3-(p-Methoxybenzyliden)-1-thiochroman-4-on | 74074-07-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 硫铬烷
• 英文名称: 3-(p-Methoxybenzyliden)-1-thiochroman-4-on
• 英文别名: 3-(4-methoxy-benzylidene)-thiochroman-4-one；3-[(4-Methoxyphenyl)methylidene]thiochromen-4-one
• CAS: 74074-07-0
• 化学式: C₁₇H₁₄O₂S
• 分子量: 282.363
• InChiKey: KIIGHAISXVPUES-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(p-Methoxybenzyliden)-1-thiochroman-4-on 在 sodium tetrahydroborate 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 反应 3.0h， 以51%的产率得到3-[1-(4-Methoxy-phenyl)-meth-(Z)-ylidene]-thiochroman-4-ol
  参考文献：
  名称：

  Pivnenko, N. S.; Orlov, V. D.; Nodel'man, O. A., Journal of Organic Chemistry USSR (English Translation), 1980, vol. 16, # 9, p. 1657 - 1663

  摘要：

  DOI：

文献信息

• Green Chemistry Preparation of thiochromeno[4,3-b]pyran and benzo[h]thiazolo[2,3-b]quinazoline Derivatives using HSBM Technique over ZnAl2O4 Nano-Powders
  作者：Seyyed Jalal Roudbaraki、Sadaf Janghorban、Majid Ghashang

  DOI：10.2174/1386207322666190617164617

  日期：2019.9.5

  The aim of this paper is to introduce HSBM as a green and environmentally friendly technique for the synthesis of thiochromeno[4,3-b]pyran and benzo[h]thiazolo[2,3-b]quinazoline derivatives over ZnAl2O4 nanopowders as an efficient catalyst. MATERIALS AND METHODS ZnAl2O4 nanopowders were synthesized via a co-precipitation of Zn(NO3)2 and Al(NO3)3 salts and were characterized by XRD, FE-SEM, TEM and DLS

  目的和目的本文的目的是介绍HSBM作为一种绿色环保技术，用于在ZnAl2O4纳米粉体上合成硫代色素[4,3-b]吡喃和苯并[h]噻唑并[2,3-b]喹唑啉衍生物作为有效的催化剂。材料与方法Zn（NO3）2和Al（NO3）3盐的共沉淀法合成了ZnAl2O4纳米粉，并通过XRD，FE-SEM，TEM和DLS技术对其进行了表征。所制备的ZnAl2O4纳米粉已被用作通过高速球磨（HSBM）技术合成吡喃核的催化剂。产物的结构通过NMR分析确认。结果ZnAl2O4呈现立方晶体结构（空间群：Fd-3m），平均晶粒尺寸为41 nm。通过DLS技术测定的ZnAl 2 O 4纳米粉末的平均粒径为55nm。研究了纳米粉体对2-氨基-4,5-二氢-4-芳基硫代色素[4,3-b]吡喃-3-腈，（8Z）-2-氨基-8-亚芳基的合成的催化活性。 -4,5，7,8-四氢-4-芳基硫代吡喃并[4,3-b]吡喃-3-腈，4-芳基-3
• One-Pot Access to a Library of Dispiro Oxindole-pyrrolidine/pyrrolothiazole-thiochromane Hybrids via Three-Component 1,3-Dipolar Cycloaddition Reactions
  作者：Gandhi Uma Rani、Sundaravel Vivek Kumar、Chelliah Bharkavi、J. Carlos Menéndez、Subbu Perumal

  DOI：10.1021/acscombsci.6b00011

  日期：2016.6.13

  A library of novel dispiro compounds containing oxindole pyrrolidine/oxindolopyrrolothiazole-thiochroman-4-one hybrid frameworks has been synthesized in a fully regio- and stereoselective fashion by the three-component 1,3-dipolar cycloaddition of azomethine ylides generated in situ from the condensation of isatins and secondary amino acids (sarcosine/l-thioproline) with 3-arylidenethiochroman-4-ones

  通过缩合反应中原位生成的三组分1,3-偶极环加成甲硫氨酸以完全区域选择性和立体选择性的方式合成了一个含有二恶唑吡咯烷/恶臭吡咯并噻唑-thiochroman-4-one杂合骨架的新型双螺化合物3-亚芳基亚硫氰酸盐-4-酮对靛红和仲氨基酸（肌氨酸/ 1-硫代脯氨酸）的影响。这个简单的实验方案可在一次操作中提供结构复杂的，生物学上相关的杂环化合物的良好收率。
• Antimicrobial Activity and DFT Studies of a Novel Set of Spiropyrrolidines Tethered with Thiochroman-4-one/Chroman-4-one Scaffolds
  作者：Nourhène Chouchène、Amani Toumi、Sarra Boudriga、Hayet Edziri、Mansour Sobeh、Mohamed A. O. Abdelfattah、Moheddine Askri、Michael Knorr、Carsten Strohmann、Lukas Brieger、Armand Soldera

  DOI：10.3390/molecules27030582

  日期：——

  A novel series of 14 spiropyrrolidines bearing thiochroman-4-one/chroman-4-one, and oxindole/acenaphthylene-1,2-dione moieties were synthesized and characterized by spectroscopic techniques, as well as by three X-ray diffraction studies, corroborating the stereochemistry. Quantum chemical calculations studies, using the DFT approach, were performed to rationalize the stereochemical outcome. These N-heterocycles were evaluated for their antibacterial and antifungal activities against some pathogenic organisms. Several compounds displayed moderate to excellent activity towards the screened microbe strains in the study compared to Amoxicillin (AMX), Ampicillin (AMP), and Amphotericin B. Furthermore, a structural activity relationship (SAR) was established considering the synthesized compounds. Pharmacokinetic studies reveal that these derivatives exhibit an acceptable predictive ADMET profile (Absorption, Distribution, Metabolism, Excretion and Toxicity) and good drug-likeness.

  一系列含有硫代色满-4-酮/色满-4-酮和恶唑/乙酰基萘-1,2-二酮基团的14种螺环吡咯烷衍生物被合成并通过光谱技术进行表征，另外三个X射线衍射研究证实了立体化学。采用DFT方法进行量子化学计算研究，以理解立体化学结果。这些N-杂环被评估其对一些病原微生物的抗菌和抗真菌活性。与阿莫西林（AMX），氨苄青霉素（AMP）和两性霉素B相比，几种化合物在研究中对筛选的微生物菌株显示出中等到优异的活性。此外，建立了考虑到合成化合物的结构活性关系（SAR）。药代动力学研究表明，这些衍生物表现出可接受的预测ADMET配置文件（吸收、分布、代谢、排泄和毒性）和良好的药物相似性。
• Fused heterocycles, VI: Reactions of 3-arylidenechromanones and -1-thiochromanones with thiourea
  作者：Albert L�vai

  DOI：10.1007/bf00811468

  日期：——

  Reactions of 3-arylidenechromanones (1-4) and -1-thiochromanones (5-8) with thiourea gave thiazines (9-16) under acidic and pyrimidine derivatives (17-21) under alkaline reaction conditions.
• Molecular drug design, synthesis and pharmacophore site identification of spiroheterocyclic compounds: Trypanosoma crusi inhibiting studies
  作者：Taibi Ben Hadda、Abdelali Kerbal、Brahim Bennani、Ghali Al Houari、Maria Daoudi、Ana C. L. Leite、Vijay H. Masand、Rahul D. Jawarkar、Zoubida Charrouf

  DOI：10.1007/s00044-012-0010-5

  日期：2013.1

  Synthesis and evaluation of the bioactivity of spiroheterocycles (STC) against Trypanosoma cruzi are described. Selectivity indices were improved for two compounds versus the leads 17 and 20, the spiro-thiochromanone (STC) derivatives 17-26, thus increasing the therapeutic interest of our family. As our previous studies conducted on the structure of pharmacophore sites of our compounds made us hypothesize the existence of original sites, STC can be considered as promising tools further anti-trypanosoma studies, as probes for affinity chemotherapy. Compounds 17 and 20 are more potent and more selective than benznidazole and nifurtimox.