1-Ethyl-5-methylpiperazin-2-one | 1000577-11-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1-Ethyl-5-methylpiperazin-2-one
• CAS: 1000577-11-6
• 化学式: C₇H₁₄N₂O
• 分子量: 142.201
• InChiKey: HKAYDMPIWDDERB-UHFFFAOYSA-N

物化性质

• 沸点：
  259℃
• 密度：
  0.963
• 闪点：
  110℃

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-Ethyl-5-methylpiperazin-2-one 、 乙氧基甲叉丙二酸二乙酯 在 N,N-二异丙基乙胺 作用下， 以 甲苯 为溶剂， 生成 diethyl 2-[(4-ethyl-2-methyl-5-oxopiperazin-1-yl)methylidene]propanedioate
  参考文献：
  名称：

  10-Hydroxy-7,8-dihydropyrazino[1′,2′:1,5]pyrrolo[2,3-d]pyridazine-1,9(2H,6H)-diones: Potent, orally bioavailable HIV-1 integrase strand-transfer inhibitors with activity against integrase mutants

  摘要：

  A series of 10-hydroxy-7,8-dihydropyrazino[1',2':1,5]pyrrolo[ 2,3-d]pyridazine-1,9(2H,6H)-diones was synthesized and tested for their inhibition of HIV-1 replication in cell culture. Structure-activity studies indicated that high antiviral potency against wild-type virus as well as viruses containing integrase mutations that confer resistance to three different structural classes of integrase inhibitors could be achieved by incorporation of small aliphatic groups at certain positions on the core template. An optimal compound from this study, 16, inhibits integrase strand-transfer activity with an IC50 value of <= 10 nM, inhibits HIV-1 replication in cell culture with an IC95 value of 35 nM in the presence of 50% normal human serum, and displays modest pharmacokinetic properties in rats (iv t(1/2) = 5.3 h, F = 17%). (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.07.037
• 作为产物：
  描述：

  1-ethyl-5-methylpyrazin-2(1H)-one 在 platinum(IV) oxide 、 氢气 作用下， 以 乙酸乙酯 为溶剂， 生成 1-Ethyl-5-methylpiperazin-2-one
  参考文献：
  名称：

  10-Hydroxy-7,8-dihydropyrazino[1′,2′:1,5]pyrrolo[2,3-d]pyridazine-1,9(2H,6H)-diones: Potent, orally bioavailable HIV-1 integrase strand-transfer inhibitors with activity against integrase mutants

  摘要：

  A series of 10-hydroxy-7,8-dihydropyrazino[1',2':1,5]pyrrolo[ 2,3-d]pyridazine-1,9(2H,6H)-diones was synthesized and tested for their inhibition of HIV-1 replication in cell culture. Structure-activity studies indicated that high antiviral potency against wild-type virus as well as viruses containing integrase mutations that confer resistance to three different structural classes of integrase inhibitors could be achieved by incorporation of small aliphatic groups at certain positions on the core template. An optimal compound from this study, 16, inhibits integrase strand-transfer activity with an IC50 value of <= 10 nM, inhibits HIV-1 replication in cell culture with an IC95 value of 35 nM in the presence of 50% normal human serum, and displays modest pharmacokinetic properties in rats (iv t(1/2) = 5.3 h, F = 17%). (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.07.037

文献信息

• [EN] HIV INTEGRASE INHIBITORS<br/>[FR] INHIBITEURS D'INTÉGRASE DU VIH
  申请人：MERCK & CO INC

  公开号：WO2005110415A1

  公开（公告）日：2005-11-24

  Hydroxy-substituted pyrazinopyrrolopyridazine dione compounds are inhibitors of HIV integrase and inhibitors of HIV replication. In one embodiment, the dione compounds are of Formula I: (I) wherein R1, R2, R3, R4, R5, R6 and R7 are defined herein. The compounds are useful in the prevention and treatment of infection by HIV and in the prevention, delay in the onset, and treatment of AIDS. The compounds are employed against HIV infection and AIDS as compounds per se or in the form of pharmaceutically acceptable salts. The compounds and their salts can be employed as ingredients in pharmaceutical compositions, optionally in combination with other antivirals, immunomodulators, antibiotics or vaccines.