N,4-二甲基-1-哌嗪硫代甲酰胺 | 64574-95-4

• 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: N,4-二甲基-1-哌嗪硫代甲酰胺
• 英文名称: N,4-dimethylpiperazine-1-carbothioamide
• CAS: 64574-95-4
• 化学式: C₇H₁₅N₃S
• mdl: MFCD02827584
• 分子量: 173.282
• InChiKey: VFIQPHIYQWWLGJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.857
• 拓扑面积：
  50.6
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2933599090

反应信息

• 作为反应物：
  描述：

  呋喃甲酰氯 、 N,4-二甲基-1-哌嗪硫代甲酰胺 以 氯仿 为溶剂， 反应 4.0h， 生成 4-{[2-furoyl(methyl)amino]carbonothioyl}-1-methylpiperazin-1-ium chloride
  参考文献：
  名称：

  Synthesis of N-substituted-N-acylthioureas of 4-substituted piperazines endowed with local anaesthetic, antihyperlipidemic, antiproliferative activities and antiarrythmic, analgesic, antiaggregating actions

  摘要：

  Three series of N-acyl and N-cyclohexyl- or N-methyl or N-phenyl-thioureas of 4-substituted (methyl, phenyl, 2-pyridyl)piperazines (4-12) were synthesised according to a highly convergent one-pot procedure and tested in vivo (local anaesthetic, anti-hyperlipoproteinemic, analgesic, anti-inflammatory, antiarrythmic activities) and in vitro (antiaggregating and, for some selected derivatives, antiproliferative activities) experiments. All the test compounds showed local anaesthesia in particular 4Ar(4), 5Ar(4), 12Ar(3) (after 5 min) and 5Ar(2), 5Ar(3), 9Ar(4) (after 30 min) were equipotent to lidocaine. In lowering triglyceride levels, compounds 6Ar(4) and 7Ar(3) were more active than nicotinic acid, whereas 7Ar(4) and 11Ar(4) were approximately equipotent. As concerns analgesic activity, 5Ar(2) and 5Ar(4) were as active as indomethacin. Appreciable anti-inflammatory activity was found in 8Ar(1), 5Ar(2) and 11Ar(2), but inferior to that of indomethacin. High levels of antiarrythmic activity, comparable with that of quinidine, were found in derivatives 4Ar(2) and 10Ar(1). Compounds 4Ar(2) and 8Ar(2), assayed in antitumor in vitro screening system at National Cancer Institute (NCI), showed significant antiproliferative activity against ACHN cell line (GI50: 0.13 microM) and NCI-H226 cell line (GI50: 1.03 microM), respectively.

  DOI：

  10.1016/s0014-827x(03)00132-0
• 作为产物：
  描述：

  N-甲基哌嗪 、 异硫氰酸甲酯 在 三乙胺 作用下， 以 乙醚 为溶剂， 以100%的产率得到N,4-二甲基-1-哌嗪硫代甲酰胺
  参考文献：
  名称：

  Conformationally restrained carbamoylcholine homologues. Synthesis, pharmacology at neuronal nicotinic acetylcholine receptors and biostructural considerations

  摘要：

  Exploration of small selective ligands for the nicotinic acetylcholine receptors (nAChRs) based on acetylcholine (ACh) has led to the development of potent agonists with clear preference for the 042 nAChR, the most prevalent nAChR subtype in the central nervous system. In this work we present the continuation of these efforts aimed at increasing this subtype selectivity by introduction of conformational restriction in the carbamoylcholine homologue, 3-(dimethylaminobutyl) dimethylcarbamate (DMABC). Our results highlight the importance of the N-carbamoyl substitution in alpha(4)beta(2)-subtype selectivity. Moreover, we have confirmed the non-linear conformation of DMABC bound to nAChRs suggested by recent crystal structures of the compound in complex with the Lymnaea stagnalis ACh binding protein. (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2015.07.029

文献信息

• Thiazolidinones, their production and use as pharmaceutical agents
  申请人：Siemeister Gerhard

  公开号：US20070037862A1

  公开（公告）日：2007-02-15

  Thiazolidinones of general formula I in which Q, A, B, X, R 1 and R 2 have the meanings that are indicated in the description, as well as those of general formula IA in which Q, A, B, X, R 1 and R 2a have the meanings that are indicated in the description, their production and use as inhibitors of the polo-like kinase (PLK) for treating various diseases as well as intermediate products for the production of thiazolidinones are described.

  通用公式I中的噻唑烷酮，其中Q、A、B、X、R1和R2具有描述中指示的含义，以及通用公式IA中的噻唑烷酮，其中Q、A、B、X、R1和R2ahave具有描述中指示的含义，描述了它们作为极化样激酶（PLK）抑制剂用于治疗各种疾病以及用于噻唑烷酮的生产和使用的中间体产品。
• AMPHIPHILIC POLYMER SYSTEMS
  申请人：Universitätsspital Basel

  公开号：EP3236936B1

  公开（公告）日：2020-02-19
• KETOCONAZOLE-DERIVATIVE ANTAGONIST OF HUMAN PREGNANE X RECEPTOR AND USES THEREOF
  申请人：Mani Sridhar

  公开号：US20110105522A1

  公开（公告）日：2011-05-05

  The application discloses ketoconazole derivatives that are antagonists of the human pregnane X receptor (PXR), methods of preparing the derivatives, uses of the derivatives with drug therapy, and methods of inhibiting tumor cell proliferation and multidrug resistance using inhibitors of PXR.
• US4118501A
  申请人：——

  公开号：US4118501A

  公开（公告）日：1978-10-03
• US4156735A
  申请人：——

  公开号：US4156735A

  公开（公告）日：1979-05-29