5-嘧啶羧酸盐酸盐 | 409357-05-7

• 物质功能分类: 医药中间体 - 杂环化合物 - 嘧啶类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 5-嘧啶羧酸盐酸盐
• 英文名称: pyrimidine-5-carboxylic acid hydrochloride
• 英文别名: 5-Pyrimidinecarboxylic acid monohydrochloride；pyrimidine-5-carboxylic acid;hydrochloride
• CAS: 409357-05-7
• 化学式: C₅H₄N₂O₂*0ClH
• 分子量: 131.391
• InChiKey: GORPEBSTZQXVFX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  63.1
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-嘧啶羧酸盐酸盐 在 5% rhodium on carbon 、 氢气 作用下， 以 水 为溶剂， 以49%的产率得到1,4,5,6-Tetrahydropyrimidine-5-carboxylic acid hydrochloride
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of 6-aminonicotinic acid analogues as novel GABAA receptor agonists

  摘要：

  A series of 6-aminonicotinic acid analogues have been synthesized and pharmacologically characterized at native and selected recombinant GABA(A) receptors. 6-Aminonicotinic acid (3) as well as 2- and 4-alkylated analogues (9-11, 14-16) display low to mid-micromolar GABA(A)R binding affinities to native GABA(A) receptors (K(i) 1.1-24 μM). The tetrahydropyridine analogue of 3 (22) shows low-nanomolar affinity (K(i) 0.044 μM) and equipotency as an agonist to GABA itself as well as the standard GABA(A) agonist isoguvacine. Cavities surrounding the core of the GABA binding pocket were predicted by molecular interaction field calculations and docking studies in a α1β2γ2 GABA(A) receptor homology model, and were confirmed by affinities of substituted analogues of 3. The tight steric requirements observed for the remarkably few GABA(A)R agonists reported to date is challenged by our findings. New openings for agonist design are proposed which potentially could facilitate the exploration of different pharmacological profiles within the GABA(A)R area.

  DOI：

  10.1016/j.ejmech.2014.07.039
• 作为产物：
  描述：

  5-嘧啶甲酸 在 盐酸 作用下， 以 水 为溶剂， 以0.564 g的产率得到5-嘧啶羧酸盐酸盐
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of 6-aminonicotinic acid analogues as novel GABAA receptor agonists

  摘要：

  A series of 6-aminonicotinic acid analogues have been synthesized and pharmacologically characterized at native and selected recombinant GABA(A) receptors. 6-Aminonicotinic acid (3) as well as 2- and 4-alkylated analogues (9-11, 14-16) display low to mid-micromolar GABA(A)R binding affinities to native GABA(A) receptors (K(i) 1.1-24 μM). The tetrahydropyridine analogue of 3 (22) shows low-nanomolar affinity (K(i) 0.044 μM) and equipotency as an agonist to GABA itself as well as the standard GABA(A) agonist isoguvacine. Cavities surrounding the core of the GABA binding pocket were predicted by molecular interaction field calculations and docking studies in a α1β2γ2 GABA(A) receptor homology model, and were confirmed by affinities of substituted analogues of 3. The tight steric requirements observed for the remarkably few GABA(A)R agonists reported to date is challenged by our findings. New openings for agonist design are proposed which potentially could facilitate the exploration of different pharmacological profiles within the GABA(A)R area.

  DOI：

  10.1016/j.ejmech.2014.07.039

文献信息

• Nitroso diphenylamine derivatives
  申请人：——

  公开号：US20040063783A1

  公开（公告）日：2004-04-01

  The present invention relates to a compound of formula (I) in which X, A, T, Y, G and R are as defined in Claim ( 1 ).

  本发明涉及式（I）化合物，其中 X、A、T、Y、G 和 R 如权利要求（1）中所定义。 1 ).
• NITROSO DIPHENYLAMINE DERIVATIVES
  申请人：MERCK PATENT GmbH

  公开号：EP1322598A1

  公开（公告）日：2003-07-02
• US5574044A
  申请人：——

  公开号：US5574044A

  公开（公告）日：1996-11-12
• US5691323A
  申请人：——

  公开号：US5691323A

  公开（公告）日：1997-11-25
• [EN] MUSCARINE ANTAGONISTS<br/>[FR] ANTAGONISTES DE MUSCARINE
  申请人：MERCK & CO., INC.

  公开号：WO1996013262A1

  公开（公告）日：1996-05-09

  (EN) Compounds, 1,3-dihydro-1-1-[piperidin-4-yl]piperidin-4-yl}-2H-benzimidazol-2-ones and 1,3-dihydro-1-4-amino-1-cyclohexyl}-2H-benzimidazol-2-ones and derivatives thereof, their preparation, method of use and pharmaceutical compositions are described. These compounds are endowed with antimuscarinic activity and are useful in the treatment and/or prevention of myopia (commonly known as nearsightedness).(FR) Composés, 1,3-dihydro-1-1-[pipéridine-4-yl]pipéridine-4-yl}-2H-benzimidazole-2-ones et 1,3 dihydro-1-4-amino-1-cyclohexyl}-2H-benzimidazole-2-ones et dérivés desdites substances, leur préparation, procédé d'utilisation et compositions pharmaceutiques. Lesdits composés possèdent une activité antimuscarinique et sont utiles dans le traitement et/ou la prévention de la myopie.