2,6-[(di-tert-butoxycarbonyl)diimido]-3-propargyl-5-tert-butoxycarbonyl-1,3,5,7,16-pentaazacyclotetracosan-4-one | 1176238-51-9

• 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: 2,6-[(di-tert-butoxycarbonyl)diimido]-3-propargyl-5-tert-butoxycarbonyl-1,3,5,7,16-pentaazacyclotetracosan-4-one
• 英文别名: tert-butyl N-[N-[(2-methylpropan-2-yl)oxycarbonyl]-N'-[8-[4-[(2-methylpropan-2-yl)oxycarbonylamino]-2-oxo-1,3,5-triazacyclotridec-4-en-1-yl]octyl]carbamimidoyl]-N-prop-2-ynylcarbamate
• CAS: 1176238-51-9
• 化学式: C₃₇H₆₅N₇O₇
• 分子量: 719.966
• InChiKey: SLLSMPWTJTUAKO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  51
• 可旋转键数：
  19
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  163
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  2,6-[(di-tert-butoxycarbonyl)diimido]-3-propargyl-5-tert-butoxycarbonyl-1,3,5,7,16-pentaazacyclotetracosan-4-one 、 三氟乙酸 以 二氯甲烷 为溶剂， 反应 24.0h， 以98%的产率得到2,6-diimido-3-propargyl-1,3,5,7,16-pentaazacyclotetracosan-4-one tritrifluoroacetate
  参考文献：
  名称：

  Synthesis of New Linear Guanidines and Macrocyclic Amidinourea Derivatives Endowed with High Antifungal Activity against Candida spp. and Aspergillus spp.

  摘要：

  New linear and Cyclic guanidines were synthesized and tested in vitro for their antifungal activity toward clinically relevant strains of Candida species, in comparison to fluconazole. Macrocyclic Compounds showed a minimum inhibitory concentration ill the micromolar range and a biological activity profile ill some cases better than that of fluconazole. One macrocyclic derivative was also tested against Aspergillus species and showed high antifungal activity comparable to that of amphotericin B and itraconazole.

  DOI：

  10.1021/jm900760k
• 作为产物：
  描述：

  N1,N2-bis(tert-butoxycarbonyl)-N1-(propargyl)-S-methylisothiourea 、 tert-butyl N-[({8-[(8-aminooctyl)amino]octyl}amino)({[(tert-butoxy)carbonyl]amino})methylidene]carbamate 以 四氢呋喃 为溶剂， 以92%的产率得到2,6-[(di-tert-butoxycarbonyl)diimido]-3-propargyl-5-tert-butoxycarbonyl-1,3,5,7,16-pentaazacyclotetracosan-4-one
  参考文献：
  名称：

  Synthesis of New Linear Guanidines and Macrocyclic Amidinourea Derivatives Endowed with High Antifungal Activity against Candida spp. and Aspergillus spp.

  摘要：

  New linear and Cyclic guanidines were synthesized and tested in vitro for their antifungal activity toward clinically relevant strains of Candida species, in comparison to fluconazole. Macrocyclic Compounds showed a minimum inhibitory concentration ill the micromolar range and a biological activity profile ill some cases better than that of fluconazole. One macrocyclic derivative was also tested against Aspergillus species and showed high antifungal activity comparable to that of amphotericin B and itraconazole.

  DOI：

  10.1021/jm900760k

文献信息

• Synthesis of New Linear Guanidines and Macrocyclic Amidinourea Derivatives Endowed with High Antifungal Activity against <i>Candida</i> spp. and <i>Aspergillus</i> spp.
  作者：Fabrizio Manetti、Daniele Castagnolo、Francesco Raffi、Alessandra T. Zizzari、Suvi Rajamäki、Silvia D’Arezzo、Paolo Visca、Alessandra Cona、Maria Enrica Fracasso、Denise Doria、Brunella Posteraro、Maurizio Sanguinetti、Giovanni Fadda、Maurizio Botta

  DOI：10.1021/jm900760k

  日期：2009.12.10

  New linear and Cyclic guanidines were synthesized and tested in vitro for their antifungal activity toward clinically relevant strains of Candida species, in comparison to fluconazole. Macrocyclic Compounds showed a minimum inhibitory concentration ill the micromolar range and a biological activity profile ill some cases better than that of fluconazole. One macrocyclic derivative was also tested against Aspergillus species and showed high antifungal activity comparable to that of amphotericin B and itraconazole.