3-phenylallyl isothiocyanate | 65788-85-4

• 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: 3-phenylallyl isothiocyanate
• 英文别名: cinnamyl isothiocyanate；cinnamyl thiocyanate；3-Phenyl-allyl-isothiocyanat；Cinnamyl-isothiocyanat；(3-Isothiocyanatoprop-1-en-1-yl)benzene；3-isothiocyanatoprop-1-enylbenzene
• CAS: 65788-85-4
• 化学式: C₁₀H₉NS
• 分子量: 175.254
• InChiKey: JHZPNZCRVCOUIA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  44.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  benzamidrazone hydrochloride 、 3-phenylallyl isothiocyanate 以 乙醇 为溶剂， 反应 20.0h， 以72%的产率得到2-phenyl-5cinnamylimino-1,3,4-Δ⁴-thiadiazoline
  参考文献：
  名称：

  Strzemecka, Leokadia, Polish Journal of Chemistry, 1983, vol. 57, # 4/5/6, p. 561 - 566

  摘要：

  DOI：
• 作为产物：
  描述：

  (E)-(3-thiocyanatoprop-1-en-1-yl)benzene 生成 3-phenylallyl isothiocyanate
  参考文献：
  名称：

  Iliceto,A.; Gaggia,G., Gazzetta Chimica Italiana, 1960, vol. 90, p. 262 - 268

  摘要：

  DOI：

文献信息

• Preparation of alkyl thiocyanates by electrochemical oxidation of thiocyanate ion in the presence of alcohols and triphenylphosphite.
  作者：Hatsuo MAEDA、Tomoko KAWAGUCHI、Masaichiro MASUI、Hidenobu OHMORI

  DOI：10.1248/cpb.38.1389

  日期：——

  Conversion of primary alcohols to the corresponding thiocyanates was effected by constant-current electrolysis of thiocyanate ion in dichloromethane containing an alcohol, triphenylphosphite, and 2, 6-lutidinium perchlorate or tetrafluoroborate. The electrolysis was performed at ambient temperature in a one-compartment cell using a graphite plate and a platinum plate as the anode and the cathode, respectively. 2, 6-Lutidinium cation effectively extracted thiocyanate ion into the organic phase from sodium thiocyanate suspended in the reaction mixture.

  通过在含有醇、三苯膦和2,6-二甲基吡啶高氯酸盐或四氟硼酸盐的二氯甲烷中对硫氰酸盐离子进行恒电流电解，实现了将一级醇转化为相应的硫氰酸盐。电解在室温下进行，使用一个分室的电解槽，其中石墨板和铂板分别作为阳极和阴极。2,6-二甲基吡啶阳离子有效地从悬浮在反应混合物中的硫氰酸钠中将硫氰酸盐离子提取到有机相中。
• ANTI-CANCER COMPOSITIONS AND METHODS
  申请人：Robertson Gavin P.

  公开号：US20080306148A1

  公开（公告）日：2008-12-11

  Anti-cancer compositions and methods are described including one or more isothiocyanates and/or isoselenocyanates. Methods of treating a subject are provided according to embodiments of the present invention which include administering a therapeutically effective amount of a composition including an isothiocyanate and/or isoselenocyanate to a subject having a condition characterized by Akt dysregulation. Administering a therapeutically effective amount of a composition including an isothiocyanate and/or isoselenocyanate to a subject detectably increases apoptosis and/or decreases proliferation of cancer cells, particularly cancer cells characterized by Akt dysregulation.

  本发明涉及一种抗癌组合物和方法，其中包括一种或多种异硫氰酸酯和/或异硒氰酸酯。根据本发明的实施例提供了治疗主体的方法，包括向具有Akt失调特征的主体施用包括异硫氰酸酯和/或异硒氰酸酯的治疗有效量的组合物。向主体施用包括异硫氰酸酯和/或异硒氰酸酯的治疗有效量的组合物，可以明显增加细胞凋亡和/或减少具有Akt失调特征的癌细胞的增殖，特别是癌细胞。
• 1-Phenylalkyl-3-phenylurea derivative
  申请人：Mitsubishi Chemical Corporation

  公开号：EP0439059A2

  公开（公告）日：1991-07-31

  A novel 1-phenylalkyl-3-phenylurea derivative represented by the following formula (I): wherein R1 and R6 represent independently hydrogen, C1-C5 alkyl, Ci-Cs alkoxyl or halo; R2 represents hydrogen or C1-C15 alkyl; R3 represents C1-C15 alkyl or R3 represents together with R2 C2-C9 alkylene; R4 and R5 represent independently C1-C5 alkyl, C1-C5 alkoxyl or halo; X represents oxygen or sulfur; Y represents -O-(CH2)ℓ-O- wherein ℓ is an integer of 1 to 3 or -(CH2)p- wherein p is an integer of 3 to 5; m is 0 or an integer of 1 to 5; and n is 0 or an integer of 1 to 3, is provided. The 1-phenylalkyl-3-phenylurea derivative (I) have the action of reducing cholesterol in blood by ACAT inhibition, and therefore, useful for treating hyperlipemia and atherosclerosis.

  由下式（I）代表的新型 1-苯基烷基-3-苯基脲衍生物： 其中 R1 和 R6 独立地代表氢、C1-C5 烷基、Ci-Cs 烷氧基或卤素；R2 代表氢或 C1-C15 烷基；R3 代表 C1-C15 烷基或 R3 与 R2 一起代表 C2-C9 亚烷基；R4 和 R5 独立地代表 C1-C5 烷基、C1-C5 烷氧基或卤素；X代表氧或硫；Y代表-O-(CH2)ℓ-O-，其中ℓ为1至3的整数或-(CH2)p-，其中p为3至5的整数；m为0或1至5的整数；n为0或1至3的整数。1-苯基烷基-3-苯基脲衍生物（I）具有通过抑制 ACAT 降低血液中胆固醇的作用，因此可用于治疗高脂血症和动脉粥样硬化。
• Polymer-Supported Reagents: The Use of Polymer-Supported Cyanide and Thiocyanate to Prepare Nitriles, Thiocyanates, and lsothiocyanates
  作者：Charles R. Harrison、Philip Hodge

  DOI：10.1055/s-1980-28999

  日期：——
• The Isomerization of Alkyl Thiocyanates to Isothiocyanates
  作者：Peter A. S. Smith、David W. Emerson

  DOI：10.1021/ja01497a025

  日期：1960.6.1