propiolic acid L-menthol ester | 1025371-65-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: propiolic acid L-menthol ester
• 英文别名: 3-hydroxypropyl 2-[[(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexanecarbonyl]amino]propanoate
• CAS: 1025371-65-6
• 化学式: C₁₇H₃₁NO₄
• 分子量: 313.437
• InChiKey: BWSXEMSUCIVMLV-FSJTYKKLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  、 propiolic acid L-menthol ester 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 二氯甲烷 、 水 为溶剂， 以85%的产率得到
  参考文献：
  名称：

  A mannosylated pillar[5]arene derivative: chiral information transfer and antiadhesive properties against uropathogenic bacteria

  摘要：

  A pillar[5]arene derivative substituted with 10 peripheral acetylated mannosyl moieties has been prepared by grafting an alkynylated mannose derivative onto the macrocyclic core under the copper-catalyzed alkyne-azide cycloaddition conditions. Deacetylation of the resulting compound provided a pillar[5]arene glycocluster. NMR investigations have shown that the chiral information transfer between the different subunits of this molecule is highly sensitive to both the temperature and the solvent. Finally, the glycoconjugate has been assayed as an inhibitor of the adhesion of an uropathogenic Escherichia coli strain to red blood cells. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.02.100

文献信息

• N-ALKYLCARBONYL-D-AMINO HYDROXYALKYL ESTER COMPOUNDS AND THEIR USE
  申请人：Wei Edward Tak

  公开号：US20110039812A1

  公开（公告）日：2011-02-17

  The present invention pertains to certain N-alkylcarbonyl-D-amino acid hydroxylalkyl esters (NACHE), including, for example, (R)-2-[((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexanecarbonyl)-amino]-propionic acid 3-hydroxy-propyl ester, and compositions comprising such compounds, that target sensory elements on nerve fibers and which are usefully administered to refresh and cool the skin and mucous membranes. This disclosure generally relates to menthol-like cooling compounds, which do not have the smell, taste, or short duration of action of menthol. These compounds are designed for delivery onto the surfaces of the oral cavity, upper respiratory tract and skin. These compositions produce refreshing and cooling sensations and are expected to inhibit the perception of cough stimuli, itch, pain, and discomfort from the body's surfaces. In the oral cavity these compositions produce refreshing cooling without adverse effects on taste. These compounds have special utility for mouth refreshment and for the treatment of respiratory disorders such as cough, asthma, and chronic obstructive pulmonary diseases. In addition, topical use inhibits perception of itch, irritation, pain and discomfort.

  本发明涉及某些N-烷基羰基-D-氨基酸羟基烷基酯（NACHE），包括例如（R）-2-[（（1R，2S，5R）-2-异丙基-5-甲基-环己烷羰基）-氨基]-丙酸3-羟基-丙酯等化合物及包含这些化合物的组合物，其靶向神经纤维上的感觉元素，可用于使皮肤和黏膜得到清爽和冷却的治疗。本公开涉及类似薄荷的冷却化合物，其没有薄荷的气味，味道或短暂的作用时间。这些化合物旨在用于投递到口腔、上呼吸道和皮肤的表面。这些组合物产生清爽和冷却的感觉，并预计抑制咳嗽刺激、瘙痒、疼痛和身体表面的不适感知。在口腔中，这些组合物产生清爽的冷却感而不影响味觉。这些化合物在口腔清新和治疗咳嗽、哮喘和慢性阻塞性肺疾病等呼吸系统疾病方面具有特殊的实用性。此外，局部使用可抑制瘙痒、刺激、疼痛和不适感知。
• [EN] N-ALKYLCARBONYL-D-AMINO HYDROXYALKYL ESTER COMPOUNDS AND THEIR USE<br/>[FR] COMPOSÉS D'ESTER N-ALKYLCARBONYL-D-AMINO HYDROXYALKYLE ET UTILISATION DE CES DERNIERS
  申请人：PAGET HUGH CHARLES EDWARD

  公开号：WO2008056119A1

  公开（公告）日：2008-05-15

  [EN] The present invention pertains to certain N-alkylcarbonyl-D-amino acid hydroxylalkyl esters (NACHE), including, for example, (R)-2-[((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexanecarbonyl)-amino]-propionic acid 3-hydroxy-propyl ester, and compositions comprising such compounds, that target sensory elements on nerve fibers and which are usefully administered to refresh and cool the skin and mucous membranes. This disclosure generally relates to menthol-like cooling compounds, which do not have the smell, taste, or short duration of action of menthol. These compounds are designed for delivery onto the surfaces of the oral cavity, upper respiratory tract and skin. These compositions produce refreshing and cooling sensations and are expected to inhibit the perception of cough stimuli, itch, pain, and discomfort from the body's surfaces. In the oral cavity these compositions produce refreshing cooling without adverse effects on taste. These compounds have special utility for mouth refreshment and for the treatment of respiratory disorders such as cough, asthma, and chronic obstructive pulmonary diseases. In addition, topical use inhibits perception of itch, irritation, pain and discomfort.
  [FR] La présente invention concerne certains esters N-alkylcarbonyl-D-acide aminé aminé hydroxylalkyle (NACHE) comprenant, par exemple, l'ester(R)-2-[((1R,2S,5R)-2-isopropyl-5-méthyl-cyclohexanecarbonyl)-amino]-acide propionique 3-hydroxy-propyle et des compositions comprenant de tels composés, qui ciblent les éléments sensoriels présents sur les fibres nerveuses et qui sont administrées pour rafraîchir la peau et les membranes des muqueuses. Cette invention porte globalemnt sur des composé rafraîchissants de type menthol qui n'ont pas l'odeur, le goût ou la courte durée d'action du menthol. Ces compositions produisent des sensations rafraîchissantes et sont supposées inhiber la perception des stimuli de la toux, des démangeaisons, de la douleur et de la sensation de gêne ressentie par les surfaces du corps. Dans la cavité orale, ces compositions produisent un rafraîchissement sans affecter négativement le goût. Ces composés sont spécialement utiles pour rafraîchir la bouche et pour traiter les troubles respiratoires tels que la toux, l'asthme et les maladies pulmonaires obstructives chroniques. Par ailleurs, l'utilisation topique inhibe la perception des démangeaisons, de l'irritation, de la douleur et de la sensation de gêne.