5-(2,5-二氯苯基)呋喃-2-甲酰氯 | 380906-80-9

• 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: 5-(2,5-二氯苯基)呋喃-2-甲酰氯
• 英文名称: 5-(2,5-dichlorophenyl)furan-2-carbonyl Chloride
• CAS: 380906-80-9
• 化学式: C₁₁H₅Cl₃O₂
• mdl: MFCD02258039
• 分子量: 275.519
• InChiKey: BSRRSYCAENNRPG-UHFFFAOYSA-N

物化性质

• 熔点：
  129-130 °C(Solv: benzene (71-43-2))
• 沸点：
  175-180 °C(Press: 2 Torr)
• 密度：
  1.466±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  30.2
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险等级：
  8
• 海关编码：
  2932190090

反应信息

• 作为反应物：
  描述：

  5-(2,5-二氯苯基)呋喃-2-甲酰氯 、 2-甲基-4-甲氧基苯胺 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 5-(2,5-dichlorophenyl)-N-(4-methoxy-2-methylphenyl)furan-2-carboxamide
  参考文献：
  名称：

  Discovery, design and synthesis of the first reported potent and selective sphingosine-1-phosphate 4 (S1P4) receptor antagonists

  摘要：

  Selective S1P(4) receptor antagonists could be novel therapeutic agents for the treatment of influenza infection in addition to serving as a useful tool for understanding S1P(4) receptor biological functions. 5-(2,5-Dichlorophenyl)-N-(2,6-dimethylphenyl)furan-2-carboxamide was identified from screening the Molecular Libraries-Small Molecule Repository (MLSMR) collection and selected as a promising S1P(4) antagonist hit with moderate in vitro potency and high selectivity against the other family receptor subtypes (S1P(1-3,5)). Rational chemical modifications of the hit allowed the disclosure of the first reported highly selective S1P(4) antagonists with low nanomolar activity and adequate physicochemical properties suitable for further lead-optimization studies. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.04.097
• 作为产物：
  描述：

  5-溴-2-糠酸甲酯 在 四(三苯基膦)钯 lithium hydroxide 、 草酰氯 、 sodium carbonate 作用下， 以 四氢呋喃 、 乙二醇二甲醚 为溶剂， 生成 5-(2,5-二氯苯基)呋喃-2-甲酰氯
  参考文献：
  名称：

  Discovery of new C3aR ligands. Part 1: Arginine derivatives

  摘要：

  The synthesis and in vitro binding of several new arginine-containing C3aR ligands are reported. DMPK properties and functional activities of selected compounds have been evaluated. One compound is shown to be active in an in vivo model of airway inflammation after aerosol administration. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.04.022

文献信息

• Synthesis of heterocycles from arylation products of unsaturated compounds: XVIII. 5-Arylfuran-2-carboxylic acids and their application in the synthesis of 1,2,4-thiadiazole, 1,3,4-oxadiazole, and [1,2,4]triazolo[3,4-b][1,3,4]thiadiazole derivatives
  作者：Yu. I. Gorak、N. D. Obushak、V. S. Matiichuk、R. Z. Lytvyn

  DOI：10.1134/s1070428009040125

  日期：2009.4

  intermediate isoxazolylthiourea derivatives. The reactions of 5-arylfuran-2-carbonyl chlorides with 5-(2-furyl)-1H-tetrazole involved opening of the tetrazole ring with elimination of nitrogen molecule and led to the formation of 2-(5-arylfuran-2-yl)-5-(2-furyl)-1,3,4-oxadiazoles. 3-Substituted 6-(5-arylfuran-2-yl)-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazoles were obtained by condensation of 5-arylfuran-2-carboxylic

  在氯化铜（II）存在下，将呋喃-2-甲酸或其甲酯与氯化芳二氮鎓进行氯化，得到相应的5-芳基呋喃-2-羧酸或5-芳基呋喃-2-羧酸甲酯。5-芳基呋喃-2-羰基氯与硫氰酸钾反应，然后与5-甲基-1,2-恶唑-3-胺反应，得到5-芳基-N- [3-（2-氧丙基）-1,2,4 -噻二唑-5-基]呋喃-2-甲酰胺是中间体异恶唑基硫脲衍生物再循环的结果。5-芳基呋喃-2-羰基氯化物与5-（2-呋喃基）-1 H-四唑的反应涉及四唑环的打开并消除了氮分子，并导致了2-（5-芳基呋喃-2-基）的形成。 yl）-5-（2-呋喃基）-1,3,4-恶二唑。3-取代的6-（5-芳基呋喃-2-基）-[1,2,4]三唑[3,4- b] [1,3,4]噻二唑是通过将5-芳基呋喃-2-羧酸与5-取代的4-氨基-4 H -1,2,4-三唑-3-硫醇在磷酰氯中缩合而获得的。
• Development of a fluorescent chalcone library and its application in the discovery of a mouse embryonic stem cell probe
  作者：Sung-Chan Lee、Nam-Young Kang、Sung-Jin Park、Seong-Wook Yun、Yogeswari Chandran、Young-Tae Chang

  DOI：10.1039/c2cc31662e

  日期：——

  We report the first fluorescent diamino-chalcone library and its application in the discovery of a mouse embryonic stem cell (mESC) probe. CDg4, a novel green fluorescent mESC probe was discovered through a high-content image based screening of 160 members of the chalcone library. Interestingly, the molecular binding target of CDg4 was identified as the glycogen of the stem cell colony surface, rather than a conventional protein target from an intracellular source.

  我们报道了第一个荧光二氨基查尔酮库及其在小鼠胚胎干细胞（mESC）探针发现中的应用。通过对160个查尔酮库成员进行高通量图像筛选，发现了一种新型绿色荧光mESC探针CDg4。有趣的是，CDg4的分子结合靶标被确定为干细胞集落表面的糖原，而不是传统的来自细胞内的蛋白质靶标。
• Discovery, design and synthesis of the first reported potent and selective sphingosine-1-phosphate 4 (S1P4) receptor antagonists
  作者：Miguel Guerrero、Mariangela Urbano、Subash Velaparthi、Jian Zhao、Marie-Therese Schaeffer、Steven Brown、Hugh Rosen、Edward Roberts

  DOI：10.1016/j.bmcl.2011.04.097

  日期：2011.6

  Selective S1P(4) receptor antagonists could be novel therapeutic agents for the treatment of influenza infection in addition to serving as a useful tool for understanding S1P(4) receptor biological functions. 5-(2,5-Dichlorophenyl)-N-(2,6-dimethylphenyl)furan-2-carboxamide was identified from screening the Molecular Libraries-Small Molecule Repository (MLSMR) collection and selected as a promising S1P(4) antagonist hit with moderate in vitro potency and high selectivity against the other family receptor subtypes (S1P(1-3,5)). Rational chemical modifications of the hit allowed the disclosure of the first reported highly selective S1P(4) antagonists with low nanomolar activity and adequate physicochemical properties suitable for further lead-optimization studies. (C) 2011 Elsevier Ltd. All rights reserved.
• Discovery of new C3aR ligands. Part 1: Arginine derivatives
  作者：Frédéric Denonne、Sophie Binet、Maggi Burton、Philippe Collart、Alan Dipesa、Tanmoy Ganguly、Alexander Giannaras、Seema Kumar、Timothy Lewis、Florence Maounis、Jean-Marie Nicolas、Tamsin Mansley、Patrick Pasau、Dorin Preda、Karin Stebbins、Alexander Volosov、Dong Zou

  DOI：10.1016/j.bmcl.2007.04.022

  日期：2007.6

  The synthesis and in vitro binding of several new arginine-containing C3aR ligands are reported. DMPK properties and functional activities of selected compounds have been evaluated. One compound is shown to be active in an in vivo model of airway inflammation after aerosol administration. (c) 2007 Elsevier Ltd. All rights reserved.