N-(2,2-diethoxyethyl)-N'-(4-chloro-6-methoxy-2-methylpyrimid-5-yl)-guanidine | 461658-70-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: N-(2,2-diethoxyethyl)-N'-(4-chloro-6-methoxy-2-methylpyrimid-5-yl)-guanidine
• 英文别名: 1-(4-Chloro-6-methoxy-2-methylpyrimidin-5-yl)-2-(2,2-diethoxyethyl)guanidine
• CAS: 461658-70-8
• 化学式: C₁₃H₂₂ClN₅O₃
• 分子量: 331.802
• InChiKey: QBHYHKXOJKWRJW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  22
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  104
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-(2,2-diethoxyethyl)-N'-(4-chloro-6-methoxy-2-methylpyrimid-5-yl)-guanidine 在 盐酸 、 氢氧化钾 作用下， 以 水 为溶剂， 反应 1.92h， 生成 Dehydrogenated Moxonidine
  参考文献：
  名称：

  Identification, synthesis and pharmacological activity of moxonidine metabolites

  摘要：

  The metabolism of moxonidine, 4-chloro-N-(4,5-dihydro-1H-imidazol-2-yl)-6-methoxy-2-methyl-5-pyrimidinamine, LY326869, in rats, mice, dogs, and humans has been examined. At least 17 metabolites were identified or tentatively identified in the different species by HPLC, LC/MS and LC/MS/MS. The identities of seven of the major metabolites have been verified by independent synthesis. The metabolites are generally derived from oxidation and conjugation pathways. Oxidation occurred at the imidazolidine ring as well as the methyl at the 2 position of the pyrimidine ring. All seven metabolites were examined in the spontaneously hypertensive rats (3 mg kg(-1), i.v.) for pressure and heart rate. Only one, 2-hydroxymethyl-4-chloro-5-(imidazolidin-2-ylidenimino)-6-methoxypyrimidine, exerted a short-lasting decrease in blood pressure, albeit attenuated in magnitude compared to moxonidine. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.

  DOI：

  10.1016/s0223-5234(01)01293-4
• 作为产物：
  描述：

  2-甲基-4,6-二氯-5-氨基嘧啶 在 氢氧化钾 、 potassium dihydrogenphosphate 、 lead acetate 作用下， 以 甲醇 、 水 、 丙酮 、 乙腈 为溶剂， 反应 11.25h， 生成 N-(2,2-diethoxyethyl)-N'-(4-chloro-6-methoxy-2-methylpyrimid-5-yl)-guanidine
  参考文献：
  名称：

  Identification, synthesis and pharmacological activity of moxonidine metabolites

  摘要：

  The metabolism of moxonidine, 4-chloro-N-(4,5-dihydro-1H-imidazol-2-yl)-6-methoxy-2-methyl-5-pyrimidinamine, LY326869, in rats, mice, dogs, and humans has been examined. At least 17 metabolites were identified or tentatively identified in the different species by HPLC, LC/MS and LC/MS/MS. The identities of seven of the major metabolites have been verified by independent synthesis. The metabolites are generally derived from oxidation and conjugation pathways. Oxidation occurred at the imidazolidine ring as well as the methyl at the 2 position of the pyrimidine ring. All seven metabolites were examined in the spontaneously hypertensive rats (3 mg kg(-1), i.v.) for pressure and heart rate. Only one, 2-hydroxymethyl-4-chloro-5-(imidazolidin-2-ylidenimino)-6-methoxypyrimidine, exerted a short-lasting decrease in blood pressure, albeit attenuated in magnitude compared to moxonidine. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.

  DOI：

  10.1016/s0223-5234(01)01293-4

文献信息

• Identification, synthesis and pharmacological activity of moxonidine metabolites
  作者：David D Wirth、Minxia M He、Boris A Czeskis、Karen M Zimmerman、Ulrike Roettig、Wolfgang Stenzel、Mitchell I Steinberg

  DOI：10.1016/s0223-5234(01)01293-4

  日期：2002.1

  The metabolism of moxonidine, 4-chloro-N-(4,5-dihydro-1H-imidazol-2-yl)-6-methoxy-2-methyl-5-pyrimidinamine, LY326869, in rats, mice, dogs, and humans has been examined. At least 17 metabolites were identified or tentatively identified in the different species by HPLC, LC/MS and LC/MS/MS. The identities of seven of the major metabolites have been verified by independent synthesis. The metabolites are generally derived from oxidation and conjugation pathways. Oxidation occurred at the imidazolidine ring as well as the methyl at the 2 position of the pyrimidine ring. All seven metabolites were examined in the spontaneously hypertensive rats (3 mg kg(-1), i.v.) for pressure and heart rate. Only one, 2-hydroxymethyl-4-chloro-5-(imidazolidin-2-ylidenimino)-6-methoxypyrimidine, exerted a short-lasting decrease in blood pressure, albeit attenuated in magnitude compared to moxonidine. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.