苯基氨基硫脲盐酸盐 | 105941-44-4

• 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: 苯基氨基硫脲盐酸盐
• 英文名称: phenylthiosemicarbazide hydrochloride
• 英文别名: 4-phenylthiosemicarbazide；4-Phenyl-thiosemicarbazid-hydrochlorid；4-Phenyl thiosemicarbazide hydrochloride；1-amino-3-phenylthiourea;hydrochloride
• CAS: 105941-44-4
• 化学式: C₇H₉N₃S*ClH
• 分子量: 203.696
• InChiKey: WYVNBRCDROZOHP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.27
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  82.2
• 氢给体数：
  4
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  苯基氨基硫脲盐酸盐 在 Imidokohlensaeure-diphenylester 作用下， 以 乙醇 为溶剂， 生成 1,6-diphenyl-dithiodiurea
  参考文献：
  名称：

  2-烷氧基-5-氨基-和-5-芳烃磺酰胺基-1,3,4-噻二唑及相关化合物

  摘要：

  2-烷氧基-5-氨基-1,3,4-噻二唑是通过卤化氰对烷氧基硫代羰基肼的作用或硫代氨基脲与二烷氧基甲基亚胺的反应制得的。后一种方法也可以得到5-氨基-或5-烷氧基-1,2,4-三唑-3-硫醇。将氨基噻二唑与芳磺酰氯酰化，得到2-烷氧基-5-芳烃磺酰胺基-1,3,4-噻二唑或2-烷氧基-4-芳烃磺酰基-5-芳烃磺酰氨基-4,5-二氢-1,3,4-噻二唑。

  DOI：

  10.1039/j39670002700

文献信息

• Efficient synthesis, spectral analysis and antimicrobial studies of nitrogen and sulfur containing spiro heterocycles from 2,4-diaryl-3-azabicyclo[3.3.1]nonan-9-ones
  作者：M. Rani、R. Ramachandran、S. Kabilan

  DOI：10.1016/j.bmcl.2010.09.021

  日期：2010.11

  cyclization of 2,4-diaryl-3-azabicyclo[3.3.1]nonan-9-one thiosemicarbazones (2a–2h, 3a and 3b) with acetic anhydride/propionic anhydride and were characterized by Elemental analysis, IR, 1H NMR and 13C NMR spectral analysis. Single crystal X-ray diffraction has also been recorded for compounds 4c and 5a. From the NMR and Single crystal X-ray diffraction analysis, compounds 4b–4d, 4f–4h, 5b, 5c, 5f–5h, 6a

  乙酰基和丙酰基取代的噻二唑衍生物（4a - 4h，5a - 5h，6a，6b，7a和7b）是通过2，4-二芳基-3-氮杂双环[3.3.1] nonan-9-one的环化反应合成的硫代半氨基甲酮（2a – 2h，3a和3b）与乙酸酐/丙酸酐的混合物，并通过元素分析，IR，1 H NMR和13 C NMR光谱进行了表征。还记录了化合物4c和5a的单晶X射线衍射。通过NMR和单晶X射线衍射分析，发现化合物4b - 4d，4f - 4h，5b，5c，5f - 5h，6a，7a和7b采用双椅构型，而化合物4a，4e，5a，5d，5e和6b分别采用环己烷和哌啶环的椅子和船形。此外，使用系列稀释法筛选合成的化合物的抗菌和抗真菌活性。微生物学分析表明，基于氮杂双环壬烷的噻二唑4c / 4h和5c / 5h的C-2和C-4的吸电子功能取代了苯基，对伤寒沙门氏菌，大肠杆菌，肺炎克雷伯菌，黄曲霉，黑曲霉具有显着的抗菌活性。和白色念珠菌的MIC为6
• Derivatives of indan-1,3-dione and indan-1,2,3-trione, methods of
  申请人：Innothera

  公开号：US05571843A1

  公开（公告）日：1996-11-05

  Therapeutic compounds having the formula: ##STR1## in which R.sub.2 and R.sub.3 independently denote H, C.sub.1 -C.sub.4 alkoxy or OH and (A, B)=(oxygen, oxygen) in which case one out of R and R.sub.1 denotes OH, halogen, secondary amino or tertiary amine and the other denotes NHNHCONHR.sub.4 or R and R.sub.1 together denote .dbd.N--NH--CX--NHR.sub.5, .dbd.N--NH--CX--N(phenyl).sub.2, .dbd.N--NH--CX--NH--NH--R.sub.5, .dbd.N--NH--C(SCH.sub.3).dbd.N--R.sub.6 or .dbd.N--N.dbd.C(SCH.sub.3)--NH--R.sub.6 ; or (A, B)=(N--OH, oxygen) in which case R and R.sub.1 together form .dbd.N--NH--CX--NHR.sub.5 or .dbd.N--NH--CX--N(phenyl).sub.2 ; or (A, B)=(N--NH--CX--NHR.sub.5, oxygen) in which case R and R.sub.1 together form .dbd.N--NH--CX--NHR.sub.5 ; or (A, B)=(N--OH, N--OH) in which case R and R.sub.1 together form .dbd.N--NH--CX--NHR.sub.5 or .dbd.N--NH--CX--N(phenyl).sub.2.

  具有以下式子的治疗化合物：##STR1## 其中R.sub.2和R.sub.3分别表示H，C.sub.1-C.sub.4烷氧基或OH，且（A，B）=（氧，氧），此时R和R.sub.1中的一个表示OH，卤素，次级氨基或三级胺基，另一个表示NHNHCONHR.sub.4或R和R.sub.1在一起表示.dbd.N--NH--CX--NHR.sub.5，.dbd.N--NH--CX--N（苯基）.sub.2，.dbd.N--NH--CX--NH--NH--R.sub.5，.dbd.N--NH--C（SCH.sub.3）.dbd.N--R.sub.6或.dbd.N--N.dbd.C（SCH.sub.3）--NH--R.sub.6; 或（A，B）=（N--OH，氧） ，此时R和R.sub.1在一起形成.dbd.N--NH--CX--NHR.sub.5或.dbd.N--NH--CX--N（苯基）.sub.2; 或（A，B）=（N--NH--CX--NHR.sub.5，氧） ，此时R和R.sub.1在一起形成.dbd.N--NH--CX--NHR.sub.5; 或（A，B）=（N--OH，N--OH），此时R和R.sub.1在一起形成.dbd.N--NH--CX--NHR.sub.5或.dbd.N--NH--CX--N（苯基）.sub.2。
• Synthesis, characterization, DNA interaction, antioxidant and anticancer activity of new ruthenium(II) complexes of thiosemicarbazone/semicarbazone bearing 9,10-phenanthrenequinone
  作者：Panneerselvam Anitha、Nataraj Chitrapriya、Yoon Jung Jang、Periasamy Viswanathamurthi

  DOI：10.1016/j.jphotobiol.2013.09.005

  日期：2013.12

  A new series of octahedral ruthenium(II) complexes supported by tridentate ligands derived from phenanthrenequinone and derivatives of thiosemicarbazide/semicarbazide and other co-ligands have been synthesized and characterized. DNA binding experiments indicated that ruthenium(II) complexes can interact with DNA through non-intercalation and the apparent binding constant value (K-b) of [RuCl(CO)(PPh3)(L-3)] (3) at room temperature was calculated to be 2.27 x 10(3) M-1. The DNA cleavage studies showed that the complexes have better cleavage of pBR 322 DNA. Antioxidative activity proved that the complexes have significant radical scavenging activity against free radicals. Cytotoxic activities showed that the ruthenium(II) complexes exhibited more effective cytotoxic activity against selected cancer cells. (C) 2013 Elsevier B.V. All rights reserved.
• Koshy, Lissamma; Joshua, C. P., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1986, vol. 25, p. 530 - 531
  作者：Koshy, Lissamma、Joshua, C. P.

  DOI：——

  日期：——
• Targeting triple negative breast cancer cells by N3-substituted 9,10-Phenanthrenequinone thiosemicarbazones and their metal complexes
  作者：Zahra Afrasiabi、Preston Stovall、Kristen Finley、Amitava Choudhury、Charles Barnes、Aamir Ahmad、Fazlul Sarkar、Alok Vyas、Subhash Padhye

  DOI：10.1016/j.saa.2013.04.122

  日期：2013.10

  Novel N-3-substituted 9,10-Phenanthrenequinone thiosemicarbazones and their copper, nickel and palladium complexes are structurally characterized and reported along with the single crystal X-ray structures of three ligands and one nickel complex. All compounds were evaluated for their antiproliferative potential against Triple Negative Breast Cancer (TNBC) cells which have poor prognosis and no effective drugs to treat with. All compounds exhibited antiproliferative activity against these cells. Among the metal complexes evaluated, redox active copper complexes were found to be more potent. The possible mechanism for such enhanced activity can be attributed to the generation of oxidative stress, which was amenable for targeting through metal complexation. (C) 2013 Elsevier B.V. All rights reserved.