2,4-dinitrophenyl thiocyanate | 31030-09-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,4-dinitrophenyl thiocyanate
• 英文别名: 2,4-Dinitrophenyl isothiocyanate；1-isothiocyanato-2,4-dinitrobenzene
• CAS: 31030-09-8
• 化学式: C₇H₃N₃O₄S
• 分子量: 225.185
• InChiKey: RWZWUMXQJADYQK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  136
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,4-dinitrophenyl thiocyanate 在 sodium azide 、 potassium carbonate 、 sodium hydroxide 作用下， 以 乙醇 、 水 、 乙腈 为溶剂， 反应 5.5h， 生成 dimethyl {2,2-bis[4-(2,4-dinitrophenyl)-5-oxo-4,5-dihydro-1H-1,2,3,4-tetrazol-1-yl]ethenyl}phosphonate
  参考文献：
  名称：

  Reactions of dimethyl 2-chloroethynylphosphonate with 1-substituted 5-oxo-1H-1,2,3,4-tetrazoles

  摘要：

  Addition of 1-substituted tetrazol-5-ones to dimethyl 2-chloroethynylphosphonate occurred regioselectively to form new geminally substituted bis(4-R-5-oxo-4,5-dihydro-1H-tetrazol-1-yl)ethenylphosphonates with 65-92% yield.

  DOI：

  10.1134/s107036321411019x
• 作为产物：
  描述：

  三甲基氰硅烷 、 2,4-二硝基苯硫氯 以 二氯甲烷 为溶剂， 以96%的产率得到2,4-dinitrophenyl thiocyanate
  参考文献：
  名称：

  Lazukina, L. A.; Kukhar', V. P.; Romanov, G. V., Journal of general chemistry of the USSR, 1980, vol. 50, # 5, p. 783 - 786

  摘要：

  DOI：

文献信息

• A Novel Dual Organocatalyst for the Asymmetric Pinder Reaction and a Mechanistic Proposal Consistent with the Isoinversion Effect Thereof
  作者：Fotini Moschona、Athena Vagena、Veroniki P. Vidali、Gerasimos Rassias

  DOI：10.3390/molecules26216398

  日期：——

  and enantioselectivity. To the best of our knowledge, there has been only one attempt prior to this work towards the development of a catalytic enantioselective Pinder reaction. In our approach, we designed, synthesized, and tested dual chiral organocatalysts by combining BIMAH amines, (2-(α-(alkyl)methanamine)-1H-benzimidazoles, and a Lewis acid motif, such as squaramides, ureas and thioureas. The

  一般而言，Pinder 反应涉及可烯醇化酸酐和醛之间的反应，该反应首先通过 Knoevenagel 反应进行，然后进行闭环过程，生成具有至少两个手性中心的内酯。这些支架经常存在于天然产物和合成生物活性分子中，因此引起了有机合成和药物化学的浓厚兴趣，特别是在控制非对映选择性和对映选择性方面。据我们所知，在这项工作之前，只有一次尝试开发催化对映选择性 Pinder 反应。在我们的方法中，我们通过结合 BIMAH 胺、(2-(α-(烷基)甲胺)-1H-苯并咪唑和路易斯酸基序，如方酰胺、脲和硫脲，设计、合成和测试了双手性有机催化剂。最佳催化剂是带有双(3,5-三氟甲基)硫脲的异丙基BIMAH衍生物，它可以从各种芳香醛中得到Pinder产物，其非对映异构体比例>98:2，对映选择性高达92 ee%。有趣的是，这种对映选择性催化过程在较高浓度下增加，并表现出同向转化效应，即相对于温度的倒“U”形依赖性
• BORATE-BASED BASE GENERATOR, AND BASE-REACTIVE COMPOSITION COMPRISING SUCH BASE GENERATOR
  申请人：WAKO PURE CHEMICAL INDUSTRIES, LTD.

  公开号：US20160340374A1

  公开（公告）日：2016-11-24

  An object of the present invention is to provide a compound which is capable of attaining a composition having high storage stability without reacting with a base-reactive compound, even in the case of storage for a long period of time in a mixed state with the base-reactive compound, such as an epoxy-based compound, as well as capable of generating a strong base (guanidines, biguanides, phosphazenes or phosphoniums) by irradiation of light (active energy rays) or heating; a base generator comprising the compound; and a base-reactive composition comprising the base generator and the base-reactive compound. The present invention relates to the compound represented by the general formula (A); the base generator comprising the compound; and the base-reactive composition comprising the base generator and the base-reactive compound. (wherein R 1 represents an alkyl group; an arylalkynyl group which may be substituted with a halogen atom, an alkyl group, an alkoxy group, or an alkylthio group; an alkenyl group; a 2-furylethynyl group; a 2-thiophenylethynyl group; or a 2,6-dithianyl group; R 2 to R 4 each independently represent an alkyl group; an arylalkynyl group which may be substituted with a halogen atom, an alkyl group, an alkoxy group, or an alkylthio group; the aryl group which may be substituted with a halogen atom, an alkyl group, an alkoxy group, or an alkylthio group; a furanyl group; a thienyl group; or an N-alkyl-substituted pyrrolyl group; Z + represents an ammonium cation having a guanidinium group, a biguanidium group or a phosphazenium group, or a phosphonium cation.)

  本发明的目的是提供一种化合物，能够在与碱反应性化合物混合状态长时间存储的情况下，仍能获得具有高储存稳定性的组合物，而不与碱反应性化合物发生反应，同时还能通过光照（活性能量射线）或加热产生强碱（胍胺、双胍胺、磷氮烷或磷銨）；包括该化合物的碱发生器；以及包括该碱发生器和碱反应性化合物的碱反应性组合物。本发明涉及由通式（A）表示的化合物；包括该化合物的碱发生器；以及包括该碱发生器和碱反应性化合物的碱反应性组合物。（其中R1代表烷基；可能被卤素原子、烷基、烷氧基或烷硫基取代的芳基炔基；烯基；2-呋喃基炔基；2-噻吩基炔基；或2,6-二硫基基；R2到R4各自独立地代表烷基；可能被卤素原子、烷基、烷氧基或烷硫基取代的芳基炔基；可能被卤素原子、烷基、烷氧基或烷硫基取代的芳基；呋喃基；噻吩基；或N-烷基取代的吡咯基；Z+代表具有胍胺基团、双胍胺基团或磷氮烷基团的铵阳离子，或磷銨阳离子。）
• Synthesis, in vitro antiurease, in vivo antinematodal activity of quinoline analogs and their in-silico study
  作者：Khalid Zaman、Fazal Rahim、Muhammad Taha、Muhammad Sajid、Shawkat Hayat、Muhammad Nawaz、Mohammed Salahuddin、Naveed Iqbal、Naqeeb Ullah Khan、Syed Adnan Ali Shah、Rai Khalid Farooq、Ali Bahadar、Abdul Wadood、Khalid Mohammed Khan

  DOI：10.1016/j.bioorg.2021.105199

  日期：2021.10

  in which analog 1, 2, 3, 4, 8, 9, and 11 (IC50 = 3.50 ± 0.10, 7.20 ± 0.20, 1.30 ± 0.10, 2.30 ± 0.10, 0.60 ± 0.01, 1.05 ± 0.10 and 2.60 ± 0.10 µM respectively) were appeared the most potent ones among the series. In this context, most potent analogs such as 1, 3, 4, 8, and 9 were further subjected for their in vitro antinematodal study against C. elegans to examine its cytotoxicity under positive control

  喹啉类似物的合成及其脲酶抑制活性参考标准药物硫脲 (IC 50  = 21.86 ± 0.40 µM) 在本研究中进行。抑制活性范围为 (IC 50  = 0.60 ± 0.01 至 24.10 ± 0.70 µM)，表明它是最有效的脲酶抑制剂类别。模拟1 - 9，和11 - 13出现具有比硫脲大很多倍antiurease潜力，其中模拟1，2，3，4，8，9，和11（IC 50 = 3.50 ± 0.10, 7.20 ± 0.20, 1.30 ± 0.10, 2.30 ± 0.10, 0.60 ± 0.01, 1.05 ± 0.10 and 2.60 ± 0.10 µM) 是最有效的。在这种情况下，最有效的类似物，例如1，3，4，8，和9进一步进行它们的体外抗抗线虫研究线虫以检查其标准药物，左旋咪唑的阳性控制下的细胞毒性。因此，细胞毒性曲线显示的类似物3，8，和9中发现与在较高浓度（500
• Design, synthesis, molecular docking and pharmacological evaluation of some thiadiazole based nipecotic acid derivatives as a potential anticonvulsant and antidepressant agents
  作者：Gireesh Kumar Singh、Bindu Kumari、Nirupam Das、Kamaruz Zaman、Pratibha Prasad、Ravi Bhushan Singh

  DOI：10.1007/s13205-023-03897-1

  日期：2024.3

  antiepileptic drug, a new series of nipecotic acid derivatives having1,3,4-thiadiazole nucleus were designed and synthesized. This study aims to improve the lipophilicity of nipecotic acid by attaching some lipophilic anchors like thiadiazole and substituted aryl acid derivatives. In our previous study, we noticed that the N-substituted oxadiazole derivative of nipecotic acid exhibited significant antiepileptic

  在我们不断开发新型抗癫痫药物的过程中，设计合成了一系列新的具有1,3,4-噻二唑核的哌啶酸衍生物。本研究旨在通过连接一些亲脂锚如噻二唑和取代的芳基酸衍生物来提高哌啶酸的亲脂性。在我们之前的研究中，我们注意到哌啶酸的N-取代恶二唑衍生物在啮齿动物模型中表现出显着的抗癫痫活性。通过FT-IR、 1H -NMR、 13C -NMR、质谱和元素分析对合成的化合物进行了表征。通过大鼠最大电击诱发癫痫模型（MES）和小鼠皮下戊四氮（scPTZ）试验评价抗惊厥活性。没有发现这些化合物在 MES 模型中具有活性，而化合物（ TN2、TN9、TN12、TN13和TN15 ）对 scPTZ 诱导的癫痫发作模型产生显着的保护作用。另外，通过强迫游泳试验、5-羟色氨酸（5-HTP）诱导的头部抽搐试验和习得性无助试验，对显示出抗癫痫活性的化合物的抗抑郁活性进行了评估。所有表现出抗惊厥活性的分子（ TN2、TN9、TN12、TN13和TN15
• Borate-based base generator, and base-reactive composition comprising such base generator
  申请人：FUJIFILM Wako Pure Chemical Corporation

  公开号：US10100070B2

  公开（公告）日：2018-10-16

  A compound capable of providing a composition having high storage stability without reacting with a base-reactive compound, even when stored in a mixed state with the base-reactive compound, as well as capable of generating a strong base by irradiation of light (active energy rays) or heating. A base generator comprises the compound and a base-reactive composition comprises the base generator and the base-reactive compound. The compound is represented by the general formula (A).

  一种化合物，能够提供一种具有高储存稳定性的组合物，即使在与碱反应化合物混合储存的状态下，也不会与碱反应化合物发生反应，并且能够通过光（活性能量射线）照射或加热生成强碱。碱发生器由该化合物组成，碱反应组合物由碱发生器和碱反应化合物组成。该化合物由通式 (A) 表示。