4-((1R,2S,4S)-bicyclo[2.2.1]heptan-2-yl)-3,4-dimethyl-1-(2-oxo-2-(1H-pyrrol-2-yl)ethyl)-1H-pyrazol-5(4H)-one

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 4-((1R,2S,4S)-bicyclo[2.2.1]heptan-2-yl)-3,4-dimethyl-1-(2-oxo-2-(1H-pyrrol-2-yl)ethyl)-1H-pyrazol-5(4H)-one
• 英文别名: 4-[(1R,2S,4S)-2-bicyclo[2.2.1]heptanyl]-4,5-dimethyl-2-[2-oxo-2-(1H-pyrrol-2-yl)ethyl]pyrazol-3-one
• 化学式: C₁₈H₂₃N₃O₂
• 分子量: 313.4
• InChiKey: DTDDTZJIBCZBTO-CDJKEZFESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  65.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-(bicyclo[2.2.1]heptan-2-yl)-3,4-dimethyl-1H-pyrazol-5(4H)-one 、 2-氯-1-(1H-吡咯-2-基)-乙酮 以to obtain the desired 4-((1R,2S,4S)-bicyclo[2.2.1]heptan-2-yl)-3,4-dimethyl-1-(2-oxo-2-(1H-pyrrol-2-yl)ethyl)-1H-pyrazol-5(4H)-one (17.4 mg, 3%) as a white powder的产率得到4-((1R,2S,4S)-bicyclo[2.2.1]heptan-2-yl)-3,4-dimethyl-1-(2-oxo-2-(1H-pyrrol-2-yl)ethyl)-1H-pyrazol-5(4H)-one
  参考文献：
  名称：

  COMPOUNDS USEFUL AS MODULATORS OF TRPM8

  摘要：

  本发明涉及可用作TRPM8调节剂的化合物，例如公式（Ia），（Ib）和（Ic）的化合物，以及其亚属和物种；含有这些化合物的个人产品；以及这些化合物和个人产品的使用，特别是用于增加或诱导化学感觉，例如冷却或寒冷感觉。

  公开号：

  US20150376136A1

文献信息

• BITTER TASTE MODIFIERS INCLUDING SUBSTITUTED 1-BENZYL-3-(1-(ISOXAZOL-4-YLMETHYL)-1H-PYRAZOL-4-YL)IMIDAZOLIDINE-2,4-DIONES AND COMPOSITIONS THEREOF
  申请人：SENOMYX, INC.

  公开号：US20160376263A1

  公开（公告）日：2016-12-29

  The present invention includes compounds and compositions known to modify the perception of bitter taste, and combinations of said compositions and compounds with additional compositions, compounds, and products. Exemplary compositions comprise one or more of the following: cooling agents; inactive drug ingredients; active pharmaceutical ingredients; food additives or foodstuffs; flavorants, or flavor enhancers; food or beverage products; bitter compounds; sweeteners; bitterants; sour flavorants; salty flavorants; umami flavorants; plant or animal products; compounds known to be used in pet care products; compounds known to be used in personal care products; compounds known to be used in home products; pharmaceutical preparations; topical preparations; cannabis-derived or cannabis-related products; compounds known to be used in oral care products; beverages; scents, perfumes, or odorants; compounds known to be used in consumer products; silicone compounds; abrasives; surfactants; warming agents; smoking articles; fats, oils, or emulsions; and/or probiotic bacteria or supplements.

  本发明涵盖已知用于改变苦味感知的化合物和组合物，以及所述组合物和化合物与额外的组合物、化合物和产品的组合。示例组合物包括以下一种或多种：冷却剂；无活性药物成分；活性药用成分；食品添加剂或食品；调味剂或调味增强剂；食品或饮料产品；苦味化合物；甜味剂；苦味剂；酸味调味剂；咸味调味剂；鲜味调味剂；植物或动物产品；已知用于宠物护理产品中的化合物；已知用于个人护理产品中的化合物；已知用于家用产品中的化合物；制药制剂；局部制剂；大麻衍生或与大麻相关的产品；已知用于口腔护理产品中的化合物；饮料；香味、香水或除臭剂；已知用于消费品中的化合物；硅化合物；磨料；表面活性剂；发热剂；吸烟物品；脂肪、油脂或乳化剂；和/或益生菌或补充剂。
• Compounds useful as modulators of TRPM8
  申请人：Firmenich Incorporated

  公开号：US10421727B2

  公开（公告）日：2019-09-24

  The present invention includes compounds useful as modulators of TRPM8, such as compounds of Formulae (Ia), (Ib) and (Ic), and the subgenus and species thereof; personal products containing those compounds; and the use of those compounds and the personal products, particularly the use of increasing or inducing chemesthetic sensations, such as cooling or cold sensations.

  本发明包括可用作 TRPM8 调节剂的化合物，如式（Ia）、（Ib）和（Ic）化合物及其亚属和种；含有这些化合物的个人用品；以及这些化合物和个人用品的用途，特别是增加或诱导化学麻醉感觉的用途，如冷却或冷感。
• FIVE-MEMBERED HETEROCYLIC COMPOUNDS USEFUL AS MODULATORS OF TRPM8
  申请人：Firmenich Incorporated

  公开号：EP3461816B1

  公开（公告）日：2021-03-24
• TOPICAL COMPOSITIONS COMPRISING MODULATORS OF TRPM8
  申请人：Senomyx, Inc.

  公开号：US20160339026A1

  公开（公告）日：2016-11-24

  The present disclosure relates to topical compositions comprising one or more compounds which are cooling agents.
• COMPOSITIONS FOR DELIVERING A COOLING SENSATION
  申请人：Senomyx, Inc.

  公开号：US20170087199A1

  公开（公告）日：2017-03-30

  Disclosed herein are compositions comprising combinations of one or more cooling agents with additional cooling agents, inactive drug ingredients, food additives, antimicrobials, corticosteroids, compounds known to be used in the production of home, personal care, and pet care products, and smokable materials. Further disclosed are foodstuffs, medicaments, personal care products, home products, pet care products, warming compositions, probiotic supplements and smoking articles produced by incorporating the disclosed combinations.