3-(4-苄基哌嗪-1-基)-6-氯哌嗪 | 362661-27-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 中文名称: 3-(4-苄基哌嗪-1-基)-6-氯哌嗪
• 英文名称: 1-(6'-chloro-2'-pyridazinyl)-4-benzylpiperazine
• 英文别名: 3-(4-Benzylpiperazin-1-yl)-6-chloropyridazine
• CAS: 362661-27-6
• 化学式: C₁₅H₁₇ClN₄
• mdl: MFCD05864737
• 分子量: 288.78
• InChiKey: ZHHZOCKAGJIQBD-UHFFFAOYSA-N

物化性质

• 沸点：
  478.7±45.0 °C(Predicted)
• 密度：
  1.258±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  32.3
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  3-(4-苄基哌嗪-1-基)-6-氯哌嗪 在 溶剂黄146 作用下， 反应 6.0h， 生成 6-<4-benzyl-1-piperazinyl>-3(2H)-pyridazinone
  参考文献：
  名称：

  Synthesis of antipyrine/pyridazinone hybrids and investigation of their in vivo analgesic and anti-inflammatory activities

  摘要：

  合成了 11 种抗吡啶/哒嗪酮杂交化合物，并分别通过对苯醌诱导的蠕动试验和卡拉胶诱导的爪水肿模型对其体内镇痛和抗炎活性进行了评估。 试验结果表明，与阿司匹林和吲哚美辛相比，化合物 6a、6c 和 6d 分别具有相同或更强的镇痛和抗炎作用。研究还考察了化合物对胃黏膜的副作用。 在测试条件下，发现大多数化合物都不会引起溃疡。

  DOI：

  10.3906/kim-1111-29
• 作为产物：
  描述：

  3,6-二氯哒嗪 、 1-苄基哌嗪 反应 4.0h， 以74%的产率得到3-(4-苄基哌嗪-1-基)-6-氯哌嗪
  参考文献：
  名称：

  Structure−Affinity Relationships of a Unique Nicotinic Ligand:  N-Dimethyl-N⁴-phenylpiperazinium Iodide (DMPP)

  摘要：

  DMPP is a well-known nicotinic agonist that does not fit any proposed pharmacophore for nicotinic binding and represents a unique ligand among the hundreds of nicotinic agonists studied in the past decades. A systematic modulation of the chemical structure of DMPP, aimed to establish its structure-affinity relationships, is reported. The research has allowed to identify molecules such as I Ic, 13c, 14c, and 28c, with affinities for alpha (4)beta (2) receptors in the low nanomolar range, some 2 orders of magnitude lower than the lead compound. The agonistic properties of the most interesting compounds have been assessed by measuring their analgesic activity on mice (hot-plate test). Another result of the research was the identification of DMPP analogues, such as 3a (K-i = 90 nM) and 14b (K-i = 180 nM), that maintain affinity for the central nicotinic receptor when the ammonium function is changed into an aminic one and are therefore possible leads for drug development in neurodegenerative diseases.

  DOI：

  10.1021/jm010901y

文献信息

• Synthesis and antinociceptive activity of 6-substituted-3-pyridazinone derivatives
  作者：Mehtap Gokçe、Deniz Dogruer、Mustafa Fethi Sahin

  DOI：10.1016/s0014-827x(01)01037-0

  日期：2001.4

  A series of 3-pyridazinones carrying morpholino, arylpiperidino and arylpiperazino moiety in the position 6 IIa-g were synthesized and evaluated for antinociceptive activity. In the modified Koster test in mice 4-(4-fluorophenyl) piperazine, IIf, was found the most active compound. All the compounds except IId were more active than aspirin in the antinociceptive activity test. (C) 2001 Elsevier Science S.A. All rights reserved.
• DELTA 1-PYRROLINE ALS SCHÄDLINGSBEKÄMPFUNGSMITTEL
  申请人：Bayer CropScience AG

  公开号：EP1347957A1

  公开（公告）日：2003-10-01
• [DE] DELTA 1-PYRROLINE ALS SCHÄDLINGSBEKÄMPFUNGSMITTEL<br/>[EN] DELTA 1-PYRROLINES USED AS PESTICIDES<br/>[FR] DELTA 1-PYRROLINES UTILISEES COMME AGENTS DE LUTTE CONTRE LES PARASITES
  申请人：BAYER AG

  公开号：WO2002046151A1

  公开（公告）日：2002-06-13

  Neue Delta1-Pyrroline der Formel (I) in welcher R1, R2, R3, m und Q die in der Beschreibung angegebenen Bedeutungen haben, mehrere Verfahren zur Herstellung dieser Stoffe und deren Verwendung zur Bekämpfung von Schädlingen.
• Structure−Affinity Relationships of a Unique Nicotinic Ligand:  N-Dimethyl-N⁴-phenylpiperazinium Iodide (DMPP)
  作者：Maria Novella Romanelli、Dina Manetti、Serena Scapecchi、Pier Andrea Borea、Silvia Dei、Alessandro Bartolini、Carla Ghelardini、Fulvio Gualtieri、Luca Guandalini、Katia Varani

  DOI：10.1021/jm010901y

  日期：2001.11.1

  DMPP is a well-known nicotinic agonist that does not fit any proposed pharmacophore for nicotinic binding and represents a unique ligand among the hundreds of nicotinic agonists studied in the past decades. A systematic modulation of the chemical structure of DMPP, aimed to establish its structure-affinity relationships, is reported. The research has allowed to identify molecules such as I Ic, 13c, 14c, and 28c, with affinities for alpha (4)beta (2) receptors in the low nanomolar range, some 2 orders of magnitude lower than the lead compound. The agonistic properties of the most interesting compounds have been assessed by measuring their analgesic activity on mice (hot-plate test). Another result of the research was the identification of DMPP analogues, such as 3a (K-i = 90 nM) and 14b (K-i = 180 nM), that maintain affinity for the central nicotinic receptor when the ammonium function is changed into an aminic one and are therefore possible leads for drug development in neurodegenerative diseases.
• Synthesis of antipyrine/pyridazinone hybrids and investigation of their in vivo analgesic and anti-inflammatory activities
  作者：SULTAN BAYTAŞ、NAZAN İNCELER、KHATEREH FATTAHPOUR MAVANEH、MECİT ORHAN ULUDAĞ、NURETTİN ABACIOĞLU、MEHTAP GÖKÇE

  DOI：10.3906/kim-1111-29

  日期：——

  Eleven antipyrine/pyridazinone hybrids were synthesized and evaluated for their in vivo analgesic and anti-inflammatory activities by p-benzoquinone-induced writhing test and carrageenan-induced paw edema model, respectively. The test results indicated that compounds 6a, 6c, and 6d were equally or more potent analgesic and anti-inflammatory agents than aspirin and indomethacin, respectively. Side effects of the compounds were examined on gastric mucosa. Most of the compounds were found to be non-ulcerogenic under test conditions.

  合成了 11 种抗吡啶/哒嗪酮杂交化合物，并分别通过对苯醌诱导的蠕动试验和卡拉胶诱导的爪水肿模型对其体内镇痛和抗炎活性进行了评估。 试验结果表明，与阿司匹林和吲哚美辛相比，化合物 6a、6c 和 6d 分别具有相同或更强的镇痛和抗炎作用。研究还考察了化合物对胃黏膜的副作用。 在测试条件下，发现大多数化合物都不会引起溃疡。