1-((benzo[d]thiazol-2-ylamino)(3-chlorophenyl)methyl)naphthalen-2-ol | 1260082-87-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-((benzo[d]thiazol-2-ylamino)(3-chlorophenyl)methyl)naphthalen-2-ol
• 英文别名: 1-[(1,3-Benzothiazol-2-ylamino)-(3-chlorophenyl)methyl]naphthalen-2-ol；1-[(1,3-benzothiazol-2-ylamino)-(3-chlorophenyl)methyl]naphthalen-2-ol
• CAS: 1260082-87-8
• 化学式: C₂₄H₁₇ClN₂OS
• 分子量: 416.931
• InChiKey: IVFSLINKSXTQEZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  73.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-氨基苯并噻唑 、 3-氯苯甲醛 、 2-萘酚 在 sodium dodecyl-sulfate 作用下， 以 水 为溶剂， 反应 1.0h， 以84%的产率得到1-((benzo[d]thiazol-2-ylamino)(3-chlorophenyl)methyl)naphthalen-2-ol
  参考文献：
  名称：

  十二烷基硫酸钠辅助的水中1-（苯并噻唑基氨基）甲基-2-萘酚的合成

  摘要：

  通过十二烷基硫酸钠催化的2-萘酚，醛和2-氨基苯并噻唑的一锅缩合反应，已经开发出一种在水中高效合成1-（苯并噻唑基氨基）甲基-2-萘酚的方法。该方法的优点包括非常短的反应时间，优异的产率和十二烷基硫酸钠的催化使用。

  DOI：

  10.1071/ch10209

文献信息

• Design and green synthesis of 2-(diarylalkyl)aminobenzothiazole derivatives and their dual activities as angiotensin converting enzyme inhibitors and calcium channel blockers
  作者：Praveen Kumar Kalavagunta、Pankaj K. Bagul、Anvesh Jallapally、Srinivas Kantevari、Sanjay K. Banerjee、Narender Ravirala

  DOI：10.1016/j.ejmech.2014.06.035

  日期：2014.8

  2-(diarylalkyl)aminobenzothiazoles were designed based on commercial synthetic calcium channel blockers (CCBs) and angiotensin converting enzyme (ACE) inhibitors. Which are further modified based on the natural products which are angiotensin converting enzyme (ACE) inhibitors. Completely green protocol was developed for their synthesis. As they are initially designed based on CCBs, they were screened for

  基于商业合成的钙通道阻滞剂（CCBs）和血管紧张素转化酶（ACE）抑制剂，设计了一系列新型的2-（二芳基烷基）氨基苯并噻唑。根据作为血管紧张素转化酶（ACE）抑制剂的天然产物进一步修饰。为它们的合成开发了完全绿色的方案。由于它们最初是基于CCB设计的，因此对它们的ACE抑制性能进行了筛选，认为几乎所有化合物都是CCB。在42种化合物中，有2种先导分子被鉴定为ACE抑制剂，进一步筛选了CCB。如预期的那样，两个都被鉴定为对ACE抑制具有不同选择性的CCB。它们对ACE和CCB的选择性可用于治疗耐药性高血压。
• Fe₃ O₄ @SiO₂ -ZrCl₂ -MNPs: A novel magnetic catalyst for the clean and efficient cascade synthesis of 1-(benzothiazolylamino)methyl-2-naphthol derivatives in the absence of solvent
  作者：Fatemeh Kamali、Farhad Shirini

  DOI：10.1002/aoc.3972

  日期：2018.1

  A green, simple and eco‐friendly three‐component condensation for the synthesis of 1‐(benzothiazolylamino)methyl‐2‐naphthols using new magnetic nanoparticles formulated as Fe3O4@SiO2–ZrCl2‐MNPs is described. Considering the economic and environmental aspects, the method provides some advantages such as clean procedure, solvent‐free conditions, simple operation and work‐up, relatively short reaction

  描述了一种绿色，简单且环保的三组分缩合反应，该反应使用新的磁性纳米颗粒Fe 3 O 4 @SiO 2 -ZrCl 2 -MNPs合成1-（苯并噻唑基氨基）甲基-2-萘酚。考虑到经济和环境方面，该方法具有一些优点，例如清洁程序，无溶剂条件，简单的操作和后处理，相对较短的反应时间和较高的产物收率。此外，使用外部磁体可以很容易地将引入的催化剂回收至多达4个连续运行，并且具有一致的活性。
• Identification of Naphthol Derivatives as Novel Antifeedants and Insecticides. 1
  作者：Praveen Kumar Kalavagunta、Rajasekharreddy Pala、Usha Rani Pathipati、Narender Ravirala

  DOI：10.1021/jf501705u

  日期：2014.7.16

  A series of beta-naphthol-derived 2-aminobenzothiazolomethylnaphthol derivatives (4a-4q) were synthesized and purified in excellent yields (86-94%) using green protocols and screened for their antifeedant and toxic activities against tobacco caterpillar (Spodoptera litura) and castor semilooper (Achaea janata) using no-choice leaf disk and topical bioassay methods. Four of them, 4d, 4f, 4i, and 4j, were identified to be potent antifeedants with ED50 values of 16.4, 19.3, 7.0, and 5.2 mu g/cm(2) against S. litura and 13.9, 17.2, 10.2, and 7.7 mu g/cm(2) against A. janata, respectively, and the mortality rate is >95% for 4i and 4j in the case of S. litura and 4j in case of A. janata at a dosage of 0.2 mu g/insect. Compounds 4d, 4i, and 4m are moderately toxic to A. janata only. Overall, this study identified a novel class of synthetic compounds that do not belong to organochlorides, organophosphates, carbamates, or neonicotinoids as strong antifeedants as well as insecticides.
• NaHSO₄.H₂O Catalyzed Multicomponent Synthesis of 1-(Benzothiazolylamino) Methyl-2-Naphthols Under Solvent-Free Conditions
  作者：Asghar Hosseinian、Hamid Reza Shaterian

  DOI：10.1080/10426507.2012.664221

  日期：2012.9.1

  A one-pot, efficient three-component condensation of aldehydes, 2-naphthol, and 2-aminobenzothiazole in the presence of sodium hydrogen sulfate as an effective catalyst for the synthesis of 1-(benzothiazolylamino)methyl-2-naphthol derivatives under thermal and solvent-free conditions is described. These products involve two biologically active parts, Betti's base and benzothiazole. The present methodology offers several advantages, such as good yields, short reaction times, and easy work-up.
• Shaterian; Mohammadnia, South African Journal of Chemistry, 2013, vol. 66, p. 60 - 63
  作者：Shaterian、Mohammadnia

  DOI：——

  日期：——