[(pyridin-2-yl)methyl][(quinolin-2-yl)methyl]amine | 758695-94-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: [(pyridin-2-yl)methyl][(quinolin-2-yl)methyl]amine
• 英文别名: (2-pyridylmethyl)(2-quinolylmethyl)amine；PMQMA；N-(pyridin-2-ylmethyl)-1-quinolin-2-ylmethanamine
• CAS: 758695-94-2
• 化学式: C₁₆H₁₅N₃
• 分子量: 249.315
• InChiKey: IPWXRLSNYSIIDX-UHFFFAOYSA-N

物化性质

• 沸点：
  401.8±30.0 °C(Predicted)
• 密度：
  1.174±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  37.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  五羰基溴化锰(I) 、 [(pyridin-2-yl)methyl][(quinolin-2-yl)methyl]amine 以 四氢呋喃 为溶剂， 以50%的产率得到[Mn((2-pyridylmethyl)(2-quinolylmethyl)amine)(CO)3]Br
  参考文献：
  名称：

  Manganese Carbonyls Bearing Tripodal Polypyridine Ligands as Photoactive Carbon Monoxide-Releasing Molecules

  摘要：

  The recently discovered cytoprotective action of CO has raised interest in exogenous CO-releasing materials (CORMs) such as metal carbonyls (CO complexes of transition metals). To achieve control on CO delivery with metal carbonyls, we synthesized and characterized three Mn(I) carbonyls, namely, [Mn(tpa)(CO)(3)]ClO4 [1, where tpa = tris(2-pyridyl)amine], [Mn(dpa)(CO)(3)]Br [2, where dpa = N,N-bis(2-pyridylmethyl)amine], and [Mn (pqa) (CO)(3)] ClO4 [3, where pqa = (2-pyridylmethyl)(2-quinolylmethyl)amine], by crystallography and various spectroscopic techniques. All three carbonyls are sensitive to light and release CO when illuminated with low-power UV (5-10 mW) and visible (lambda > 350 nm, similar to 100 mW) light. The sensitivity of 1-3 to light has been assessed with respect to the number of pyridine groups in their ligand frames. When a pyridine ring is replaced with quinoline, extended conjugation in the ligand frame increases the absorptivity and makes the resulting carbonyl 3 more sensitive to visible light. These photosensitive CORMs (photoCORMs) have been employed to deliver CO to myoglobin under the control of light. The superior stability of 3 in aqueous media makes it a photoCORM suitable for inducing vasorelaxation in mouse aortic muscle rings.

  DOI：

  10.1021/ic2021287
• 作为产物：
  描述：

  2-氨甲基吡啶 、 喹啉-2-甲醛 在 三乙酰氧基硼氢化钠 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 2.5h， 生成 [(pyridin-2-yl)methyl][(quinolin-2-yl)methyl]amine
  参考文献：
  名称：

  Modification and Optimization of the Bis-picolylamide-Based Relay Protection for Carboxylic Acids to be Cleaved by Unusual Complexation with Cu²⁺ Salts

  摘要：

  A simple modification of our recently published protection scheme for carboxylic acids as amides resulted in a new protecting group with significantly improved properties. It requires shorter reaction times for deprotection and allows us to replace Cu(OTf)(2) by CuCl2, indicating at the same time the importance of the nature of the anion of the Cu2+ source. Since the new scheme fulfills all criteria required for an ideal protection group it should find widespread application in synthetic organic chemistry.

  DOI：

  10.1021/jo301349t

文献信息

• 신규한 N-QDPA 화합물, 이를 이용한 수은 이온 검출제, 검출 방법 및 검출장치
  申请人：Foundation for Research and Business, Seoul National University of Science and Technology 서울과학기술대학교 산학협력단(220040210013) BRN ▼210-82-08420

  公开号：KR101509647B1

  公开（公告）日：2015-04-08

  본 발명은 하기 화학식 1의 N-QDPA 화합물, 이를 포함하는 수은 이온(Hg2+) 검출제, 검출방법 및 검출 장치에 관한 것이다. [화학식 1]

  这项发明涉及化学式1中的N-QDPA化合物，包括含有汞离子（Hg2+）的检测剂，检测方法和检测装置。 [化学式1]
• 신규한 A-QDPA 화합물, 이를 이용한 아연 이온 검출제, 검출 방법 및 검출장치
  申请人：Foundation for Research and Business, Seoul National University of Science and Technology 서울과학기술대학교 산학협력단(220040210013) BRN ▼210-82-08420

  公开号：KR101554066B1

  公开（公告）日：2015-09-18

  본 발명은 신규한 1-(안트라센-9-일)-N-(피리딘-2-일메틸)-N-(퀴놀린-2-일메틸)메탄아민(A-QDPA) 화합물과, 이를 이용한 검출제, 검출 방법 및 검출 장치에 관한 것이다.

  这是一种新型的1-(芴-9-基)-N-(吡啶-2-甲基)-N-(喹啉-2-甲基)甲胺(A-QDPA)化合物，以及使用它的检测剂、检测方法和检测装置。
• A NBD-based selective colorimetric and fluorescent chemosensor for Hg2+
  作者：Jin Hoon Kim、Jin Young Noh、In Hong Hwang、Jae Jun Lee、Cheal Kim

  DOI：10.1016/j.tetlet.2013.05.074

  日期：2013.7

  A new NBD-based sensor bearing a dipicolylamine derivative, (2-pyridylmethyl)(2-quinolylmethyl)amine (1), was synthesized, and its chromogenic and fluorogenic behaviors toward various metal ions were investigated in methanol solution. Chemosensor 1 selectively detected Hg2+ ions through color change from yellow to colorless. In addition, chemosensor 1 exhibited highly Hg2+-selective ON-OFF fluorescence quenching behavior and was shown to discriminate various competing metal ions, particularly, such as Cu2+, Ag+, and Pb2+. The binding mode of 1-Hg2+ was found to be a 1:2 complex formation, based on Job plot and H-1 NMR titration. (C) 2013 Elsevier Ltd. All rights reserved.
• An anthracene-based fluorescent chemosensor for Zn2+
  作者：Jin Hoon Kim、Jin Young Noh、In Hong Hwang、Juhye Kang、Jinheung Kim、Cheal Kim

  DOI：10.1016/j.tetlet.2013.02.102

  日期：2013.5

  A new zinc ion sensor 1-(anthracen-9-yl)-N-(pyridin-2-ylmethyl)-N-(quinolin-2-ylmethyl)methanamine 1 was synthesized by incorporating a dipicolylamine derivative as a binding unit and an anthracene group as a fluorescence signaling unit. The anthracene-based receptor 1 was highly selective for Zn2+ with a fluorescence enhancement and a remarkable red shift in aqueous solution, whereas this chemosensor showed no response to other metals, especially Cd2+ ion. The composition of the complex 1-Zn2+ turned out 1:1, based on Job's plot, ESI-mass analysis, and H-1 NMR titration. (C) 2013 Elsevier Ltd. All rights reserved.
• Modification and Optimization of the Bis-picolylamide-Based Relay Protection for Carboxylic Acids to be Cleaved by Unusual Complexation with Cu²⁺ Salts
  作者：Stephan Mundinger、Uwe Jakob、Plamen Bichovski、Willi Bannwarth

  DOI：10.1021/jo301349t

  日期：2012.10.19

  A simple modification of our recently published protection scheme for carboxylic acids as amides resulted in a new protecting group with significantly improved properties. It requires shorter reaction times for deprotection and allows us to replace Cu(OTf)(2) by CuCl2, indicating at the same time the importance of the nature of the anion of the Cu2+ source. Since the new scheme fulfills all criteria required for an ideal protection group it should find widespread application in synthetic organic chemistry.