-吡唑-1-基）喹啉] -BODIPY（L2）。配体和配合物彻底地通过各种物理化学技术和结构，其特征在于L1，1和4用X射线单晶分析来确定。通过各种方法对1-4进行光/和电化学性质，DNA结合，细胞毒性，细胞摄取和凋亡研究，而1,3-二苯基异苯并呋喃滴定研究支持通过可见光光辐照的单线态氧介导的细胞毒性。。复合物在CT-DNA小沟中的结合通过范德华力和静电相互作用是通过分子对接