ethyl 5-amino-3,4-diphenylthieno[2,3-c]pyridazine-6-carbohydrazide | 128462-42-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: ethyl 5-amino-3,4-diphenylthieno[2,3-c]pyridazine-6-carbohydrazide
• 英文别名: ethyl 3-amino-4,5-diphenylthieno[2,3-c]pyridazine-2-carboxylate；ethyl 5-amino-3,4-diphenylthieno[2,3-c]pyridazine-6-carboxylate；5-amino-6-carbethoxy-3,4-diphenylthieno[2,3-c]pyridazine
• CAS: 128462-42-0
• 化学式: C₂₁H₁₇N₃O₂S
• 分子量: 375.451
• InChiKey: ZETNLSPJEBYALN-UHFFFAOYSA-N

物化性质

• 沸点：
  567.4±60.0 °C(Predicted)
• 密度：
  1.309±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  106
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl 5-amino-3,4-diphenylthieno[2,3-c]pyridazine-6-carbohydrazide 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 7.0h， 生成 5-amino-N-[(4-nitrophenyl)methylideneamino]-3,4-diphenylthieno[2,3-c]pyridazine-6-carboxamide
  参考文献：
  名称：

  SYNTHESIS OF PYRIDAZOTHIENOTHIAZINE AND PYRIMIDOTHIENOPYRIDAZINES

  摘要：

  3-amino-4,5-diphenylthieno[2, 3-c]pyridazine-2-arylcarboxamide 2 underwent cyclization with triethyl orthoformate and with nitrous acid to give the pyrimidothienopyridazines 3a-c, 4b respectively. 3-amino-4,5-diphenylthieno [2,3-c] pyridazine-2-carbohydrazide 6 reacted with aromatic aldehydes to give;the corresponding carbohydrazones 7a-c. Compound 7 reacts with triethyl orthoformate, acetic anhydride or with CS2/pyridine to produce pyrimidothienopyridazines 8,9 and pyridazothienothiazine 11.

  DOI：

  10.1080/10426500008045255
• 作为产物：
  描述：

  4-cyano-5,6-diphenylpyridazine-3 (2H)-thione 、 氯乙酸乙酯 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以55%的产率得到ethyl 5-amino-3,4-diphenylthieno[2,3-c]pyridazine-6-carbohydrazide
  参考文献：
  名称：

  Shalaby, Alyaa A., Journal fur praktische Chemie (Leipzig 1954), 1990, vol. 332, # 1, p. 104 - 108

  摘要：

  DOI：

文献信息

• The first synthesis of furo[2,3- c ]pyridazin-4(1 H )-one derivatives
  作者：Ádám Andor Kelemen、Balázs Péter Szabó、Péter Kovács、György Miklós Keserű

  DOI：10.1016/j.tetlet.2015.11.068

  日期：2016.1

  We report a five step method for the synthesis of furo[2,3-c]pyridazin-4(1H)-one derivatives representing a novel heteroaromatic ring-system. The first synthesis of 3-carboxylic and methyl-3-carboxylate derivatives of the 1-phenyl and 1-(p-methoxyphenyl) compounds are reported.

  我们报告了代表新杂芳环系统的呋喃[2,3 - c ]哒嗪-4（1 H）-one衍生物的五步合成方法。报道了第一合成的1-苯基和1-（对甲氧基苯基）化合物的3-羧酸和甲基-3-羧酸酯衍生物。
• Pyridazine and its related compounds. Part 36. Synthesis and antimicrobial activity of some novel pyrimido[4′,5′:4,5]thieno[2,3-c]pyridazine derivatives
  作者：Ali Deeb、Sebaey Mahgoub

  DOI：10.1007/s00044-014-1011-3

  日期：2014.10

  Novel derivatives of pyrimidothienopyridazine were designed and synthesized through a versatile method. Some of the target compounds bearing the sulfonamide group were evaluated for their antimicrobial activity against representative Gram-positive bacteria, Gram-negative bacteria, and fungi by applying the agar plate diffusion technique. The results showed that derivatives 11a have promising inhibitory

  通过通用方法设计并合成了嘧啶并噻吩并哒嗪的新型衍生物。通过应用琼脂平板扩散技术，评估了一些带有磺酰胺基的目标化合物对代表性的革兰氏阳性菌，革兰氏阴性菌和真菌的抗菌活性。结果表明，衍生物11a具有对革兰氏阳性细菌的有希望的抑制活性，衍生物11b和11e也具有对真菌的有效抑制作用。其余化合物对被检微生物表现出中等至低活性。
• Pyridazine Derivatives and Related Compounds, Part 12: Synthesis of Some Pyridazino [<i>4</i>^<i>′</i><i>,3^<i>′</i>:4,5</i>]thieno[<i>3,2-d</i>]1,2,3-triazines
  作者：Ali Deeb、Mahmoud Kotb、Mohamed El-Abbasy

  DOI：10.1080/104265090517398

  日期：2005.2

  pyridazino[4′,3′:4,5]thieno[3,2−d]-1,2,3-triazinones 2, 3, 6, derivatives of the ring system thieno[2,3-c]pyridazine, have been accomplished by a diazotization reaction. Reaction of triazine 3 with phosphorous oxychloride led to 4-chloro derivative 7 which, on further displacement reactions, gives 4-substituted derivatives. All new compounds were characterized by elemental analyses and spectral data.

  摘要 哒嗪并[4',3':4,5]噻吩并[3,2−d]-1,2,3-三嗪酮2,3,6,环系噻吩并[2,3-c]衍生物的合成]哒嗪，已通过重氮化反应完成。三嗪 3 与三氯氧化磷反应生成 4-氯衍生物 7，在进一步的置换反应中，生成 4-取代的衍生物。所有新化合物均通过元素分析和光谱数据进行表征。
• SYNTHESIS AND REACTIONS OF SOME NEW HETEROCYCLIC COMPOUNDS CONTAINING THIENO[2,3-<u>c</u>] PYRIDAZINE MOIETY
  作者：Sh. M. Radwan

  DOI：10.1080/10426500008046617

  日期：2000.8.1

  corresponding acid 2. Also, reaction of 1 with ethanolamine and formamide, respectively, gave compounds 5 and 6. Compound 2 reacts with orthophosphoric acid under different conditions to give some new thieno[2,3-c] pyridazine derivatives 3 and 4, which were subjected to reactions to produce compounds 7–18. Furtheremore, compounds 5 and 6 were used to synthesize some substituted pyrimid0[4′,5′:4,5]-thieno[2,3-c]pyridazine

  摘要 3-氨基-4,5-二苯基噻吩并[2,3-c]哒嗪-2-羧酸乙酯(1)与氢氧化钠醇皂化，然后酸化，得到相应的酸2。此外，1与乙醇胺反应和甲酰胺分别得到化合物5和6。化合物2在不同条件下与正磷酸反应得到一些新的噻吩并[2,3-c]哒嗪衍生物3和4，它们进行反应生成化合物7-18。此外，化合物5和6用于合成一些取代的嘧啶0[4',5':4,5]-噻吩并[2,3-c]哒嗪衍生物21-30。
• Pyridazine Derivatives and Related Compounds, Part 20:¹ Synthesis of Different Heterocycles from 5-Aminothieno[2,3-<i>c</i>]pyridazine-6-carbohydrazide
  作者：Ali Deeb、Mohamed El-Abbasy

  DOI：10.1080/104265091000912

  日期：2006.2

  carbohydrazide 1 with phthalic anhydride afforded 12,13-diphenyl-6H-pyridazino-[3″,4″: 5′,4′]thieno[3′,2′:4,5]pyrimido-[2,1-a]phthalazine-5,6-dione, (6) which underwent further transformation to the related compounds.

  以5-氨基-3,4-二苯基噻吩并[2,3-c]哒嗪为原料合成了7-取代的3,4-二苯基嘧啶并[4',5':4,5]噻吩并[2,3-c]哒嗪- 6-碳酰肼 (1)。碳酰肼1与邻苯二甲酸酐反应得到12,13-二苯基-6H-哒嗪基-[3″,4″: 5',4']噻吩并[3',2':4,5]嘧啶-[2,1- a] phthalazine-5,6-dione, (6) 进一步转化为相关化合物。