2-[1-(4-Methoxyphenyl)ethylideneamino]guanidine | 92411-83-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-[1-(4-Methoxyphenyl)ethylideneamino]guanidine
• CAS: 92411-83-1
• 化学式: C₁₀H₁₄N₄O
• mdl: MFCD05487826
• 分子量: 206.247
• InChiKey: RPUXAQMCVDQBJN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  86
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[1-(4-Methoxyphenyl)ethylideneamino]guanidine 以 甲醇 、 乙腈 为溶剂， 生成 methyl 2-(2-((N''-(1-(4-methoxyphenyl)ethylidene)carbamohydrazonoyl)imino)-3-(naphthalen-1-yl)-4-oxothiazolidin-5-ylidene)acetate
  参考文献：
  名称：

  Antiproliferative activity and molecular docking studies of new 4-oxothiazolidin-5-ylidene acetate derivatives containing guanylhydrazone moiety

  摘要：

  DOI：

  10.1016/j.molstruc.2022.132627
• 作为产物：
  描述：

  氨基胍硝酸盐 、 对甲氧基苯乙酮 在 水 、 sodium hydroxide 作用下， 生成 2-[1-(4-Methoxyphenyl)ethylideneamino]guanidine
  参考文献：
  名称：

  新型嘧啶-色基杂化衍生物作为潜在抗增殖剂的有效合成和分子对接研究

  摘要：

  摘要 含有嘧啶核 5 H-色基[4,3- d ]嘧啶（4a-c，e-h，l-r，t）和嘧啶-5-基-（2-羟基苯基）甲酮（5a，c , d , f–k , m–o , r , s , u)由脒腙(2a–u)和 3-甲酰基色酮(3)反应合成. 使用 MTT 分析方法针对人肝肝细胞癌细胞系 (HepG2) 和人乳腺腺癌细胞系 (MDA-MB-231) 测试了这些化合物。此外，还进行了分子对接计算，以比较各种新型杂环化合物对癌症蛋白质的生物活性。在这些计算中，使用的蛋白质是来自乳腺癌相关蛋白 1JNX 的 BRCT 重复区域的晶体结构、VEGFR 激酶（肝癌）蛋白的晶体结构、3WZE，以及变构 Eya2 磷酸盐抑制剂（肺癌）的晶体结构蛋白质，5ZMA，分别。经过分子对接计算、吸收、分布、代谢，

  DOI：

  10.1080/00397911.2021.1922920

文献信息

• Synthesis of novel heterocyclic compounds containing pyrimidine nucleus using the Biginelli reaction: Antiproliferative activity and docking studies
  作者：Sevtap Çağlar Yavuz、Senem Akkoç、Burçin Türkmenoğlu、Emin Sarıpınar

  DOI：10.1002/jhet.3978

  日期：2020.6

  guanyl hydrazone derivatives (3a‐n) . These compounds were tested as in vitro against two types of cancerous cell lines, namely, a human colon cancerous cell line (DLD‐1) and a human breast cancerous cell line (MDA‐MB‐231). According to the obtained results, nearly all the compounds have cytotoxic activity in the tested cell lines. Especially, the compounds 4j , 4k , and 4n had a significant effect against

  在一个反应​​步骤中，由芳香醛（1），氰基乙酸乙酯（2）和一些some衍生物（3a-n​​）的三重反应合成了嘧啶衍生物（4a-p ）。这些化合物在体外针对两种类型的癌细胞系进行了测试，分别是人结肠癌细胞系（DLD-1）和人乳腺癌细胞系（MDA-MB-231）。根据获得的结果，几乎所有化合物在测试的细胞系中均具有细胞毒活性。尤其是化合物4j，4k和4n对DLD-1具有明显的影响。此外，化合物4g，4m，和4o相比，针对MDA-MB-231的其他合成化合物，IC 50值更低。我们希望这些化合物将来可以作为抗癌药得到改进。根据拓扑异构酶I和N-乙酰转移酶1蛋白进行分子对接，从理论上检查具有最佳活性的嘧啶化合物的结合模式和位点。
• Evaluation of the thiosemicarbazones of some aryl alkyl ketones and related compounds for anticonvulsant activities
  作者：JR Dimmock、JM McColl、SL Wonko、RS Thayer、DS Hancock

  DOI：10.1016/0223-5234(91)90148-g

  日期：1991.7

  The thiosemicarbazone of acetophenone (1a) had been shown previously to afford protection against experimentally-induced seizures. This report describes the systematic chemical modification of 1a and the activities of these analogues in the maximal electroshock seizure (MES) test, subcutaneous maximal pentylenetetrazole seizure (scPTZ) test and neurotoxicity screen in mice when administered by the intraperitoneal route. Most of the compounds were active and representative compounds examined for oral activity in rats revealed that in most cases protection against seizures induced in the MES screen but not the scPTZ test was achieved at a dose of 50 mg/kg. Some correlations between chemical structures and anticonvulsant properties were found.
• Novel molecular hybrids of cinnamic acids and guanylhydrazones as potential antitubercular agents
  作者：Ranjeet Bairwa、Manoj Kakwani、Nilesh R. Tawari、Jaya Lalchandani、M.K. Ray、M.G.R. Rajan、Mariam S. Degani

  DOI：10.1016/j.bmcl.2010.01.031

  日期：2010.3

  In an attempt to identify potential new agents active against tuberculosis, 20 novel phenylacrylamide derivatives incorporating cinnamic acids and guanylhydrazones were synthesized using microwave assisted synthesis. Activity of the synthesized compounds was evaluated using resazurin microtitre plate assay (REMA) against Mycobacterium tuberculosis H37Rv. Based on empirical structure-activity relationship data it was observed that both steric and electronic parameters play major role in the activity of this series of compounds. Compound 7s (2E)-N-((-2-(3,4-dimethoxybenzylidene) hydrazinyl) (imino) methyl)-3-(4-methoxyphenyl) acrylamide showed MIC of 6.49 mu M along with good safety profile of >50-fold in VERO cell line. Thus, this compound could act as a potential lead for further antitubercular studies. (C) 2010 Elsevier Ltd. All rights reserved.
• Efficient synthesis and molecular docking studies of new pyrimidine-chromeno hybrid derivatives as potential antiproliferative agents
  作者：Sevtap Çağlar Yavuz、Senem Akkoç、Burak Tüzün、Onur Şahin、Emin Saripinar

  DOI：10.1080/00397911.2021.1922920

  日期：2021.7.18

  Abstract Various novel heterocyclic compounds containing pyrimidine nuclei 5H-chromeno[4,3-d]pyrimidine (4a–c, e–h, l–r, t) and pyrimidine-5-yl-(2-hydroxyphenyl)methanone (5a, c, d, f–k, m–o, r, s, u) were synthesized from the reaction of guanylhydrazones (2a–u) and 3-formylchromone (3). These compounds were tested against human liver hepatocellular carcinoma cell line (HepG2) and human breast adenocarcinoma

  摘要 含有嘧啶核 5 H-色基[4,3- d ]嘧啶（4a-c，e-h，l-r，t）和嘧啶-5-基-（2-羟基苯基）甲酮（5a，c , d , f–k , m–o , r , s , u)由脒腙(2a–u)和 3-甲酰基色酮(3)反应合成. 使用 MTT 分析方法针对人肝肝细胞癌细胞系 (HepG2) 和人乳腺腺癌细胞系 (MDA-MB-231) 测试了这些化合物。此外，还进行了分子对接计算，以比较各种新型杂环化合物对癌症蛋白质的生物活性。在这些计算中，使用的蛋白质是来自乳腺癌相关蛋白 1JNX 的 BRCT 重复区域的晶体结构、VEGFR 激酶（肝癌）蛋白的晶体结构、3WZE，以及变构 Eya2 磷酸盐抑制剂（肺癌）的晶体结构蛋白质，5ZMA，分别。经过分子对接计算、吸收、分布、代谢，
• Antiproliferative activity and molecular docking studies of new 4-oxothiazolidin-5-ylidene acetate derivatives containing guanylhydrazone moiety
  作者：Ihab Adnan Salman Al-Janabi、Sevtap Çağlar Yavuz、Semiha Köprü、Michael Tapera、Hüseyin Kekeçmuhammed、Senem Akkoç、Burak Tüzün、Şaban Patat、Emin Sarıpınar

  DOI：10.1016/j.molstruc.2022.132627

  日期：2022.6