3-Phenanthren-9-yl-propylamine | 153720-81-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 3-Phenanthren-9-yl-propylamine
• 英文别名: 9-(Aminopropyl)phenanthrene；3-phenanthren-9-ylpropan-1-amine
• CAS: 153720-81-1
• 化学式: C₁₇H₁₇N
• 分子量: 235.329
• InChiKey: VTKVMNJIPUAVDJ-UHFFFAOYSA-N

物化性质

• 沸点：
  425.8±24.0 °C(Predicted)
• 密度：
  1.117±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-Phenanthren-9-yl-propylamine 、 alkaline earth salt of/the/ methylsulfuric acid 以37%的产率得到9-((N,N-dimethylamino)propyl)phenanthrene
  参考文献：
  名称：

  Solvent-Dependent Behavior of Phenanthrene-Amine Intramolecular Exciplexes

  摘要：

  The solvent dependence of the photophysical and photochemical behavior of several ((N,N-dimethylamino)alkyl)phenanthrenes in which the amino group is attached to the phenanthrene at C-9 or C-1 via a short polymethylene chain has been investigated. Intramolecular exciplex fluorescence is observed in moderately polar solvents but not in nonpolar solvents. The solvent dependence of exciplex fluorescence is attributed to exergonic formation of solvated exciplexes with loose geometries in polar solvents and endergonic exciplex formation in nonpolar solvents. in the case of the (aminoethyl)phenanthrene exciplex fluorescence is observed in highly polar solvents, including dimethylformamide, dimethyl sulfoxide, and acetonitrile-water binary mixtures and in frozen polar glasses. In the case of the (aminomethyl)phenanthrene moderately efficient photodeamination to yield 9-methylphenanthrene and 1,2-di-9-phenanthrylethane is observed. The solvent and temperature dependence of the kinetics of exciplex formation and decay are discussed and compared to results for other intramolecular arene-amine exciplexes.

  DOI：

  10.1021/j100092a033
• 作为产物：
  描述：

  9-(2-chloethyl)phenanthrene 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 16.0h， 生成 3-Phenanthren-9-yl-propylamine
  参考文献：
  名称：

  Solvent-Dependent Behavior of Phenanthrene-Amine Intramolecular Exciplexes

  摘要：

  The solvent dependence of the photophysical and photochemical behavior of several ((N,N-dimethylamino)alkyl)phenanthrenes in which the amino group is attached to the phenanthrene at C-9 or C-1 via a short polymethylene chain has been investigated. Intramolecular exciplex fluorescence is observed in moderately polar solvents but not in nonpolar solvents. The solvent dependence of exciplex fluorescence is attributed to exergonic formation of solvated exciplexes with loose geometries in polar solvents and endergonic exciplex formation in nonpolar solvents. in the case of the (aminoethyl)phenanthrene exciplex fluorescence is observed in highly polar solvents, including dimethylformamide, dimethyl sulfoxide, and acetonitrile-water binary mixtures and in frozen polar glasses. In the case of the (aminomethyl)phenanthrene moderately efficient photodeamination to yield 9-methylphenanthrene and 1,2-di-9-phenanthrylethane is observed. The solvent and temperature dependence of the kinetics of exciplex formation and decay are discussed and compared to results for other intramolecular arene-amine exciplexes.

  DOI：

  10.1021/j100092a033

文献信息

• Photosensitized synthesis of phenanthrene heterocycles from 1- and 9-(aminoalkyl)phenanthrenes
  作者：Frederick D. Lewis、G.Dasharatha Reddy、Bliss E. Cohen

  DOI：10.1016/s0040-4039(00)75831-x

  日期：1994.1

  The photosensitized electron transfer reactions of several 1- and 9-(aminoalkyl)phenanthrenes with metadicyanobenzene have been investigated. These reactions provide an efficient method of synthesis for the skeletal structures of the aporphine, phenanthropiperidine, and phenanthroazepine alkaloids.
• ACYLATED OLIGOPEPTIDE DERIVATIVES HAVING CELL SIGNAL INHIBITING ACTIVITY
  申请人：Novartis AG

  公开号：EP0846127A1

  公开（公告）日：1998-06-10
• US6307090B1
  申请人：——

  公开号：US6307090B1

  公开（公告）日：2001-10-23
• [EN] ACYLATED OLIGOPEPTIDE DERIVATIVES HAVING CELL SIGNAL INHIBITING ACTIVITY<br/>[FR] DERIVES OLIGOPEPTIDIQUES ACYLES PRESENTANT UNE ACTIVITE INHIBANT DES SIGNAUX CELLULAIRES
  申请人：NOVARTIS AG

  公开号：WO1997008193A1

  公开（公告）日：1997-03-06

  (EN) The invention relates to an acylated peptide, namely a compound of formula (I), wherein n is 0 to 15, X is arylcarbonyl, cycloalkylcarbonyl, tricycloalkylcarbonyl, arylsulfonyl, heterocyclylcarbonyl, heterocyclylsulfonyl, carbamoyl-lower alkanoyl, aryl-lower alkylcarbonyl, cycloalkyl-lower alkylcarbonyl, aryl-lower alkylsulfonyl, heterocyclyl-lower alkylcarbonyl, heterocyclyl-lower alkylsulfonyl with the proviso that in any of the lower alkyl radicals mentioned a methylene group may be replaced with oxa, aza or thia; heterocyclyl-lower alkenylcarbonyl or aryl-lower alkenylcarbonyl; or, if Y is a secondary or tertiary amino group, is one of the moieties X mentioned above or lower alkanoyl, halo-lower alkanoyl, lower-alkoxycarbonyl, aryl-lower alkoxycarbonyl or cycloalkyl-lower alkoxycarbonyl; PTI is the bivalent radical of tyrosine or (preferably) the bivalent radical of phosphotyrosine or a phosphotyrosine mimic, AA stands for a bivalent radical of a natural or unnatural amino acid, and Y is hydroxy, a C-terminal protecting group or a primary, secondary or tertiary amino group, or a salt thereof, said compound being useful for the treatment of diseases that respond to inhibition of the interaction of (a) protein(s) comprising (an) SH2 domain(s) and a protein tyrosine kinase or a modified version thereof.(FR) L'invention concerne un peptide acylé, en l'occurrence un composé de formule (I). Dans cette formule, n est compris entre 0 et 15; X est un arylcarbonyle, cycloalkylcarbonyle, tricycloalkylcarbonyle, arylsulfonyle, hétérocyclylcarbonyle, hétérocyclylsulfonyle, carbamoyl(alcanoyle inférieur), aryl(alkyle inférieur)carbonyle, cycloalkyl(alkyle inférieur)carbonyle, aryl(alkyle inférieur)sulfonyle, hétérocyclyl(alkyle inférieur)carbonyle, hétérocyclyl(alkyle inférieur)sulfonyle, à condition qu'un groupe méthylène de l'un quelconque de ces radicaux alkyle inférieur puisse être remplacé par oxa, aza ou thia; hétérocyclyl(alcényle inférieur)carbonyle ou aryl(alcényle inférieur)carbonyle; ou, si Y est un groupe amine secondaire ou tertiaire, une fractions X ci-dessus, ou un alcanoyle inférieur, halo(alcanoyle inférieur), (alcoxy inférieur)carbonyle, aryl(alcoxy inférieur)carbonyle ou cycloalkyl(alcoxy inférieur)carbonyle; PTI est le radical bivalent de la tyrosine, ou de préférence de la phosphotyrosine ou encore d'une substance mimétique de la phosphotyrosine, AA est un radical bivalent d'un acide aminé naturel ou synthétique et Y est un hydroxy, un groupe protégeant l'extrémité C-terminale ou un groupe amine primaire, secondaire ou tertiaire. L'invention concerne également les sels dudit peptide. Ce composé et ses sels sont utiles pour traiter des maladies réagissant à l'inhibition de l'interaction entre une ou des protéines comprenant un ou des domaines SH2, et une protéine tyrosine kinase, ou une version modifiée d'une telle kinase.
• Solvent-Dependent Behavior of Phenanthrene-Amine Intramolecular Exciplexes
  作者：Frederick D. Lewis、Bliss E. Cohen

  DOI：10.1021/j100092a033

  日期：1994.10

  The solvent dependence of the photophysical and photochemical behavior of several ((N,N-dimethylamino)alkyl)phenanthrenes in which the amino group is attached to the phenanthrene at C-9 or C-1 via a short polymethylene chain has been investigated. Intramolecular exciplex fluorescence is observed in moderately polar solvents but not in nonpolar solvents. The solvent dependence of exciplex fluorescence is attributed to exergonic formation of solvated exciplexes with loose geometries in polar solvents and endergonic exciplex formation in nonpolar solvents. in the case of the (aminoethyl)phenanthrene exciplex fluorescence is observed in highly polar solvents, including dimethylformamide, dimethyl sulfoxide, and acetonitrile-water binary mixtures and in frozen polar glasses. In the case of the (aminomethyl)phenanthrene moderately efficient photodeamination to yield 9-methylphenanthrene and 1,2-di-9-phenanthrylethane is observed. The solvent and temperature dependence of the kinetics of exciplex formation and decay are discussed and compared to results for other intramolecular arene-amine exciplexes.