N-Amidino-p-chlorbenzophenonhydrazon | 137487-98-0

• 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: N-Amidino-p-chlorbenzophenonhydrazon
• 英文别名: 2-[1-(4-Chlorophenyl)ethylideneamino]guanidine
• CAS: 137487-98-0
• 化学式: C₉H₁₁ClN₄
• mdl: MFCD21101647
• 分子量: 210.666
• InChiKey: NBHBAGUAKHKQAS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.111
• 拓扑面积：
  76.8
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-Amidino-p-chlorbenzophenonhydrazon 以 甲醇 、 乙腈 为溶剂， 生成 methyl 2-(3-(3-methoxyphenyl)-2-((N''-(1-(4-chlorophenyl)ethylidene)carbamohydrazonoyl)imino)-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：

  对氯苯乙酮 、 氨基胍硝酸盐 在 水 、 sodium hydroxide 作用下， 生成 N-Amidino-p-chlorbenzophenonhydrazon
  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

• Studies on Methylglyoxal Bis(guanylhydrazone)¹ Analogs. II. Structural Variations on Methylglyoxal Bis(guanylhydrazone)²
  作者：Fred Baiocchi、C. C. Cheng、W. J. Haggerty、Leland R. Lewis、T. K. Liao、Wayne H. Nyberg、Darrell E. O'Brien、Eugene G. Podrebarac

  DOI：10.1021/jm00340a020

  日期：1963.7
• Antiviral compounds. IV. Synthesis and anti-influenza virus activity of amidinohydrazones.
  作者：TAMIO NISHIMURA、CHIJI YAMAZAKI、HIROSHIGE TOKU、SHIN YOSHII、KATSUSHIGE HASEGAWA、MITSUJI SAITO、DAIZO NAGAKI

  DOI：10.1248/cpb.22.2444

  日期：——
• 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.
• Molecular hybrids integrated with imidazole and hydrazone structural motifs: Design, synthesis, biological evaluation, and molecular docking studies
  作者：Michael Tapera、Hüseyin Kekeçmuhammed、Emin Sarıpınar、Murat Doğan、Burak Tüzün、Ümit M. Koçyiğit、Feyza Nur Çetin

  DOI：10.1016/j.molliq.2023.123242

  日期：2023.12