3-(heptyloxy)benzaldehyde | 80407-63-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-(heptyloxy)benzaldehyde
• 英文别名: 3-heptyloxybenzaldehyde；3-heptoxybenzaldehyde
• CAS: 80407-63-2
• 化学式: C₁₄H₂₀O₂
• mdl: MFCD11174912
• 分子量: 220.312
• InChiKey: KROMBKWOHQBNBR-UHFFFAOYSA-N

物化性质

• 沸点：
  328.8±15.0 °C(Predicted)
• 密度：
  0.982±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  16
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(heptyloxy)benzaldehyde 在 sodium tetrahydroborate 、 sodium ethanolate 、 三溴化磷 作用下， 以 1,4-二氧六环 、 乙醇 为溶剂， 反应 24.41h， 生成 2-amino-4-hydroxy-5-benzyl-3-heptoxy-6-methylpyrimidine
  参考文献：
  名称：

  Design, Synthesis, and Evaluation of Inhibitors of Trypanosomal and Leishmanial Dihydrofolate Reductase

  摘要：

  This paper concerns the design, synthesis, and evaluation of inhibitors of leishmanial and trypanosomal dihydrofolate reductase. Initially study was made of the structures of the leishmanial and human enzyme active sites to see if there were significant differences which could be exploited for selective drug design. Then a series of compounds were synthesized based on 5-benzyl-2,4-diaminopyrimidines. These compounds were assayed against the protozoan and human enzymes and showed selectivity for the protozoan enzymes. The structural data was then used to rationalize the enzyme assay data. Compounds were also tested against the clinically relevant forms of the intact parasite. Activity was seen against the trypanosomes for a number of compounds. The compounds were in general less active against Leishmania. This latter result may be due to uptake problems. Two of the compounds also showed some in vivo activity in a model of African trypanosomiasis.

  DOI：

  10.1021/jm981130+
• 作为产物：
  描述：

  正庚醇 、 间羟基苯甲醛 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 以50%的产率得到3-(heptyloxy)benzaldehyde
  参考文献：
  名称：

  Syntheses and antifungal activity of pseudomycin side-chain analogues. Part 1

  摘要：

  We have described herein the syntheses of three novel series of aromatic ring containing pseudomycin side-chain analogues. Preliminary biological evaluations of these analogues clearly indicate that it is possible to synthesize rigid pseudomycin sidechain analogues without compromising in vitro antifungal activity. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00423-6

文献信息

• Discovery of a novel activator of 5-lipoxygenase from an anacardic acid derived compound collection
  作者：Rosalina Wisastra、Petra A.M. Kok、Nikolaos Eleftheriadis、Matthew P. Baumgartner、Carlos J. Camacho、Hidde J. Haisma、Frank J. Dekker

  DOI：10.1016/j.bmc.2013.10.015

  日期：2013.12

  human 5-LOX. This compound showed both non-competitive activation towards the human 5-LOX activator adenosine triphosphate (ATP) and non-essential mixed type activation against the substrate linoleic acid, while having no effect on the conversion of the substrate arachidonic acid. The kinetic analysis demonstrated a non-essential activation of the linoleic acid conversion with a KA of 8.65 μM, αKA of

  脂肪氧化酶 (LOX) 和环氧合酶 (COX) 将多不饱和脂肪酸代谢为炎症信号分子。调节这些酶的活性可能为治疗炎性疾病提供新方法。在这项研究中，我们筛选了新型漆树酸衍生物作为人类 5-LOX 和 COX-2 活性的调节剂。有趣的是，一种新型的水杨酸衍生物23a被鉴定为人 5-LOX 的一种令人惊讶的有效激活剂。该化合物显示出对人 5-LOX 激活剂三磷酸腺苷 (ATP) 的非竞争性激活和对底物亚油酸的非必需混合型激活，同时对底物花生四烯酸的转化没有影响。动力学分析证明了亚油酸转化的非必要激活，其K A为 8.65 μM，αK A为 0.38 μM，β值为 1.76。同样有趣的是，一个可比较的导数23d显示出对亚油酸转化的混合型抑制作用。这些观察结果表明人 5-LOX 中存在不同于 ATP 结合位点的变构结合位点。与花生四烯酸相比，23a和23d对亚油酸转化的激活和抑制行为通过对接研究合理化
• Highly efficient reduction of carbonyls, azides, and benzyl halides by NaBH₄ in water catalyzed by PANF-immobilized quaternary ammonium salts
  作者：Jianguo Du、Gang Xu、Huikun Lin、Guangwei Wang、Minli Tao、Wenqin Zhang

  DOI：10.1039/c5gc02621k

  日期：——

  A series of polyacrylonitrile fiber-supported quaternary ammonium salts (PANF-QAS) were prepared and applied to the catalytic reduction of aldehydes, ketones, azides, and benzyl halides in water with NaBH4 as reducing...

  制备了一系列聚丙烯腈纤维负载的季铵盐（PANF-QAS），并将其用于以NaBH4作为还原剂催化还原水中的醛，酮，叠氮化物和苄基卤化物。
• Alkoxy-position effects on piezofluorochromism and aggregation-induced emission of 9,10-bis(alkoxystyryl)anthracenes
  作者：Wei Liu、Yalong Wang、Mingxiao Sun、Deteng Zhang、Meng Zheng、Wenjun Yang

  DOI：10.1039/c3cc42636j

  日期：——

  Changing the linking positions of alkoxy chains can significantly alter the aggregation-induced emission and piezofluorochromic activities of 9,10-bis(alkoxystyryl)anthracenes.

  改变烷氧基链的连接位置可以显着改变聚集诱导的发射和9,10-双（烷氧基苯乙烯基）蒽的压电氟致变色活性。
• A comparison of the inhibitory action of 5-(substituted-benzyl)-2,4-diaminopyrimidines on dihydrofolate reductase from chicken liver with that from bovine liver
  作者：Ren Li Li、Corwin Hansch、Bernard T. Kaufman

  DOI：10.1021/jm00346a020

  日期：1982.4

  Forty-four 5-(substituted-benzyl)-2,4-diaminopyrimidines have been tested as inhibitors of chicken and bovine liver dihydrofolate reductase. The chicken enzyme is, on the average, about 10 times less easily inhibited than bovine enzyme. Substituents which show the greatest selectivity are 4-NHCOCH3, 3-OC4H9, 3-I, 3-CF3-4-OCH3, and 3,4,5-(OCH3)3. The inhibition constants have been used to formulate

  已经测试了44种5-（取代的苄基）-2，4-二氨基嘧啶作为鸡和牛肝二氢叶酸还原酶的抑制剂。平均而言，鸡肉酶的抑制作用比牛酶低约10倍。显示最大选择性的取代基是4-NHCOCH3、3-OC4H9、3-I，3-CF3-4-OCH3和3,4,5-（OCH3）3。为了比较的目的，抑制常数已经被用来制定定量的构效关系。
• Veber, M.; Jallabert, C.; Strzeleska, H., Synthetic Communications, 1987, vol. 17, # 6, p. 693 - 702
  作者：Veber, M.、Jallabert, C.、Strzeleska, H.

  DOI：——

  日期：——