6-苯基间茴香胺盐酸盐 | 107624-16-8

• 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: 6-苯基间茴香胺盐酸盐
• 中文别名: 6-苯基间甲氧基苯胺盐酸盐
• 英文名称: 4-methoxybiphenyl-2-amine hydrochloride
• 英文别名: 4-methoxy-biphenyl-2-ylamine; hydrochloride；2-amino-4-methoxybiphenyl hydrochloride；5-Methoxy-2-phenylaniline hydrochloride；5-methoxy-2-phenylaniline;hydrochloride
• CAS: 107624-16-8
• 化学式: C₁₃H₁₃NO*ClH
• 分子量: 235.713
• InChiKey: BJOOGZLAYZGSRZ-UHFFFAOYSA-N

物化性质

• 熔点：
  196 °C

计算性质

• 辛醇/水分配系数(LogP)：
  3.37
• 重原子数：
  16
• 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：
  35.2
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2922299090

反应信息

• 作为反应物：
  描述：

  6-苯基间茴香胺盐酸盐 在 三氯化铝 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 7.5h， 生成 4-methoxy-7-phenylindoline-2,3-dione
  参考文献：
  名称：

  2-(4-Chlorobenzyl)-3-hydroxy-7,8,9,10-tetrahydrobenzo[H]quinoline-4-carboxylic Acid (PSI-697):  Identification of a Clinical Candidate from the Quinoline Salicylic Acid Series of P-Selectin Antagonists

  摘要：

  P-selectin-PSGL-1 interaction causes rolling of leukocytes on the endothelial cell surface, which subsequently leads to firm adherence and leukocyte transmigration through the vessel wall into the surrounding tissues. P-selectin is upregulated on the surface of both platelets and endothelium in a variety of atherosclerosis-associated conditions. Consequently, inhibition of this interaction by means of a small molecule P-selectin antagonist is an attractive strategy for the treatment of atherosclerosis. High-throughput screening and subsequent analoging had led to the identification of compound 1 as the lead candidate. Herein, we report the continuation of this work and the discovery of a second-generation series, the tetrahydrobenzoquinoline salicylic acids. These compounds have improved pharmacokinetic properties, and a number of them have shown oral efficacy in mouse and rat models of atherogenesis and vascular injury. The lead 31 (PSI-697), is currently in clinical development for the treatment of atherothrombotic vascular events.

  DOI：

  10.1021/jm060631p

文献信息

• Biphenyl-substituted guanidine derivatives useful as hypoglycaemic agents
  申请人：The Boots Company

  公开号：US05302720A1

  公开（公告）日：1994-04-12

  Compounds of formula I ##STR1## and their salts in which R.sub.1 is optionally substituted phenyl, R.sub.2 is alkyl, cycloalkyl or optionally substituted amino, or R.sub.2 and R.sub.3 together with the nitrogen and carbon atoms to which they are attached form an optionally substituted heterocyclic ring or R.sub.3 and R.sub.4 together with the nitrogen atom to which they are attached form an optionally substituted heterocyclic ring and R.sub.5 is H, halo, alkyl, alkoxy, trifluoromethyl or a group of formula S(O).sub.m R.sub.8 in which m is 0, 1 or 2 and R.sub.8 is alkyl have utility in the treatment of diabetes particularly in the treatment of hyperglycaemia.

  化合物的化学式I ##STR1## 及其盐，其中R.sub.1 可选择地是取代苯基，R.sub.2 是烷基、环烷基或可选择地取代的氨基，或者R.sub.2 和R.sub.3 与它们连接的氮和碳原子一起形成可选择地取代的杂环环或者R.sub.3 和R.sub.4 与它们连接的氮原子一起形成可选择地取代的杂环环，R.sub.5 是H、卤素、烷基、烷氧基、三氟甲基或者化学式S(O).sub.m R.sub.8 的基团，其中m 为0、1 或2，R.sub.8 是烷基，在糖尿病治疗中特别在高血糖治疗中具有用途。
• Methods for identifying compounds that modulate enzymatic activity
  申请人：——

  公开号：US20040005632A1

  公开（公告）日：2004-01-08

  The present invention relates to the use of “tethering” to identify compounds that modulate enzymatic activity.

  本发明涉及利用 "系链 "来鉴定调节酶活性的化合物。
• ORTHOSUBSTITUTED BIPHENYL GUANIDINE DERIVATIVES AND ANTIDIABETIC OR HYPOGLYCAEMIC AGENTS CONTAINING THEM
  申请人：The Boots Company PLC

  公开号：EP0536151B1

  公开（公告）日：1994-09-14
• ORTHOSUBSTITUTED BIPHENYL AMIDINE AND BIPHENYL GUANIDINE DERIVATIVES AND ANTIDIABETIC OR HYPOGLYCAEMIC AGENTS CONTAINING THEM
  申请人：The Boots Company PLC

  公开号：EP0536151A1

  公开（公告）日：1993-04-14
• METHODS FOR IDENTIFYING COMPOUNDS THAT MODULATE ENZYMATIC ACTIVITY
  申请人：Sunesis Pharmaceuticals, Inc.

  公开号：EP1497450A2

  公开（公告）日：2005-01-19