4-苄基苯胺 | 6317-57-3

• 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: 4-苄基苯胺
• 中文别名: 4-(苄基)苯胺盐酸盐
• 英文名称: 4-benzylaniline hydrochloride
• 英文别名: benzyl-aniline hydrochloride；4-BA*HCl；4-benzyl-aniline; hydrochloride；4-Benzyl-anilin; Hydrochlorid；p-benzylaniline hydrochloride；(4-Benzylphenyl)azanium;chloride；(4-benzylphenyl)azanium;chloride
• CAS: 6317-57-3
• 化学式: C₁₃H₁₃N*ClH
• 分子量: 219.714
• InChiKey: GQGXIDBMRPMPCD-UHFFFAOYSA-N

物化性质

• 熔点：
  35-38 °C(lit.)
• 闪点：
  >230 °F
• 溶解度：
  可溶于氯仿（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  3.28
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  26
• 氢给体数：
  2
• 氢受体数：
  1

安全信息

• 海关编码：
  2921420090

反应信息

• 作为反应物：
  描述：

  4-苄基苯胺 在 氨 、 碳酸氢钠 作用下， 以 甲醇 、 氯仿 、 丙酮 为溶剂， 反应 12.5h， 生成 methyl 5-methylthio-4-(2-{[4-benzylphenyl]amino}(1,3-thiazol-4-yl))thiophene-2-carboxylate hydrobromide
  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

• Biological properties of amidinium sulfinic and sulfonic acid derivatives: inhibition of glycolytic enzymes of Trypanosoma brucei and protective effect on cell growth
  作者：M Willson、JJ Périé、F Malecaze、F Opperdoes、M Callens

  DOI：10.1016/0223-5234(92)90114-g

  日期：1992.11

  The activity of the title compounds has been investigated on two biological targets: cultures of trypanosome and glycolytic enzymes inhibition of the parasite, and on retinal epithelium cells. In both cases, these compounds exhibit a significant activity, in some cases more selective than this for the drug suramin, with a lower toxicity. The effect of these compounds, which exist as neutral and zwitterionic forms in the case of sulfinic, only as zwitterionic in the case of sulfonic derivatives can be understood via their action on clusters of positive charges which are present at the surface of the proteins involved in the processes: glycolytic enzymes of the trypanosome in the first part, basic fibroblast growth factor in the second.
• TRYPTAMINE DERIVATIVES AS 5-HT-1D RECEPTOR LIGANDS
  申请人：Allelix Biopharmaceuticals Inc.

  公开号：EP0758320A1

  公开（公告）日：1997-02-19
• US5504101A
  申请人：——

  公开号：US5504101A

  公开（公告）日：1996-04-02
• [EN] TRYPTAMINE DERIVATIVES AS 5-HT-1D RECEPTOR LIGANDS<br/>[FR] DERIVES DE LA TRYPTAMINE UTILISES COMME LIGANDS DES RECEPTEURS A LA SEROTONINE DU TYPE 1D
  申请人：ALLELIX BIOPHARMACEUTICALS INC.

  公开号：WO1995030655A1

  公开（公告）日：1995-11-16

  (EN) Described herein are tryptamine analogs that display high binding affinity and selectivity for the 5-HT1D$g(b) receptor, of formula (I), wherein R1 is a group selected from aryl-C1-7alkyl; aryl-C2-7alkoxy; aryl-C2-7alkanoyl and aryl-C1-7alkanoyloxy, wherein said alkyl, alkoxy, alkanoyl and alkanoyloxy groups are optionally substituted by a C1-4alkyl substituent and wherein said aryl group is optionally substituted by one or more substituent selected from hydroxyl, halogen, mercapto, linear or branched C1-4alkyl, linear or branched C1-4alkoxy, linear or branched C1-4alkylthio, thiol substituted C1-4alkyl and nitro substituted C1-4alkyl; R2 and R3 are selected independently from H and C1-4alkyl; and R4 is selected from H, C1-4alkyl, aryl and aryl-C1-4alkyl. The compounds are useful as reagents for receptor identification and in receptor-based drug screening programs, and can also be used therapeutically to treat conditions for which administration of a 5-HT1D ligand is indicated, for example in the treatment of migraine.(FR) On décrit ici des analogues de la tryptamine présentant une forte affinité de liaison et une forte sélectivité de liaison vis-à-vis des récepteurs à la sérotonine du type 1D$g(b). Ces analogues ont la formule (I). Dans cette formule, R1 représente un groupe choisi parmi aryl-C1-7alkyle, aryl-C2-7alcoxy, aryl-C2-7alcanoyle et aryl-C1-7alcanoyloxy, où lesdits groupes alkyle, alcoxy, alcanoyle et alcanoyloxy peuvent être substitués par un substituant C1-4alkyle et où ledit groupe aryle peut être substitué par un ou plusieurs substituants choisis parmi hydroxyle, halogène, mercapto, C1-4alkyle linéaire ou ramifié, C1-4alcoxy linéaire ou ramifié, C1-4alkylthio linéaire ou ramifié, C1-4alkyle substitué par un thio ou C1-4alkyle substitué par un nitro. R2 et R3 sont choisis d'une manière indépendante parmi H et C1-4alkyle. Enfin, R4 est choisi parmi H, C1-4alkyle et aryl-C1-4alkyle. Ces composés sont utiles comme réactifs pour l'identification de récepteurs et pour des évaluations préliminaires de médicaments agissant sur des récepteurs, ainsi que pour le traitement de troubles tels les migraines, pour lesquels l'administration de ligands de la sérotonine du type 1D est indiquée.
• Synthesis of thiophene-2-carboxamidines containing 2-amino-thiazoles and their biological evaluation as urokinase inhibitors
  作者：Kenneth J. Wilson、Carl R. Illig、Nalin Subasinghe、James B. Hoffman、M. Jonathan Rudolph、Richard Soll、Christopher J. Molloy、Roger Bone、David Green、Troy Randall、Marie Zhang、Frank A. Lewandowski、Zhao Zhou、Celia Sharp、Diane Maguire、Bruce Grasberger、Renee L. DesJarlais、John Spurlino

  DOI：10.1016/s0960-894x(01)00102-0

  日期：2001.4

  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.