2,2,5,7,8-五甲基-3,4-二氢色烯-6-胺 | 62257-91-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 中文名称: 2,2,5,7,8-五甲基-3,4-二氢色烯-6-胺
• 英文名称: 6-amino-2,2,5,7,8-pentamethylchroman
• 英文别名: 2,2,5,7,8-pentamethyl-6-chromanyl-(15N)amine；2,2,5,7,8-pentamethylchroman-6-amine；2,2,5,7,8-pentamethyl-chroman-6-ylamine；2,2,5,7,8-Pentamethyl-3,4-dihydro-2H-1-benzopyran-6-amine；2,2,5,7,8-pentamethyl-3,4-dihydrochromen-6-amine
• CAS: 62257-91-4
• 化学式: C₁₄H₂₁NO
• 分子量: 219.327
• InChiKey: PZZUXNZUNFICMS-UHFFFAOYSA-N

物化性质

• 熔点：
  41 °C
• 沸点：
  349.6±42.0 °C(Predicted)
• 密度：
  1.011±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,2,5,7,8-五甲基-3,4-二氢色烯-6-胺 在 硫酸 、 sodium nitrite 作用下， 生成 3,4-二氢-2,2,5,7,8-五甲基-2H-1-苯并吡喃-6-酚
  参考文献：
  名称：

  Chromane and process for producing same

  摘要：

  公开号：

  US02354317A1
• 作为产物：
  描述：

  2,3,5-三甲基苯酚 在 lithium aluminium tetrahydride 、 溶剂黄146 、 [¹⁵N]-nitric acid 、 zinc(II) chloride 作用下， 以 四氢呋喃 为溶剂， 生成 2,2,5,7,8-五甲基-3,4-二氢色烯-6-胺
  参考文献：
  名称：

  Synthesis of the α-Tocopheramine-15N Model Compound 2,2,5,7,8- Pentamethyl-6-chromanylamine-15N

  摘要：

  2,2,5,7,8-五甲基-6-苯并二氢吡喃胺-15N 是通过 ZnCl2 催化下 2,3,5-三甲基苯酚与异戊二烯的缩合反应制备的，然后将所得苯并二氢吡喃转化为 6-硝基苯并二氢吡喃胺。衍生物并进一步还原为标题化合物，其具有2-甲基而不是生育酚和生育胺的类异戊二烯侧链。生育胺及其短链类似物是当前药物化学和抗癌研究的目标。

  DOI：

  10.2174/157017810791130612

文献信息

• PHENYLAZOLE COMPOUNDS, PRODUCTION PROCESS AND ANTIOXIDANTS
  申请人：Umeda Nobuhiro

  公开号：US20090306055A1

  公开（公告）日：2009-12-10

  The present invention is directed to compounds represented by the formula (1): B-D-Z (1), wherein B represent the following formula (B-1), A represents an optionally substituted imidazole or pyrazole group; E represents the following formula (1a): X represents an oxygen atom, the formula: SOu, or the formula: N—R 9 ; Y represents a carbon atom or a nitrogen atom; D represents an oxygen atom, a sulfur atom or the formula (1a); Z represents (a chroman-2-yl group, a chroman-4-yl group, a 2,3-dihydrobenzofuran-2-yl group, a 2,3-dihydrobenzofuran-3-yl group, etc.) which is substituted with NHR 10 or OR 11 )] or pharmaceutically acceptable salts thereof, and to antioxidants, therapeutic agents for kidney diseases or cerebrovascular disorder, and retinal oxidative damage inhibitors, which include the compounds as the active ingredient.

  本发明涉及由式(1)表示的化合物：B-D-Z(1)，其中B代表以下式(B-1)，A代表可选取代的咪唑或吡唑基团；E代表以下式(1a)：X代表氧原子，式：SOu，或式：N—R9；Y代表碳原子或氮原子；D代表氧原子、硫原子或式(1a)；Z代表（一个被NHR10或OR11取代的2-色基基团、4-色基基团、2,3-二氢苯并呋喃-2-基基团、2,3-二氢苯并呋喃-3-基基团等）或其药学上可接受的盐，以及将该化合物作为活性成分的抗氧化剂、肾脏疾病或脑血管疾病的治疗剂和视网膜氧化损伤抑制剂。
• Tocotrienamines and tocopheramines: Reactions with radicals and metal ions
  作者：Francesco Galli、Francesco Mazzini、Luca Bamonti、Lars Gille、Stefan Böhmdorfer、Marta Piroddi、Thomas Netscher、Frank J. Kelly、Thomas Rosenau

  DOI：10.1016/j.bmc.2011.08.050

  日期：2011.11

  The antioxidant activity of vitamin E (VE) homologs alpha, gamma and delta-tocotrienamines (4b-6b), never studied before, and alpha, gamma and delta-tocopheramines (4a-7a) was investigated by means of different total antioxidant capacity (TAC) tests. In all the test model systems, compounds 4a-7a and 4b-6b showed similar or higher TAC values than the parental vitamin E forms and their physiological metabolites. alpha-Homologs of VE amines showed markedly higher activity than the VE congeners in the TEAC test, which is tailored for liposoluble antioxidants, while gamma-homologs of the amine analogs showed higher activity in the FRAP tests. Kinetics analysis of the reaction with DPPH center dot showed higher second order rate k for 4a than for alpha-tocopherol (1a). alpha-Tocopherolquinone 1f was the common main oxidation product for both 1a and alpha-tocopheramine (4a) exposed to ferric ions or DPPH center dot, and the implied oxidative deamination of 4a was accompanied by a nitration reaction of phenolic substrates that were added to the reaction medium. Possible mechanisms of these reactions were studied. (C) 2011 Elsevier Ltd. All rights reserved.
• US7553837B2
  申请人：——

  公开号：US7553837B2

  公开（公告）日：2009-06-30
• Chromane and process for producing same
  申请人：MERCK & CO INC

  公开号：US02354317A1

  公开（公告）日：1944-07-25
• Synthesis of the α-Tocopheramine-15N Model Compound 2,2,5,7,8- Pentamethyl-6-chromanylamine-15N
  作者：Stefan Bohmdorfer、Lars Gille、Thomas Rosenau

  DOI：10.2174/157017810791130612

  日期：2010.6.1

  2,2,5,7,8-Pentamethyl-6-chromanylamine-15N was prepared by condensation of ZnCl2-catalyzed condensation of 2,3,5-trimethylphenol with isoprene, followed by conversion of the resulting chroman into the 6-nitro-derivative and further reduction to the title compound, which possesses a 2-methyl group instead of the isoprenoid side chain of tocopherols and tocopheramines. Tocopheramines and their short-chain analogues are current targets in medicinal chemistry and anti-cancer research.

  2,2,5,7,8-五甲基-6-苯并二氢吡喃胺-15N 是通过 ZnCl2 催化下 2,3,5-三甲基苯酚与异戊二烯的缩合反应制备的，然后将所得苯并二氢吡喃转化为 6-硝基苯并二氢吡喃胺。衍生物并进一步还原为标题化合物，其具有2-甲基而不是生育酚和生育胺的类异戊二烯侧链。生育胺及其短链类似物是当前药物化学和抗癌研究的目标。