((R)-4-benzoyl-2-methylpiperazin-1-yl)acetonitrile | 474010-72-5

• 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: ((R)-4-benzoyl-2-methylpiperazin-1-yl)acetonitrile
• 英文别名: 1-benzoyl-4-cyanomethyl-3-(R)-methylpiperazine；(R)-N-benzyl-3-methyl-N'-cyanomethylpiperazine；(4-Benzoyl-2-methyl-piperazin-1-yl)；2-[(2R)-4-benzoyl-2-methylpiperazin-1-yl]acetonitrile
• CAS: 474010-72-5
• 化学式: C₁₄H₁₇N₃O
• 分子量: 243.308
• InChiKey: CEQYZJUTBLWYOG-GFCCVEGCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  47.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ((R)-4-benzoyl-2-methylpiperazin-1-yl)acetonitrile 、 3-(吡啶-2-基)苯甲酸甲酯 在 sodium hexamethyldisilazane 、 sodium hypochlorite 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 1-(4-benzoyl-2(R)-methylpiperazin-1-yl)-2-[3-pyrid-2-ylphenyl]ethane-1,2-dione
  参考文献：
  名称：

  Heterobiaryl Human Immunodeficiency Virus Entry Inhibitors

  摘要：

  Previously disclosed HIV (human immunodeficiency virus) attachment inhibitors, exemplified by BMS 806 (formally BMS378806, 1), are characterized by a substituted indole or azaindole ring linked to a benzoylpiperazine via a ketoamide or sulfonamide group. In the present report, we describe the discovery of a novel series of potent HIV entry inhibitors in which the indole or azaindole ring of previous inhibitors is replaced by a heterobiaryl group. Several of these analogues exhibited IC(50) values of less than 5 nM in a pseudotyped antiviral assay, and compound 13k was demonstrated to exhibit potency and selectivity similar to those of I against a panel of clinical viral isolates. Moreover, current structure-activity relationship studies of these novel biaryl gp120 inhibitors revealed that around the biaryl, a fine crevice might exist in the gp120 binding site. Taken in sum, these data reveal a hitherto unsuspected flexibility in the structure-activity relationships for these inhibitors and suggest new avenues for exploration and gp120 inhibitor design.

  DOI：

  10.1021/jm900330x
• 作为产物：
  描述：

  氯乙腈 、 (R)-2-甲基-4-苯甲酰基哌嗪 在 三乙胺 、 碳酸氢钠 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 10.0h， 生成 ((R)-4-benzoyl-2-methylpiperazin-1-yl)acetonitrile
  参考文献：
  名称：

  Bicyclo 4.4.0 antiviral derivatives

  摘要：

  这项发明提供了具有药物和生物影响特性的化合物，它们的药物组合物和使用方法。具体而言，该发明涉及酰胺哌嗪衍生物。这些化合物具有独特的抗病毒活性，无论是单独使用还是与其他抗病毒药物、抗感染剂、免疫调节剂或HIV进入抑制剂结合使用。更具体地说，本发明涉及治疗HIV和艾滋病。

  公开号：

  US20040009985A1

文献信息

• Benzothiazole antiviral agents
  申请人：Wang Tao

  公开号：US20050272734A1

  公开（公告）日：2005-12-08

  The invention encompasses a series of benzothiazole compounds which inhibit HIV entry and are useful for treating HIV infection and AIDS. The invention also encompasses pharmaceutical compositions and methods for using these compounds.

  该发明涵盖了一系列抑制HIV进入的苯并噻唑化合物，可用于治疗HIV感染和艾滋病。该发明还涵盖了药物组合物和使用这些化合物的方法。
• Indole, azaindole and related heterocyclic amidopiperazine derivatives
  申请人：——

  公开号：US20030096825A1

  公开（公告）日：2003-05-22

  This invention provides compounds having drug and bio-affecting properties, their pharmaceutical compositions and method of use. In particular, the invention is concerned with amido piperazine derivatives. These compounds possess unique antiviral activity, whether used alone or in combination with other antivirals, antiinfectives, immunomodulators or HIV entry inhibitors. More particularly, the present invention relates to the treatment of HIV and AIDS.

  本发明提供具有药物和生物影响性质的化合物，它们的制药组合物和使用方法。具体而言，本发明涉及酰胺哌嗪衍生物。这些化合物具有独特的抗病毒活性，无论是单独使用还是与其他抗病毒药物、抗感染药物、免疫调节剂或HIV进入抑制剂联合使用。更具体地，本发明涉及治疗HIV和艾滋病。
• Piperazine and piperidine biaryl derivatives
  申请人：Lu Jian Rong

  公开号：US20070259879A1

  公开（公告）日：2007-11-08

  This invention relates to piperazine and piperidine biaryl compounds of Formula (I): or a pharmaceutically acceptable prodrug, salt, polymorph, solvate, enantiomer, diastereomer, racemate, mixture of stereoisomers thereof, or derivative thereof; and to processes for preparing the compounds or pharmaceutical compositions containing the same. The compounds and pharmaceutical compositions of the present invention are provided for use in the treatment of HIV infection and/or AIDS.

  本发明涉及公式（I）的哌嗪和哌啶双芳基化合物： 或其药物可接受的前药、盐、多晶形、溶剂化物、对映体、非对映体、外消旋体、其立体异构体混合物或衍生物；以及用于制备化合物或含有相同化合物的制药组合物的过程。本发明的化合物和制剂用于治疗HIV感染和/或艾滋病。
• WO2007/103456
  申请人：——

  公开号：——

  公开（公告）日：——
• INDOLE, AZAINDOLE AND RELATED HETEROCYCLIC AMIDOPIPERAZINE DERIVATIVES
  申请人：BRISTOL-MYERS SQUIBB COMPANY

  公开号：EP1381366A2

  公开（公告）日：2004-01-21