Boc-NH-(CH₂)₂-1-naphthylamide | 121494-80-2

• 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: Boc-NH-(CH₂)₂-1-naphthylamide
• 英文别名: 1-(t-butoxycarbonylamino)-2-(1-naphthylcarbamoyl)ethane；1,1-Dimethylethyl N-[3-(1-naphthalenylamino)-3-oxopropyl]carbamate；tert-butyl N-[3-(naphthalen-1-ylamino)-3-oxopropyl]carbamate
• CAS: 121494-80-2
• 化学式: C₁₈H₂₂N₂O₃
• 分子量: 314.384
• InChiKey: XPBLLLWGYIGPBK-UHFFFAOYSA-N

物化性质

• 沸点：
  548.8±33.0 °C(Predicted)
• 密度：
  1.172±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  67.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Boc-NH-(CH₂)₂-1-naphthylamide 在 三乙胺 、 三氟乙酸 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 18.5h， 生成 3-[3',6'-bis(ethylamino)-2',7'-dimethyl-3-oxospiro[isoindole-1,9'-xanthene]-2-yl]-N-naphthalen-1-ylpropanamide
  参考文献：
  名称：

  A new rhodamine based colorimetric ‘off–on’ fluorescence sensor selective for Pd2+ along with the first bound X-ray crystal structure

  摘要：

  设计并合成了一种带有 8-氨基喹啉部分的新型荧光罗丹明衍生物，用于在水介质中存在其他竞争性金属离子的情况下选择性传感 Pd2+。结合的 Pd2+ 配合物的 X 射线晶体结构首次证实了 Pd2+ 诱导罗丹明的螺内酰胺开环。

  DOI：

  10.1039/c1cc12845k
• 作为产物：
  描述：

  N-叔丁氧羰基-L-丙氨酸 、 1-萘胺 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 反应 20.0h， 生成 Boc-NH-(CH₂)₂-1-naphthylamide
  参考文献：
  名称：

  A new rhodamine based colorimetric ‘off–on’ fluorescence sensor selective for Pd2+ along with the first bound X-ray crystal structure

  摘要：

  设计并合成了一种带有 8-氨基喹啉部分的新型荧光罗丹明衍生物，用于在水介质中存在其他竞争性金属离子的情况下选择性传感 Pd2+。结合的 Pd2+ 配合物的 X 射线晶体结构首次证实了 Pd2+ 诱导罗丹明的螺内酰胺开环。

  DOI：

  10.1039/c1cc12845k

文献信息

• Inhibitory effect of novel somatostatin peptide analogues on human cancer cell growth based on the selective inhibition of DNA polymerase β
  作者：Isoko Kuriyama、Anna Miyazaki、Yuko Tsuda、Hiromi Yoshida、Yoshiyuki Mizushina

  DOI：10.1016/j.bmc.2012.11.024

  日期：2013.1

  The present study was designed to investigate the anticancer activity of novel nine small peptides (compounds 1-9) derived from TT-232, a somatostatin structural analogue, by analyzing the inhibition of mammalian DNA polymerase (pol) and human cancer cell growth. Among the compounds tested, compounds 3 [tert-butyloxycarbonyl (Boc)-Tyr-Phe-1-naphthylamide], 4 (Boc-Tyr-Ile-1-naphthylamide), 5 (Boc-Tyr-Leu-1-naphthylamide) and 6 (Boc-Tyr-Val-1-naphthylamide) containing tyrosine (Tyr) but no carboxyl groups, selectively inhibited the activity of rat pol beta, which is a DNA repair-related pol. Compounds 3-6 strongly inhibited the growth of human colon carcinoma HCT116 p53(+/+) cells. The influence of compounds 1-9 on HCT116 p53(+/+) cell growth was similar to that observed for HCT116 p53(+/+) cells. These results suggest that the cancer cell growth suppression induced by these compounds might be related to their inhibition of pol. Compound 4 was the strongest inhibitor of pol beta and cancer cell growth among the nine compounds tested. This compound specifically inhibited rat pol beta activity, but had no effect on the other 10 mammalian pols investigated. Compound 4 combined with methyl methane sulfonate (MMS) treatment synergistically suppressed HCT116 p53(+/+) cell growth compared with MMS alone. This compound also induced apoptosis in HCT116 cells with or without p53. From these results, the influence of compound 4, a specific pol beta inhibitor, on the relationship between DNA repair and cancer cell growth is discussed. (C) 2012 Elsevier Ltd. All rights reserved.
• Pyridinium derivatives, their production and use
  申请人：Takeda Chemical Industries, Ltd.

  公开号：EP0301751B1

  公开（公告）日：1993-03-10
• US4962113A
  申请人：——

  公开号：US4962113A

  公开（公告）日：1990-10-09
• A new rhodamine based colorimetric ‘off–on’ fluorescence sensor selective for Pd2+ along with the first bound X-ray crystal structure
  作者：Shyamaprosad Goswami、Debabrata Sen、Nirmal Kumar Das、Hoong-Kun Fun、Ching Kheng Quah

  DOI：10.1039/c1cc12845k

  日期：——

  A new fluorescence rhodamine derivative bearing an 8-aminoquinoline moiety has been designed and synthesized for selective sensing of Pd2+ in the presence of other competing metal ions in aqueous media. Pd2+ induced spirolactam ring opening of rhodamine is confirmed for the first time by the X-ray crystal structure of the bound Pd2+-complex.

  设计并合成了一种带有 8-氨基喹啉部分的新型荧光罗丹明衍生物，用于在水介质中存在其他竞争性金属离子的情况下选择性传感 Pd2+。结合的 Pd2+ 配合物的 X 射线晶体结构首次证实了 Pd2+ 诱导罗丹明的螺内酰胺开环。