4-[(4-Chlorophenyl)Sulfanyl]Phthalonitrile | 1415344-04-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 4-[(4-Chlorophenyl)Sulfanyl]Phthalonitrile
• 英文别名: 4-(4-chlorophenyl)sulfanylbenzene-1,2-dicarbonitrile
• CAS: 1415344-04-5
• 化学式: C₁₄H₇ClN₂S
• 分子量: 270.742
• InChiKey: GTIAZJYYTMDICN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  72.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-硝基邻苯二甲腈 、 4-氯苯硫酚 在 potassium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 50.25h， 以57%的产率得到4-[(4-Chlorophenyl)Sulfanyl]Phthalonitrile
  参考文献：
  名称：

  Sulfanylphthalonitrile analogues as selective and potent inhibitors of monoamine oxidase B

  摘要：

  It has recently been reported that nitrile containing compounds frequently act as potent monoamine oxidase B (MAO-B) inhibitors. Modelling studies suggest that this high potency inhibition may rely, at least in part, on polar interactions between nitrile functional groups and polar moieties within the MAO-B substrate cavity. In an attempt to identify potent and selective inhibitors of MAO-B and to contribute to the known structure-activity relationships of MAO inhibition by nitrile containing compounds, the present study examined the MAO inhibitory properties of series of novel sulfanylphthalonitriles and sulfanylbenzonitriles. The results document that the evaluated compounds are potent and selective MAO-B inhibitors with most homologues possessing IC50 values in the nanomolar range. In general, the sulfanylphthalonitriles exhibited higher binding affinities for MAO-B than the corresponding sulfanylbenzonitrile homologues. Among the compounds evaluated, 4-[(4-bromobenzyl)sulfanyl]phthalonitrile is a particularly promising inhibitor since it displayed a high degree of selectivity (8720-fold) for MAO-B over MAO-A, and potent MAO-B inhibition (IC50 = 0.025 mu M). Based on these observations, this structure may serve as a lead for the development of therapies for neurodegenerative disorders such as Parkinson's disease. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.10.070

文献信息

• RESIN BLENDS CONTAINING A PHTHALONITRILE REACTIVE DILUENT AND A DIPHTHALONITRILE RESIN, PREPREGS, AND ARTICLES
  申请人：3M Innovative Properties Company

  公开号：EP3601215A1

  公开（公告）日：2020-02-05
• METAL PHTHALOCYANINE DYE MIXTURE, CURABLE COMPOSITION, COLOR FILTER, AND METHOD FOR PRODUCING COLOR FILTER
  申请人：Mizukawa Yuki

  公开号：US20110020738A1

  公开（公告）日：2011-01-27

  The invention aims to provide a metal phthalocyanine dye mixture having excellent solubility in an organic solvent, which can be formed into a thin film. Provided are a metal phthalocyanine dye mixture contains at least phthalonitrile, a compound represented by the following formula (I), a compound represented by the following formula (II), and a metal or a metal compound, and a curable composition containing the metal phthalocyanine dye mixture, a color filter containing the curable composition, and a method for producing the color filter: wherein, in formulae (I) and (II), R 1 represents a substituent; n represents an integer of from 0 to 3; X represents —S—, —SO 2 —, or —SO 2 N(R 4 )—; R 4 represents a hydrogen atom, an alkyl group, an alkenyl group, an aryl group, or a heterocyclic ring group; R 2 represents an alkyl group, an alkenyl group, an aryl group, or a heterocyclic ring group; R 3 represents a substituent; m represents an integer of from 0 to 3; and Z represents —SO 3 M or —(X 1 -A) group; wherein X 1 has the same definition as X; A represents an optionally substituted group having at least one selected from —COOM, —SO 3 M, —SO 2 NH—R 5 , —SO 2 NHCOR 6 , —CONHSO 2 —R 7 , and —SO 2 NHSO 2 —R 8 ; M represents a hydrogen atom, or an alkali metal or organic base group for neutralization of charges; and R 5 , R 6 , R 7 , and R 8 each independently represents an alkyl group, an alkenyl group, an aryl group, or a heterocyclic ring group.
• US8445167B2
  申请人：——

  公开号：US8445167B2

  公开（公告）日：2013-05-21
• [EN] RESIN BLENDS CONTAINING A PHTHALONITRILE REACTIVE DILUENT AND A DIPHTHALONITRILE RESIN, PREPREGS, AND ARTICLES<br/>[FR] MÉLANGES DE RÉSINES CONTENANT UN DILUANT RÉACTIF DE PHTALONITRILE ET UNE RÉSINE DE DIPHTALONITRILE, PRÉIMPRÉGNÉS ET ARTICLES
  申请人：3M INNOVATIVE PROPERTIES CO

  公开号：WO2018175025A1

  公开（公告）日：2018-09-27

  The present disclosure provides a resin blend. The resin blend includes at least one diluent containing a single phthalonitrile functional group and at least one diphthalonitrile resin. Also provided are prepregs including the resin blend impregnated into continuous reinforcing fibers or a cloth. Similarly, the present disclosure provides a molding compound including chopped reinforcing fibers distributed in the resin blend. An article is also provided, which includes polymerization product of the resin blend. An alternative article includes a substrate and a layer of the resin blend disposed on the substrate. The diluent typically improves processability of the resin blend and lowers the softening temperature of the polymerization product of the resin blend.
• Sulfanylphthalonitrile analogues as selective and potent inhibitors of monoamine oxidase B
  作者：Mietha M. Van der Walt、Gisella Terre’Blanche、Anna C.U. Lourens、Anél Petzer、Jacobus P. Petzer

  DOI：10.1016/j.bmcl.2012.10.070

  日期：2012.12

  It has recently been reported that nitrile containing compounds frequently act as potent monoamine oxidase B (MAO-B) inhibitors. Modelling studies suggest that this high potency inhibition may rely, at least in part, on polar interactions between nitrile functional groups and polar moieties within the MAO-B substrate cavity. In an attempt to identify potent and selective inhibitors of MAO-B and to contribute to the known structure-activity relationships of MAO inhibition by nitrile containing compounds, the present study examined the MAO inhibitory properties of series of novel sulfanylphthalonitriles and sulfanylbenzonitriles. The results document that the evaluated compounds are potent and selective MAO-B inhibitors with most homologues possessing IC50 values in the nanomolar range. In general, the sulfanylphthalonitriles exhibited higher binding affinities for MAO-B than the corresponding sulfanylbenzonitrile homologues. Among the compounds evaluated, 4-[(4-bromobenzyl)sulfanyl]phthalonitrile is a particularly promising inhibitor since it displayed a high degree of selectivity (8720-fold) for MAO-B over MAO-A, and potent MAO-B inhibition (IC50 = 0.025 mu M). Based on these observations, this structure may serve as a lead for the development of therapies for neurodegenerative disorders such as Parkinson's disease. (C) 2012 Elsevier Ltd. All rights reserved.