3-amino-4,5-diphenylthieno[2,3-c]pyridazine-2-carbohydrazide | 325170-33-0

• 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: 3-amino-4,5-diphenylthieno[2,3-c]pyridazine-2-carbohydrazide
• 英文别名: 5-amino-3,4-diphenylthieno[2,3-c]pyridazine-6-carbohydrazide
• CAS: 325170-33-0
• 化学式: C₁₉H₁₅N₅OS
• 分子量: 361.427
• InChiKey: VGDQFTARBQJRMV-UHFFFAOYSA-N

物化性质

• 熔点：
  245-246 °C(Solv: ethanol (64-17-5))
• 密度：
  1.390±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  135
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-amino-4,5-diphenylthieno[2,3-c]pyridazine-2-carbohydrazide 在 吡啶 作用下， 以 乙醇 为溶剂， 反应 52.0h， 生成 3,4-diphenyl-8-oxopyridazo[3',4':4,5]thieno[2,3-d][1,3]thiazin-6(5H)thione
  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：

  3-chloro-5,6-diphenylpyridazine-4-carbonitrile 在 吡啶 、 sodium carbonate 、 一水合肼 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 7.5h， 生成 3-amino-4,5-diphenylthieno[2,3-c]pyridazine-2-carbohydrazide
  参考文献：
  名称：

  哒嗪衍生物和相关化合物。Part 11:1一些嘧啶并[4',5':4,5]噻吩并[2,3-c]哒嗪的合成

  摘要：

  3-取代嘧啶并[4',5':4,5]噻吩并[2,3-c]哒嗪-2,4-二酮和3-氨基-2-甲基嘧啶[4',5':4,5 ]噻吩并[2,3-c]哒嗪-4-酮由5-氨基噻吩并[2,3-c]哒嗪-6-羧酸乙酯1开始合成。氨基酯1与异硫氰酸苯酯反应得到硫脲衍生物10，该衍生物经过进一步转化到相关的稠合杂环系统。

  DOI：

  10.1080/10426500490475175

文献信息

• 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。
• 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。
• SYNTHESIS OF PYRIDAZOTHIENOTHIAZINE AND PYRIMIDOTHIENOPYRIDAZINES
  作者：Sh. M. Radwan、A. M. Kamal El-Dean

  DOI：10.1080/10426500008045255

  日期：2000.1

  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.
• Pyridazine Derivatives and Related Compounds. Part 11: ¹Synthesis of Some Pyrimido[4′,5′:4,5]thieno[2,3-<i>c</i>]pyridazines
  作者：Ali Deeb、Mahmoud Kotb、Mohamed El-Abbasy

  DOI：10.1080/10426500490475175

  日期：2004.11.1

  3-c]pyridazine-4-ones were synthesized starting from ethyl 5-aminothieno[2,3-c] pyridazine-6-carboxylate 1. Reaction of amino ester 1with phenyl isothiocyanate affords thiourea derivative 10which undergo further transformation to the related fused heterocyclic systems.

  3-取代嘧啶并[4',5':4,5]噻吩并[2,3-c]哒嗪-2,4-二酮和3-氨基-2-甲基嘧啶[4',5':4,5 ]噻吩并[2,3-c]哒嗪-4-酮由5-氨基噻吩并[2,3-c]哒嗪-6-羧酸乙酯1开始合成。氨基酯1与异硫氰酸苯酯反应得到硫脲衍生物10，该衍生物经过进一步转化到相关的稠合杂环系统。