(E/Z)-6,6-dimethylhept-2-ene-4-ynol | 114311-70-5

• 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: (E/Z)-6,6-dimethylhept-2-ene-4-ynol
• 英文别名: 6,6-Dimethylhept-2-en-4-yn-1-ol
• CAS: 114311-70-5
• 化学式: C₉H₁₄O
• 分子量: 138.21
• InChiKey: GALYLLJOCKLAGD-UHFFFAOYSA-N

物化性质

• 沸点：
  229.1±23.0 °C(Predicted)
• 密度：
  0.911±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (E/Z)-6,6-dimethylhept-2-ene-4-ynol 在 manganese dioxide 二氯甲烷 作用下， 以 二氯甲烷 为溶剂， 反应 19.0h， 以afforded 2.74 g of 6,6-dimethyl-2-hepten-4-ynal的产率得到(E/Z)-6,6-dimethylhept-2-ene-4-ynal
  参考文献：
  名称：

  Antifungal derivatives of

  摘要：

  提供具有一般式为##STR1##的N-(6,6-二甲基-2-庚烯-4-亚乙炔基)-1-萘甲胺衍生物，其中R.sub.1是甲氧基，亚胺甲基或1-亚胺乙基，R.sub.2和R.sub.3均为氢；或R.sub.1为甲基，R.sub.2和R.sub.3中的一个是氢，另一个是卤素。上述化合物及其酸加成盐可用作抗真菌剂。

  公开号：

  US04751245A1
• 作为产物：
  描述：

  1-bromo-6,6-dimethyl-2-hepten-4-yne 、 disodium;carbonate 、 水 在 乙醚 、 Sodium sulfate-III 作用下， 以 丙酮 为溶剂， 反应 3.0h， 以to afford 3.97 of 6,6-dimethyl-2-hepten-4-yn-1-ol的产率得到(E/Z)-6,6-dimethylhept-2-ene-4-ynol
  参考文献：
  名称：

  Antifungal derivatives of

  摘要：

  提供具有一般式为##STR1##的N-(6,6-二甲基-2-庚烯-4-亚乙炔基)-1-萘甲胺衍生物，其中R.sub.1是甲氧基，亚胺甲基或1-亚胺乙基，R.sub.2和R.sub.3均为氢；或R.sub.1为甲基，R.sub.2和R.sub.3中的一个是氢，另一个是卤素。上述化合物及其酸加成盐可用作抗真菌剂。

  公开号：

  US04751245A1

文献信息

• 一种胺类化合物及其制备方法与应用
  申请人：南京工业大学

  公开号：CN113277963B

  公开（公告）日：2022-11-04

  本发明公开了一种含有烯丙基或苄基的胺类化合物及其制备方法与应用。本发明通过将原料1、胺、催化剂、添加剂依次加入到反应溶剂中，在空气氛围和50～120℃条件下搅拌反应12～24h，得到反应液；其中，所述原料1为烯丙醇或苄醇；所述原料1、胺、催化剂、添加剂和反应溶剂的摩尔体积比为(0.2～8)mmol：(0.4～12)mmol：(0.01～0.4)mmol：(0.01～0.4)mmol：(2～40)mL；除去所述反应液的反应溶剂，再通过薄层层析法/柱层析法纯化，展开剂体系为石油醚/乙酸乙酯，得到含有烯丙基或苄基的胺类化合物。该胺类化合物可应用在生物和药物活性分子的骨架的制备中。本发明制备方法适用的底物范围广泛，操作方便，绿色环保。
• Identification of a Reactive Metabolite of Terbinafine:  Insights into Terbinafine-Induced Hepatotoxicity
  作者：Suzanne L. Iverson、Jack P. Uetrecht

  DOI：10.1021/tx0002029

  日期：2001.2.1

  Oral terbinafine treatment for superficial fungal infections of toe and fingernails is associated with a low incidence (1:45000) of hepatobiliary dysfunction. Due to the rare and unpredictable nature of this adverse drug reaction, the mechanism of toxicity has been hypothesized to be either an uncommon immunological or metabolically mediated effect. However, there is little evidence to support either mechanism, and toxic metabolites of terbinafine have not been identified. We incubated terbinafine with both rat and human liver microsomal protein in the presence of GSH and were able to trap an allylic aldehyde, 7,7-dimethylhept-2-ene-4-ynal (TBFA), which corresponds to the N-dealkylation product of terbinafine. TBF-A was also prepared synthetically and reacted with excess GSH to yield conjugates with HPLC retention times and mass spectra identical to those generated in the microsomal incubations. The major GSH conjugate, characterized by H-1 NMR, corresponds to addition of GSH in a 1,6-Michael fashion. There remains a second electrophilic site on this metabolite, which can bind either to a second molecule of GSH or to cellular proteins via a 1,4-Michael addition mechanism. Moreover, we demonstrated that the formation of the GSH conjugates was reversible. We speculate that this allylic aldehyde metabolite, formed by liver enzymes and conjugated with GSH, would be transported across the canalicular membrane of hepatocytes and concentrated in the bile. The mono-GSH conjugate, which is still reactive, could bind to hepatobiliary proteins and lead to direct toxicity. Alternatively, it could modify canalicular proteins and lead to an immune-mediated reaction causing cholestatic dysfunction.
• Antifungal derivatives of
  申请人：E. R. Squibb & Sons, Inc.

  公开号：US04751245A1

  公开（公告）日：1988-06-14

  N-(6,6-dimethyl-2-hepten-4-ynyl)-1-naphthalenemethanamine derivatives are provided having the general formula ##STR1## wherein R.sub.1 is methoxy, iminomethyl or 1-iminoethyl and R.sub.2 and R.sub.3 are each hydrogen; or R.sub.1 is methyl and one of R.sub.2 and R.sub.3 is hydrogen and the other is halogen. The above compounds as well as acid-addition salts thereof are useful as antifungal agents.

  提供具有一般式为##STR1##的N-(6,6-二甲基-2-庚烯-4-亚乙炔基)-1-萘甲胺衍生物，其中R.sub.1是甲氧基，亚胺甲基或1-亚胺乙基，R.sub.2和R.sub.3均为氢；或R.sub.1为甲基，R.sub.2和R.sub.3中的一个是氢，另一个是卤素。上述化合物及其酸加成盐可用作抗真菌剂。