1,4-bis-(4-hydroxy-benzyl)-piperazine | 139253-00-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,4-bis-(4-hydroxy-benzyl)-piperazine
• 英文别名: 1,4-Bis-(4-hydroxy-benzyl)-piperazin；1,4-Di-[(4-hydroxyphenyl)methyl]piperazine；4-[[4-[(4-hydroxyphenyl)methyl]piperazin-1-yl]methyl]phenol
• CAS: 139253-00-2
• 化学式: C₁₈H₂₂N₂O₂
• 分子量: 298.385
• InChiKey: IKOPHMGGFSUCLT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  46.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-哌嗪基甲基苯酚 、 1,4-bis-(4-hydroxy-benzyl)-piperazine 生成 4-((Methyl(phenethyl)amino)methyl)phenol
  参考文献：
  名称：

  Cationic effect-driven carbinol/amine reaction

  摘要：

  芳基和杂环甲胺可以通过在阳离子效应试剂存在下将羟基芳基甲醇或杂环甲醇与一级或二级胺反应制备。

  公开号：

  US05142052A1
• 作为产物：
  描述：

  在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 、 乙醇 为溶剂， 生成 1,4-bis-(4-hydroxy-benzyl)-piperazine
  参考文献：
  名称：

  Substrate and Reaction Specificity of Mycobacterium tuberculosis Cytochrome P450 CYP121

  摘要：

  Cytochrome P450 CYP121 is essential for the viability of Mycobacterium tuberculosis. Studies in vitro show that it can use the cyclodipeptide cyclo(L-Tyr-L-Tyr) (cYY) as a substrate. We report an investigation of the substrate and reaction specificities of CYP121 involving analysis of the interaction between CYP121 and 14cYY analogues with various modifications of the side chains or the diketopiperazine (DKP) ring. Spectral titration experiments show that CYP121 significantly bound only cyclodipeptides with a conserved DKP ring carrying two aryl side chains in L-configuration. CYP121 did not efficiently or selectively transform any of the cYY analogues tested, indicating a high specificity for cYY. The molecular determinants of this specificity were inferred from both crystal structures of CYP121-analog complexes solved at high resolution and solution NMR spectroscopy of the analogues. Bound cYY or its analogues all displayed a similar set of contacts with CYP121 residues Asn(85), Phe(168), and Trp(182). The propensity of the cYY tyrosyl to point toward Arg(386) was dependent on the presence of the DKP ring that limits the conformational freedom of the ligand. The correct positioning of the hydroxyl of this tyrosyl was essential for conversion of cYY. Thus, the specificity of CYP121 results from both a restricted binding specificity and a fine-tuned P450 substrate relationship. These results document the catalytic mechanism of CYP121 and improve our understanding of its function in vivo. This work contributes to progress toward the design of inhibitors of this essential protein of M. tuberculosis that could be used for antituberculosis therapy.

  DOI：

  10.1074/jbc.m112.443853

文献信息

• [EN] COMPOUNDS, COMPOSITIONS AND METHODS FOR THE TREATMENT OF AMYLOID DISEASES AND SYNUCLEINOPATHIES SUCH AS ALZHEIMER'S DISEASE, TYPE 2 DIABETES, AND PARKINSON'S DISEASE<br/>[FR] COMPOSES, COMPOSITIONS ET PROCEDES DE TRAITEMENT DE MALADIES AMYLOIDES ET DE SYNUCLEINOPATHIES, NOTAMMENT DE LA MALADIE D'ALZHEIMER, DU DIABETE DE TYPE 2 ET DE LA MALADIE DE PARKINSON
  申请人：PROTEOTECH INC

  公开号：WO2003101927A1

  公开（公告）日：2003-12-11

  Bis- and tris-dihydroxyaryl compounds and their methylenedioxy analogs and pharmaceutically acceptable esters, their synthesis, pharmaceutical compositions containing them, and their use in the treatment of amyloid diseases, especially Aß amyloidosis, such as observed in Alzheimer's disease, IAPP amyloidosis, such as observed in type 2 diabetes, and synucleinophathies, such as observed in Parkinson's disease, and the manufacture of medicaments for such treatment.

  双-和三-二羟基芳基化合物及其亚甲二氧基类似物和药用可接受酯，它们的合成，含有它们的药物组合物，以及它们在治疗淀粉样疾病，特别是Aß淀粉样病变，如阿尔茨海默病中观察到的，IAPP淀粉样病变，如2型糖尿病中观察到的，以及α-突触核病，如帕金森病中观察到的，以及用于制造用于此类治疗的药物。
• Compounds, compositions and methods for the treatment of synucleinopathies
  申请人：Esposito Luke

  公开号：US20070276034A1

  公开（公告）日：2007-11-29

  Bis- and tris-dihydroxyaryl compounds and their methylenedioxy analogs and pharmaceutically acceptable esters, their synthesis, pharmaceutical compositions containing them, and their use in the treatment of synucleinopathies, such as Parkinson's disease, and the manufacture of medicaments for such treatment.

  双-和三-二羟基芳基化合物及其亚甲二氧基类似物和药学上可接受的酯，它们的合成，含有它们的制药组合物，以及它们在治疗突触核病，如帕金森病中的应用和制造用于这种治疗的药物。
• DE89979
  申请人：——

  公开号：——

  公开（公告）日：——
• COMPOUNDS, COMPOSITIONS AND METHODS FOR THE TREATMENT OF AMYLOID DISEASES AND SYNUCLEINOPATHIES SUCH AS ALZHEIMER S DISEASE, TYPE 2 DIABETES, AND PARKINSON S DISEASE
  申请人：Proteotech, Inc.

  公开号：EP1511710A1

  公开（公告）日：2005-03-09
• US5142052A
  申请人：——

  公开号：US5142052A

  公开（公告）日：1992-08-25