4'-(Aminomethyl)[1,1'-biphenyl]-2-carboxylic acid,1,1-dimethylethyl ester | 133690-73-0

• 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: 4'-(Aminomethyl)[1,1'-biphenyl]-2-carboxylic acid,1,1-dimethylethyl ester
• 英文别名: tert-butyl 4'-(aminomethyl)biphenyl-2-carboxylate；tert-butyl 4'-(aminomethyl)biphenylcarboxylate；t-Butyl 4'-aminomethyl-biphenyl-2-carboxylate；4-aminomethyl-2'-tert-butoxycarbonylbiphenyl；4'-(Aminomethyl)[1,1'-biphenyl]-2-carboxylic acid, 1,1-dimethylethyl ester；4-aminomethyl-2'-(t-butoxycarbonyl)biphenyl；4'-(Aminomethyl)-biphenyl-2-carboxylic acid 1,1-dimethylethyl ester；tert-butyl 2-[4-(aminomethyl)phenyl]benzoate
• CAS: 133690-73-0
• 化学式: C₁₈H₂₁NO₂
• 分子量: 283.37
• InChiKey: UUQYJSVKOBJOSJ-UHFFFAOYSA-N

物化性质

• 沸点：
  429.8±38.0 °C(Predicted)
• 密度：
  1.080±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  52.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4'-(Aminomethyl)[1,1'-biphenyl]-2-carboxylic acid,1,1-dimethylethyl ester 在 吡啶 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 21.0h， 生成 tert-butyl 4'-<<<<2-(1-oxopentyl)hydrazino>carbonyl>amino>methyl><1,1'-biphenyl>-2-carboxylate
  参考文献：
  名称：

  Synthesis and structure-activity relationships of nonpeptide, potent triazolone-based angiotensin II receptor antagonists

  摘要：

  2,5-Dibutyl-2,4-dihydro-4-[[2-(1H-tetrazol-5-yl)[1,1'-biphenyl]-4'-yl]methyl] -3H-1,2,4-triazol-3-one, SC-51316, was synthesized as a potent and orally active angiotensin II (AII) receptor antagonist with a long duration of action. To explore the lipophilic pocket in the AII receptor interacting with the substituent at the 2-position of triazolone-based antagonists, a series of compounds were prepared and evaluated for receptor binding affinity and antagonism of AII-contracted rabbit aortic rings. It has been found that the pocket is very spacious and can accommodate different sizes of lipophilic groups and various functionalities. Acidic groups generally result in a slight decrease in binding affinity. Branched chains are unfavorable. The freedom of rotation around C2-C3 in the flexible side chain is crucial for good binding. The 2-phenylethyl-substituted triazolone analogue exhibits the highest in vitro potency among all compounds that have been synthesized.

  DOI：

  10.1021/jm00067a015
• 作为产物：
  描述：

  N-[[2'-(t-Butoxycarbonyl)biphenyl-4-yl]-methyl]phthalimide 在 一水合肼 、 溶剂黄146 作用下， 生成 4'-(Aminomethyl)[1,1'-biphenyl]-2-carboxylic acid,1,1-dimethylethyl ester
  参考文献：
  名称：

  衍生自4H-1,2,4-三唑和3H-咪唑并[1,2-b] [1,2,4]三唑的非肽血管紧张素II拮抗剂。

  摘要：

  通过多种合成途径，我们合成了一系列3,4,5-三取代的4H-1,2,4-三唑和相关的系列3H-咪唑并[1,2-b] [1,2,4三唑类药物，并在体外和体内将其评估为血管紧张素II（AII）拮抗剂。主要工作集中在三唑在C3处带有正烷基取代基和4-[（2-羧基苯甲酰基）氨基]苄基，（2'-羧基联苯-4-基）甲基或[2'-（1H-四唑-5）在N 4处的-基）联苯基-4-基]甲基侧链。在C5的众多变化中，苄硫基的效力最佳。特别值得注意的是3-正丁基-5-[（2-羧基苄基）硫基] -4-[[2'-（1H-四唑-5-基）联苯-4-基]甲基] -4H-1,2 ，4-三唑（71，IC50 1.4 nM），以0.3 mg / kg iv的速度阻断了清醒大鼠的AII升压反应，作用时间约为6小时，类似于DuP 753。尽管71的口服活性仅高10倍，但单酸类似物62具有良好的口服生物利用度。在双环衍生物中，最有效的是2-n-丁基5

  DOI：

  10.1021/jm00057a009

文献信息

• [EN] DUAL-ACTING ANTIHYPERTENSIVE AGENTS<br/>[FR] AGENTS ANTIHYPERTENSIFS À DOUBLE ACTION
  申请人：THERAVANCE INC

  公开号：WO2009035543A1

  公开（公告）日：2009-03-19

  The invention relates to compounds having the formula: (I) wherein: Ar, r, R3, Z, X, and R5-7 are as defined in the specification, or a pharmaceutically acceptable salt thereof. These compounds have AT1 receptor antagonist activity and neprilysin inhibition activity. The invention also relates to pharmaceutical compositions comprising such compounds; methods of using such compounds; and process and intermediates for preparing such compounds.

  本发明涉及具有以下公式的化合物：(I) 其中：Ar、r、R3、Z、X和R5-7按说明书定义，或其药用可接受盐。这些化合物具有AT1受体拮抗活性和中性内肽酶抑制活性。本发明还涉及包含这些化合物的药物组合物；使用这些化合物的方法；以及制备这些化合物的过程和中间体。
• Substituted triazolinones, triazolinethiones, and triazolinimines as
  申请人：Merck & Co., Inc.

  公开号：US05411980A1

  公开（公告）日：1995-05-02

  There are disclosed new substituted triazolinone, triazolinethione, and triazolinimine compounds which are useful as angiotensin II antagonists. These compounds have the general formula: ##STR1## wherein G is R.sup.1 or ##STR2##

  已披露了新的取代三唑酮，三唑硫酮和三唑亚胺化合物，这些化合物可用作血管紧张素II拮抗剂。这些化合物具有一般式：##STR1## 其中G为R.sup.1或##STR2##
• Dual-acting benzoimidazole antihypertensive agents
  申请人：Allegretti Paul

  公开号：US20080318951A1

  公开（公告）日：2008-12-25

  The invention is directed to compounds having the formula: wherein: Ar, r, n, X, R 2-3 and R 5-7 are as defined in the specification, and pharmaceutically acceptable salts thereof. These compounds have AT 1 receptor antagonist activity and neprilysin inhibition activity. The invention is also directed to pharmaceutical compositions comprising such compounds; methods of using such compounds; and process and intermediates for preparing such compounds.

  这项发明涉及具有以下结构的化合物： 其中：Ar、r、n、X、R 2-3 和R 5-7 如规范中所定义，并且其药学上可接受的盐。这些化合物具有AT 1 受体拮抗活性和神经肽酶抑制活性。该发明还涉及包含这些化合物的药物组合物；使用这些化合物的方法；以及制备这些化合物的过程和中间体。
• Substituted triazoles as angiotensin II antagonists
  申请人：Merck & Co., Inc.

  公开号：US05336778A1

  公开（公告）日：1994-08-09

  Novel substituted triazoles of the formula (I), which are useful as angiotensin II antagonists, are disclosed. ##STR1##

  本发明揭示了作为肾素-血管紧张素系统 II 受体拮抗剂有用的化合物(I)的新型取代三唑。
• Angiotensin II receptor antagonists
  申请人：Abbott Laboratories

  公开号：US05250548A1

  公开（公告）日：1993-10-05

  Compounds are disclosed having the formula: ##STR1## The compounds of the invention are angiotensin II receptor antagonists.

  揭示了具有以下公式的化合物：##STR1## 该发明的化合物是血管紧张素II受体拮抗剂。