N,N-二乙基-3-肼基羰基-苯磺酰胺 | 96134-80-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N,N-二乙基-3-肼基羰基-苯磺酰胺
• 中文别名: 3-肼甲酰基-N,N-二乙基本磺酰胺
• 英文名称: 3-<(Diethylamino)sulfonyl>benzoic Acid Hydrazide
• 英文别名: N,N-diethyl-3-(hydrazinecarbonyl)benzene-1-sulfonamide；N,N-diethyl-3-(hydrazinecarbonyl)benzenesulfonamide
• CAS: 96134-80-4
• 化学式: C₁₁H₁₇N₃O₃S
• mdl: MFCD01197380
• 分子量: 271.34
• InChiKey: JVJRCNQOLBMRQX-UHFFFAOYSA-N

物化性质

• 密度：
  1.259±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  5

安全信息

• 海关编码：
  2935009090

反应信息

• 作为反应物：
  描述：

  N,N-二乙基-3-肼基羰基-苯磺酰胺 、 原丙酸三乙酯 以93%的产率得到N,N-diethyl-3-(5-ethyl-1,3,4-oxadiazol-2-yl)benzenesulfonamide
  参考文献：
  名称：

  Peet, Norton P.; Sunder, Shyam, Journal of Heterocyclic Chemistry, 1984, vol. 21, p. 1807 - 1816

  摘要：

  DOI：
• 作为产物：
  描述：

  3-[(二乙基氨基)磺酰基]-苯甲酸 在 盐酸 、 一水合肼 作用下， 生成 N,N-二乙基-3-肼基羰基-苯磺酰胺
  参考文献：
  名称：

  Peet, Norton P.; Sunder, Shyam, Journal of Heterocyclic Chemistry, 1984, vol. 21, p. 1807 - 1816

  摘要：

  DOI：

文献信息

• Analogs of nitrofuran antibiotics are potent GroEL/ES inhibitor pro-drugs
  作者：Mckayla Stevens、Chris Howe、Anne-Marie Ray、Alex Washburn、Siddhi Chitre、Jared Sivinski、Yangshin Park、Quyen Q. Hoang、Eli Chapman、Steven M. Johnson

  DOI：10.1016/j.bmc.2020.115710

  日期：2020.11

  intestine cells in vitro. Initially, only the hydroxyquinoline-bearing analogs were found to be potent inhibitors in our GroEL/ES-mediated substrate refolding assays; however, subsequent testing in the presence of an E. coli nitroreductase (NfsB) in situ indicated that metabolites of the nitrofuran-bearing analogs were potent GroEL/ES inhibitor pro-drugs. Consequently, this study has identified a new target

  在之前的两项研究中，我们将化合物1鉴定为中度 GroEL/ES 抑制剂，对革兰氏阳性菌和革兰氏阴性菌具有弱至中度抗菌活性，包括枯草芽孢杆菌、耐甲氧西林金黄色葡萄球菌、肺炎克雷伯菌、鲍曼不动杆菌和 SM101埃希氏菌大肠杆菌（其脂多糖生物合成途径受损，使细菌对药物更具渗透性）。从这些研究中延伸，我们开发了两个系列与主要子结构类似于那些已知抗菌剂，nitroxoline（羟基喹啉结构部分）和nifuroxazide /呋喃妥因（类似物的双-cyclic- Ñ-酰基腙支架）。通过生化和基于细胞的检测，我们确定了有效的 GroEL/ES 抑制剂，可选择性地阻断粪肠球菌、金黄色葡萄球菌和大肠杆菌的增殖，并且对体外人结肠和肠道细胞的细胞毒性较低。最初，在我们的 GroEL/ES 介导的底物重折叠试验中，只有含羟基喹啉的类似物被发现是有效的抑制剂；然而，随后在存在大肠杆菌硝基还原酶 (NfsB) 的情况
• N′-(3-Amino-1H-isoindol-1-ylidene)-R-carbohydrazides and Their Amide-Type Isomerism
  作者：Olha V. Hordiyenko、Angelina V. Biitseva、Mikhail Yu. Kornilov、Nicolas Brosse、Alexandre Hocquet、Brigitte Jamart-Grégoire、Oleg V. Shishkin、Roman I. Zubatyuk

  DOI：10.1002/ejoc.200600063

  日期：2006.6

  the solid state and in solution have been studied by X-ray crystallography, NMR spectroscopy, and quantum calculations. (E)/(Z) amide-type isomerism and the dependence of the isomeric ratio upon steric effects and solvent polarity are discussed. The thermodynamic parameters of (E) (Z) isomerization were determined by 1H NMR dynamic spectroscopy. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany

  以良好的收率合成了一系列 N'-(3-amino-1H-isoindol-1-ylidene) 烷基（芳基，杂芳基）碳酰肼，并通过 X 研究了它们在固态和溶液中的结构和构象行为射线晶体学、核磁共振光谱和量子计算。(E)/(Z) 酰胺型异构现象和异构比对空间效应和溶剂极性的依赖性进行了讨论。(E) (Z)异构化的热力学参数由1H NMR动态光谱测定。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)
• PEET, N. P.;SUNDER, SH., J. HETEROCYCL. CHEM., 1984, 21, N 6, 1807-1816
  作者：PEET, N. P.、SUNDER, SH.

  DOI：——

  日期：——
• Synthesis and biological evaluation of novel (E)-N′-(2,3-dihydro-1H-inden-1-ylidene) benzohydrazides as potent LSD1 inhibitors
  作者：Yang Zhou、Yan Li、Wen-Jing Wang、Pu Xiang、Xin-Mei Luo、Li Yang、Sheng-Yong Yang、Ying-Lan Zhao

  DOI：10.1016/j.bmcl.2015.06.054

  日期：2016.9

  Lysine specific demethylase 1 (LSD1) plays an important role in regulating histone lysine methylation at residues K4 and K9 on histone H3 and is recognized as an attractive therapeutic target in multiple malignancies. In this study, a series of novel (E)-N'-(2,3-dihydro-1H-inden-1-ylidene) benzohydrazides were synthesized and biologically evaluated for their potential LSD1 inhibitory effect. Among them, compounds 5a and 5n showed the most potent LSD1 inhibitory activity with IC50 values of 1.4 and 1.7 nM, respectively, which were about 10 times more potent compared with (E)-N-(1-(5-chloro-2-hydroxyphenyl) ethylidene)-3-(morpholinosulf-only) benzohydrazide (J. Med. Chem. 2013, 56, 9496-9508; as reference compound). Compounds 5a and 5n also exhibited marked anti-proliferation activities against cancer cell lines that highly expressed LSD1. These results suggest that these optimized compounds might be served as promising LSD1 inhibitors against cancer, which merit further study. (C) 2016 Published by Elsevier Ltd.
• Peet, Norton P.; Sunder, Shyam, Journal of Heterocyclic Chemistry, 1984, vol. 21, p. 1807 - 1816
  作者：Peet, Norton P.、Sunder, Shyam

  DOI：——

  日期：——