1-isothiocyanato-4-(phenylmethyl)benzene | 26328-58-5

• 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: 1-isothiocyanato-4-(phenylmethyl)benzene
• 英文别名: 1-Benzyl-4-isothiocyanatobenzene
• CAS: 26328-58-5
• 化学式: C₁₄H₁₁NS
• 分子量: 225.314
• InChiKey: OIXDXBBWNDPBFT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 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：

  1-isothiocyanato-4-(phenylmethyl)benzene 在 氨 作用下， 以 甲醇 为溶剂， 反应 12.0h， 生成 amino{[4-benzylphenyl]amino}methane-1-thione
  参考文献：
  名称：

  Synthesis of thiophene-2-carboxamidines containing 2-amino-thiazoles and their biological evaluation as urokinase inhibitors

  摘要：

  The serine protease urokinase (uPa) has been implicated in the progression of both breast and prostate cancer. Utilizing structure based design, the synthesis of a series of substituted 4-[2-amino- 1,3-thiazolyl]-thiophene-2-carboxamidine is described. Further optimization of this series by substitution of the terminal amine yielded urokinase inhibitors with excellent activities. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00102-0
• 作为产物：
  描述：

  硫光气 、 氨基二苯甲烷 在 sodium carbonate 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 1-isothiocyanato-4-(phenylmethyl)benzene
  参考文献：
  名称：

  Synthesis and Biological Evaluation of Arylthiourea Derivatives with Antitubercular Activity

  摘要：

  结核病（TB）是一种由结核分枝杆菌（M. tuberculosis）引起的传染性疾病，仍然是全球公共卫生的最致命威胁之一。耐药TB菌株的出现以及与HIV的共同感染进一步复杂化了结核病的治疗。本文描述了一系列化合物的合成与表征，随后对其抗菌活性进行了评估，特别是针对结核分枝杆菌。几种新型芳基硫脲衍生物显示出卓越的活性（最低MIC=0.09 μg/ml），能有效对抗包括耐药菌株在内的结核分枝杆菌。这些结果表明，这些化合物是有希望的新型抗结核药物开发候选者。

  DOI：

  10.2174/1570180811310070012

文献信息

• 2-Thiohydantoine derivative compounds and use thereof for the treatment of diabetes
  申请人：Binet Jean

  公开号：US20060025589A1

  公开（公告）日：2006-02-02

  The invention relates to 2-thiohydantoin compounds selected from compounds of general formula (I): in which, in particular, one of the radicals R 1 and R 2 comprises two aromatic rings in the structure or is the dibenzofuranyl group, R 3 is a hydrogen atom, a halogen atom, a C 1 -C 4 alkyl group, a C 1 -C 4 alkoxy group, a hydroxyl group, a phenyl group or a benzyl group, R 4 is a hydrogen atom, a halogen atom or a C 1 -C 4 alkyl group, and their addition salts with a non-toxic acid, especially the pharmaceutically acceptable salts. It further relates to the process for their preparation, to the pharmaceutical compositions in which they are present, and to their use as pharmacologically active substances, especially in the case of the treatment of diabetes, diseases due to hyperglycemia, hypertriglyceridemia, dyslipidemia or obesity.

  本发明涉及通式(I)化合物中选自2-硫代海因的化合物：其中，特别是其中一个取代基R1和R2包含两个芳香环结构或为二苯并呋喃基团，R3为氢原子、卤素原子、C1-C4烷基团、C1-C4烷氧基团、羟基团、苯基团或苄基团，R4为氢原子、卤素原子或C1-C4烷基团，以及它们与非毒性酸的加成盐，特别是药学上可接受的盐。本发明还涉及它们的制备方法、含有它们的药物组合物，以及它们作为药理活性物质，特别是在治疗糖尿病、高血糖引起的疾病、高甘油三酯血症、血脂异常或肥胖症中的应用。
• Identification of novel, selective and potent Chk2 inhibitors
  作者：Gary Larson、Shunqi Yan、Huanming Chen、Frank Rong、Zhi Hong、Jim Zhen Wu

  DOI：10.1016/j.bmcl.2006.09.067

  日期：2007.1

  A series of isothiazole carboxamidine compounds were synthesized and discovered as novel and selective inhibitors for Chk2. They are not active against the related Chk1 kinase. The structure-activity relationship studies were performed on the scaffold, and enzymatic kinetic analysis showed they are simple ATP competitive inhibitors with K-i values as low as 11 nM for Chk2. Computer modeling studies were employed to comprehend the mechanism of action and SAR of these compounds. (c) 2006 Elsevier Ltd. All rights reserved.
• Hetaryl imidazoles: A novel dual inhibitors of VEGF receptors I and II
  作者：Alexander S. Kiselyov、Marina Semenova、Victor V. Semenov

  DOI：10.1016/j.bmcl.2005.11.033

  日期：2006.3

  A novel potent derivatives of hetaryl imidazoles were described as inhibitors of vascular endothelial growth factor receptor II (VEGFR-2). Several compounds display VEGFR-2 inhibitory activity reaching IC50 < 100 nM in both enzymatic and cellular assays, The compounds also inhibit the related tyrosine kinase, VEGFR-1. By controlling the substitution pattern on the 5-carboxamido functionality, both dual and specific VEGFR-2 thiazoles were identified. (C) 2005 Elsevier Ltd. All rights reserved.
• COMPOSES DERIVES DE LA 2-THIOHYDANTOINE ET LEUR UTILISATION POUR LE TRAITEMENT DU DIABETE
  申请人：LABORATOIRES FOURNIER S.A.

  公开号：EP1546111A2

  公开（公告）日：2005-06-29
• [EN] 2-THIOHYDANTOINE DERIVATIVE COMPOUNDS AND USE THEREOF IN THERAPEUTICS<br/>[FR] COMPOSES DERIVES DE LA 2-THIOHYDANTOÏNE ET LEUR UTILISATION EN THERAPEUTIQUE
  申请人：FOURNIER LAB SA

  公开号：WO2004031160A2

  公开（公告）日：2004-04-15

  L'invention concerne des composés de la 2-thiohydantoïne choisis parmi les composés de formule générale (I): dans laquelle notamment l'un des radicaux R1 ou R2 comprend dans la structure deux noyaux aromatiques ou représente le groupe dibenzofuranyle, R3 représente un atome d'hydrogène, un atome d'halogène, un groupe alkyle en C1-C4, un groupe alcoxy en C1-C4, un groupe hydroxy, un groupe phényle ou un groupe benzyle, R4 représente un atome d'hydrogène, un atome d'halogène ou un groupe alkyle en C1-C4, et leurs sels d'addition avec un acide non toxique, notamment les sels pharmaceutiquement acceptables. Elle concerne également leur procédé de préparation, les compositions pharmaceutiques les contenant, et leur utilisation en tant que substance pharmacologiquement active, notamment dans le cas du traitement du diabète, des maladies dues à une hyperglycémie, des hypertriglycéridémies, des dyslipidémies ou de l'obésité.