2-丁基-4-氯-1H-咪唑-5-羧酸甲酯 | 124750-71-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 2-丁基-4-氯-1H-咪唑-5-羧酸甲酯
• 英文名称: methyl 2-butyl-4-chloroimidazole-5-carboxylate
• 英文别名: 2-butyl-4-chloro-1H-imidazole-5-carboxylic acid,methyl ester；methyl 2-butyl-4-chloro-1H-imidazole-5-carboxylate；Methyl 2-n-butyl-4-chloroimidazole-5-carboxylate；methyl 2-butyl-5-chloro-1H-imidazole-4-carboxylate
• CAS: 124750-71-6
• 化学式: C₉H₁₃ClN₂O₂
• 分子量: 216.667
• InChiKey: FVTWQMSKNDMYNK-UHFFFAOYSA-N

物化性质

• 沸点：
  387.1±22.0 °C(Predicted)
• 密度：
  1.226±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  55
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-丁基-4-氯-1H-咪唑-5-羧酸甲酯 在 镍 4-二甲氨基吡啶 、 sodium hydroxide 、 氢气 、 三甲基乙酰氯 作用下， 以 四氢呋喃 为溶剂， 23.0~25.0 ℃ 、344.73 kPa 条件下， 反应 18.0h， 生成 2-Butyl-5-chloro-3-[4-(2-pyrrol-1-yl-3-thiophen-2-yl-propionylamino)-benzyl]-3H-imidazole-4-carboxylic acid
  参考文献：
  名称：

  Nonpeptide angiotensin II receptor antagonists. 1. Synthesis and in vitro structure-activity relationships of 4-[[[(1H-pyrrol-1-ylacetyl)amino]phenyl]methyl]imidazole derivatives as angiotensin II receptor antagonists

  摘要：

  A novel series of non-biphenylyltetrazole angiotensin II receptor antagonists which contain a 1H-pyrrol-1-ylacetyl residue in place of the benzoyl residue in EXP 6803 have been developed. The receptor binding activity of several members of this new series was in the 10(-8) M range, which was better than that of EXP 6803. Introduction of a carboxylic acid moiety at the 2-position of the pyrrole ring enhanced the in vitro binding affinity at the receptor by 10-fold. Compounds containing an acetic acid (18) or a propionic acid residue (20) at the 5-position of the imidazole were more potent than the carboxylic acid analogue (24). The binding IC50 of the most potent compound 20 was 22 nM. Compounds 18, 20, and 24 in their best fit conformations were manually overlayed on that of the template conformation of EXP 6803 and EXP 8623, respectively. The synthesis and structure-activity relationship data are described.

  DOI：

  10.1021/jm00064a007
• 作为产物：
  描述：

  咪唑醛 生成 2-丁基-4-氯-1H-咪唑-5-羧酸甲酯
  参考文献：
  名称：

  Treatment of congestive heart failure with angiotensin 11 receptor

  摘要：

  取代咪唑类化合物如##STR1##对抗高血压和充血性心力衰竭有一定的活性。

  公开号：

  US05128355A1

文献信息

• Angiotensin II receptor blocking imidazoles
  申请人：E. I. Du Pont de Nemours and Company

  公开号：US05138069A1

  公开（公告）日：1992-08-11

  Substituted imidazoles such as ##STR1## are useful as angiotensin II blockers. These compounds have activity in treating hypertension and congestive heart failure.

  取代咪唑类化合物如##STR1##可作为抗血管紧张素II受体拮抗剂。这些化合物在治疗高血压和充血性心力衰竭方面具有活性。
• Isoindazole compound
  申请人：The Green Cross Corporation

  公开号：US05387684A1

  公开（公告）日：1995-02-07

  An isoindazole compound of the formula (1) or a salt thereof; a method for the production thereof; and pharmaceutical use of the compound and a salt thereof, particularly as an angiotensin II antagonist and as an agent for the prophylaxis and treatment of circulatory diseases (particularly hypertension and heart failure); ##STR1## wherein Q is a heterocyclic derivative of the formula (2) or (3) ##STR2## wherein other symbols of the above formulas are as defined in the Specification. The compound and its salt show superior angiotensin II antagonism and are low toxic. Accordingly, they are useful as angiotensin II antagonists for the treatment or prophylaxis of angiotensin II-mediated diseases such as circulatory diseases of hypertension (e.g. essential hypertension, renal hypertension) and heart failure.

  一种具有以下式（1）的异吲哚化合物或其盐；其生产方法；以及该化合物及其盐的药用，特别作为血管紧张素Ⅱ拮抗剂和循环疾病（特别是高血压和心力衰竭）的预防和治疗剂；其中Q为以下式（2）或（3）的杂环衍生物 ##STR1## 其中上述式中的其他符号如规范中所定义。该化合物及其盐表现出优越的血管紧张素Ⅱ拮抗作用，并且毒性低。因此，它们可用作血管紧张素Ⅱ拮抗剂，用于治疗或预防血管紧张素Ⅱ介导的疾病，如高血压（如原发性高血压、肾性高血压）和心力衰竭。
• Therapeutic agents
  申请人：The Boots Company PLC

  公开号：US05627191A1

  公开（公告）日：1997-05-06

  The invention provides compounds of formula I ##STR1## and pharmaceutically acceptable salts thereof; wherein R.sub.50 is hydrogen or C.sub.1-4 alkyl, A.sub.51 is oxygen, sulphur or a group of the formula --NR.sub.52 -- wherein R.sub.52 is hydrogen or C.sub.1-4 alkyl; A.sub.50 comprises i) a mono or bicyclic aromatic ring optionally containing one or more nitrogen, oxygen or sulphur atoms, ii) a cycloalkendiyl group, or iii) an acyclic bridging group having a chain of one, two or three atoms between the cyclobutenedione group and X.sub.50, said chain being a chain of one or two carbon atoms or a chain of one carbon atom and one or more nitrogen, oxygen or sulphur atoms or iv) a bond; X.sub.50 is either a bond or a spacer group providing a chain between A.sub.50 and B.sub.50 of one or two atoms length; B.sub.50 is a mono or bicyclic aromatic-ring optionally containing one or more nitrogen, oxygen or sulphur atoms; r is an integer from 1 to 6; and Het is a ring system optionally containing one or more nitrogen, oxygen or sulphur atoms or is a phosphonate, phosphinate or amine derivative (wherein each of A.sub.50, X.sub.50, B.sub.50 and Her are optionally substituted). The compounds have angiotensin II antagonist activity and are useful in the treatment of cardiovascular disorders such as hypertension.

  该发明提供了化合物的结构式I ##STR1##及其药用盐；其中R.sub.50为氢或C.sub.1-4烷基，A.sub.51为氧、硫或具有结构式--NR.sub.52 --的基团，其中R.sub.52为氢或C.sub.1-4烷基；A.sub.50包括i)一个含有一个或多个氮、氧或硫原子的单环或双环芳香环，ii)一个环戊二烯基团，或iii)一个具有一个、两个或三个原子链的无环桥连基团，该链位于环丁二酮基团和X.sub.50之间，该链为一个或两个碳原子的链或一个碳原子和一个或多个氮、氧或硫原子的链，或iv)一个键；X.sub.50为键或提供A.sub.50和B.sub.50之间一条长为一个或两个原子的链的间隔基团；B.sub.50为一个含有一个或多个氮、氧或硫原子的单环或双环芳香环；r为1到6的整数；Het为一个含有一个或多个氮、氧或硫原子的环系统，或者是磷酸酯、磷酸酯或胺衍生物（其中A.sub.50、X.sub.50、B.sub.50和Her中的每一个均可选择性地被取代）。这些化合物具有抗血管紧张素II活性，并可用于治疗高血压等心血管疾病。
• Imidazole derivatives bearing acidic functional groups at the
  申请人：Merck & Co., Inc.

  公开号：US05236928A1

  公开（公告）日：1993-08-17

  There are disclosed substituted imidazole derivatives of Formula I bearing acidic functional groups which are useful as angiotensin II antagonists. ##STR1##

  公开了具有酸性官能团的取代咪唑衍生物I式，其作为血管紧张素II拮抗剂是有用的。## STR1 ##
• Imidazole angiotensin II antagonists incorporating acidic functional
  申请人：Merck & Co., Inc.

  公开号：US05126342A1

  公开（公告）日：1992-06-30

  There are disclosed substituted imidazole derivatives of Formula I which are useful as angiotensin II antagonists. ##STR1##

  公开了一种式子为I的取代咪唑衍生物，可用作血管紧张素II拮抗剂。 ## STR1 ##