ethyl β-(1-oxo-2,3-dihydro-1H-inden-2-yl)-α-oxoacetate | 100397-38-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: ethyl β-(1-oxo-2,3-dihydro-1H-inden-2-yl)-α-oxoacetate
• 英文别名: ethyl 2-oxo-2-(1-oxo-2,3-dihydro-1H-inden-2-yl)acetate；2-Ethoxalyl-indanon-(1)；(1-oxo-indan-2-yl)-glyoxylic acid ethyl ester；(1-Oxo-indan-2-yl)-glyoxylsaeure-aethylester；2-oxo-2-(1-oxoindan-2-yl)acetic acid ethyl ester；ethyl 2-oxo-2-(3-oxo-1,2-dihydroinden-2-yl)acetate
• CAS: 100397-38-4
• 化学式: C₁₃H₁₂O₄
• 分子量: 232.236
• InChiKey: XOXMNNINQPKBAS-UHFFFAOYSA-N

物化性质

• 沸点：
  379.1±32.0 °C(Predicted)
• 密度：
  1.270±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl β-(1-oxo-2,3-dihydro-1H-inden-2-yl)-α-oxoacetate 在 双氧水 、 乙酸酐 、 potassium hydroxide 作用下， 以 水 、 甲苯 为溶剂， 反应 12.0h， 生成 高邻苯二甲酸酐
  参考文献：
  名称：

  Synthesis and antitumor activity evaluation of 2-arylisoquinoline-1,3(2H,4H)-diones in vitro and in vivo

  摘要：

  Six 2-(2-acylaminobenzothiazol-6-yl)isoquinoline-1,3(2H,4H)-diones (1a-1f) and five 2-arylisoquinoline-1,3(2H,4H)-diones (1g-1k) were synthesized by refluxing homophthalic anhydrides with 2-acylaminobenzothiazolyl-6-amine or substituted aniline in glacial acetic acid. The cytotoxic activities of 1a-1k were evaluated via MTT method against A431, A549, and PC3. Compound 1b relatively displayed a higher cytotoxic activity than the others. The antitumor effect of 1b were evaluated in established nude mice PANC-1 xenograft model. The results suggest that compound 1b could potentially inhibit tumor growth.

  DOI：

  10.1007/s00044-013-0734-x
• 作为产物：
  描述：

  草酸二乙酯 在 sodium hydride 作用下， 以 DMF (N,N-dimethyl-formamide) 为溶剂， 反应 16.5h， 以100%的产率得到ethyl β-(1-oxo-2,3-dihydro-1H-inden-2-yl)-α-oxoacetate
  参考文献：
  名称：

  PYRAZOLE DERIVATIVE

  摘要：

  公开号：

  EP1591443B1

文献信息

• Synthesis of Functionalized Cyclobutenes and Spirocycles <i>via</i> Asymmetric P(III)/P(V) Redox Catalysis
  作者：Charlotte Lorton、Antoine Roblin、Pascal Retailleau、Arnaud Voituriez

  DOI：10.1002/adsc.202100664

  日期：2021.10.19

  phosphine-catalyzed transformation has been developed for the synthesis of chiral cyclobutene triesters and fluorinated spirocyclic compounds. The strategy involved a P(III)/P(V) redox cycling process, via in situ reduction of phosphine oxide with phenylsilane. This catalytic methodology has enabled the enantioselective synthesis of functionalized cyclobutenes (24 examples, up to 94% ee). On the occasion of the

  已开发出一种对映选择性膦催化转化，用于合成手性环丁烯三酯和氟化螺环化合物。该策略涉及 P(III)/P(V) 氧化还原循环过程，通过用苯基硅烷原位还原氧化膦。这种催化方法使官能化环丁烯的对映选择性合成成为可能（24 个例子，高达 94% ee）。在将这项研究扩展到 α-酮酯茚酮底物时，发现了合成螺茚酮产物的惊人反应性。
• Design, synthesis, and antimicrobial evaluation of 1,4-dihydroindeno[1,2-<i>c</i>]pyrazole tethered carbohydrazide hybrids: exploring their<i>in silico</i>ADMET, ergosterol inhibition and ROS inducing potential
  作者：Mohd Adil Shareef、K. Sirisha、Irfan Khan、Ibrahim Bin Sayeed、Surender Singh Jadav、Gopathi Ramu、C. Ganesh Kumar、Ahmed Kamal、Bathini Nagendra Babu

  DOI：10.1039/c9md00155g

  日期：——

  Non-toxic compounds with antifungal activity, ergosterol inhibition and ROS inducing potential.

  具有抗真菌活性、麦角固醇抑制和诱导ROS潜力的无毒化合物。
• New indenopyrazole linked oxadiazole conjugates as anti-pancreatic cancer agents: Design, synthesis, in silico studies including 3D-QSAR analysis
  作者：Irfan Khan、Thipparapu Ganapathi、MD. Muzaffar-ur- Rehman、Mohd Adil Shareef、C. Ganesh Kumar、Ahmed Kamal

  DOI：10.1016/j.bmcl.2021.128094

  日期：2021.7

  herein a novel class of 1,4-Dihydroindenopyrazole linked oxadiazole conjugates 9(a-r) was designed, synthesized and experimented for their anti-proliferative activities against four different cancer cell lines (human) such as MDA MB-231 (breast), PANC-1 (pancreatic), MCF-7 (breast), and Caco-2 (Colorectal) by using MTT assay. Among the series compound 9h and 9 m demonstrated significant potency against

  为了继续探索更新的抗癌剂，本文设计、合成了一类新型的 1,4-二氢茚并吡唑连接的恶二唑缀合物 9(ar) 并对其对四种不同癌细胞系（人类）如 MDA 的抗增殖活性进行了实验MB-231（乳房）、PANC-1（胰腺）、MCF-7（乳房）和 Caco-2（结肠直肠），使用 MTT 检测。在系列化合物中，9h 和 9m 显示出对 PANC-1（人胰腺癌细胞）的显着效力，IC 50值分别为 7.4 μM 和 4.3 μM。虽然发现化合物 9 m 与标准戈米他滨 (IC 50 = 4.2 μM）。详细的生物学分析揭示了 S 期细胞周期停滞及其通过激活半胱天冬酶 3 和 9 酶来传播细胞凋亡的能力，膜联蛋白-FITC 分析和半胱天冬酶分析证实了这一点。此外，对接研究表明它们的结合模式和与 caspase-3 的相互作用。此外，计算机研究表明它们表现出良好的药代动力学和药物相似性。此外，进行 3D-QSAR
• Cytotoxicity and Utility of 1-Indanone in the Synthesis of Some New Heterocycles
  作者：Bahira Hegazi、Hanan Ahmed Mohamed、Kamal Mohamed Dawood、Farid Abdel-Rahem Badria

  DOI：10.1248/cpb.58.479

  日期：——

  Benzo[d]imidazole 3 and 1,2,4-triazin-5(2H)-one 6 were prepared by the reaction of starting ethyl (3-hydroxy-1H-inden-2-yl)(oxo)-acetate 2 with o-phenylenediamine and thiosemicarbazide respectively. Reaction of 1,4-dihydro-1-phenylindeno[1,2-c]pyrazole-3-carbohydrazide 8 with phenylisothiocyanate gave thiosemicarbazide 9, and its reaction with chloroacetic acid or phenacylbromides led to the formation of thiazolidinone-4-one 10 or 1,3-thiazoles 12a, b. The reactivity of hydrazide 8 towards fluorinated aldehyde, phthalic anhydride, and hydrazonoyl chlorides 15a, b was studied to give fluorinated hydrazones, imide bis-hydrazones 13—16. The newly synthesized compounds were screened for their cytotoxic activities and compounds 6, 8, 9 and 10 were found the most potentially cytotoxic. The detailed synthesis, spectroscopic and biological data are reported.

  苯并[d]咪唑 3 和 1,2,4-三嗪-5(2H)-酮 6 是通过起始材料乙基 (3-羟基-1H-茚-2-基)(氧)-乙酸酯 2 分别与邻苯二胺和硫脲的反应制备的。1,4-二氢-1-苯基茚[1,2-c]吡唑-3-羟肼 8 与苯异硫氰酸酯的反应生成硫脲 9，随后与氯醋酸或苯基溴化物反应形成噻唑啉-4-酮 10 或 1,3-噻唑 12a, b。还研究了羟肼 8 对氟化醛、邻苯二甲酸酐和肼氟基氯化物 15a, b 的反应，得到了氟化肼酮和酰亚胺双肼 13—16。新合成的化合物进行了细胞毒性活性的筛选，结果显示化合物 6、8、9 和 10 具有较强的细胞毒性。详细的合成、光谱和生物数据已报道。
• COMPOSITION FOR REGULATING PLANT GROWTH, METHOD FOR TREATING PLANTS THEREWITH, AND ACTIVE INGREDIENT THEREOF
  申请人：Gorbunov Sergei Valeryevich

  公开号：US20190119193A1

  公开（公告）日：2019-04-25

  A composition for regulating plant growth, the active ingredient of which is an ester of oxaloacetic acid or a salt thereof, or derivatives thereof, wherein the ester of oxaloacetic acid has the formula set forth below, where R 1 and R 2 are independently selected from a series of C 1 -C 18 alkyl groups, and wherein the content of the active ingredient corresponds to a concentration of from 10 −11 M to 10 −3 M. The active ingredients and compositions for regulating plant growth allow for treating plants in order to stimulate the growth thereof and achieve such advantages as increased yields, improved plant quality, improved nutrient absorption and enhanced stress resistance, while allowing such advantages to be achieved using a relatively small amount of an active ingredient(s) which is/are biodegradable and environmentally friendly.

  一种用于调节植物生长的组合物，其活性成分为草酰乙酸酯或其盐或其衍生物，其中草酰乙酸酯的化学式如下，其中R1和R2分别选自一系列C1-C18烷基基团，且活性成分的含量相当于10−11M至10−3M的浓度。这种用于调节植物生长的活性成分和组合物可用于处理植物，以刺激其生长并实现增产、改善植物质量、改善营养吸收和增强抗压能力等优点，同时使用相对较少的活性成分（它们是可生物降解和环保的）即可实现这些优点。