1-异硫氰基-4-(反-4-丙基环己基)苯 | 92412-67-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-异硫氰基-4-(反-4-丙基环己基)苯
• 中文别名: 反-1-异氰硫基-4-(4-丙基环己基)苯
• 英文名称: 1-isothiocyanato-4-(trans-4-propylcyclohexyl)benzene
• 英文别名: 1-isothiocyanato-4-(4-propylcyclohexyl)benzene
• CAS: 92412-67-4
• 化学式: C₁₆H₂₁NS
• 分子量: 259.415
• InChiKey: IPCQSBSEIBDYIY-UHFFFAOYSA-N

物化性质

• 熔点：
  41-44 °C(lit.)
• 闪点：
  113 °C

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  44.4
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xn
• 安全说明：
  S26,S37/39
• 危险类别码：
  R20/21/22,R36/37/38
• 海关编码：
  2930909090

反应信息

• 作为反应物：
  描述：

  1-异硫氰基-4-(反-4-丙基环己基)苯 在 肼基甲酸叔丁酯 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 生成 1-isatin-4-(4'-propylcyclohexyl)benzene-3-thiosemicarbazone
  参考文献：
  名称：

  Synthesis and Structure–Activity Evaluation of Isatin-β-thiosemicarbazones with Improved Selective Activity toward Multidrug-Resistant Cells Expressing P-Glycoprotein

  摘要：

  Cancer multidrug resistance (MDR) mediated by ATP-binding cassette (ABC) transporters presents a significant unresolved clinical challenge. One strategy to resolve MDR is to develop compounds that selectively kill cells overexpressing the efflux transporter P-glycoprotein (MDR1, P-gp, ABCB1). We have previously reported structure-activity studies based around the lead compound NSC73306 (1, 1-isatin-4-(4'-methoxyphenyl)-3-thiosemicarbazone, 4.3-fold selective). Here we sought to extend this work on MDR1-selective analogues by establishing whether 1 showed "robust" activity against a range of cell lines expressing P-gp. We further aimed to synthesize and test analogues with varied substitution at the N4-position, and substitution around the N4-phenyl ring of isatin-beta-thiosemicarbazones (IBTs), to identify compounds with increased MDR1-selectivity. Compound 1 demonstrated MDR1-selectivity against all P-gp-expressing cell lines examined. This selectivity was reversed by inhibitors of P-gp ATPase activity. Structural variation at the 4'-phenyl position of 1 yielded compounds of greater MDR1-selectivity. Two of these analogues, 1-isatin-4-(4'-nitrophenyl)-3-thiosemicarbazone (22, 8.3-fold selective) and 1-isatin-4-(4'-tert-butyl phenyl)-3-thiosemicarbazone (32, 14.8-fold selective), were selected for further testing and were found to retain the activity profile of 1. These compounds are the most active IBTs identified to date.

  DOI：

  10.1021/jm2006047

文献信息

• Substituted Spiro Compounds and Their Use for Producing Pain-Relief Medicaments
  申请人：Frank Robert

  公开号：US20080269271A1

  公开（公告）日：2008-10-30

  The present invention relates to substituted spiro compounds, to processes for preparing them, to medicaments comprising these compounds and to the use of these compounds for producing medicaments.

  本发明涉及替代螺环化合物，涉及制备这些化合物的方法，涉及含有这些化合物的药物以及利用这些化合物生产药物的用途。
• Substituted Spiro Compounds and their Use for Producing Drugs
  申请人：Schick Hans

  公开号：US20080214807A1

  公开（公告）日：2008-09-04

  The present invention relates to substituted spiro compounds, to processes for preparing them, to medicaments comprising these compounds and to the use of these compounds for producing medicaments.

  本发明涉及取代的螺环化合物，涉及制备这些化合物的过程，涉及包含这些化合物的药物以及使用这些化合物制备药物的用途。
• CHIRAL COMPOUNDS, CHOLESTERIC AND FERROELECTRIC LIQUID CRYSTAL COMPOSITIONS COMPRISING THESE CHIRAL COMPOUNDS, AND LIQUID CRYSTAL DISPLAYS COMPRISING THESE LIQUID CRYSTAL COMPOSITIONS
  申请人：Haase Wolfgang

  公开号：US20110233463A1

  公开（公告）日：2011-09-29

  Chiral liquid crystal compounds of the general formula (1): in which at least one of R 1 and R 2 is a chiral substituent, K may be a single bond or the same as K 1-5 and K 1-5 denote a six-membered ring system which rings may be at least partially unsaturated, wherein the number of atoms in these rings or ring systems between the two atoms forming a part of the link to the next ring, or to one of the substituents R 1 and R 2 , does not differ by more than one if counted in the clockwise, and in the counter-clockwise sense, starting from the same atom in each case, X 1-20 denote alkyl, or alkoxy, or fluorinated alkyl, or fluorinated alkoxy groups, or atom H, or halogen atoms, mixtures comprising such chiral liquid crystal compounds, and liquid crystal displays comprising such mixtures as active ingredients

  手性液晶化合物的一般式（1）： 其中至少一个R1和R2是手性取代基，K可以是单键或与K1-5相同，K1-5表示一个六元环系统，这些环可能至少部分不饱和，在这些环或环系统中，两个形成连接到下一个环或取代基R1和R2之一的原子之间的原子数，在顺时针和逆时针方向上计数时，从同一原子开始，在每种情况下不超过一，X1-20表示烷基、或烷氧基、或氟代烷基、或氟代烷氧基、或原子H、或卤素原子，以及包含这种手性液晶化合物的混合物，以及包含这种混合物作为活性成分的液晶显示器。
• Liquid crystalline cyclohexylbenzene derivatives, their preparation and the liquid crystal compositions containing them
  申请人：Wojskowa Akademia Techniczna im. Jaroslawa Dabrowskiego

  公开号：EP0126883A1

  公开（公告）日：1984-12-05

  4-(trans-4'-n-alkylcyclohexyl)-1-isothiocyanatobenzenes with formula (n integer from 1 to 12) may be prepared starting from the corresponding

  4-(反式-4'-n-烷基环己基)-1-异硫氰基苯的制备方法如下（n 为 1 至 12 的整数）。
• Liquid crystalline isothiocyanates with a dioxane ring and liquid crystalline admixtures containing the same
  申请人：Wojskowa Akademia Techniczna im. Jaroslawa Dabrowskiego

  公开号：EP0170082A2

  公开（公告）日：1986-02-05

  New compounds of the general formula: wherein the symbols X stand for carbon atom bonded with two hydrogen atoms (-CH2- group) and the symbols Z stand for oxygen atom, or the symbols X stand for oxygen atom and the symbols Z stand for carbon atom bonded with two hydrogen atoms (-CH2- group), m is an integer of 1 to 2, R represents an alkyl (H2n+1Cn) or a 4-alkylphenyl (H2n+1Cn-CeH4) or an alkyl biphenyl (H2n+1Cn-C6H4-C6H4) or an alkylcyclohexylphenyl group (H2n+1Cn-C6H10-C6H4), the term alkyl group signifies an alkyl chain containing 1 to 15 carbon atoms or it also signifies a branched-chain alkyl group C2H5-CH(CH3)-(CH2)k, where k is an integer of 1 to 3, have utility as liquid crystals. A process for manufacturing compounds of the general formula I. Liquid crystalline admixtures containing those compounds and a way of selection of their compositions to obtain the admixtures which exhibit smectic, smectic and nematic or only smectic properties as well as their use in electrooptical devices is described.

  通式如下的新化合物 其中符号 X 代表与两个氢原子（-CH2-基团）结合的碳原子，符号 Z 代表氧原子，或符号 X 代表氧原子，符号 Z 代表与两个氢原子（-CH2-基团）结合的碳原子，m 为 1 至 2 的整数、R 代表烷基 (H2n+1Cn) 或 4-烷基苯基 (H2n+1Cn-CeH4) 或烷基联苯 (H2n+1Cn-C6H4-C6H4) 或烷基环己基苯基 (H2n+1Cn-C6H10-C6H4)、烷基是指含有 1 至 15 个碳原子的烷基链，或者也指支链烷基 C2H5-CH(CH3)-(CH2)k，其中 k 是 1 至 3 的整数。通式 I 化合物的制造工艺。此外，还介绍了含有这些化合物的液晶混合物及其成分的选择方法，以获得具有共晶、共晶和向列晶特性或仅具有共晶特性的混合物，以及它们在光电设备中的用途。