6-Bicyclo[2.2.1]hept-2-en-2-yl-6-oxo-hexanoic acid methyl ester | 123084-08-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 6-Bicyclo[2.2.1]hept-2-en-2-yl-6-oxo-hexanoic acid methyl ester
• 英文别名: methyl 6-(2-bicyclo[2.2.1]hept-2-enyl)-6-oxohexanoate
• CAS: 123084-08-2
• 化学式: C₁₄H₂₀O₃
• 分子量: 236.311
• InChiKey: NTRVQHNBQXAIAL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.65
• 重原子数：
  17.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  43.37
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  6-Bicyclo[2.2.1]hept-2-en-2-yl-6-oxo-hexanoic acid methyl ester 在 三氯化铝 、 氢气 、 镍 、 异氰酸苯酯 、 三乙胺 作用下， 以 甲醇 、 水 、 苯 为溶剂， 反应 44.0h， 生成
  参考文献：
  名称：

  Koroleva; Katok; Bondar', Russian Journal of Organic Chemistry, 1996, vol. 32, # 3, p. 368 - 374

  摘要：

  DOI：
• 作为产物：
  描述：

  methyl 5-[(1R,2S,6S,7S)-3-oxa-4-azatricyclo[5.2.1.02,6]dec-4-en-5-yl]pentanoate 在 镍 吡啶 、 三氯化铝 、 四甲基胍 作用下， 以 甲醇 、 水 、 苯 为溶剂， 生成 6-Bicyclo[2.2.1]hept-2-en-2-yl-6-oxo-hexanoic acid methyl ester
  参考文献：
  名称：

  Synthesis of 9,11-Ethano-13,15-isoxazolinoprostanoids, PGH Analogs

  摘要：

  The 1,3-dipolar addition to terminal alkenes of nitrile oxides generated from nitromethylene derivatives of bicycloheptane provided 9,11-ethano-13,15-isoxazolinoprostanoids with alkyl, phenyl, or additional heterocyclic fragment in the omega-chain.

  DOI：

  10.1023/b:rujo.0000010175.39145.9a

文献信息

• ——
  作者：N. F. Bondar'、L. P. Isaenya、R. V. Skupskaya、F. A. Lakhvich

  DOI：10.1023/a:1022559428435

  日期：——

  New 9,11-ethano analogs of prostaglandin endoperoxides containing a sulfur atom in position 13 were synthesized by nucleophilic addition of thiols at the polarized double bond of 2-acylbicyclo[2.2.1]hept-2-enes. Physicochemical properties and biological activity of the products were studied.
• Synthesis, immunomodulating activity and 1H NMR studies of 7-oxo-9,11-ethano-13-azaprostanoids
  作者：Natalia F. Bondar、Marina B. Golubeva、Lyudmila P. Isaenya、Nicolay A. Konoplya、Boleslav B. Kuzmitsky、Gennadi S. Lyubin

  DOI：10.1016/j.ejmech.2003.11.015

  日期：2004.5

  Novel 9,11-ethano analogues of prostaglandin endoperoxides with a nitrogen in position 13 were synthesized. H-1 NMR spectra of the obtained compounds were studied. All prostanoids administered perorally at doses of 2.5-10.0 mug kg(-1) had specific dose-dependent effects on the B-cellular immunity estimated under in vivo conditions on the model of the B-cellular immune response. In terms of the direction of their activities, eight of the studied compounds were found to be immunostimulators, whereas other three compounds displayed immunosuppressing effect. Two of the compounds increased the amount of antibody-forming cells (AFC) per 10(6) spleen cells by 1.9 times in comparison with the respective parameter of control group. (C) 2004 Elsevier SAS. All rights reserved.
• Bondar', N. F.; Skupskaya, R. V.; Kozinets, V. A., Journal of Organic Chemistry USSR (English Translation), 1989, vol. 25, # 3.2, p. 590 - 591
  作者：Bondar', N. F.、Skupskaya, R. V.、Kozinets, V. A.、Lakhvich, F. A.

  DOI：——

  日期：——
• BONDAR, N. F.;SKUPSKAYA, R. V.;KOZINETS, V. A.;LAXVICH, F. A., ZH. ORGAN. XIMII, 25,(1989) N, S. 656-657
  作者：BONDAR, N. F.、SKUPSKAYA, R. V.、KOZINETS, V. A.、LAXVICH, F. A.

  DOI：——

  日期：——
• SKUPSKAYA, R. V.;LEVCHENKO, G. K.;BONDAR, N. F.;LAXVICH, F. A., SINTEZ I ISSLED. PROSTAGLANDINOV, MINSK,(1989) S. 55
  作者：SKUPSKAYA, R. V.、LEVCHENKO, G. K.、BONDAR, N. F.、LAXVICH, F. A.

  DOI：——

  日期：——