4-tert-butyl-1-(4-chlorobutyl)pyrimidin-2(1H)-one | 762302-88-5

• 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: 4-tert-butyl-1-(4-chlorobutyl)pyrimidin-2(1H)-one
• 英文别名: 4-Tert-butyl-1-(4-chlorobutyl)pyrimidin-2-one
• CAS: 762302-88-5
• 化学式: C₁₂H₁₉ClN₂O
• 分子量: 242.749
• InChiKey: SCZXWVGVYHPVLR-UHFFFAOYSA-N

物化性质

• 沸点：
  338.3±44.0 °C(Predicted)
• 密度：
  1.09±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  32.7
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-tert-butyl-1-(4-chlorobutyl)pyrimidin-2(1H)-one 、 2-叔丁基-4-(1-哌嗪)-6-三氟甲基嘧啶 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 4-tert-butyl-1-(4-{4-[2-tert-butyl-6-(trifluoromethyl)pyrimidin-4-yl]piperazin-1-yl}butyl)pyrimidin-2(1H)-one
  参考文献：
  名称：

  Synthesis and SAR of highly potent and selective dopamine D3-receptor antagonists: 1H-Pyrimidin-2-one derivatives

  摘要：

  The synthesis and SAR of novel highly potent and selective dopamine D-3-receptor antagonists based on a 1H-pyrimidin-2-one scaffold are described. A-690344 antagonized PD 128907-induced huddling deficits in rat (ED50 6.1 mg/kg po), a social interaction paradigm. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.10.068
• 作为产物：
  描述：

  1-溴-4-氯丁烷 、 4-t-Butyl-2-hydroxy-pyrimidin 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 4-tert-butyl-1-(4-chlorobutyl)pyrimidin-2(1H)-one 、
  参考文献：
  名称：

  Synthesis and SAR of highly potent and selective dopamine D3-receptor antagonists: 1H-Pyrimidin-2-one derivatives

  摘要：

  The synthesis and SAR of novel highly potent and selective dopamine D-3-receptor antagonists based on a 1H-pyrimidin-2-one scaffold are described. A-690344 antagonized PD 128907-induced huddling deficits in rat (ED50 6.1 mg/kg po), a social interaction paradigm. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.10.068

文献信息

• Pyrimidin-2-one compounds and their use as dopamine d3 receptor ligands
  申请人：Geneste Herve

  公开号：US20060235004A1

  公开（公告）日：2006-10-19

  The invention relates to pyrimidin 2-one compounds of general formula (I), in addition to the derivatives and tautomers of (I) and the physiologically acceptable salts of said compounds. In said formula, A represents linear or branched C 3 -C 6 alkene, which can have a double bond or triple bond and/or a group Z, which is not adjacent to the nitrogen atom of the pyrimidinone ring and is selected from O, S, C(O), NR 3 , C(O)NR 3 , NR 3 C(O), OC(O) and C(O)O; B represents a group of the formula (II), in which X stands for CH 2 or N and Y stands for CH 2 or CH 2 CH 2 , or X—Y can also jointly represent C═CH, C═CH—CH 2 or CH—CH═CH; R 1 and R 2 are defined as cited in the description and the claims; and Ar represents an optionally substituted aromatic group. The invention also relates to a pharmaceutical agent, containing at least one compound (I) and the tautomers, derivatives and/or acid addition salts of said compound, optionally together with physiologically acceptable carriers and/or auxiliary agents. The invention also relates to the use of compounds of formula (I), and their tautomers, derivatives and pharmacologically acceptable acid addition salts for producing a phrmaceutical agent for treating diseases which respond to the influence of dopamine D 3 receptor ligands.

  本发明涉及一般式(I)的嘧啶2-酮化合物，以及(I)的衍生物和互变异构体以及所述化合物的生理上可接受的盐。 在该式中，A代表线性或支链C3-C6烯烃，可以具有双键或三键和/或Z基团，该基团不靠近嘧啶酮环的氮原子，并从O，S，C（O），NR3，C（O）NR3，NR3C（O），OC（O）和C（O）O中选择; B代表式（II）的基团，其中X代表CH2或N，Y代表CH2或CH2CH2，或X-Y也可以共同表示C═CH，C═CH-CH2或CH-CH═CH; R1和R2如描述和权利要求中所述; Ar代表可选的取代芳香族基团。 本发明还涉及一种制药剂，其中包含至少一种化合物(I)和所述化合物的互变异构体，衍生物和/或酸加成盐，可选地与生理上可接受的载体和/或辅助剂一起使用。 本发明还涉及使用化合物(I)及其互变异构体，衍生物和药理学上可接受的酸加成盐制备用于治疗对多巴胺D3受体配体影响有反应的疾病的制药剂。
• PYRIMIDIN-2-ON-VERBINDUNGEN UND IHRE VERWENDUNG ALS DOPAMIN-D3-REZEPTORLIGANDEN
  申请人：Abbott GmbH & Co. KG

  公开号：EP1601659B1

  公开（公告）日：2008-01-16
• US8008488B2
  申请人：——

  公开号：US8008488B2

  公开（公告）日：2011-08-30
• Synthesis and SAR of highly potent and selective dopamine D3-receptor antagonists: 1H-Pyrimidin-2-one derivatives
  作者：Hervé Geneste、Gisela Backfisch、Wilfried Braje、Jürgen Delzer、Andreas Haupt、Charles W. Hutchins、Linda L. King、Andreas Kling、Hans-Jürgen Teschendorf、Liliane Unger、Wolfgang Wernet

  DOI：10.1016/j.bmcl.2005.10.068

  日期：2006.2

  The synthesis and SAR of novel highly potent and selective dopamine D-3-receptor antagonists based on a 1H-pyrimidin-2-one scaffold are described. A-690344 antagonized PD 128907-induced huddling deficits in rat (ED50 6.1 mg/kg po), a social interaction paradigm. (c) 2005 Elsevier Ltd. All rights reserved.