N-tert-butoxycarbonyl-N,N'-dimethyl-1,6-hexanediamine | 134857-23-1

• 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: N-tert-butoxycarbonyl-N,N'-dimethyl-1,6-hexanediamine
• 英文别名: tert-butyl N-methyl-N-[6-(methylamino)hexyl]carbamate
• CAS: 134857-23-1
• 化学式: C₁₃H₂₈N₂O₂
• 分子量: 244.378
• InChiKey: PKECSPXVCYIQSV-UHFFFAOYSA-N

物化性质

• 沸点：
  318.6±21.0 °C(Predicted)
• 密度：
  0.930±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  17
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-tert-butoxycarbonyl-N,N'-dimethyl-1,6-hexanediamine 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 15.0h， 生成
  参考文献：
  名称：

  Inhibition of cellular proliferation and induction of apoptosis in human lung adenocarcinoma A549 cells by T-type calcium channel antagonist

  摘要：

  The anti-proliferative and apoptotic activities of new T-type calcium channel antagonist, 6e (BK10040) on human lung adenocarcinoma A549 cells were investigated. The MTT assay results indicated that BK10040 was cytotoxic against human lung adenocarcinoma (A549) and pancreatic cancer (MiaPaCa2) cells in a dose-dependent manner with IC50 of 2.25 and 0.93 mu M, respectively, which is ca. 2-fold more potent than lead compound KYS05090 despite of its decreased T-type calcium channel blockade. As a mode of action for cytotoxic effect of BK10040 on lung cancer (A549) cells, this cancer cell death was found to have the typical features of apoptosis, as evidenced by the accumulation of positive cells for annexin V. In addition, BK10040 triggered the activations of caspases 3 and 9, and the cleavages of poly (ADP-ribose) polymerase (PARP). Moreover, the treatment with z-VAD-fmk (a broad spectrum caspase inhibitor) significantly prevented BK10040-induced apoptosis. Based on these results, BK10040 may be used as a potential therapeutic agent for human lung cancer via the potent apoptotic activity. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.01.071
• 作为产物：
  描述：

  1,6-二(叔-丁氧羰基氨基)己烷 在 盐酸 、 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 N-tert-butoxycarbonyl-N,N'-dimethyl-1,6-hexanediamine
  参考文献：
  名称：

  In vitro cytotoxicity on human ovarian cancer cells by T-type calcium channel blockers

  摘要：

  The growth inhibition of human cancer cells via T-type Ca2+ channel blockade has been well known. Herein, a series of new 3,4-dihydroquinazoline derivatives were synthesized via a brief SAR study on KYS05090 template and evaluated for both T-type Ca2+ channel (Ca(v)3.1) blockade and cytotoxicity on three human ovarian cancer cells (SK-OV-3, A2780 and A2780-T). Most of compounds except 6i generally exhibited more potent cytotoxicity on SK-OV-3 than mibefradil as a positive control regardless of the degree of T-type channel blockade. In particular, eight compounds (KYS05090, 6a and 6c-6h) showing strong channel blockade exhibited almost equal and more potent cytotoxicity on A2780 when compared to mibefradil. On A2780-T paclitaxel-resistant human ovarian carcinoma, two compounds (KYS05090 and 6d) were 20-fold more active than mibefradil. With respect to cell cycle arrest effect on A2780 and A2780-T cells, KYS05090 induced large proportion of sub-G(1) phase in the cell cycle progression of A2780 and A2780-T, meaning the induction of cancer cell death instead of cell cycle arrest via blocking T-type Ca2+ channel. Among new analogues, compounds 6g and 6h induced cell cycle arrest at G(1) phase of A2780 and A2780-T cells in dose-dependent manner and exhibited strong anti-proliferation effects of ovarian cancer cells by blocking T-type Ca2+ channel. Furthermore, 6g and 6h possessing strong cytotoxic effects could induce apoptosis of A2780 cells, which was detected by confocal micrographs using DAPI staining. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.10.049

文献信息

• Oxazolone derivatives and uses thereof
  申请人：Syntex (U.S.A.) LLC

  公开号：US06355641B1

  公开（公告）日：2002-03-12

  This invention relates to compounds which are generally alpha1B-receptor antagonists, and which are represented by Formula (I): wherein X, Y, and R1 are as defined in the specification, or individual isomers or racemic or non-racemic mixtures of isomers, or pharmaceutically acceptable salts or solvates thereof. The invention further relates to pharmaceutical compositions containing such compounds, and methods for their use as therapeutic agents.

  这项发明涉及一般为α1B-受体拮抗剂的化合物，其由式(I)所代表： 其中X、Y和R1如规范中所定义，或者是各个异构体或消旋或非消旋异构体的混合物，或其药学上可接受的盐或溶剂。该发明还涉及含有这种化合物的药物组合物，以及它们作为治疗剂的使用方法。
• A ratiometric fluorescent molecular probe for visualization of mitochondrial temperature in living cells
  作者：Mitsumasa Homma、Yoshiaki Takei、Atsushi Murata、Takafumi Inoue、Shinji Takeoka

  DOI：10.1039/c4cc10349a

  日期：——

  Mitochondrial thermodynamics is the key to understand cellular activities related to homeostasis and energy balance.

  线粒体热力学是理解与稳态和能量平衡相关的细胞活动的关键。
• HENRIKSEN, ULLA;BUCHARDT, OLE;NIELSEN, PETER E., J. PHOTOCHEM. AND PHOTOBIOL. A, 57,(1991) N-3, C. 331-342
  作者：HENRIKSEN, ULLA、BUCHARDT, OLE、NIELSEN, PETER E.

  DOI：——

  日期：——
• METHODS OF CHARACTERIZING AND UTILIZING AGENT-CONDENSATE INTERACTIONS
  申请人：Whitehead Institute For Biomedical Research

  公开号：EP3969122A1

  公开（公告）日：2022-03-23
• US6355641B1
  申请人：——

  公开号：US6355641B1

  公开（公告）日：2002-03-12