(3S)-3,6-二氨基-N-[[(2S,5S,8Z,11S,15S)-15-氨基-11-[(4R)-2-氨基-3,4,5,6-四氢嘧啶-4-基]-8-[(氨基甲酰氨基)亚甲基]-2-(羟基甲基)-3,6,9,12,16-五氧代-1,4,7,10,13-五氮杂环十六烷-5-基]甲基]己酰胺 | 37280-35-6

• 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
• 中文名称: (3S)-3,6-二氨基-N-[[(2S,5S,8Z,11S,15S)-15-氨基-11-[(4R)-2-氨基-3,4,5,6-四氢嘧啶-4-基]-8-[(氨基甲酰氨基)亚甲基]-2-(羟基甲基)-3,6,9,12,16-五氧代-1,4,7,10,13-五氮杂环十六烷-5-基]甲基]己酰胺
• 英文名称: capreomycin IA
• 英文别名: Capreomycin IA；(3S)-3,6-diamino-N-[[(2S,5S,8Z,11S,15S)-15-amino-11-[(4R)-2-amino-1,4,5,6-tetrahydropyrimidin-4-yl]-8-[(carbamoylamino)methylidene]-2-(hydroxymethyl)-3,6,9,12,16-pentaoxo-1,4,7,10,13-pentazacyclohexadec-5-yl]methyl]hexanamide
• CAS: 37280-35-6
• 化学式: C₂₅H₄₄N₁₄O₈
• 分子量: 668.713
• InChiKey: JNIIDKODPGHQSS-MPSMQSNBSA-N

物化性质

• 熔点：
  246-248° (dec)
• 比旋光度：
  D22 -21.9° (c = 0.5 in water)
• 沸点：
  687.12°C (rough estimate)
• 密度：
  1.3251 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  -7.2
• 重原子数：
  47
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  378
• 氢给体数：
  14
• 氢受体数：
  12

制备方法与用途

类别：有毒物质

毒性分级：中毒

急性毒性：

• 口服（小鼠）LD50: 10000 毫克/公斤
• 静脉注射（小鼠）LD50: 250 毫克/公斤

可燃性危险特性：热分解时释放有毒氮氧化物烟雾

储运特性：库房应低温、通风且干燥

灭火剂：水、二氧化碳、泡沫、干粉

反应信息

• 作为反应物：
  描述：

  p-cyclohexylphenylurea 、 (3S)-3,6-二氨基-N-[[(2S,5S,8Z,11S,15S)-15-氨基-11-[(4R)-2-氨基-3,4,5,6-四氢嘧啶-4-基]-8-[(氨基甲酰氨基)亚甲基]-2-(羟基甲基)-3,6,9,12,16-五氧代-1,4,7,10,13-五氮杂环十六烷-5-基]甲基]己酰胺 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 4.0h， 生成 (S)-3,6-Diamino-hexanoic acid [(2S,5S,11S,15S)-15-amino-8-[1-[3-(4-cyclohexyl-phenyl)-ureido]-meth-(Z)-ylidene]-2-hydroxymethyl-11-((R)-2-imino-hexahydro-pyrimidin-4-yl)-3,6,9,12,16-pentaoxo-1,4,7,10,13-pentaaza-cyclohexadec-5-ylmethyl]-amide
  参考文献：
  名称：

  Cyclic homopentapeptides 1. Analogs of tuberactinomycins and capreomycin with activity against vancomycin-resistant enterococci and Pasteurella

  摘要：

  A 6a-(3',4'-dichlorophenylamino) analog of viomycin was uncovered by a high-throughput screen against the animal health pathogen Pasteurella haemolytica, and has served as a novel lead structure for our infectious disease programs. We report herein the synthesis and activity of analogs of tuberactinomycins and capreomycin that are active against Pasteurella spp., methicillin-resistant Staphylococcus aureus, and vancomycin-resistant enterococci. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00186-8

文献信息

• Cyclic homopentapeptides 1. Analogs of tuberactinomycins and capreomycin with activity against vancomycin-resistant enterococci and Pasteurella
  作者：J.P. Dirlam、A.M. Belton、N.C. Birsner、R.R. Brooks、S.-P. Chang、R.Y. Chandrasekaran、J. Clancy、B.J. Cronin、B.P. Dirlam、S.M. Finegan、S.A. Froshauer、A.E. Girard、S.F. Hayashi、R.J. Howe、J.C. Kane、B.J. Kamicker、S.A. Kaufman、N.L. Kolosko、M.A. LeMay、R.G. Linde、J.P. Lyssikatos、C.P. MacLelland、T.V. Magee、M.A. Massa、S.A. Miller、M.L. Minich、D.A. Perry、J.W. Petitpas、C.P. Reese、S.B. Seibel、W.-G. Su、K.T. Sweeney、D.A. Whipple、B.V. Yang

  DOI：10.1016/s0960-894x(97)00186-8

  日期：1997.5

  A 6a-(3',4'-dichlorophenylamino) analog of viomycin was uncovered by a high-throughput screen against the animal health pathogen Pasteurella haemolytica, and has served as a novel lead structure for our infectious disease programs. We report herein the synthesis and activity of analogs of tuberactinomycins and capreomycin that are active against Pasteurella spp., methicillin-resistant Staphylococcus aureus, and vancomycin-resistant enterococci. (C) 1997 Elsevier Science Ltd.