2-正丙基环己醇 | 5846-43-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-正丙基环己醇
• 英文名称: 2-propylcyclohexanol
• 英文别名: 2-n-Propylcyclohexanol；2-propylcyclohexan-1-ol
• CAS: 5846-43-5；5857-86-3；90676-25-8
• 化学式: C₉H₁₈O
• 分子量: 142.241
• InChiKey: VZBNUCDUQJCIDP-UHFFFAOYSA-N

物化性质

• 熔点：
  36.9°C (estimate)
• 沸点：
  209.85°C (estimate)
• 密度：
  0.9247
• 保留指数：
  1138

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 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：

  2-正丙基环己醇 、 6-(benzyloxy)hexan-1-ol methanesulfonate 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.5h， 生成 (((6-((2-propylcyclohexyl)oxy)hexyl)oxy)methyl)benzene
  参考文献：
  名称：

  Design, Synthesis, and Biological Evaluation of N-Alkylated Deoxynojirimycin (DNJ) Derivatives for the Treatment of Dengue Virus Infection

  摘要：

  We recently described the discovery of oxygenated N-alkyl deoxynojirimycin (DNJ) derivative 7 (CM-10-18) with antiviral activity against dengue virus (DENY) infection both in vitro and in vivo. This imino sugar was promising but had an EC50 against DENY in BHK cells of 6.5 mu M, which limited its use in in vivo. Compound 7 presented structural opportunities for activity relationship analysis, which we exploited and report here. These structure activity relationship studies led to analogues 2h, 2l, 3j, 3l, 3v, and 4b-4c with nanomolar antiviral activity (EC50 = 0.3-0.5 mu M) against DENY infection, while maintaining low cytotoxicity (CC50 > 500 mu M, SI > 1000). In male Sprague-Dawley rats, compound 3l was well tolerated at a dose up to 200 mg/kg and displayed desirable PK profiles, with significantly improved bioavailability (F = 92 +/- 4%).

  DOI：

  10.1021/jm300171v
• 作为产物：
  描述：

  2-烯丙基酚 在 氢气 作用下， 以 水 为溶剂， 85.0 ℃ 、3.04 MPa 条件下， 反应 6.0h， 生成 2-正丙基环己醇
  参考文献：
  名称：

  交联的树枝状大分子基质中稳定的钌纳米颗粒：水性介质中苯酚的氢化

  摘要：

  基于第一代和第三代聚（丙烯亚胺）树状大分子的新型纳米催化剂由钌纳米颗粒包裹在交联基体中构成，该催化剂具有较窄的粒径分布（分别为3.8和1.0 nm）。所得材料显示出在水性介质中苯酚加氢的高活性（比催化活性达到2975 h -1的周转频率）关于氢的吸收）。结果表明，根据底物的性质，使用水作为溶剂会使反应速率提高1.5到50倍。已经确定，与传统的基于钌的非均相催化剂不同，在二羟基苯的氢化过程中，氢化速率按以下顺序降低：间苯二酚>对苯二酚对苯二酚。间苯二酚的最大比活度为243150 h -1关于氢的吸收。由于空间因素，基于第三代树枝状聚合物且含有较细颗粒的催化剂的活性明显低于基于第一代树枝状聚合物的催化剂，并且需要预先还原表面上所含的氧化钌。这些催化剂显示出对金属浸出的抵抗力，并且可以重复使用数次而不会损失活性。

  DOI：

  10.1002/cctc.201403054

文献信息

• Hydrogenation of lignin-derived phenolic compounds over step by step precipitated Ni/SiO₂
  作者：Riyang Shu、Qi Zhang、Ying Xu、Jinxing Long、Longlong Ma、Tiejun Wang、Pengru Chen、Qingyun Wu

  DOI：10.1039/c5ra23041a

  日期：——

  The harsh reaction conditions for the valorization of lignin-derived phenolic compounds considerably limit the efficient utilization of the lignin derivatives. Here, we put forward a high efficient and selective hydrogenation process for phenolic compounds at a mild condition over step by step precipitated Ni/SiO2 catalyst. The properties of the Ni/SiO2 catalysts by different preparation methods were

  用于木质素衍生的酚类化合物的增值的苛刻的反应条件极大地限制了木质素衍生物的有效利用。在此，我们提出了在逐步沉淀的Ni / SiO 2催化剂上温和条件下对酚类化合物进行高效选择性加氢的方法。使用各种表征方法详细比较了通过不同制备方法制备的Ni / SiO 2催化剂的性能。通过愈创木酚的加氢测试了催化剂的催化活性，结果表明愈创木酚在120°C，2 MPa H 2下可以99.9％的选择性完全转化为环己醇。气氛2小时。其他典型的木质素衍生的酚类化合物也具有出色的氢化性能和巨大的能源效率。催化剂表征结果表明，逐步析出的Ni / SiO 2的高催化活性主要归因于其多孔的球形结构，从而导致大的比表面积和高的镍分散性。合适的催化剂酸度也显着提高了催化性能。此外，该催化剂表现出优异的可再循环性，其中在3次运行后没有显示出显着的催化活性损失。
• New active-iron based reducing system for carbonyl compounds and imines. Stereoselective reduction of cyclic ketones
  作者：Yanina Moglie、Francisco Alonso、Cristian Vitale、Miguel Yus、Gabriel Radivoy

  DOI：10.1016/j.tet.2006.01.006

  日期：2006.3

  reaction of different carbonyl compounds and imines with a mixture of iron(II) chloride tetrahydrate, an excess of lithium powder, and a catalytic amount of 4,4′-di-tert-butylbiphenyl (DTBB, 5 mol%) in THF at room temperature, led to the formation of the corresponding alcohols and amines, respectively. The process was also applied to the transformation of α,β-unsaturated carbonyl compounds into the corresponding

  不同的羰基化合物和亚胺与四水合氯化铁（II），过量的锂粉和催化量的4,4'-二叔丁基联苯（DTBB，5 mol％）的混合物在室温下反应室温下分别导致形成相应的醇和胺。该方法还用于将α，β-不饱和羰基化合物转化为相应的饱和醇。新的还原体系对还原不同的单环和多环酮表现出良好的非对映选择性。
• CYCLOHEXYL CARBAMATE COMPOUNDS AS ACTIVE ANTI-CELLULITE INGREDIENTS
  申请人：Meyer Imke

  公开号：US20130137710A1

  公开（公告）日：2013-05-30

  The present invention relates to the cosmetic, dermatological or therapeutic use of certain cyclohexyl carbamate compounds of formula (I) given below, preferably as anti-cellulite actives. The invention further relates to compositions and cosmetic, dermatological or therapeutic products comprising such compounds of formula (I), which are preferably suitable for the prophylaxis (prevention) and cosmetic treatment (combating) of cellulite in human beings, corresponding methods and novel compounds of formula (I) wherein A denotes wherein X, Y and Z independently of one another denote hydrogen, C1-C4-alkyl or C2-C4-alkenyl, wherein optionally two of the radicals X, Y and Z are covalently bonded to one another under formation of a bicyclic ring system, in such a bicyclic ring system two of the radicals X, Y and Z together preferably form a radical having 1 to 4 carbon atoms, preferably a hydrocarbon radical having 1 to 3 carbon atoms, B denotes NR 1 R 2 , wherein R 1 denotes hydrogen or an organic radical having 1 to 14 carbon atoms, R 2 denotes an organic radical having 1 to 14 carbon atoms, and wherein optionally R 1 and R 2 are covalently bonded to one another, preferably so that B is a 3 to 8 membered ring.

  本发明涉及以下式子（I）所示的某些环己基氨基甲酸酯化合物的化妆品、皮肤科或治疗用途，优选作为抗脂肪纹活性剂。本发明还涉及包含该式（I）化合物的组合物和化妆品、皮肤科或治疗产品，这些化合物优选用于人类的脂肪纹预防和美容治疗，以及相应的方法和新型式（I）化合物。其中，A表示......，X、Y和Z分别独立地表示氢、C1-C4烷基或C2-C4烯基，其中可选地，X、Y和Z中的两个基团彼此共价结合形成二环环系统，在这样的二环环系统中，X、Y和Z中的两个基团一起优选形成具有1至4个碳原子的基团，优选为具有1至3个碳原子的碳氢基团，B表示NR1R2，其中R1表示氢或具有1至14个碳原子的有机基团，R2表示具有1至14个碳原子的有机基团，可选地，R1和R2彼此共价结合，优选使得B为3至8个成员的环。
• CYCLOHEXYL CARBAMATE COMPOUNDS AS SKIN AND/OR HAIR LIGHTENING ACTIVES
  申请人：Vielhaber Gabriele

  公开号：US20130156710A1

  公开（公告）日：2013-06-20

  The present invention relates to the cosmetic, dermatological or therapeutic use of certain cyclohexyl carbamate compounds of formula (I) given below, preferably as skin and/or hair lightening (whitening) actives. The invention further relates to compositions and cosmetic, dermatological or therapeutic products comprising one or more compounds of formula (I) suitable for lightening human skin and/or hair and corresponding methods. The invention further relates to compounds of formula (I) as a drug, their use for the preparation of a pharmaceutical composition for lightening human skin and/or hair and to novel compounds of formula (I) wherein A denotes wherein X, Y and Z independently of one another denote hydrogen, C1-C4-alkyl or C2-C4-alkenyl, wherein optionally two of the radicals X, Y and Z are covalently bonded to one another under formation of a bicyclic ring system, in such a bicyclic ring system two of the radicals X, Y and Z together preferably form a radical having 1 to 4 carbon atoms, preferably a hydrocarbon radical having 1 to 3 carbon atoms, B denotes NR 1 , R 2 , wherein R 1 denotes hydrogen or an organic radical having 1 to 14 carbon atoms, R 2 denotes an organic radical having 1 to 14 carbon atoms, and wherein optionally R 1 and R 2 are covalently bonded to one another, preferably so that B is a 3 to 8 membered ring.

  本发明涉及以下式子(I)所示的某些环己基氨基甲酸酯化合物的化妆品、皮肤学或治疗用途，优选作为皮肤和/或头发美白活性剂。本发明还涉及含有一个或多个式(I)化合物的组合物和化妆品、皮肤学或治疗产品，适用于美白人类皮肤和/或头发以及相应的方法。本发明还涉及式(I)化合物作为药物，其用于制备用于美白人类皮肤和/或头发的制药组合物，以及式(I)的新化合物，其中A表示其中X、Y和Z彼此独立地表示氢、C1-C4烷基或C2-C4烯基，其中可选地，X、Y和Z中的两个基团在形成二环环系的情况下共价键结在一起，这样，在这样的二环环系中，X、Y和Z中的两个基团首选形成具有1到4个碳原子的基团，优选为具有1到3个碳原子的碳氢基团；B表示NR1、R2，其中R1表示氢或具有1到14个碳原子的有机基团，R2表示具有1到14个碳原子的有机基团，可选地，R1和R2彼此共价键结，优选使得B为3到8个成员的环。
• Cyclohexyl carbamate compounds as anti-ageing actives
  申请人：Symrise AG

  公开号：EP2389922A1

  公开（公告）日：2011-11-30

  The present invention relates to the cosmetic, dermatological or therapeutic use of compounds of formula (I) given below, in particular as anti-ageing actives. wherein A denotes wherein X, Y and Z independently of one another denote hydrogen, C1-C4-alkyl or C2-C4-alkenyl, wherein optionally two of the radicals X, Y and Z are covalently bonded to one another under formation of a bicyclic ring system, in such a bicyclic ring system two of the radicals X, Y and Z together preferably form a radical having 1 to 4 carbon atoms, preferably a hydrocarbon radical having 1 to 3 carbon atoms, B denotes NR1R2, wherein R1 denotes hydrogen or an organic radical having 1 to 14 carbon atoms, R2 denotes an organic radical having 1 to 14 carbon atoms, and wherein optionally R1 and R2 are covalently bonded to one another, preferably so that B is a 3 to 8 membered ring. The invention further relates to corresponding methods and to compositions and cosmetic, dermatological or pharmaceutical preparations (compositions) comprising one or more compounds of formula (I) and one or more further anti-ageing actives. The invention further relates to compounds of formula (I) as a drug, their use for the preparation of a pharmaceutical composition and to certain novel compounds of formula (I).

  本发明涉及以下式子(I)的化合物在化妆品、皮肤科或治疗中的使用，特别是作为抗衰老活性物质。 其中， A代表 其中，X、Y和Z分别独立地表示氢、C1-C4烷基或C2-C4烯基， 其中，可选地，X、Y和Z中的两个基团在形成二环环系的同时共价键合在一起，这样，在这样的二环环系中，X、Y和Z中的两个基团一起优选形成具有1到4个碳原子的基团，优选是指1到3个碳原子的碳氢基团， B代表NR1R2， 其中， R1代表氢或具有1到14个碳原子的有机基团， R2代表具有1到14个碳原子的有机基团， 并且可选地，R1和R2共价键合在一起，优选是使B成为3到8成员环。 本发明还涉及相应的方法、包含一个或多个式(I)化合物和一个或多个进一步的抗衰老活性物质的组合物和化妆品、皮肤科或制药制剂(组合物)。本发明还涉及式(I)化合物作为药物、其用于制备制药组合物以及某些新的式(I)化合物。

表征谱图