2-tert-butyl-5-<2-<2-(hydroxymethyl)pyridin-5-yl>phenyl>tetrazole | 153042-27-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-tert-butyl-5-<2-<2-(hydroxymethyl)pyridin-5-yl>phenyl>tetrazole
• 英文别名: 2-tert-butyl-5-[2-[(2-hydroxymethyl)pyridin-5-yl]phenyl]tetrazole；[5-[2-(2-Tert-butyltetrazol-5-yl)phenyl]pyridin-2-yl]methanol
• CAS: 153042-27-4
• 化学式: C₁₇H₁₉N₅O
• 分子量: 309.371
• InChiKey: GBHRCJPQXWILIY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  76.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-tert-butyl-5-<2-<2-(hydroxymethyl)pyridin-5-yl>phenyl>tetrazole 在 四溴化碳 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 以66%的产率得到2-tert-butyl-5-<2-<2-(bromomethyl)pyridin-5-yl>phenyl>tetrazole
  参考文献：
  名称：

  Pyrido[2,3-d]pyrimidine Angiotensin II Antagonists

  摘要：

  A series of pyrido[2,3-d]pyrimidine angiotensin II (A II) antagonists was synthesized and tested for antagonism of A II. Compounds with a biphenylyltetrazole pharmacophore and small alkyl groups at the 2- and ii-positions Of the pyridopyrimidine ring were found to be the most potent in an AT(1) receptor binding assay and in blocking the A II presser response in anesthetized, ganglion-blocked A II-infused rats. 5,8-Dihydro-2,4-dimethyl-8-[(2'-(1H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl)methyl] pyrido[2,3-d]pyrimidin-7(6H)-one (4a) was one of the more potent compounds in the binding assay and was the most efficacious compound in the A II-infused rat model. Further study of 4a;in Goldblatt (2K-1C) rats showed the compound to have oral bioavailability and to be an efficacious and potent compound in a high renin form of hypertension.

  DOI：

  10.1021/jm00030a013
• 作为产物：
  描述：

  3-羟基-6-甲基吡啶 在 吡啶 、 bis-triphenylphosphine-palladium(II) chloride 、 potassium fluoride 、 copper(l) iodide 、 间氯过氧苯甲酸 、 三氟乙酸酐 作用下， 以 二氯甲烷 为溶剂， 反应 41.0h， 生成 2-tert-butyl-5-<2-<2-(hydroxymethyl)pyridin-5-yl>phenyl>tetrazole
  参考文献：
  名称：

  Pyrido[2,3-d]pyrimidine Angiotensin II Antagonists

  摘要：

  A series of pyrido[2,3-d]pyrimidine angiotensin II (A II) antagonists was synthesized and tested for antagonism of A II. Compounds with a biphenylyltetrazole pharmacophore and small alkyl groups at the 2- and ii-positions Of the pyridopyrimidine ring were found to be the most potent in an AT(1) receptor binding assay and in blocking the A II presser response in anesthetized, ganglion-blocked A II-infused rats. 5,8-Dihydro-2,4-dimethyl-8-[(2'-(1H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl)methyl] pyrido[2,3-d]pyrimidin-7(6H)-one (4a) was one of the more potent compounds in the binding assay and was the most efficacious compound in the A II-infused rat model. Further study of 4a;in Goldblatt (2K-1C) rats showed the compound to have oral bioavailability and to be an efficacious and potent compound in a high renin form of hypertension.

  DOI：

  10.1021/jm00030a013

文献信息

• Condensed pyrimidine derivatives and their use as angiotensine II antagonists
  申请人：AMERICAN HOME PRODUCTS CORPORATION

  公开号：EP0539086A2

  公开（公告）日：1993-04-28

  This invention relates to pyrrolo-, pyrido-, azepino-, and azocinopyrimidines of the general formula I useful for treating hypertension or congestive heart failure and for preventing or treating restenosis following angioplasty, to pharmaceutical compositions, and to methods for production thereof.

  本发明涉及通式 I 的吡咯并嘧啶、吡啶并嘧啶、氮杂环庚并嘧啶和氮杂环辛并嘧啶。 用于治疗高血压或充血性心力衰竭以及预防或治疗血管成形术后的再狭窄、药物组合物及其生产方法。
• Ellingboe John W., Antane Madelene, Nguyen Thomas T., Collini Michael D.,+, J. Med. Chem, 37 (1994) N 4, S 542-550
  作者：Ellingboe John W., Antane Madelene, Nguyen Thomas T., Collini Michael D.,+

  DOI：——

  日期：——
• US5149699A
  申请人：——

  公开号：US5149699A

  公开（公告）日：1992-09-22
• US5256654A
  申请人：——

  公开号：US5256654A

  公开（公告）日：1993-10-26
• US5498776A
  申请人：——

  公开号：US5498776A

  公开（公告）日：1996-03-12