5-(4-methoxy-2-nitrophenyl)-2-furancarboxylic acid | 95611-90-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-(4-methoxy-2-nitrophenyl)-2-furancarboxylic acid
• 英文别名: 5-(4-methoxy-2-nitrophenyl)furan-2-carboxylic acid
• CAS: 95611-90-8
• 化学式: C₁₂H₉NO₆
• mdl: MFCD05843234
• 分子量: 263.207
• InChiKey: IHSWVBMFBYVEGH-UHFFFAOYSA-N

物化性质

• 溶解度：
  >39.5 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 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：

  5-(4-methoxy-2-nitrophenyl)-2-furancarboxylic acid 在 palladium on activated charcoal 盐酸 、 sodium hydroxide 、 氯化亚砜 、 sodium azide 、 硫酸 、 氢气 、 sodium hydride 、 邻二氯苯 、 sodium nitrite 作用下， 以 乙醇 、 溶剂黄146 、 苯 为溶剂， 反应 13.0h， 生成 ethyl 6-methoxy-2-(3-piperidin-1-ylpropylcarbamoyl)furo[3,2-b]indole-4-carboxylate
  参考文献：
  名称：

  Furo(3,2-b)indole derivatives. I. Synthesis and analgesic and anti-inflammatory activities of 4,6-disubstituted-furo(3,2-b)indole-2-carboxamide derivatives.

  摘要：

  合成了N-(3-哌啶丙基)-4, 6-二取代呋喃[3, 2-b]吲哚-2-羧酰胺衍生物，并利用小鼠醋酸扭体法和大鼠卡拉胶水肿法对其镇痛和抗炎活性进行了研究。部分化合物在动物模型中显示出显著的镇痛和抗炎活性。

  DOI：

  10.1248/cpb.32.4271
• 作为产物：
  描述：

  糠酸（呋喃甲酸） 、 2-硝基-4-甲氧基苯胺 在 盐酸 、 copper dichloride 、 sodium nitrite 作用下， 生成 5-(4-methoxy-2-nitrophenyl)-2-furancarboxylic acid
  参考文献：
  名称：

  Furo(3,2-b)indole derivatives. I. Synthesis and analgesic and anti-inflammatory activities of 4,6-disubstituted-furo(3,2-b)indole-2-carboxamide derivatives.

  摘要：

  合成了N-(3-哌啶丙基)-4, 6-二取代呋喃[3, 2-b]吲哚-2-羧酰胺衍生物，并利用小鼠醋酸扭体法和大鼠卡拉胶水肿法对其镇痛和抗炎活性进行了研究。部分化合物在动物模型中显示出显著的镇痛和抗炎活性。

  DOI：

  10.1248/cpb.32.4271

文献信息

• Synthesis and antimicrobial activities of some new triazolothiadiazoles bearing 4-methylthiobenzyl moiety
  作者：D. Jagadeesh Prasad、Mithun Ashok、Prakash Karegoudar、Boja Poojary、B. Shivarama Holla、Nalilu Sucheta Kumari

  DOI：10.1016/j.ejmech.2008.03.025

  日期：2009.2

  synthesized by condensing 4-amino-3-[4-methylthiobenzyl]-4H-1,2,4-triazole-5-thiol (5) with substituted aryl furoic acids/aromatic acids in the presence of POCl3. The triazole (5) was obtained by the fusion of 4-methylthiophenyl acetic acid (4) with thiocarbohydrazide. The structures of newly synthesized compounds are characterized by elemental analysis, IR, 1H NMR and mass spectroscopic studies and were screened

  通过将4-氨基-3- [4-甲基硫代苄基] -4 H -1,2,4-三唑-5-硫醇（5）与取代基缩合，合成了一系列取代的三唑并二唑（6a – j和7a – j）。POCl 3存在下的芳基糠酸/芳酸。通过使4-甲基硫代苯基乙酸（4）与硫代碳酰肼熔融，得到三唑（5）。 通过元素分析，IR，1 H NMR和质谱研究对新合成化合物的结构进行表征，并筛选其抗菌活性。初步结果表明，某些化合物显示出有希望的抗菌活性。
• Synthesis of Some Thiadiazolotriazinone Derivatives as Possible Antimicrobial Agents
  作者：D. Jagadeesh Prasad、M. S. Karthikeyan、Prakash B. Karegoudar、Boja Poojary、B. Shivarama Holla、N. Suchetha Kumari

  DOI：10.1080/10426500601096435

  日期：2007.3.15

  A series of 7-substituted -3-t-butyl 4(H)-1,3,4-thiadiazolo(2,3-c)-1,2,4-triazine-4-one (3) have been synthesized by condensing 4-amino-6-t-butyl-3-mercapto-1,2,4-triazin-5(4H)-one (1) with substituted Arylfuroic acids (2) using POCl3 as a cyclizing agent. The newly synthesized compounds are characterized by elemental analysis, IR, H-1 NMR, and mass spectral studies. The compounds were screened for their antibacterial and antifungal activities. Some of the compounds showed promising antibacterial and antifungal activity.
• NAKASHIMA, YOSHIMOTO;KAWASHIMA, YUTAKA;AMANUMA, FUSAO;SOTA, KAORU;TANAKA,+, CHEM. AND PHARM. BULL., 1984, 32, N 11, 4271-4280
  作者：NAKASHIMA, YOSHIMOTO、KAWASHIMA, YUTAKA、AMANUMA, FUSAO、SOTA, KAORU、TANAKA,+

  DOI：——

  日期：——
• 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。
• Furo(3,2-b)indole derivatives. I. Synthesis and analgesic and anti-inflammatory activities of 4,6-disubstituted-furo(3,2-b)indole-2-carboxamide derivatives.
  作者：YOSHIMOTO NAKASHIMA、YUTAKA KAWASHIMA、FUSAO AMANUMA、KAORU SOTA、AKIRA TANAKA、TSUTOMU KAMEYAMA

  DOI：10.1248/cpb.32.4271

  日期：——

  N-(3-Piperidinopropyl)-4, 6-disubstituted-furo [3, 2-b] indole-2-carboxamide derivatives were prepared and examined for analgesic and anti-inflammatory activities using the acetic acid writhing method in mice and the carrageenin edema method in rats. Some of the compounds were found to have potent and anti-inflammatory activities in the animal model.

  合成了N-(3-哌啶丙基)-4, 6-二取代呋喃[3, 2-b]吲哚-2-羧酰胺衍生物，并利用小鼠醋酸扭体法和大鼠卡拉胶水肿法对其镇痛和抗炎活性进行了研究。部分化合物在动物模型中显示出显著的镇痛和抗炎活性。