3-(5-methyl-furan-2-yl)-acryloyl chloride | 84050-23-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 3-(5-methyl-furan-2-yl)-acryloyl chloride
• 英文别名: 3-(5-Methylfuran-2-yl)prop-2-enoyl chloride
• CAS: 84050-23-7
• 化学式: C₈H₇ClO₂
• mdl: MFCD12198075
• 分子量: 170.595
• InChiKey: WNVMEYJIQAAXGD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  30.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(5-methyl-furan-2-yl)-acryloyl chloride 在 sodium azide 作用下， 以 1,4-二氧六环 、 二苯醚 、 氯仿 、 水 为溶剂， 反应 1.5h， 生成 2-甲基-呋喃[3,2-c]吡啶-4(5H)-酮
  参考文献：
  名称：

  Natural-like Replication of an Unnatural Base Pair for the Expansion of the Genetic Alphabet and Biotechnology Applications

  摘要：

  We synthesized a panel of unnatural base pairs whose pairing depends on hydrophobic and packing forces and identify dTPT3-dNaM, which is PCR amplified with a natural base pair-like efficiency and fidelity. In addition, the dTPT3 scaffold is uniquely tolerant of attaching a propargyl amine linker, resulting in the dTPT3(PA)-dNaM pair, which is amplified only slightly less well. The identification of dTPT3 represents significant progress toward developing an unnatural base pair for the in vivo expansion of an organism's genetic alphabet and for a variety of in vitro biotechnology applications where it is used to site-specifically label amplified DNA, and it also demonstrates for the first time that hydrophobic and packing forces are sufficient to mediate natural-like replication.

  DOI：

  10.1021/ja408814g
• 作为产物：
  描述：

  5-甲基呋喃醛 在 哌啶 、 吡啶 、 氯化亚砜 作用下， 以 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 3-(5-methyl-furan-2-yl)-acryloyl chloride
  参考文献：
  名称：

  Natural-like Replication of an Unnatural Base Pair for the Expansion of the Genetic Alphabet and Biotechnology Applications

  摘要：

  We synthesized a panel of unnatural base pairs whose pairing depends on hydrophobic and packing forces and identify dTPT3-dNaM, which is PCR amplified with a natural base pair-like efficiency and fidelity. In addition, the dTPT3 scaffold is uniquely tolerant of attaching a propargyl amine linker, resulting in the dTPT3(PA)-dNaM pair, which is amplified only slightly less well. The identification of dTPT3 represents significant progress toward developing an unnatural base pair for the in vivo expansion of an organism's genetic alphabet and for a variety of in vitro biotechnology applications where it is used to site-specifically label amplified DNA, and it also demonstrates for the first time that hydrophobic and packing forces are sufficient to mediate natural-like replication.

  DOI：

  10.1021/ja408814g

文献信息

• Design, synthesis and in vitro antibacterial/antifungal evaluation of novel 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7(1-piperazinyl)quinoline-3-carboxylic acid derivatives
  作者：Zhiyi Yu、Guanying Shi、Qiu Sun、Hong Jin、Yun Teng、Ke Tao、Guoping Zhou、Wei Liu、Fang Wen、Taiping Hou

  DOI：10.1016/j.ejmech.2009.05.028

  日期：2009.11

  A series of 1-ethyl-6-fluoro-1,4-dihydro-4-oxo-7(1-piperazinyl)quinoline-3-carboxylic acid (norfloxacin) derivatives were prepared according to the principle of combinating bioactive substructures and tested for their activities against five plant pathogenic bacteria and three fungi in vitro. The preliminary bioassays indicated that almost all synthesized target compounds retained the antibacterial

  根据结合生物活性亚结构的原理，制备了一系列的1-乙基-6-氟-1,4-二氢-4-氧代-7（1-哌嗪基）喹啉-3-羧酸（诺氟沙星）衍生物，并对其进行了测试。它们在体外对5种植物病原菌和3种真菌的活性。初步的生物测定表明，几乎所有合成的目标化合物都保留了诺氟沙星的抗菌活性，并具有一些作为羧酸酰胺化合物的抗真菌活性。化合物的活性1和22对黄单胞菌比诺氟沙星更好，相比于农用链霉素硫酸盐（商业杀菌剂）对所有测试的化合物具有较好的抗菌活性稻X.，Xanthomonas axonopodis和Erwinia aroideae。此外，化合物2和20对200毫克/升的浓度对茄红枯萎病菌表现出良好的抗真菌活性，并且它们对生长的抑制分别达到83％和94％。
• MORPHINAN DERIVATIVE AND MEDICINAL USE
  申请人：TORAY INDUSTRIES, INC.

  公开号：EP0663401A1

  公开（公告）日：1995-07-19

  A morphinan derivative represented by formula (1) or a pharmacologically acceptable acid-addition salt thereof, and analgesic, diuretic, antitussive and brain cell protective agents each containing the derivative or the salt as the active ingredient. These compounds have potent analgesic, diuretic and antitussive effects as a highly selective κ-opioid agonist, and are useful as analgesic, diuretic and antitussive agents. In addition, they have a significant brain cell protective effect and are useful as a brain cell protective agent.

  由式（1）代表的吗啡南衍生物或其药理学上可接受的酸加成盐，以及含有该衍生物或盐作为活性成分的镇痛剂、利尿剂、镇咳剂和脑细胞保护剂。这些化合物作为一种高选择性κ-类阿片激动剂，具有强效的镇痛、利尿和镇咳作用，可用作镇痛、利尿和镇咳制剂。此外，它们还具有明显的脑细胞保护作用，可用作脑细胞保护剂。
• Pyrimidine derivatives. 4. Synthesis and antihypertensive activity of 4-amino-2-(4-cinnamoylpiperazino)-6,7-dimethoxyquinazoline derivatives
  作者：Tetsuo Sekiya、Hidetoshi Hiranuma、Shunsuke Hata、Susumu Mizogami、Mitsuo Hanazuka、Shunichi Yamada

  DOI：10.1021/jm00357a016

  日期：1983.3

  A series of 30 4-amino-2-(4-cinnamoylpiperazino)-6,7-dimethoxyquinazoline derivatives was prepared and tested for their ability to reduce blood pressure in conscious, spontaneously hypertensive rates (SHR). A number of these compounds, notably 4-amino-2-(4-cinnamoylpiperazino)-6,7-dimethoxyquinazolines 3a (R1 = H; R2 = Ph), 3j (R1 = H; R2 = 4-EtOPh), and 5a (R1 = H; R2 = 2-furyl), showed activity at oral doses of 0.3-10 mg/kg. The effects of the 4-substituents of the piperazino group on activity are discussed. Compounds 3a, 3j, and 5a were effective in renal hypertensive rats at oral doses of 3 and 10 mg/kg and showed alpha-adrenoceptor blocking effects in isolated aortas of rats. A 5-day consecutive oral administration of 3a and 3j in SHR did not lead to development of tolerance.
• Identification of 2-acylaminothiophene-3-carboxamides as potent inhibitors of FLT3
  作者：Raymond J. Patch、Christian A. Baumann、Jian Liu、Alan C. Gibbs、Heidi Ott、Jennifer Lattanze、Mark R. Player

  DOI：10.1016/j.bmcl.2006.03.032

  日期：2006.6

  A series of 2-acylaminothiophene-3-carboxamides has been identified which exhibit potent inhibitory activity against the FLT3 tyrosine kinase. Compound 44 inhibits the isolated enzyme (IC50 = 0.027 mu M) and blocks the proliferation of MV4-11 cells (IC50 = 0.41 mu M). Structure activity relationship studies within this series are described in the context of a proposed binding model within the ATP binding site of the enzyme. (c) 2006 Elsevier Ltd. All rights reserved.
• Shalaby; Abd Al-Salam; Kalmouch, Egyptian Journal of Chemistry, 2013, vol. 56, # 5-6, p. 401 - 415
  作者：Shalaby、Abd Al-Salam、Kalmouch、El-Shihaby、Abdullah

  DOI：——

  日期：——