3-chloro-6-(pyridin-3-yl)pyridazine | 78784-66-4

• 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-chloro-6-(pyridin-3-yl)pyridazine
• 英文别名: 3-chloro-6-pyridin-3-ylpyridazine
• CAS: 78784-66-4
• 化学式: C₉H₆ClN₃
• 分子量: 191.62
• InChiKey: ORJRJVSMOMIYGH-UHFFFAOYSA-N

物化性质

• 沸点：
  406.9±30.0 °C(Predicted)
• 密度：
  1.309±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  38.7
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  3-chloro-6-(pyridin-3-yl)pyridazine 在 水 、 溶剂黄146 作用下， 反应 4.0h， 生成 6-(吡啶-3-基)吡嗪-3(2H)-酮
  参考文献：
  名称：

  Discovery of substituted pyrazol-4-yl pyridazinone derivatives as novel c-Met kinase inhibitors

  摘要：

  合成了一系列取代有吗啉-嘧啶衍生物的吡嗪-3-酮，并评估其作为c-Met酶的酪氨酸激酶抑制剂以及对Hs746T人胃癌细胞系的抗增殖活性。大多数化合物表现出良好的生物活性，其中化合物10、12a和14a展现了优异的c-Met酶抑制活性和Hs746T细胞基础活性。

  DOI：

  10.1007/s12272-015-0703-7
• 作为产物：
  描述：

  3-吡啶硼酸 、 3-氯-6-碘哒嗪 在 bis-triphenylphosphine-palladium(II) chloride sodium carbonate 作用下， 以 乙二醇二甲醚 、 乙醇 、 水 为溶剂， 反应 0.17h， 以50%的产率得到3-chloro-6-(pyridin-3-yl)pyridazine
  参考文献：
  名称：

  Discovery of Potent, Selective, Orally Bioavailable Stearoyl-CoA Desaturase 1 Inhibitors

  摘要：

  Stearoyl-CoA desaturase 1 (SCD1) catalyzes the committed step in the biosynthesis of monounsaturated fatty acids from saturated, long-chain fatty acids. Studies with SCD1 knockout mice have established that these animals are lean and protected from leptin deficiency-induced and diet-induced obesity, with greater whole body insulin sensitivity than wild-type animals. In this work, we have discovered a series of potent, selective, orally bioavailable SCD1 inhibitors based on a known pyridazine carboxamide template. The representative lead inhibitor 28c also demonstrates excellent cellular activity in blocking the conversion of saturated long-chain fatty acid-CoAs (LCFA-CoAs) to monounsaturated LCFA-CoAs in HepG2 cells.

  DOI：

  10.1021/jm070219p

文献信息

• 6- And 8-heteroaryl-1,2,4-triazolo[4,3-b]pyridazines
  申请人：American Cyanamid Company

  公开号：US04260756A1

  公开（公告）日：1981-04-07

  This disclosure describes novel 6- and 8-heteroaryl and substituted 6- and 8-heteroaryl-1,2,4-triazolo[4,3-b]-pyridazines and their use as agents for treating anxiety.

  这份披露描述了新颖的6-和8-杂芳基及取代的6-和8-杂芳基-1,2,4-三唑并[4,3-b]-吡啶嗪，以及它们作为治疗焦虑症的药剂的用途。
• Imidazo[1,2-b]pyridazines
  申请人：American Cyanamid Company

  公开号：US04569934A1

  公开（公告）日：1986-02-11

  This invention concerns novel imidazo[1,2-b]-pyridazines and their use as agents for treating anxiety.

  这项发明涉及新型咪唑并[1,2-b]-吡啶嗪及其作为治疗焦虑症的药物的用途。
• [EN] HIGHLY SELECTIVE C-MET INHIBITORS AS ANTICANCER AGENTS<br/>[FR] INHIBITEURS HAUTEMENT SÉLECTIFS DE C-MET UTILISÉS COMME AGENTS ANTICANCÉREUX
  申请人：CROWN BIOSCIENCE INC TAICANG

  公开号：WO2014032498A1

  公开（公告）日：2014-03-06

  Disclosed are novel nitrogen-containing, heterocyclic, c-Met inhibitor compounds, processes for their preparation and formulations thereof. The compounds are useful as therapeutical agents for the inhibition, regulation, and control of c-Met kinase signal pathway, and useful for treating in a subject a cell proliferative disorder or disorders mediated by c-Met.

  本文披露了新型含氮、杂环、c-Met抑制剂化合物，其制备方法和配方。这些化合物可用作治疗剂，用于抑制、调节和控制c-Met激酶信号通路，并用于治疗受c-Met介导的主体细胞增殖紊乱或疾病。
• Discovery of substituted pyrazol-4-yl pyridazinone derivatives as novel c-Met kinase inhibitors
  作者：Eun-Young Kim、Seung-Tae Kang、Heejung Jung、Chi Hoon Park、Chang-Soo Yun、Jong Yeon Hwang、Byung Jin Byun、Chong Ock Lee、Hyoung Rae Kim、Jae Du Ha、Do Hyun Ryu、Sung Yun Cho

  DOI：10.1007/s12272-015-0703-7

  日期：2016.4

  A series of pyridazin-3-one substituted with morpholino-pyrimidine derivatives was synthesized and evaluated as tyrosine kinase inhibitors against c-Met enzyme, and anti-proliferative activities of Hs746T human gastric cancer cell line. Most of compounds exhibited good biological activity, while compound 10, 12a, 14a displayed excellent c-Met enzyme inhibitory activities and Hs746T cell-based activities.

  合成了一系列取代有吗啉-嘧啶衍生物的吡嗪-3-酮，并评估其作为c-Met酶的酪氨酸激酶抑制剂以及对Hs746T人胃癌细胞系的抗增殖活性。大多数化合物表现出良好的生物活性，其中化合物10、12a和14a展现了优异的c-Met酶抑制活性和Hs746T细胞基础活性。
• Pd-Catalyzed Chemoselective Cross-Coupling Reaction of Triaryl- or Triheteroarylbismuth Compounds with 3,6-Dihalopyridazines
  作者：Karène Urgin、Christophe Aubé、Muriel Pipelier、Virginie Blot、Christine Thobie-Gautier、Stéphane Sengmany、Jacques Lebreton、Eric Léonel、Didier Dubreuil、Sylvie Condon

  DOI：10.1002/ejoc.201200977

  日期：2013.1

  The cross-coupling reactions of 3,6-dihalopyridazines with triaryl- or triheteroarylbismuth compounds were performed under palladium catalysis. The reaction was highly chemoselective, affording functionalized aryl- or heteroarylpyridazinyl chlorides in moderate to good yields.

  3,6-二卤代哒嗪与三芳基-或三杂芳基铋化合物的交叉偶联反应在钯催化下进行。该反应具有高度化学选择性，以中等至良好的产率提供官能化的芳基-或杂芳基哒嗪基氯。