4-methylcyclohexanethiol | 60260-87-9

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醇
• 英文名称: 4-methylcyclohexanethiol
• 英文别名: 4-Methyl-cyclohexyl-mercaptan；Hexahydro-thio-p-kresol；4-Methyl-cyclohexanthiol；4-Methylcyclohexane-1-thiol
• CAS: 60260-87-9
• 化学式: C₇H₁₄S
• 分子量: 130.254
• InChiKey: JYGRMXYSBUHFOS-UHFFFAOYSA-N

物化性质

• 沸点：
  169 °C
• 密度：
  1.0110 g/cm3
• 保留指数：
  996

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-methylcyclohexanethiol 在 sodium hydroxide 、 sodium periodate 作用下， 生成 trans-4-Methyl-cyclohexyl-methylsulfoxid
  参考文献：
  名称：

  Conformational analysis. 32. Conformational energies of methyl sulfide, methyl sulfoxide, and methyl sulfone groups

  摘要：

  DOI：

  10.1021/jo00886a026
• 作为产物：
  描述：

  4-甲基环己醇 在 硫化氢 作用下， 生成 4-methylcyclohexanethiol
  参考文献：
  名称：

  Selective inhibition of thapsigargin-induced contraction and capacitative calcium entry in mouse anococcygeus by trifluoromethylphenylimidazole (TRIM)

  摘要：

  This study examined the effects of trifluoromethylphenylimidazole (TRIM) on tone, and calcium entry, in mouse anococcygeus stimulated by either thapsigargin (Tg; 100 nM) which activates capacitative calcium entry (CCE), or high K (60 mM) which activates voltage‐operated calcium channels. TRIM (1 – 333 μM) produced concentration‐related relaxation of Tg‐induced tone (EC50, 42 μM) but was much less effective against high K. In single smooth muscle cells loaded with FURA‐2, TRIM reduced the increase in fluorescence ratio produced by Tg but had no effect on that produced by high K. The relaxations of Tg‐induced tone, and reduction in fluorescence ratio, were obtained in the presence of L‐NG‐nitroarginine and were thus independent of nitric oxide synthase inhibition; further, TRIM had no discernible effect on nitrergic responses. TRIM provides a novel drug for the selective inhibition of CCE and a template for the development of more potent inhibitors.British Journal of Pharmacology (2001) 134, 233–236; doi:10.1038/sj.bjp.0704286

  DOI：

  10.1038/sj.bjp.0704286

文献信息

• Experimental determination of the conformational free energies (A values) of fluorinated substituents in cyclohexane by dynamic 19F NMR spectroscopy. Part 2. Extension to fluoromethyl, difluoromethyl, pentafluoroethyl, trifluoromethylthio and trifluoromethoxy groups
  作者：Yvan Carcenac、Marc Tordeux、Claude Wakselman、Patrick Diter

  DOI：10.1039/b516641a

  日期：——

  The synthesis of monosubstituted and 1,4-substituted cyclohexanes bearing one of the title groups is described. The conformational analysis of these compounds was studied by 19F NMR spectroscopy at various temperatures. Chemical shifts for each conformer above the coalescence temperature were obtained by binomial regression from low temperature values, allowing the high precision determination of the

  描述了带有标题基团之一的单取代和1，4-取代的环己烷的合成。通过在不同温度下的19 F NMR光谱研究了这些化合物的构象分析。通过从低温值进行二项式回归，获得了高于聚结温度的每个构象异构体的化学位移，从而可以高精度确定平衡常数以及氟化物的相应热力学参数（ΔG °，ΔH °，ΔS °）取代基。对于甲值（-Δ ģ ° 298K），以下平均获得数据：1.59（CFH 2），1.85（CF 2H），2.67（C 2 F 5），0.79（OCF 3）和1.18（SCF 3）[以kcal mol -1表示]。
• Palladium-Catalyzed Arylation of Alkyl Sulfenate Anions
  作者：Tiezheng Jia、Mengnan Zhang、Hui Jiang、Carol Y. Wang、Patrick J. Walsh

  DOI：10.1021/jacs.5b08117

  日期：2015.11.4

  A unique palladium-catalyzed arylation of alkyl sulfenate anions is introduced that affords aryl alkyl sulfoxides in high yields. Due to the base sensitivity of the starting sulfoxides, sulfenate anion intermediates, and alkyl aryl sulfoxide products, the use of a mild method to generate alkyl sulfenate anions was crucial to the success of this process. Thus, a fluoride triggered elimination strategy

  引入了独特的钯催化的烷基次磺酸根阴离子芳基化反应，以高产率提供芳基烷基亚砜。由于起始亚砜、次磺酸根阴离子中间体和烷基芳基亚砜产物的碱敏感性，使用温和的方法生成烷基次磺酸根阴离子对于该过程的成功至关重要。因此，氟化物触发消除策略与烷基 2-（三甲基甲硅烷基）乙基亚砜一起使用以释放必需的烷基次磺酸根阴离子中间体。在含有庞大单齿膦（SPhos 和 Cy-CarPhos）和芳基溴化物或氯化物的钯催化剂存在下，烷基次磺酸根阴离子很容易被芳基化。此外，热裂解和碱促进烷基亚砜的消除被覆盖。
• [EN] PROSTAGLANDIN E2 RECEPTOR 4 ANTAGONISTS AND USES THEREOF<br/>[FR] ANTAGONISTES DU RÉCEPTEUR 4 DE LA PROSTAGLANDINE E2 ET LEURS UTILISATIONS
  申请人：TEON THERAPEUTICS INC

  公开号：WO2020251957A1

  公开（公告）日：2020-12-17

  Disclosed herein are compounds, compositions, and methods for modulating the prostaglandin E2 receptor 4 (EP4) with the compounds and compositions disclosed herein. Also described are methods of treating diseases or disorders that are mediated by the action of prostaglandin E2 (PGE2) at the prostaglandin E2 receptor 4 (EP4), such as cancer, with EP4 antagonists.

  本文披露了一种用于调节前列腺素E2受体4（EP4）的化合物、组合物和方法，其中所披露的化合物和组合物。还描述了一种使用EP4拮抗剂治疗由前列腺素E2（PGE2）在前列腺素E2受体4（EP4）介导的疾病或紊乱的方法，如癌症。
• TRPV1 antagonist with high analgesic efficacy: 2-Thio pyridine C-region analogues of 2-(3-fluoro-4-methylsulfonylaminophenyl)propanamides
  作者：Tae-Hwan Ha、HyungChul Ryu、Sung-Eun Kim、Ho Shin Kim、Jihyae Ann、Phuong-Thao Tran、Van-Hai Hoang、Karam Son、Minghua Cui、Sun Choi、Peter M. Blumberg、Robert Frank、Gregor Bahrenberg、Klaus Schiene、Thomas Christoph、Sven Frormann、Jeewoo Lee

  DOI：10.1016/j.bmc.2013.08.015

  日期：2013.11

  A series of 2-thio pyridine C-region analogues of 2-(3-fluoro-4-methylsulfonylaminophenyl)propanamides were investigated as hTRPV1 antagonists. Among them, compound 24S showed stereospecific and excellent TRPV1 antagonism of capsaicin-induced activation. Further, it demonstrated strong anti-allodynic in a rat neuropathic pain model. Consistent with its action in vitro being through TRPV1, compound

  研究了一系列 2-(3-氟-4-甲基磺酰基氨基苯基) 丙酰胺的 2-硫代吡啶 C 区类似物作为 hTRPV1 拮抗剂。其中，化合物24S对辣椒素诱导的活化显示出立体特异性和优异的TRPV1拮抗作用。此外，它在大鼠神经性疼痛模型中表现出强烈的抗异常性疼痛。与其通过 TRPV1 的体外作用一致，化合物 24S 可阻断辣椒素诱导的小鼠体温过低。对 24S 与我们的 hTRPV1 同源模型进行对接分析，以确定其结合模式。
• 3-Arylisothiazoles and their use as herbicides
  申请人：——

  公开号：US20040023807A1

  公开（公告）日：2004-02-05

  3-Arylisothiazoles of the formula I 1 in which the variables X, Q, R 1 , R 2 , R 3 , R 4 , R 5 are as defined in claim 1, and salts thereof, and their use for controlling harmful plants, are described.

  描述了具有以下公式I1的3-芳基异噻唑，其中变量X、Q、R1、R2、R3、R4、R5如权利要求1中定义的，并且其盐及其用于控制有害植物的用途。