1-Propionyl-thiosemicarbazid | 20953-13-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1-Propionyl-thiosemicarbazid
• 英文别名: 1-Propionyl-3-thiosemicarbazid；1-propanoyl-3-thiosemicarbazide；1-propionyl-thiosemicarbazide；N-Propionyl-N'-thiocarbamoyl-hydrazin；(propanoylamino)thiourea
• CAS: 20953-13-3
• 化学式: C₄H₉N₃OS
• 分子量: 147.201
• InChiKey: DFBBSKGPEMPKOU-UHFFFAOYSA-N

物化性质

• 熔点：
  118 °C
• 密度：
  1.247±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  99.2
• 氢给体数：
  3
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-Propionyl-thiosemicarbazid 在 硫酸 作用下， 生成 2-氨基-5-乙基-1,3,4-噻二唑
  参考文献：
  名称：

  Ohta; Higashijima, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1952, vol. 72, p. 376

  摘要：

  DOI：
• 作为产物：
  描述：

  氨基硫脲 、 丙酸酐 在 水 作用下， 生成 1-Propionyl-thiosemicarbazid
  参考文献：
  名称：

  Über die Reaktionsprodukte bei der Einwirkung von Säureanhydriden auf Thiosemicarbazid. 2. Mitteilung

  摘要：

  DOI：

  10.1002/ardp.19522850304

文献信息

• Novel panaxadiol triazole derivatives induce apoptosis in HepG-2 cells through the mitochondrial pathway
  作者：Shengnan Xiao、Xude Wang、Lei Xu、Tao Li、Jiaqing Cao、Yuqing Zhao

  DOI：10.1016/j.bioorg.2020.104078

  日期：2020.9

  In this study, we introduced 1, 2, 4-triazole groups into panaxadiol (PD) to obtain 18 panaxadiol triazole derivatives. Five cancer cells and one normal cell were evaluated for cytotoxicity by MTT assay. The results showed that most of the derivatives could inhibit cancer cell proliferation, and the anti-proliferative activity of compound A1 was the most significant. For HepG-2 cells, the IC50 value

  在这项研究中，我们将1，2，4-三唑基引入人参二醇（PD）中，以获得18种人参二醇三唑衍生物。通过MTT测定评估了5个癌细胞和1个正常细胞的细胞毒性。结果表明，大多数衍生物均可抑制癌细胞的增殖，化合物A1的抗增殖活性最为显着。对于HepG-2细胞，IC 50值为4.21±0.54μM，几乎是PD活性的15倍。进一步的研究表明，化合物A1可以诱导HepG-2细胞凋亡，并可以增强Cl-caspase-3，Cl-caspase-9和Cl-PARP的表达。此外，蛋白质印迹分析表明，用化合物A1处理HepG-2细胞后，p53蛋白的表达增加，Bax / Bcl-2的比例逐渐增加。然后将细胞质的Bax转运到线粒体，导致Cyt c蛋白释放。因此，结果表明化合物A1通过线粒体途径诱导细胞凋亡，可用于开发新的抗增殖剂。
• Antitumor activity of 5-substituted 2-acylamino-1,3,4-thiadiazoles against transplantable rodent tumors.
  作者：KENICHI MIYAMOTO、RYOZO KOSHIURA、MASAO MORI、HIDEHARU YOKOI、CHIKA MORI、TAKAAKI HASEGAWA、KICHITARO TAKATORI

  DOI：10.1248/cpb.33.5126

  日期：——

  The antitumor activities of twelve 2-N-and/or 5-substituted 2-amino-1, 3, 4-thiadiazole analogs were tested on Lewis lung carcinoma in mice by intraperitoneal administration. 2-Amino-1, 3, 4-thiadiazole (ATDA), 2-formamido-1, 3, 4-thiadiazole and 2-trifluoroacetamido-1, 3, 4-thiadiazole significantly prolonged the life span of tumor bearing mice. 5-Substituted analogs and 2-urethane and 2-carbamate type compounds were inactive. 2-Formamido-1, 3, 4-thiadiazole showed more potent activity than the parent compound ATDA against P388, L1210 leukemia, B16 melanoma and Lewis lung carcinoma. The differences in the antitumor activity among ATDA analogs are discussed.

  ## clewd修改版 v4.8(11) by tera **claude-3-5-sonnet-20241022 error**: 404 ```Unknown chat conversation 7306a1e6-ee53-4b68-88ad-42503b2221d9``` FAQ: https://rentry.org/teralomaniac_clewd
• 一种噻唑酰肼类衍生物及其制备方法和应用
  申请人：同济大学

  公开号：CN113968852B

  公开（公告）日：2023-08-15

  本发明提供了一种噻唑酰肼类衍生物及其制备方法和应用，属于有机合成领域。本发明提供了如下式所示的化合物或其在药理学上允许的盐，式中R1为H或甲基；R2为H、烷基、酯基、四氢吡喃基、芳环基、取代芳环基、苯甲基或取代苯甲基中的任意一种；R3为H或烷基；R4为H、烷基、氰甲基或苯基中的任意一种。本发明提供的噻唑酰肼类衍生物不仅具有毒性低、抗真菌谱广等优点，还具有合成简单，产品提纯容易等优点，可用于制备新型的抗真菌药物。
• 3-Mercapto-1,2,4-triazoles and N-acylated thiosemicarbazides as metallo-β-lactamase inhibitors
  作者：Faridoon、Waleed M. Hussein、Peter Vella、Nazar Ul Islam、David L. Ollis、Gerhard Schenk、Ross P. McGeary

  DOI：10.1016/j.bmcl.2011.10.116

  日期：2012.1

  The production of beta-lactamases is an effective strategy by which pathogenic bacteria can develop resistance against beta-lactam antibiotics. While inhibitors of serine-beta-lactamases are widely used in combination therapy with b-lactam antibiotics, there are no clinically available inhibitors of metallo-beta-lactamases (MBLs), and so there is a need for the development of such inhibitors. This work describes the optimisation of a lead inhibitor previously identified by fragment screening of a compound library. We also report that thiosemicarbazide intermediates in the syntheses of these compounds are also moderately potent inhibitors of the IMP-1 MBL from Pseudomonas aeruginosa. The interactions of these inhibitors with the active site of IMP-1 were examined using in silico methods. (C) 2011 Elsevier Ltd. All rights reserved.
• Ohta; Higashijima, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1952, vol. 72, p. 376
  作者：Ohta、Higashijima

  DOI：——

  日期：——