4-ethyl-5-formyl-2-propyl-1H-imidazole | 139964-22-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-ethyl-5-formyl-2-propyl-1H-imidazole
• 英文别名: 4-Ethyl-2-propyl-1H-imidazole-5-carboxaldehyde；2-propyl-4-ethyl-5-formyl imidazole；2-n-propyl-4-ethyl-1H-imidazole-5-carboxaldehyde；4-Ethyl-5-formyl-2-propylimidazole；5-Ethyl-2-propyl-1H-imidazole-4-carbaldehyde
• CAS: 139964-22-0
• 化学式: C₉H₁₄N₂O
• 分子量: 166.223
• InChiKey: RVDSTNUDGGIGFN-UHFFFAOYSA-N

物化性质

• 沸点：
  364.4±22.0 °C(Predicted)
• 密度：
  1.073±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  45.8
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-ethyl-5-formyl-2-propyl-1H-imidazole 生成 5-Acetyl-4-ethyl-2-propylimidazole
  参考文献：
  名称：

  Biphenyl sulfonamides as dual angiotensin endothelin receptor antagonists

  摘要：

  本专利申请涉及一种新型的联合肾素-血管紧张素受体和内皮素受体拮抗剂的双苯基磺胺类化合物，以及使用这些化合物治疗高血压和其他疾病的方法，以及含有这些化合物的药物组合物。

  公开号：

  US06638937B2

文献信息

• Imidazole 5-position substituted angiotensin II antagonists
  申请人：The Du Pont Merck Pharmaceutical Company

  公开号：US05395844A1

  公开（公告）日：1995-03-07

  Novel substituted imidazoles of Formula (III), which are useful as angiotensin-II antagonists, are disclosed: ##STR1## These compounds, exemplified by the compound 1-((2'-((i-Amyloxycarbonylamino)sulfonyl)-3-fluoro-(1,1'-biphenyl)-4-yl)me thyl)-5-[2-(N-butyryl-N-pyridin-3-ylamino) ethylcarbonyl]-4-ethyl-2-propyl-1H-imidazole, are useful as antihypertensive agents.

  Formula (III)的新型取代咪唑，可用作抗肾素II拮抗剂，已被披露：##STR1## 这些化合物，例如化合物1-((2'-((i-氨氧羰基氨基)磺酰基)-3-氟-(1,1'-联苯)-4-基)甲基)-5-[2-(N-丁酰-N-吡啶-3-基氨基)乙酰基]-4-乙基-2-丙基-1H-咪唑，可用作降压药物。
• Balanced AT1/AT2 Receptor Antagonists. 4. XR510 and Related 5-(3-Amidopropanoyl)imidazoles Possessing Equal Affinity for the AT1 and AT2 Receptors
  作者：Mimi L. Quan、Andrew T. Chiu、Christopher D. Ellis、Pancras C. Wong、Ruth R. Wexler、Pieter B. M. W. M. Timmermans

  DOI：10.1021/jm00015a016

  日期：1995.7

  The identification of the AT1 and AT2 receptor subtypes has stimulated interest in developing balanced angiotensin II receptor antagonists. A series of 5-(3-amidopropanoyl)imidazoles has been prepared which possess balanced affinity for the AT1 and AT2 receptors. XR510 (1), 1-[[2'-[[(isopentoxycarbonyl)amino]sulfonyl]-3- fluoro(1,1'-biphenyl)-4-yl]methyl]-5-[3-(N-pyridin-3- ylbutanamido)propanoyl]

  AT1和AT2受体亚型的鉴定激发了人们对开发平衡的血管紧张素II受体拮抗剂的兴趣。已经制备了一系列5-（3-氨基丙酰基）咪唑，它们对AT1和AT2受体具有平衡的亲和力。XR510（1），1-[[[2'-[[（异戊氧基羰基）氨基]磺酰基] -3-氟（1,1'-联苯）-4-基]甲基] -5- [3-（N-吡啶） -3-盐基丁酰胺基丙酰基] -4-乙基-2-丙基-1H-咪唑钾盐对两个受体位点均表现出亚纳摩尔亲和力。口服给药后，XR510在降低肾性高血压大鼠和速尿治疗的狗中的血压方面非常活跃。
• 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。
• Process for the isolation and purification of an imidazole stereoisomer
  申请人：The Du Pont Merck Pharmaceutical Company

  公开号：US05519143A1

  公开（公告）日：1996-05-21

  A method for the isolation and purification of an imidazole compound, useful as an angiotensin II receptor inhibitor compound or as a key intermediate therefor, from a mixture of it with its regioisomer in a solvent by treament of the mixture with a strong acid to effect selective precipitation of the desired regioisomeric imidazole salt.

  一种用于从溶剂中的其与其异构体的混合物中分离和纯化咪唑化合物的方法，该咪唑化合物可用作血管紧张素II受体抑制剂化合物或其关键中间体，通过使用强酸处理混合物以实现所需异构体咪唑盐的选择性沉淀。
• Tetrazolylphenylboronic acid intermediates for the synthesis of A II receptor antagonists
  申请人：E.I. DUPONT DE NEMOURS AND COMPANY

  公开号：EP1384717A2

  公开（公告）日：2004-01-28

  Novel tetrazolylphenylboronic acids, methods for their preparation and methods for preparing biphenyltetrazole compounds which are angiotensin II receptor antagonists or which are useful intermediates to prepare angiotensin II receptor antagonists. An illustrative biphenyl tetrazole compound is 2-n-butyl-4-chloro-1-[2'-(tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-methanol, potassium salt.

  新型四唑基苯基硼酸、其制备方法以及制备血管紧张素 II 受体拮抗剂或制备血管紧张素 II 受体拮抗剂的有用中间体的联苯四唑化合物的方法。 一种说明性联苯四唑化合物是 2-正丁基-4-氯-1-[2'-(四唑-5-基)-1,1'-联苯-4-基)甲基]-1H-咪唑-5-甲醇钾盐。