3-(9H-carbazol-9-yl)propan-1-amine | 23690-10-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3-(9H-carbazol-9-yl)propan-1-amine
• 英文别名: 9-(3-aminopropyl)carbazole；3-carbazol-9-ylpropan-1-amine
• CAS: 23690-10-0
• 化学式: C₁₅H₁₆N₂
• mdl: MFCD01822238
• 分子量: 224.305
• InChiKey: BVWVHDAZJIEDID-UHFFFAOYSA-N

物化性质

• 沸点：
  228 °C(Press: 3 Torr)
• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  31
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-(9H-carbazol-9-yl)propan-1-amine 生成 (3-carbazol-9-yl-propyl)-carbamic acid methyl ester
  参考文献：
  名称：

  Siefken, Justus Liebigs Annalen der Chemie, 1949, vol. 562, p. 75,1114

  摘要：

  DOI：
• 作为产物：
  描述：

  N-(3-carbazol-9-yl-propyl)-formamide 生成 3-(9H-carbazol-9-yl)propan-1-amine
  参考文献：
  名称：

  Fujii, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1956, vol. 76, p. 644,647, 648

  摘要：

  DOI：

文献信息

• Aminomethyltetrazoles as potential inhibitors of the γ-aminobutyric acid transporters mGAT1–mGAT4: Synthesis and biological evaluation
  作者：Eva S. Schaffert、Georg Höfner、Klaus T. Wanner

  DOI：10.1016/j.bmc.2011.08.039

  日期：2011.11

  1,5-Disubstituted and 5-monosubstituted aminomethyltetrazole derivatives derived from glycine were synthesized employing a TMSN3-modified variant of the Ugi reaction as a key step. All compounds were evaluated regarding their inhibitory potency and subtype selectivity at the four murine GABA transporter subtypes mGAT1–mGAT4. Though none of the 5-monosubstituted tetrazoles turned out to inhibit [3H]GABA

  以Ugi反应的TMSN 3修饰的变体为关键步骤，合成了衍生自甘氨酸的1，5-二取代和5-单取代的氨基甲基四唑衍生物。对所有化合物在四种鼠类GABA转运蛋白亚型mGAT1–mGAT4上的抑制力和亚型选择性进行了评估。尽管没有5取代的四唑类化合物能抑制[ 3H] GABA的吸收程度很高，1，5-二取代的四唑衍生物表现出独特的活性，尤其是在GABA转运蛋白mGAT2-mGAT4处。因此，发现了合理的有效和选择性的mGAT3抑制剂。另外，鉴定出另外两种化合物是mGAT2的有效抑制剂。这是特别相关的，因为到目前为止，只有很少几种不影响mGAT1的有效mGAT2抑制剂是已知的。
• Evidence of preferential π-stacking: a study of intermolecular and intramolecular charge transfer complexes
  作者：N. S. Saleesh Kumar、Maneesh D. Gujrati、James N. Wilson

  DOI：10.1039/c0cc00249f

  日期：——

  Nine combinations of pi-electron donors and acceptors were examined by UV-vis, fluorescence and (1)H-NMR spectroscopy to identify pi-stacked charge transfer complexes in macromolecular and supramolecular constructs. The high association constant of pyrene and naphthalene diimide suggests a preferentially pi-stacking pair rationalized by frontier orbital congruence.

  通过紫外可见，荧光和（1）H-NMR光谱检查了pi电子供体和受体的九种组合，以鉴定大分子和超分子构建体中pi堆积的电荷转移复合物。and和萘二酰亚胺的高缔合常数表明，优先选择的pi堆积对通过边际轨道全合合理化。
• GSH- and pH-responsive drug delivery system constructed by water-soluble pillar[5]arene and lysine derivative for controllable drug release
  作者：Xuan Wu、Yan Li、Chen Lin、Xiao-Yu Hu、Leyong Wang

  DOI：10.1039/c5cc01393c

  日期：——

  GSH- and pH-responsive supramolecular vesicles constructed by a host-guest inclusion complex formed from water-soluble pillar[5]arene and lysine derivative were successfully developed.

  由水溶性柱[5]芳烃和赖氨酸衍生物形成的宿主-客体包合复合物构建的GSH和pH响应性超分子囊泡已成功开发。
• Fluorescence as a Means for Kinetic Studies. III. Bimolecular Reaction of Fluorescent Reagent as Quenching Probes
  作者：Hideharu Ushiki、Akio Okamoto、Kazuyuki Horie、Itaru Mita

  DOI：10.1246/bcsj.56.3181

  日期：1983.10

  In order to study the rate of bimolecula reaction between 9-(3-aminopropyl)carbazole and dansyl chloride, the change of fluorescent intensity of dansyl group has been measured. It has been found that the rate of increase in fluorescent intensity of the dansyl group is equal to the rate of decrease in fluorescent intensity of the carbazolyl group during progress of this bimolecular reaction. Another

  为了研究9-(3-氨基丙基)咔唑与丹磺酰氯的双分子反应速率，测定了丹磺酰基团荧光强度的变化。已经发现，在该双分子反应过程中，丹磺酰基荧光强度的增加速率等于咔唑基荧光强度的降低速率。还简要检查了另一种淬灭探针。
• Chiral sensing for amino acid derivative based on a [2]rotaxane composed of an asymmetric rotor and an asymmetric axle
  作者：Naohiro Kameta、Yoshinobu Nagawa、Michinori Karikomi、Kazuhisa Hiratani

  DOI：10.1039/b607251h

  日期：——

  A racemic [2]rotaxane, composed of an asymmetric rotor and an asymmetric axle, formed a diastereomer with an amino acid derivative, and showed an optical response for the chiral recognition.

  由不对称转子和不对称轴组成的外消旋 [2]rotaxane 与氨基酸衍生物形成非对映异构体，并显示出手性识别的光学响应。