1-(6-bromo)hexyl-2-methyl-1,2-dicarba-closo-dodecaborane | 438187-27-0

• 英文名称: 1-(6-bromo)hexyl-2-methyl-1,2-dicarba-closo-dodecaborane
• 英文别名: 1-methyl-2-(1-bromohex-6-yl)-1,2-closo-dodecaborane；1-bromo-6-(closo-2-methyl-1,2-carboran-1-yl)hexane
• CAS: 438187-27-0
• 化学式: C₉H₂₅B₁₀Br
• 分子量: 321.311
• InChiKey: KANLJTPVFGHDKB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  1-(6-bromo)hexyl-2-methyl-1,2-dicarba-closo-dodecaborane 、 potassium thioacetate 以 四氢呋喃 、 乙醇 为溶剂， 反应 4.0h， 以95%的产率得到1-methyl-2-(1-thioacetylhex-6-yl)-1,2-closo-dodecaborane
  参考文献：
  名称：

  Water-soluble carboranyl-phthalocyanines for BNCT. Synthesis, characterization, and in vitro tests of the Zn(ii)-nido-carboranyl-hexylthiophthalocyanine

  摘要：

  Nido-ZnMCHESPc-Cs8可以增加特定癌细胞系中的硼浓度。

  DOI：

  10.1039/c5dt00394f
• 作为产物：
  描述：

  1,6-二溴己烷 、 1-methyl-ortho-carborane 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 4.0h， 以90%的产率得到1-(6-bromo)hexyl-2-methyl-1,2-dicarba-closo-dodecaborane
  参考文献：
  名称：

  Water-soluble carboranyl-phthalocyanines for BNCT. Synthesis, characterization, and in vitro tests of the Zn(ii)-nido-carboranyl-hexylthiophthalocyanine

  摘要：

  Nido-ZnMCHESPc-Cs8可以增加特定癌细胞系中的硼浓度。

  DOI：

  10.1039/c5dt00394f

文献信息

• Dodeca(carboranyl)-substituted closomers: toward unimolecular nanoparticles as delivery vehicles for BNCT
  作者：Jason Thomas、M. Frederick Hawthorne

  DOI：10.1039/b105716m

  日期：——

  The syntheses of the dodeca(carboranyl)-substituted closomers, dodeca[7-(2-methyl-1,2-dicarba-closo-dodecaboran-1-yl)heptanoate] -closo-dodecaborate(2−) and dodeca[7-(8-methyl-7,8-dicarba-nido-dodecaboran-7-yl)heptanoate]- closo-dodecaborate(14−) are reported. These boron-rich, unimolecular nanospheres possess great potential for future use as drug-delivery platforms for boron neutron capture therapy (BNCT).

  报告了十二碳（硼烷基）取代闭合体十二碳[7-(2-甲基-1,2-二碳杂环丁烷-1-基)庚酸酯]-闭合十二硼酸酯(2-)和十二碳[7-(8-甲基-7,8-二碳杂环丁烷-7-基)庚酸酯]-闭合十二硼酸酯(14-)的合成。这些富含硼的单分子纳米球具有巨大的潜力，未来可用作硼中子俘获疗法（BNCT）的给药平台。
• Closomers of High Boron Content:  Synthesis, Characterization, and Potential Application as Unimolecular Nanoparticle Delivery Vehicles for Boron Neutron Capture Therapy
  作者：Ling Ma、Julie Hamdi、Francis Wong、M. Frederick Hawthorne

  DOI：10.1021/ic051214q

  日期：2006.1.1

  Unique nanosized closomers of high boron content that may exhibit potential as boron neutron capture therapy target species have been synthesized. The design of these boron-rich nanospheres is based in part on previous work involving dodeca(carboranyl)-substituted closomers [Thomas, J.; Hawthorne, M. F. Chem. Commun. 2001, 1884-1885]. Coupling of ortho-carborane moieties through ester and ether linkages to the rigid [closo-B-12(OH)(12)](2-) scaffold resulted in the development of a 12(12)-closomer-ester derivative, dodeca[6-(1,2-dicarba-closo-dodecaboran-1-yl)hexanoate]-closo-dodecaborate (2-), 6, and 12(12)-closomer-ether derivatives, dodeca[6-(2-methyl-1,2-dicarbanido-dodecaboran-1-yl)hexyl]-closo-dodecaborane (14-), 14, and dodeca[6-(7,8-dicarba-nido-dodecaboran-7-yl)hexyl]closo-dodecaborane (14-), 15. These closomers were investigated by UV-visible spectroscopy and cyclic voltammetry. Additionally, a deboronation method employing NaCN as the nucleophilic reagent was utilized to obtain sodium salts of the ether-linked nido-closomer polyanions, which were purified using a newly developed size-exclusion high pressure liquid chromatography method.