ethyl 3-(2-carbamothioylhydrazono)butanoate | 1118-76-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl 3-(2-carbamothioylhydrazono)butanoate
• 英文别名: Acetessigsaeure-aethylester-thiosemicarbazon；Ethyl-3-oxobutyrat-3-thiosemicarbazon；Acetessigesterthiosemicarbazon；syn(CH3)-Acetessigester-thiosemicarbazon；Aethyl 3-oxo-butyrat-β-thiosemicarbazon；3-Thiosemicarbazono-buttersaeure-aethylester；3-thiosemicarbazono-butyric acid ethyl ester；Ethyl 3-[2-(aminothioxomethyl)hydrazinylidene]butanoate；ethyl 3-(carbamothioylhydrazinylidene)butanoate
• CAS: 1118-76-9
• 化学式: C₇H₁₃N₃O₂S
• 分子量: 203.265
• InChiKey: WQKFYGJPNATGJS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  109
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 3-(2-carbamothioylhydrazono)butanoate 在 sodium acetate 作用下， 以 乙醇 为溶剂， 生成 3-methyl-1-thiocarbamoyl-2-pyrazolin-5-one
  参考文献：
  名称：

  环保型无溶剂合成噻唑基吡唑衍生物

  摘要：

  将高度通用的3-thiosemicarbazidobutanoate与苯甲酰溴球磨，得到相应的3-[（4-苯基-2-thiazolyl）hydrazono] butanoate乙酯，将其通过在乙酸乙醇钠中加热进行杂环化，得到噻唑基吡唑并酮，将其与芳香族化合物进行化学选择性偶联重氮盐，以提供芳基肼基三氮唑基吡唑。 3-硫代半氨基咔唑丁酸乙酯的 Vilsmeier-Haack 反应选择性地提供了噻唑基吡唑。通过固相技术合成了一系列吡唑基硫代半脲，可实现无废生产。吡唑基硫代半咔唑酮与苯甲酰溴的反应以定量收率得到了相应的2-（亚芳基肼并）-4-苯基噻唑。

  DOI：

  10.1007/s00706-008-0930-4
• 作为产物：
  描述：

  氨基硫脲单盐酸盐 、 alkaline earth salt of/the/ methylsulfuric acid 生成 ethyl 3-(2-carbamothioylhydrazono)butanoate
  参考文献：
  名称：

  Freund; Schander, Chemische Berichte, 1902, vol. 35, p. 2605

  摘要：

  DOI：

文献信息

• α,α‐Dibromoketone precursors in the synthesis of some new thiazole derivatives: Thiazol‐2‐yl hydrazonobutanoates, thiazol‐2‐yl pyrazole‐4‐carboxylates and acids
  作者：Vijay Kiran、Radhika Joshi、Rashmi Pundeer

  DOI：10.1002/jhet.3937

  日期：2020.5

  precursors for the facile synthesis of several new hydrazonothiazoles, ethyl 3‐((4‐arylthiazol‐2‐yl)hydrazono)butanoates, which undergo Vilsmeier‐Haack cyclization to obtain thiazolylpyrazole esters, ethyl 3‐methyl‐1‐(4‐arylthiazol‐2‐yl)‐1H‐pyrazole‐4‐carbxylates, basic hydrolysis of which gives the corresponding acids, 3‐methyl‐1‐(4‐arylthiazol‐2‐yl)‐1H‐pyrazole‐4‐carbxylic acids. All these compounds are

  在本研究中，α，α-二溴苯乙酮被用作有效的前体，用于轻松合成几种新的肼基三唑，3-（（4-芳基噻唑-2-基）肼基）丁酸乙酯，将其经过Vilsmeier-Haack环化反应获得噻唑基吡唑酯，3-甲基-1-（4-芳基噻唑-2-基）-1 H-吡唑-4-羰基酸酯，对其进行碱性水解可得到相应的酸3-甲基-1-（4-芳基噻唑-2-基） yl）-1 H-吡唑-4-碳羟基酸。测试所有这些化合物对革兰氏阳性细菌金黄色葡萄球菌和枯草芽孢杆菌的抗菌活性；革兰氏阴性细菌大肠杆菌和铜绿假单胞菌及其抗真菌活性酿酒酵母和白色念珠菌。
• Synthesis and elucidation of binuclear thiazole-based complexes from Co(II) and Cu(II) ions: Conductometry, cytotoxicity and computational implementations for various verifications
  作者：Salhah D. Al-Qahtani、Arwa Alharbi、Matokah M. Abualnaja、Aisha Hossan、Mona Alhasani、Ahmed M. Abu-Dief、Mohamed E. Khalifa、Nashwa M. El-Metwaly

  DOI：10.1016/j.molliq.2021.118100

  日期：2022.3

  analytical (CHN analysis & TGA) and spectral (IR, UV-Vis, 1 H NMR, Mass, SEM, XRD & EDX) techniques were applied to elucidate the chemical formulae of new compounds. The ligand behaved as a neutral tetradentate towards binuclear metal ions in the two complex via N-H, two C=N and C-S groups. A tetrahedral geometry was suggested for Co(II) complex according to 4A2(F)→4T1(F)(ʋ3) transition at 15,873 cm-1.

  制备并研究了一种新的噻唑基配体，然后用于制备其 Co(II) 和 Cu(II) 配合物。应用所有可用的分析（CHN 分析和 TGA）和光谱（IR、UV-Vis、1 H NMR、Mass、SEM、XRD 和 EDX）技术来阐明新化合物的化学式。配体通过NH、两个 C=N 和 CS 基团对两个复合物中的双核金属离子表现为中性四齿。根据在 15,873 cm -1处的4 A 2 (F)→ 4 T 1 (F)(ʋ 3 ) 转变，Co(II) 配合物建议采用四面体几何结构。同时，根据2B 1g → 2 B 2g (ʋ 1 ) 和2 B 1g → 2 E g转换。由于双核的存在使电子自旋最小化，这两种复合物的磁矩值似乎低于正常值。复合物的质谱记录了它们在排出结晶水分子后与分子式匹配的分子离子峰。对由纳米尺寸的 CuCl 2形成的复合物进行了电导研究和溶液中的配体以提取缔合和形成常数以及 M:L 摩尔比
• An investigation of the biological effect of structural modifications of isothiosemicarbazones and their cyclic analogues
  作者：E Maccioni、M.C Cardia、S Distinto、L Bonsignore、A De Logu

  DOI：10.1016/s0014-827x(03)00154-x

  日期：2003.9

  Several arylideneisothiosemicarbazones and arylidenehydrazothiazoles have been synthesised to obtain new antimicrobial agents. Their activity against both bacteria and fungi has been tested and some interesting informations about their biological activity have been obtained.
• Environmental controls of NDVI and sheep production in the Tierra del Fuego steppe of Argentina
  作者：Gabriela Posse、Ana María Cingolani

  DOI：10.2307/1479004

  日期：2000.12

  Abstract. We analysed vegetation dynamics in Tierra del Fuego steppes using Normalized Difference Vegetation Index (NDVI) data provided by advanced very high‐resolution radiometer (AVHRR) on board the National Oceanic and Atmospheric Administration (NOAA) polar satellite. Our objective, at a regional scale, was to analyse the spatial variability of NDVI dynamics in relation to parent material and geographic location, representing the fertility and climate gradients respectively; at a local scale, it was to analyse the inter‐annual variability associated with climate and its relation with sheep production indices. The general pattern of NDVI dynamics was analysed with Principal Component Analysis. We found that the geographic location was more important than landscape type in explaining NDVI dynamics despite the fact that the variation in landscape type reflects a fertility gradient strongly associated with floristic composition and secondary productivity.Discriminant Analysis was performed to identify the variables that better distinguish geographic units. The Northern region (with the lowest precipitation and the highest temperatures) had lower NDVI values over the year. In the Central region, NDVI reached the highest value of the season, surpassing both other regions. The Southern region (the coldest and moistest) had its growth pattern displaced towards the summer. For the Central region we analysed 10 years of monthly NDVI data with PCA. We found that precipitation from August to December and winter temperature are the most important determinants of overall NDVI values. Lamb production was correlated with spring and early summer NDVI values. Sheep mortality is affected by low NDVI values in late summer and high annual amplitude. Satellite information allowed us to characterize the vegetation dynamics of three ecological areas across the Fuegian steppe.
• Losse et al., Chemische Berichte, 1958, vol. 91, p. 150,155
  作者：Losse et al.

  DOI：——

  日期：——