cis-(1R,4R)-4-isopropylcyclohex-2-enol | 4705-06-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: cis-(1R,4R)-4-isopropylcyclohex-2-enol
• 英文别名: cis-cryptol；(+)(1R)-1r-Isopropyl-cyclohexen-(2)-ol-(4c)；(+)-cis-Cryptol；(1R-cis)-4-(1-methylethyl)-2-cyclohexen-1-ol；(1R,4R)-4-propan-2-ylcyclohex-2-en-1-ol
• CAS: 4705-06-0
• 化学式: C₉H₁₆O
• 分子量: 140.225
• InChiKey: CJAQNMJQZNLNHG-BDAKNGLRSA-N

物化性质

• 沸点：
  82-83 °C(Press: 2 Torr)
• 密度：
  0.9388 g/cm3(Temp: 15 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 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：

  cis-(1R,4R)-4-isopropylcyclohex-2-enol 在 吡啶 、 Li₂Cu₃Me₅ 作用下， 以 乙醚 为溶剂， 生成 (3S,6R)-3-methyl-6-(1-methylethyl)cyclohexene
  参考文献：
  名称：

  顺式和反式3-甲基-6-甲基乙基环己烯和3-甲基-4-甲基乙基环己烯的区域和立体定向合成。烯丙基乙酸酯和氨基甲酸酯与Li 2 Cu 3 Me 5和LiCuMe 2的反应

  摘要：

  异构烯烃1-4是通过用Li 2 Cu 3 Me 5对适当的烯丙基氨基甲酸酯进行γ合成，γ取代而获得的。氨基甲酸酯的行为深受铜试剂性质的影响。

  DOI：

  10.1016/s0040-4039(00)87541-3
• 作为产物：
  描述：

  4-异丙基环己-2-烯-1-酮 在 sodium tetrahydroborate 、 cerium(III) chloride 作用下， 以 甲醇 为溶剂， 反应 0.5h， 生成 cis-(1R,4R)-4-isopropylcyclohex-2-enol 、 trans-(1S,4R)-4-isopropylcyclohex-2-enol
  参考文献：
  名称：

  Fluorosulfonic acid induced ring opening of pinanones: pinane chirality in synthesis

  摘要：

  DOI：

  10.1016/s0040-4020(01)96770-5

文献信息

• Successful Treatment of Scabies with Oral Ivermectin in Nigeria
  作者：E N Nnoruka、C E Agu

  DOI：10.1177/004947550103100105

  日期：2001.1

  Currently, several topical scabicides are available but there is yet no oral or parenteral drug which has been established for the treatment of scabies in Nigeria. Ivermectin which is a modified avermectin, known to be an ectoparasiticidal agent in animals, has been used in adults for systemic parasitosis.

  In Nigeria, 25% benzyl benzoate is being extensively used for the treatment of scabies in adults. It is effective and readily available. The present study was carried out to evaluate the efficacy and safety of ivermectin in the treatment of patients with scabies at the skin clinic of the University of Nigeria Teaching Hospital, Enugu. Fifty-eight patients with scabies were recruited for the study; 13 (22.4%) were children aged between 5–14 years. Oral ivermectin was given in a single dose of 200 μg/kg body weight to 29 patients. The remaining 29 patients had to apply 25% benzyl benzoate emulsion. All patients received a full physical and dermatological examination prior to onset of treatment and weekly for 4 weeks. Skin scrapings were taken to confirm the diagnosis of scabies. There was a 93% resolution of pruritus with ivermectin and 48% with benzyl benzoate. No side effects were observed with ivermectin. Our results show that oral ivermectin is a promising, effective and safe alternative in both children and adults of Nigeria when compared to 25% benzyl benzoate topical application.

  目前，尽管有几种局部用杀虫剂可用，但尼日利亚尚无口服或注射药物被确认用于治疗疥疮。伊维菌素是一种改良的阿维菌素，在动物中被认为是一种外寄生虫杀灭剂，已被用于成人治疗全身寄生虫病。 在尼日利亚，25% 苯甲酸苄酯广泛用于成人治疗疥疮。它有效且易获得。本研究旨在评估伊维菌素治疗尼日利亚恩古大学医院皮肤诊所疥疮患者的疗效和安全性。招募了58名患有疥疮的患者进行研究；其中13名（22.4%）是年龄在5-14岁之间的儿童。对29名患者口服了一次200μg/kg体重的伊维菌素。其余29名患者必须使用25% 苯甲酸苄酯乳剂。所有患者在治疗开始前和每周进行皮肤和皮肤病检查，持续4周。取皮肤刮擦标本以确认疥疮诊断。伊维菌素治疗后，瘙痒症状有93%的缓解，苯甲酸苄酯为48%。伊维菌素未观察到任何副作用。我们的结果表明，与25% 苯甲酸苄酯局部应用相比，在尼日利亚的儿童和成人中，口服伊维菌素是一种有前途、有效且安全的替代方法。
• 323. Reactions of αβ-unsaturated cyclic aldehydes and ketones. Part V. dl-Cryptone and cis- and trans-dl-cryptol
  作者：D. T. C. Gillespie、A. Killen Macbeth

  DOI：10.1039/jr9390001531

  日期：——
• Gillespie et al., Journal of the Chemical Society, 1940, p. 243
  作者：Gillespie et al.

  DOI：——

  日期：——
• Asymmetric Total Synthesis and X-Ray Crystal Structure of the Cytotoxic Marine Diterpene (+)-Vigulariol
  作者：Jochen Becker、Klaus Bergander、Roland Fröhlich、Dieter Hoppe

  DOI：10.1002/anie.200704678

  日期：2008.2.15
• 337. Reactions of αβ-unsaturated cyclic aldehydes and ketones. Part III. The reduction of cryptone. cis- and trans-Dihydrocyptol
  作者：D. T. C. Gillespie、A. Killen Macbeth、T. B. Swanson

  DOI：10.1039/jr9380001820

  日期：——