Diphenyl 1-Chloro-1-(4-pyridyl)methanephosphonate | 138517-18-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Diphenyl 1-Chloro-1-(4-pyridyl)methanephosphonate
• 英文别名: diphenyl 1-chloro-1-(4-pirydyl)methanephosphonate；Diphenyl [chloro(pyridin-4-yl)methyl]phosphonate；4-[chloro(diphenoxyphosphoryl)methyl]pyridine
• CAS: 138517-18-7
• 化学式: C₁₈H₁₅ClNO₃P
• 分子量: 359.749
• InChiKey: PBQDUDXYGWRUMB-UHFFFAOYSA-N

物化性质

• 沸点：
  494.2±45.0 °C(Predicted)
• 密度：
  1.322±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  48.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Diphenyl 1-Chloro-1-(4-pyridyl)methanephosphonate 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 (4-Chlorophenyl)(4-methylpyridiniumyl)acetylene Methyl Sulfate
  参考文献：
  名称：

  Synthesis of optically quadratic nonlinear phenylpyridylacetylenes

  摘要：

  DOI：

  10.1021/jo00031a060
• 作为产物：
  描述：

  亚磷酸二苯酯 在 N,N-二乙基苯胺 、 三氯氧磷 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 Diphenyl 1-Chloro-1-(4-pyridyl)methanephosphonate
  参考文献：
  名称：

  Synthesis of optically quadratic nonlinear phenylpyridylacetylenes

  摘要：

  DOI：

  10.1021/jo00031a060

文献信息

• Facile synthesis of acetylene-substituted terthiophenes
  作者：Pawel Wagner、Ashton C. Partridge、Kenneth W. Jolley、David L. Officer

  DOI：10.1016/j.tetlet.2007.07.032

  日期：2007.9

  A modified Horner–Emmons condensation reaction has been employed for the synthesis of acetylene-substituted terthiophenes in excellent yields. Conjugating 3′-aryl substituents to terthiophene using an ethyne rather than an ethene linker results in enhanced planarity of the resulting molecule as established by X-ray structural analysis of (2,2′:5′,2″-terthiophen-3′-yl)-4‴-pyridylethyne.

  改良的霍纳-埃蒙斯缩合反应已用于乙炔取代的对噻吩的高产率合成。通过乙炔而不是乙烯连接基将3'-芳基取代基与对噻吩缀合可提高所得分子的平面度，这是通过（2,2'：5'，2''-terthiophen-3'-的X射线结构分析确定的yl）-4‴-吡啶乙炔。
• [EN] TRI-ARYL ETHANE DERIVATIVES AS PDE IV INHIBITORS<br/>[FR] DERIVES D'ETHANE TRI-ARYLE UTILISES COMME INHIBITEURS DE PDE IV
  申请人：MERCK FROSST CANADA INC.

  公开号：WO1997022586A1

  公开（公告）日：1997-06-26

  (EN) The invention encompasses the novel compound of formula (I), useful in the treatment of diseases, including asthma, by raising the level of cyclic adenosine-3',5'-monophosphate (cAMP) through the inhibition of phosphodiesterase IV (PDE IV). The invention also encompasses certain pharmaceutical compositions and methods for treatment of diseases by inhibition of PDE IV, resulting in an elevation of cAMP, comprising the use of compounds of Formula (I).(FR) Nouveau composé de formule (I) utilisé pour traiter des maladies, y compris l'asthme, par augmentation du niveau d'adénosine-3',5'-monophosphate cyclique (cAMP), cette augmentation étant obtenue par l'inhibition de la phosphodiestérase IV (PDE IV). L'invention se rapporte également à certaines compositions pharmaceutiques et à des méthodes de traitement des maladies par inhibition de la PDE IV, entraînant une augmentation de cAMP, ces méthodes consistant à utiliser des composés de la formule (I).

  该发明涵盖了化合物(I)的新颖结构，通过抑制磷酸二酯酶IV（PDE IV）提高环磷酸腺苷-3'，5'-单磷酸（cAMP）水平，用于治疗包括哮喘在内的疾病。该发明还涵盖了某些药物组合物和通过抑制PDE IV治疗疾病的方法，导致cAMP升高，包括使用化合物(I)的方法。
• Tri-aryl ethane derivatives as PDE IV inhibitors
  申请人：Merck Frosst Canada, Inc.

  公开号：US05710170A1

  公开（公告）日：1998-01-20

  The invention encompasses the novel compound of Formula I useful in the treatment of diseases, including asthma, by raising the level of cyclic adenosine-3',5'-monophosphate (cAMP) through the inhibition of phosphodiesterase IV (PDE IV). ##STR1## The invention also encompasses certain pharmaceutical compositions and methods for treatment of diseases by inhibition of PDE IV, resulting in an elevation of cAMP, comprising the use of compounds of Formula I.

  本发明涵盖了一种新型化合物I，通过抑制磷酸二酯酶IV（PDE IV）提高环磷酸腺苷-3'，5'-单磷酸（cAMP）水平，用于治疗包括哮喘在内的疾病。 ## STR1 ## 本发明还涵盖了某些药物组合物和治疗疾病的方法，通过抑制PDE IV导致cAMP升高，包括使用化合物I。
• Linker Conjugation Effects in Rhenium(I) Bifunctional Hole-Transport/Emitter Molecules
  作者：Deidre M. Cleland、Garth Irwin、Pawel Wagner、David L. Officer、Keith C. Gordon

  DOI：10.1002/chem.200802373

  日期：2009.4.6

  Interchromophoric communication– when darkness falls: This study investigates the electronic communication between various hole‐transporting (HT) ligands and a rhenium(phenanthroline) centre to which they are coordinated. It is found that when the conjugation within the HT ligand is increased, the energy of a non‐emissive HT ligand electronic transition is sufficiently lowered so that it interacts

  发色团间的通讯–当黑暗降临时：本研究调查了各种空穴传输（HT）配体与a配合的phen（菲咯啉）中心之间的电子通讯。发现当HT配体内的结合增加时，非发射性HT配体电子跃迁的能量会充分降低，以使其与（（菲咯啉）部分的发射相互作用并使其部分失活（见图）。 。
• An alternative synthesis of β-pyrrolic acetylene-substituted porphyrins
  作者：Adam W.I. Stephenson、Pawel Wagner、Ashton C. Partridge、Kenneth W. Jolley、Vyacheslav V. Filichev、David L. Officer

  DOI：10.1016/j.tetlet.2008.07.059

  日期：2008.9

  A modified Horner-Emmons condensation reaction has been employed in the synthesis of acetylene-substituted porphyrins at the beta-pyrrolic position. This technique was shown to have many advantages over the typically employed Sonogashira coupling method, including negating the requirement for a brominated porphyrin starting material. The electronic spectra of 2-(4'-carboxyphenyl)ethynyl-5,10,15,20-tetraphenylporphyrinato zinc(II) showed a red shift compared to the double bond equivalent, 4-(trans-2'-(2 ''-(5 '', 10 '', 15 '',20 ''-tetraphenylporphyrinato zinc(II)yl))ethen-1'-yl)-1-benzoic acid. Comparison of the X-ray structures of 2-((4'-formyl)phenyl)ethynyl-5,10,15,20-tetraphenylporphyrinato zinc(II) and its analogue 4-(trans-2'(2 ''-(5 '',10 '',15 '',20 ''-tetraphenylporphyrinato copper(II)yl))ethen-1'-yl)-1-benzaldehyde showed all unexpected decrease in planarity in the analogue with the triple bond as opposed to that with the double bond. (C) 2008 Elsevier Ltd. All rights reserved.