2-(3-Hydroxypropyl)cyclohex-2-en-1-ol | 73194-09-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(3-Hydroxypropyl)cyclohex-2-en-1-ol
• CAS: 73194-09-9
• 化学式: C₉H₁₆O₂
• 分子量: 156.225
• InChiKey: KDRQYVPUPJAIQX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(3-Hydroxypropyl)cyclohex-2-en-1-ol 在 chromium(VI) oxide 、 盐酸 、 lithium aluminium tetrahydride 、 脱氢枞胺 、 sodium iodide 作用下， 以 吡啶 、 甲醇 、 乙醚 、 二氯甲烷 、 水 、 丙酮 、 苯 为溶剂， 反应 220.5h， 生成 d-<3-(1-Methoxy-2-cyclohexen-2-yl)propyl>triphenylphosphonium Iodide
  参考文献：
  名称：

  Biomimetic polyene cyclizations. Total synthesis of dl-19-nor-4-pregnen-20-one. Asymmetric induction by the initiating center

  摘要：

  DOI：

  10.1021/jo01299a034
• 作为产物：
  描述：

  ethyl 3-(2,6-dioxocyclohexyl)propanoate 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 7.5h， 以74%的产率得到2-(3-Hydroxypropyl)cyclohex-2-en-1-ol
  参考文献：
  名称：

  Biomimetic polyene cyclizations. Total synthesis of dl-19-nor-4-pregnen-20-one. Asymmetric induction by the initiating center

  摘要：

  DOI：

  10.1021/jo01299a034

文献信息

• Palladium-catalyzed stereocontrolled endo cyclization of 3-hydroxypropyl-1,3-cyclohexadiene leading to versatile fused tetrahydropyrans
  作者：Elise B. Koroleva、Jan-E. Bäckvall、Pher G. Andersson

  DOI：10.1016/0040-4039(95)00989-p

  日期：1995.7

  from 2-substituted 1,3-cyclohexadienes is presented. The reaction takes place via an intramolecular 1,4-oxidation of the conjugated diene via a (π-allyl)palladium intermediate. The stereochemical outcome of the reaction can be controlled to give either cis or trans 1,4-addition over the conjugated diene. The structure of the products was established by X-ray crystallography.

  提出了钯催化的由2-取代的1，3-环己二烯合成的立体定义的稠合四氢吡喃。该反应通过（π-烯丙基）钯中间体通过共轭二烯的分子内1，4-氧化而发生。可以控制反应的立体化学结果以在共轭二烯上产生顺式或反式1，4-加成。通过X射线晶体学确定产物的结构。
• NOVEL TRPA1 ANTAGONISTS
  申请人：Bilodeau Mark T.

  公开号：US20120196894A1

  公开（公告）日：2012-08-02

  The present invention relates to compositions and methods that modulate at least one TRP family member. Specifically, the present invention relates to novel TRPA1 antagonists and their use in the treatment of pain such as chronic inflammatory and neuropathic pain. Compounds that can modulate one or more TRPA1 functions are useful in many aspects including, but not limited to, maintaining calcium homeostasis; maintaining sodium homeostasis; modulating intracellular calcium levels; modulating membrane polarization (membrane potential); modulating cation levels; and/or treating or preventing diseases, disorders, or conditions associated with calcium homeostasis, sodium homeostasis, calcium or sodium dyshomeostasis, or membrane polarization/hyperpolarization (including hypo and hyperexcitability), and/or treating or preventing diseases, disorders, or conditions associated with regulation or misregulation of TRPA1 expression or function. The present invention further relates to methods and compositions that antagonize both a function of TRPA1 and a function of one or more additional TRP channels.

  本发明涉及调节至少一个TRP家族成员的组合物和方法。具体而言，本发明涉及新型TRPA1拮抗剂及其在治疗疼痛（如慢性炎症性和神经病性疼痛）中的应用。能够调节一个或多个TRPA1功能的化合物在许多方面都很有用，包括但不限于维持钙离子平衡；维持钠离子平衡；调节细胞内钙离子水平；调节膜极化（膜电位）；调节阳离子水平；和/或治疗或预防与钙离子平衡、钠离子平衡、钙或钠离子失调或膜极化/去极化（包括低和高兴奋性）有关的疾病、障碍或病况，和/或治疗或预防与TRPA1表达或功能调节或失调有关的疾病、障碍或病况。本发明还涉及同时拮抗TRPA1的一个功能和一个或多个额外TRP通道的功能的方法和组合物。
• US8829196B2
  申请人：——

  公开号：US8829196B2

  公开（公告）日：2014-09-09
• [EN] NOVEL TRPA1 ANTAGONISTS<br/>[FR] NOUVEAUX ANTAGONISTES DE TRPA1
  申请人：MERCK SHARP & DOHME

  公开号：WO2011043954A1

  公开（公告）日：2011-04-14

  The present invention relates to compositions and methods that modulate at least one TRP family member. Specifically, the present invention relates to novel TRPA1 antagonists and their use in the treatment of pain such as chronic inflammatory and neuropathic pain. Compounds that can modulate one or more TRPA1 functions are useful in many aspects including, but not limited to, maintaining calcium homeostasis; maintaining sodium homeostasis; modulating intracellular calcium levels; modulating membrane polarization (membrane potential); modulating cation levels; and/or treating or preventing diseases, disorders, or conditions associated with calcium homeostasis, sodium homeostasis, calcium or sodium dyshomeostasis, or membrane polarization/hyperpolarization (including hypo and hyperexcitability), and/or treating or preventing diseases, disorders, or conditions associated with regulation or misregulation of TRPA1 expression or function. The present invention further relates to methods and compositions that antagonize both a function of TRPA1 and a function of one or more additional TRP channels.
• Biomimetic polyene cyclizations. Total synthesis of dl-19-nor-4-pregnen-20-one. Asymmetric induction by the initiating center
  作者：Jacobus A. M. Peters、Tonny A. P. Posthumus、Nicolaas P. Van Vliet、Filippus J. Zeelen、William S. Johnson

  DOI：10.1021/jo01299a034

  日期：1980.5