2-(5-phenyl-1,3,4-oxadiazol-2-yl)propan-2-amine | 68176-04-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-(5-phenyl-1,3,4-oxadiazol-2-yl)propan-2-amine
• 英文别名: 1-methyl-1-(5-phenyl-[1,3,4]oxadiazol-2-yl)-ethylamine；2-Phenyl-5-(2-amino-2-propyl)-1,3,4-oxadiazol
• CAS: 68176-04-5
• 化学式: C₁₁H₁₃N₃O
• 分子量: 203.244
• InChiKey: XXSXQPPKDMVUBX-UHFFFAOYSA-N

物化性质

• 熔点：
  74-75 °C(Solv: dichloromethane (75-09-2))
• 沸点：
  334.3±44.0 °C(Predicted)
• 密度：
  1.142±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  64.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(5-phenyl-1,3,4-oxadiazol-2-yl)propan-2-amine 以67%的产率得到
  参考文献：
  名称：

  LINK H., HELV. CHIM. ACTA, 1978, 61, NO 7, 2419-2427

  摘要：

  DOI：
• 作为产物：
  描述：

  N,N,3,3-四甲基氮杂环丙烯-2-胺 、 苯甲酰肼 以 N,N-二甲基甲酰胺 为溶剂， 生成 2-(5-phenyl-1,3,4-oxadiazol-2-yl)propan-2-amine
  参考文献：
  名称：

  合成von 1，3，4 - Oxadiazolen und 4，5 - Dihydro - 1，2，2，4 - triazinen aus 3-Dimethylamino-2，2-dimethyl-2 H -azirin and Carbohydraziden

  摘要：

  由3-二甲基氨基-2,2-二甲基-2 H叠氮基和碳酰肼合成1,3,4-恶二唑和4,5-二氢-1,2,4-三嗪

  DOI：

  10.1002/hlca.19780610714

文献信息

• [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：WO2014086805A1

  公开（公告）日：2014-06-12

  The invention relates to a compound of formula (I) wherein R1 to R4 are defined as in the description and in the claims. The compound of formula (I) is a CB2 agonist and can be used as an active ingredient in a medicament.

  这项发明涉及一种化合物，其化学式为（I），其中R1至R4的定义如描述和索赔中所述。化合物的化学式（I）是一种CB2激动剂，可用作药物的活性成分。
• PYRIDINE-2-AMIDES USEFUL AS CB2 AGONISTS
  申请人：HOFFMANN-LA ROCHE INC.

  公开号：US20150344429A1

  公开（公告）日：2015-12-03

  The invention relates to a compound of formula (I) wherein R 1 to R 4 are defined as in the description and in the claims. The compound of formula (I) is a CB2 agonist and can be used as an active ingredient in a medicament.

  本发明涉及一种化合物，其化学式为(I)，其中R1至R4的定义见说明书及权利要求书。化合物(I)是CB2激动剂，可用作药物中的活性成分。
• Pyridine-2-amides useful as CB2 agonists
  申请人：Hoffmann-La Roche Inc.

  公开号：US09409866B2

  公开（公告）日：2016-08-09

  The invention relates to a compound of formula (I) wherein R1 to R4 are defined as in the description and in the claims. The compound of formula (I) is a CB2 agonist and can be used as an active ingredient in a medicament.

  本发明涉及一种式（I）化合物，其中R1到R4如描述和权利要求中所定义。式（I）化合物是CB2激动剂，可用作药物的活性成分。
• Discovery of a High Affinity and Selective Pyridine Analog as a Potential Positron Emission Tomography Imaging Agent for Cannabinoid Type 2 Receptor
  作者：Roger Slavik、Uwe Grether、Adrienne Müller Herde、Luca Gobbi、Jürgen Fingerle、Christoph Ullmer、Stefanie D. Krämer、Roger Schibli、Linjing Mu、Simon M. Ametamey

  DOI：10.1021/acs.jmedchem.5b00283

  日期：2015.5.28

  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.
• CHALOUPKA S.; HEIMGARTNER H., CHIMIA, 1978, 32, NO 9, 332-333
  作者：CHALOUPKA S.、 HEIMGARTNER H.

  DOI：——

  日期：——