andrimid | 108868-95-7

• 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: andrimid
• 英文别名: (2E,4E,6E)-N-[(1S)-3-[[(2S)-3-methyl-1-[(3R,4S)-4-methyl-2,5-dioxopyrrolidin-3-yl]-1-oxobutan-2-yl]amino]-3-oxo-1-phenylpropyl]octa-2,4,6-trienamide
• CAS: 108868-95-7
• 化学式: C₂₇H₃₃N₃O₅
• 分子量: 479.576
• InChiKey: OHDXGZAYYBMHCY-QSUIEZAASA-N

物化性质

• 沸点：
  795.4±60.0 °C(Predicted)
• 密度：
  1.155±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  35
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  121
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (3S)-3-氨基-3-苯基丙酸叔丁酯 在 4-二甲氨基吡啶 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 、 三氟乙酸 作用下， 反应 18.67h， 生成 andrimid
  参考文献：
  名称：

  Davies, Stephen G.; Dixon, Darren J., Journal of the Chemical Society. Perkin transactions I, 1998, # 17, p. 2635 - 2643

  摘要：

  DOI：

文献信息

• A convenient diastereoselective total synthesis of andrimid
  作者：AV Rama Rao、A.K. Singh、Ch.V.N.S. Varaprasad

  DOI：10.1016/s0040-4039(00)92179-8

  日期：1991.1

  A convenient diastereoselective synthesis of andrimid was accomplished in a straightforward approach and also several β-substituted cyclic imides were prepared in a facile manner.

  以简单的方法完成了对芳族化合物的便利的非对映选择性合成，并且还以简便的方式制备了几种β-取代的环酰亚胺。
• Stereocontrolled synthesis of andrimid and a structural requirement for the activity
  作者：William McWhorter、Andreas Fredenhagen、Koji Nakanishi、Hajime Komura

  DOI：10.1039/c39890000299

  日期：——

  Total synthesis of an antibiotic Andrimid was accomplished stereospecifically; it was shown that the chiralities at C-3 and C-4 should be R and S, respectively, and the presence of the (4S)-methyl group is important for the activity.

  抗生素Andrimid的全合成是立体定向完成的。结果表明，C-3和C-4的手性分别应为R和S，并且（4 S）-甲基的存在对于该活性很重要。
• Pyrrolidinedione derivatives as antibacterial agents with a novel mode of action
  作者：Jens Pohlmann、Thomas Lampe、Mitsuyuki Shimada、Peter G. Nell、Josef Pernerstorfer、Niels Svenstrup、Nina A. Brunner、Guido Schiffer、Christoph Freiberg

  DOI：10.1016/j.bmcl.2004.12.002

  日期：2005.2

  The pseudopeptide pyrrolidinedione natural products moiramide B and andrimid represent a new class of antibiotics that target bacterial fatty acid biosynthesis. Structure activity relationship (SAR) studies revealed a high degree of variability for the fatty acid side chain, allowing optimization of physicochemical parameters, and a restricted SAR for the pyrrolidinedione group, indicating major relevance of this subunit for efficient target binding. (C) 2004 Elsevier Ltd. All rights reserved.
• MCWHORTER, WILLIAM;FREDENHAGEN, ANDREAS;NAKANISHI, KOJI;KOMURA, HAJIME, J. CHEM. SOC. CHEM. COMMUN.,(1989) N, C. 299-301
  作者：MCWHORTER, WILLIAM、FREDENHAGEN, ANDREAS、NAKANISHI, KOJI、KOMURA, HAJIME

  DOI：——

  日期：——
• Compositions and methods for treatment of viral diseases
  申请人：Johansen Lisa M.

  公开号：US20100092479A1

  公开（公告）日：2010-04-15

  The present invention features compositions, methods, and kits useful in the treatment of viral diseases. In certain embodiments, the viral disease is caused by a single stranded RNA virus, a flaviviridae virus, or a hepatic virus. In particular embodiments, the viral disease is viral hepatitis (e.g., hepatitis A, hepatitis B, hepatitis C, hepatitis D, hepatitis E).

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