methanesulfonic acid [4-(4-isopropylpiperazine-1-carbonyl)thiazol-2-yl]methyl ester | 866219-73-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: methanesulfonic acid [4-(4-isopropylpiperazine-1-carbonyl)thiazol-2-yl]methyl ester
• 英文别名: Methanesulfonic acid 4-(4-isopropyl-piperazine-1-carbonyl)-thiazol-2-ylmethyl ester；[4-(4-propan-2-ylpiperazine-1-carbonyl)-1,3-thiazol-2-yl]methyl methanesulfonate
• CAS: 866219-73-0
• 化学式: C₁₃H₂₁N₃O₄S₂
• 分子量: 347.459
• InChiKey: QKRZNGKQDHKUSB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  116
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  吗啉 、 methanesulfonic acid [4-(4-isopropylpiperazine-1-carbonyl)thiazol-2-yl]methyl ester 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 15.0h， 以52%的产率得到(4-isopropylpiperazin-1-yl)-(2-(morpholin-4-yl)methylthiazol-4-yl)methanone
  参考文献：
  名称：

  Heterocyclic replacement of the central phenyl core of diamine-based histamine H3 receptor antagonists

  摘要：

  A series of small molecules consisting of a heterocyclic core flanked by two basic functionalities were synthesized and screened for in vitro affinity at the human histamine H-3 receptor (hH(3)R). Nine of the twenty-eight compounds tested were found to possess a hH(3)R K-i of less than 5 nM and consisted of a diverse range of central hetero-aromatic linkers (pyridine, pyrazine, oxazole, isoxazole, thiazole, furan, thiophene, and pyrrole). One member of this series, (4-isopropyl-piperazin-1-yl)-(6-piperidin-1-ylmethyl-pyridin-3-yl)-methanone (37), was found to be a high affinity, selective antagonist that crosses the blood-brain barrier and occupies H-3 receptors after oral administration in the rat. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.06.007
• 作为产物：
  描述：

  (2-hydroxymethylthiazol-4-yl)-(4-isopropylpiperazin-1-yl)methanone 、 甲基磺酰氯 在 三乙胺 作用下， 以 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran 为溶剂， 反应 2.5h， 生成 methanesulfonic acid [4-(4-isopropylpiperazine-1-carbonyl)thiazol-2-yl]methyl ester
  参考文献：
  名称：

  Non-imidazole heterocyclic compounds

  摘要：

  某些非咪唑杂环化合物是组胺H3调节剂，可用于治疗组胺H3受体介导的疾病。

  公开号：

  US20050222129A1

文献信息

• NON-IMIDAZOLE HETEROCYCLIC COMPOUNDS
  申请人：Carruthers Nicholas I.

  公开号：US20080317671A1

  公开（公告）日：2008-12-25

  Certain non-imidazole heterocyclic compounds are histamine H 3 modulators useful in the treatment of histamine H 3 receptor mediated diseases.

  某些非咪唑杂环化合物是组胺H3调节剂，可用于治疗组胺H3受体介导的疾病。
• Furan compounds as histamine H3 modulators
  申请人：Janssen Pharmaceutica N.V.

  公开号：US07429659B2

  公开（公告）日：2008-09-30

  Certain furan compounds are histamine H3 modulators useful in the treatment of histamine H3 receptor mediated diseases.

  某些呋喃化合物是组胺H3调节剂，可用于治疗组胺H3受体介导的疾病。
• NON-IMIDAZOLE HETEROCYCLIC COMPOUNDS AS HISTAMINE H3 RECEPTOR MODULATORS
  申请人：JANSSEN PHARMACEUTICA N.V.

  公开号：EP1771432A2

  公开（公告）日：2007-04-11
• US7429659B2
  申请人：——

  公开号：US7429659B2

  公开（公告）日：2008-09-30
• [EN] NON-IMIDAZOLE HETEROCYCLIC COMPOUNDS<br/>[FR] COMPOSES HETEROCYCLIQUES EXEMPTS D'IMIDAZOLE
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2005096734A2

  公开（公告）日：2005-10-20

  Certain non-imidazole heterocyclic compounds are histamine H3 modulators useful in the treatment of histamine H3 receptor mediated diseases.