3-[2-(2-ethoxyethoxy)-1,1-dimethyl-ethyl]isoxazol-5-amine | 1218915-74-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-[2-(2-ethoxyethoxy)-1,1-dimethyl-ethyl]isoxazol-5-amine
• 英文别名: 3-[1-(2-Ethoxyethoxy)-2-methylpropan-2-yl]-1,2-oxazol-5-amine
• CAS: 1218915-74-2
• 化学式: C₁₁H₂₀N₂O₃
• 分子量: 228.291
• InChiKey: GUXZABPVBUXXGB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  70.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-[2-(2-ethoxyethoxy)-1,1-dimethyl-ethyl]isoxazol-5-amine 、 5-cyclopentyl-6-(cyclopropylmethoxy)picolinic acid 在 N,N-二异丙基乙胺 、 4-(4,6-二甲氧基三嗪-2-基)-4-甲基吗啉盐酸盐 作用下， 以 二氯甲烷 为溶剂， 反应 16.5h， 以25%的产率得到5-cyclopentyl-6-(cyclopropylmethoxy)-N-(3-(1-(2-ethoxyethoxy)-2-methylpropan-2-yl)isoxazol-5-yl)picolinamide
  参考文献：
  名称：

  Discovery of a High Affinity and Selective Pyridine Analog as a Potential Positron Emission Tomography Imaging Agent for Cannabinoid Type 2 Receptor

  摘要：

  As part of our efforts to develop CB2 PET imaging agents, we investigated 2,5,6-substituted pyridines as a novel class of potential CB2 PET ligands. A total of 21 novel compounds were designed, synthesized, and evaluated for their potency and binding properties toward human and rodent CB1 and CB2. The most promising ligand 6a was radiolabeled with carbon-11 to yield 16 ([C-11]RSR-056). Specific binding of 16 to CB2-positive spleen tissue of rats and mice was demonstrated by in vitro autogadiography and verified in vivo in PET and biodistribution experiments. Furthermore, 16 was evaluated in a lipopolysaccharid (LPS) induced murine model of neuroinflammation. Brain radioactivity was strikingly higher in the LPS-treated mice than the control mice. Compound 16 is a promising radiotracer for imaging CB2 in rodents. It might serve as a tool for the investigation of CB2 receptor expression levels in healthy tissues and different neuroinflammatory disorders in humans.

  DOI：

  10.1021/acs.jmedchem.5b00283

文献信息

• Compounds Which Selectively Modulate The CB2 Receptor
  申请人：BARTOLOZZI Alessandra

  公开号：US20100076029A1

  公开（公告）日：2010-03-25

  Compounds of formula (I) are disclosed. Compounds according to the invention bind to and are agonists, antagonists or inverse agonists of the CB2 receptor, and are useful for treating inflammation. Those compounds which are agonists are additionally useful for treating pain.

  公式（I）的化合物已被披露。根据本发明的化合物与CB2受体结合，并且是CB2受体的激动剂、拮抗剂或反向激动剂，可用于治疗炎症。那些是激动剂的化合物还可用于治疗疼痛。
• [EN] PYRIDINE-2-AMIDES USEFUL AS CB2 AGONISTS<br/>[FR] PYRIDINE-2-AMIDES UTILES COMME AGONISTES DE CB2
  申请人：HOFFMANN LA ROCHE

  公开号：WO2015150440A1

  公开（公告）日：2015-10-08

  The invention relates to a compound of formula (I) wherein A and R1 to R4 are defined as in the description and in the claims. The compound of formula (I) can be used as a medicament.

  该发明涉及一种化合物，其化学式为（I），其中A和R1至R4的定义如描述和权利要求书中所述。该化合物可以用作药物。
• PYRIDINE-2-AMIDES USEFUL AS CB2 AGONISTS
  申请人：F. Hoffmann-La Roche AG

  公开号：EP3126359A1

  公开（公告）日：2017-02-08
• NOVEL PYRIDINE DERIVATIVES
  申请人：Hoffmann-La Roche Inc.

  公开号：US20160376262A1

  公开（公告）日：2016-12-29

  The invention relates to a compound of formula (I) wherein A and R 1 to R 4 are defined as in the description and in the claims. The compound of formula (I) can be used as a medicament.
• US8372874B2
  申请人：——

  公开号：US8372874B2

  公开（公告）日：2013-02-12