(E)-1-(金刚烷-1-基)乙-1-酮肟 | 78679-71-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: (E)-1-(金刚烷-1-基)乙-1-酮肟
• 英文名称: 1-adamantyl methyl ketoxime
• 英文别名: N-[1-(adamantan-1-yl)ethylidene]hydroxylamine；(NE)-N-[1-(1-adamantyl)ethylidene]hydroxylamine
• CAS: 78679-71-7
• 化学式: C₁₂H₁₉NO
• 分子量: 193.289
• InChiKey: NOWUKHMRBUCWRA-MDWZMJQESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  32.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-1-(金刚烷-1-基)乙-1-酮肟 在 Pt/C 盐酸 作用下， 以 乙醇 、 水 为溶剂， 生成 盐酸金刚乙胺
  参考文献：
  名称：

  Process for preparing rimantadine

  摘要：

  提供了一种低温低压工艺，用于从1-金刚烷基甲基酮肟高产制备利曼他丁。该工艺包括在低温低压下，例如室温和约25-115 psia（170-790 KPa）的压力下，将酮肟的溶液与铂/碳催化剂中的氢接触。

  公开号：

  US04551552A1

文献信息

• Anti-inflammatory Properties of New Adamantane Derivatives. Design, Synthesis, and Biological Evaluation
  作者：Ekaterini Antoniadou-Vyza、Nikos Avramidis、Angeliki Kourounakis、Lygeri Hadjipetrou

  DOI：10.1002/(sici)1521-4184(199802)331:2<72::aid-ardp72>3.0.co;2-e

  日期：1998.2

  A series of adamantane-containing molecules consisting of two lipophilic centers which are linked by different bridges (oxime esters, oxime ethers, amides, and symmetric alcohols), were designed and synthesized as anti-inflammatory agents. Their anti-inflammatory activity was evaluated as their ability to inhibit phlogistic-induced mouse paw edema. Some of the tested compounds exhibited activity comparable to that of diclofenac, others had a weaker activity, while some oxime esters proved to enhance the inflammatory response. In all cases, activity was dose-dependent. The deacylated compound 10 was found to be the most active of the series, inhibiting inflammation due to Baker's yeast, the mechanism of which involves mainly the activation of lipoxygenase and/or complement systems, a property which is absent from most selective cyclooxygenase only inhibiting non-steroidal anti-inflammatory drugs (NSAIDs).
• LANGHALS, H.;RUECHARDT, C., CHEM. BER., 1981, 114, N 12, 3831-3854
  作者：LANGHALS, H.、RUECHARDT, C.

  DOI：——

  日期：——
• LIU, J. J.
  作者：LIU, J. J.

  DOI：——

  日期：——
• US4551552A
  申请人：——

  公开号：US4551552A

  公开（公告）日：1985-11-05
• [EN] CHIRAL AMINES<br/>[FR] AMINES CHIRALES
  申请人：CHIROTECH TECHNOLOGY LIMITED

  公开号：WO1999018065A1

  公开（公告）日：1999-04-15

  (EN) An efficient synthesis of chiral amines (5) comprises preparing an enamide (4) from the oxime (2), and subjecting the enamide to catalytic asymmetric hydrogenation.(FR) On décrit une synthèse efficace d'amines chirales (5) qu'on obtient en préparant un énamide (4) à partir d'oxime (2), puis en soumettant l'énamide à une hydrogénation catalytique asymétrique.