2-methyl-6-undecylpiperidine | 92619-72-2

• 分子结构分类: 有机化合物 - 生物碱及其衍生物
• 英文名称: 2-methyl-6-undecylpiperidine
• 英文别名: Piperidine, 2-methyl-6-undecyl-
• CAS: 92619-72-2；76094-26-3；83709-88-0
• 化学式: C₁₇H₃₅N
• 分子量: 253.472
• InChiKey: AYJGABFBAYKWDX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  18
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-methyl-6-undecylpiperidine 、 三氟乙酸酐 在 吡啶 作用下， 以 乙醚 为溶剂， 生成 2,2,2-trifluoro-1-(2-methyl-6-undecylpiperidin-1-yl)ethanone
  参考文献：
  名称：

  Absolute Configuration of Solenopsis Piperidines is a Tool to Classify Fire Ants (Formicidae:Myrmicinae)

  摘要：

  Piperidine alkaloids are predominant in ant venom glands of S. invicta and S. saevissima. These ants are broadly sympatric in Southeastern Brazil, and potentially diagnostic compounds could assist in ant identification. We determined the absolute configuration of 2,6-dialkyl-piperidines of S. invicta and S. saevissima workers and used these data to group Southeastern Brazil species. The monitoring of venom samples by chiral gas chromatography coupled to a flame ionization detector (GC-FID) revealed that S. saevissima produces the four stereoisomers of 2-methyl-6-undecylpiperidines, 2-methyl-6-tridecyl-piperidines and 2-methyl-6-tridecenyl-piperidines, while S. invicta venom consisted primarily of a single enantiomer cis and trans from each piperidine alkaloid. Our findings showed that the absolute configuration of piperidine alkaloids of fire ant venom may be a potential chemical tool to distinguish S. invicta and S. saevissima sympatric species in Southeastern Brazil.

  DOI：

  10.21577/0103-5053.20170153
• 作为产物：
  描述：

  1-溴十一烷 在 palladium on activated charcoal 盐酸 、 sodium tetrahydroborate 、 氢气 、 lithium diisopropyl amide 作用下， 以 乙醇 、 异丙醇 为溶剂， -78.0~70.0 ℃ 、101.33 kPa 条件下， 反应 13.0h， 生成 2-methyl-6-undecylpiperidine
  参考文献：
  名称：

  Efficient and convenient method for synthesis of solenopsine A and its analogs using 1-benzyl-2,6-dicyanopiperidine

  摘要：

  DOI：

  10.1021/jo00222a033

文献信息

• Rapid configuration analysis of the solenopsins
  作者：Adriana Pianaro、Eduardo G.P. Fox、Odair C. Bueno、Anita J. Marsaioli

  DOI：10.1016/j.tetasy.2012.05.005

  日期：2012.5

  A protocol for rapid access to the relative and absolute configurations of the solenopsins, the venom alkaloids of fire ants (Solenopsis spp.), was developed based on chiral capillary gas chromatography. The synthesis of racemic mixtures of 2-methyl-6-alkylpiperidines and the isolation of natural (2R,6R)- and (2R,6S)-2-methyl-6-undecylpiperidines allowed for the standardization of the chromatographic

  一种用于快速访问solenopsins，火蚁的毒液生物碱的相对和绝对构型（协议红火属物种），基于手性毛细管气相色谱法的开发。2-甲基-6-烷基哌啶外消旋混合物的合成以及天然（2 R，6 R）-和（2 R，6 S）-2-甲基-6-十一烷基哌啶的分离可实现色谱方法的标准化。该协议的应用透露毒液样品中的2-甲基-6- undecylpiperidine的四种立体异构体的先前未知的天然发生率从工人和的gynes红火saevissima。
• SOLENOPSIN AND DERIVATIVES, THERAPEUTIC COMPOSITIONS, AND METHODS RELATED THERETO
  申请人：Arbiser Jack L.

  公开号：US20140335079A1

  公开（公告）日：2014-11-13

  This disclosure relates to solenopsin derivatives, pharmaceutical compositions, and therapeutic uses related thereto. In certain embodiments, the disclosure relates to compounds of the following formula: or salts, esters or prodrugs thereof as described herein.

  本披露涉及蚁酸肽衍生物、制药组合物及其相关的治疗用途。在某些实施例中，本披露涉及以下式子的化合物： 或者其盐、酯或前药，如本文所述。
• Solenopsin a, b and analogs and as novel angiogenesis inhibitors
  申请人：Bowen Phillip J.

  公开号：US20050038071A1

  公开（公告）日：2005-02-17

  The present invention relates to solenopsin A and its analogs for use as angiogenesis inhibitors. The present compounds unexpectedly exhibit good activity as angiogenesis inhibitors, which find use as antitumor/anticancer agents as well as to treat a number of conditions or disease states in which angiogenesis is a factor.

  本发明涉及用于作为血管生成抑制剂的溶蚁毒素A及其类似物。本化合物意外地表现出良好的作为血管生成抑制剂的活性，可用作抗肿瘤/抗癌剂以及治疗许多与血管生成有关的疾病状态。
• Das, Biswanath; Damodar, Kongara; Bhunia, Nisith, Indian Journal of Heterocyclic Chemistry, 2010, vol. 19, # 4, p. 377 - 380
  作者：Das, Biswanath、Damodar, Kongara、Bhunia, Nisith

  DOI：——

  日期：——
• NAGASAKA, TATSUO;HYAYSHI, HIDEKI;KUMAKAWA, MASAKI;SAKAMOTO, MASAKO;MIZUNO+, HETEROCYCLES, 29,(1989) N1, C. 2157-2166
  作者：NAGASAKA, TATSUO、HYAYSHI, HIDEKI、KUMAKAWA, MASAKI、SAKAMOTO, MASAKO、MIZUNO+

  DOI：——

  日期：——