2-amino-1-(3,5-dimethoxyphenyl)ethanone hydrochloride | 1279655-37-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-amino-1-(3,5-dimethoxyphenyl)ethanone hydrochloride
• 英文别名: 2-Amino-1-(3,5-dimethoxyphenyl)ethanone hydrochloride；2-amino-1-(3,5-dimethoxyphenyl)ethanone;hydrochloride
• CAS: 1279655-37-6
• 化学式: C₁₀H₁₃NO₃*ClH
• 分子量: 231.679
• InChiKey: KEPHHAXULXXYHM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.27
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  61.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-amino-1-(3,5-dimethoxyphenyl)ethanone hydrochloride 、 2-cyclohexyl-2-methylpropanoyl chloride 在 三溴化硼 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 2-cyclohexyl-N-(2-(3,5-dihydroxyphenyl)-2-oxoethyl)-2-methylpropanamide
  参考文献：
  名称：

  COMPOUNDS USEFUL AS MODULATORS OF TRPM8

  摘要：

  本发明包括作为TRPM8调节剂有用的化合物，例如式(Ia)、(Ib)和(Ic)的化合物，以及其亚属和种类；含有这些化合物的个人产品；以及利用这些化合物和个人产品，特别是利用增加或诱导化学感觉，如凉爽或冷感觉。

  公开号：

  US20150376136A1
• 作为产物：
  描述：

  tert-butyl (2-(3,5-dimethoxyphenyl)-2-oxoethyl)carbamate 在 盐酸 作用下， 以 乙酸乙酯 为溶剂， 反应 48.0h， 生成 2-amino-1-(3,5-dimethoxyphenyl)ethanone hydrochloride
  参考文献：
  名称：

  COMPOUNDS USEFUL AS MODULATORS OF TRPM8

  摘要：

  本发明包括作为TRPM8调节剂有用的化合物，例如式(Ia)、(Ib)和(Ic)的化合物，以及其亚属和种类；含有这些化合物的个人产品；以及利用这些化合物和个人产品，特别是利用增加或诱导化学感觉，如凉爽或冷感觉。

  公开号：

  US20150376136A1

文献信息

• 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。
• Discovery and SAR of a Series of Agonists at Orphan G Protein-Coupled Receptor 139
  作者：Feng Shi、Jing Kang Shen、Danqi Chen、Karina Fog、Kenneth Thirstrup、Morten Hentzer、Jens-Jakob Karlsson、Veena Menon、Kenneth A. Jones、Kelli E. Smith、Garrick Smith

  DOI：10.1021/ml100293q

  日期：2011.4.14

  GPR139 is an orphan G-protein coupled receptor (GPCR) Which is primarily expressed in the central nervous system (CNS). In order to explore the biological function of this receptor, selective tool compounds are required. A screening campaign identified compound 1a as a high potency PR139 agonist with an EC(50) = 39 nM in a calcium mobilization assay in CHO-K1 cells stably expressing the GPR139 receptor. In the absence of a known endogenous ligand, the maximum effect was set as 100% for 1a. Screening against 90 diverse targets revealed no cross-reactivity issues. Assessment of the pharmacokinetic properties showed limited utility,as in vivo tool compound in rat with a poor whole brain exposure of 61 ng/g and a brain/plasma (b/p) ratio of 0.03. Attempts to identify a more suitable analogue identified the des-nitrogen analogue is with a reduced polar surface area of 76.7 angstrom(2) and an improved b/p ratio of 2.8. The whole brain exposure remained low at 95 ng/g due to a low plasma exposure.
• 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
• US9840471B2
  申请人：——

  公开号：US9840471B2

  公开（公告）日：2017-12-12
• [EN] COMPOUNDS USEFUL AS MODULATORS OF TRPM8<br/>[FR] COMPOSÉS UTILES COMME MODULATEURS DE TRPM8
  申请人：SENOMYX INC

  公开号：WO2014130582A2

  公开（公告）日：2014-08-28

  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.