1-(4-甲基苄基)-2-硫脲 | 103854-74-6

• 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-(4-甲基苄基)-2-硫脲
• 英文名称: N-(p-methylbenzyl)thiourea
• 英文别名: 1-(4-methylbenzyl)thiourea；(4-methyl-benzyl)-thiourea；(4-Methyl-benzyl)-thioharnstoff；4-methylphenylmethylthiourea；1-(4-Methylbenzyl)-2-thiourea；(4-methylphenyl)methylthiourea
• CAS: 103854-74-6
• 化学式: C₉H₁₂N₂S
• mdl: MFCD00060468
• 分子量: 180.274
• InChiKey: UNZSYIMZOJHWNX-UHFFFAOYSA-N

物化性质

• 熔点：
  120-122°C

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  70.1
• 氢给体数：
  2
• 氢受体数：
  1

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2930909090
• 危险类别：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  1-(4-甲基苄基)-2-硫脲 在 三甲基铝 、 氯化铵 作用下， 以 丙酮 、 甲苯 为溶剂， 生成 4-(2-{[(4-methylphenyl)methyl]amino}(1,3-thiazol-4-yl))-5-methylthiothiophene-2-carboxamidine
  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：

  4-甲基硫代异氰酸酯 在 氨 作用下， 以 甲醇 为溶剂， 反应 12.0h， 生成 1-(4-甲基苄基)-2-硫脲
  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

文献信息

• Heteroaryl amidines, methylamidines and guanidines, preparation thereof, and use thereof as protease inhibitors
  申请人：3-Dimensional Pharmaceuticals, Inc.

  公开号：US06291514B1

  公开（公告）日：2001-09-18

  The present invention is directed to compounds of Formula I: wherein X is O, S or NR7 and R1-R7, Y and Z are set forth in the specification, as well as hydrates, solvates or pharmaceutically acceptable salts thereof. Also described are methods for preparing the compounds of Formula I. The novel compounds of the present invention are potent inhibitors of proteases, especially trypsin-like serine proteases, such as chymotrypsin, trypsin, plasmin and urokinase. Certain of the compounds exhibit direct, selective inhibition of urokinase, or are intermediates useful for forming compounds having such activity.

  本发明涉及以下式的化合物： 其中X为O、S或NR7，R1-R7、Y和Z如规范中所述，并且其水合物、溶剂合物或药用可接受的盐也被描述。还描述了制备上述式化合物的方法。本发明的新化合物是蛋白酶的有效抑制剂，特别是胰蛋白酶样丝氨酸蛋白酶，如凝血酶、胰蛋白酶、纤溶酶和尿激酶。其中某些化合物表现出对尿激酶的直接、选择性抑制，或者是用于形成具有这种活性的化合物的中间体。
• Compounds and compositons for treating C1s-mediated diseases and conditions
  申请人：3-Dimensional Pharmaceuticals, Inc.

  公开号：US20020037915A1

  公开（公告）日：2002-03-28

  Disclosed is a method for treating the symptoms of an acute or chronic disorder mediated by the classical pathway of the complement cascade, comprising administering to a mammal in need of such treatment a therapeutically effective amount of a compound of Formula I 1 or a solvate, hydrate or pharmaceutically acceptable salt thereof; wherein R 1 , R 2 , R 3 , R 4 , X, Y and Z are defined in the specification.

  揭示了一种治疗急性或慢性疾病症状的方法，该疾病是由补体级联的经典途径介导的，包括向需要此类治疗的哺乳动物施用化合物I的治疗有效量或其溶剂化合物、水合物或药用可接受盐；其中规范中定义了R1、R2、R3、R4、X、Y和Z。
• Mechanism of the formation of 1,2,4-thiadiazoles by condensation of aromatic thioamides and of N-substituted thioureas
  作者：Luciano Forlani、Andrea Lugli、Carta Boga、Anna Bonamartini Corradi、Paolo Sgarabotto

  DOI：10.1002/jhet.5570370110

  日期：2000.1

  4-thiadiazole. Under the same experimental conditions, N-substituted thioureas are also condensed to 1,2,4-thiadiazole derivatives; their structure is ascertained by spectroscopic properties and by X-ray diffraction. Some information on the mechanism of thiadiazoles formation from both starting classes of compounds, thiobenzamides and N-substituted thiourea, is collected and discussed.

  在二甲亚砜和酸的存在下，硫代苯甲酰胺（以及亚硫磺酰胺和异硫代酰胺）的缩合反应得到3,5-二苯基-1,2,4-噻二唑。在相同的实验条件下，N-取代的硫脲也被缩合为1,2,4-噻二唑衍生物。它们的结构通过光谱性质和X射线衍射确定。收集并讨论了有关从两种起始化合物硫代苯甲酰胺和N-取代的硫脲形成噻二唑的机理的一些信息。
• Condensation of thiourea derivatives with carbonyl compounds: one-pot synthesis of N-alkyl-1,3-thiazol-2-amines and of 3-alkyl-1,3-thiazolimines
  作者：Carla Boga、Luciano Forlani、Cristian Silvestroni、Anna Bonamartini Corradi、Paolo Sgarabotto

  DOI：10.1039/a809086f

  日期：——

  The reactions of ketones and N-substituted thioureas, in the presence of HCl (or HBr) and DMSO afford mixtures of the title compounds which are easily separated on a silica gel column. This method avoids the classical use of α-haloketones. The mechanism of these reactions involves the enolization of ketones and the activation of thiourea sulfur, probably by oxygen transfer from DMSO.

  在HCl（或HBr）和DMSO的存在下，酮与N-取代的硫脲的反应提供了易于在硅胶柱上分离的标题化合物的混合物。该方法避免了传统的α-卤代酮的使用。这些反应的机理可能涉及酮的烯化和硫脲硫的活化，这可能是通过从DMSO转移氧来实现的。
• Clobenpropit analogs as dual activity ligands for the histamine H3 and H4 receptors: Synthesis, pharmacological evaluation, and cross-target QSAR studies
  作者：Herman D. Lim、Enade P. Istyastono、Andrea van de Stolpe、Giuseppe Romeo、Silvia Gobbi、Marjo Schepers、Roger Lahaye、Wiro M.B.P. Menge、Obbe P. Zuiderveld、Aldo Jongejan、Rogier A. Smits、Remko A. Bakker、Eric E.J. Haaksma、Rob Leurs、Iwan J.P. de Esch

  DOI：10.1016/j.bmc.2009.04.007

  日期：2009.6

  olyl)propyl]isothiourea) binds to both the human histamine H3 receptor (H3R) and H4 receptor (H4R). In this paper, we describe the synthesis and pharmacological characterization of a series of clobenpropit analogs, which vary in the functional group adjacent to the isothiourea moiety in order to study structural requirements for H3R and H4R ligands. The compounds show moderate to high affinity for

  先前的研究表明，clobenpropit（N-（4-氯苄基）-S- [3-（4（5）-咪唑基丙基）丙基]异硫脲）与人组胺H 3受体（H 3 R）和H 4受体均结合（H 4 R）。在本文中，我们描述了一系列clobenpropit类似物的合成和药理学表征，它们在与异硫脲部分相邻的官能团中有所不同，以研究H 3 R和H 4 R配体的结构要求。这些化合物对人的H 3 R和H 4均显示中等至高亲和力此外，与异硫脲部分连接的官能团的变化调节了配体在H 4 R的内在活性，范围从中性拮抗作用到完全激动作用。为了解释H 3 R和H 4 R的亲和力，已生成QSAR模型。