methyl 3-cyclohexyl-5-methyl-4H-1,2-oxazole-5-carboxylate | 908248-84-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 英文名称: methyl 3-cyclohexyl-5-methyl-4H-1,2-oxazole-5-carboxylate
• CAS: 908248-84-0
• 化学式: C₁₂H₁₉NO₃
• 分子量: 225.288
• InChiKey: JASVIISRRAOMEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  47.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 3-cyclohexyl-5-methyl-4H-1,2-oxazole-5-carboxylate 在 水 、 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 3-cyclohexyl-5-methyl-4H-1,2-oxazole-5-carboxylic acid
  参考文献：
  名称：

  Synthesis and evaluation of 4,5-dihydro-5-methylisoxazolin-5-carboxamide derivatives as VLA-4 antagonists

  摘要：

  A novel set of compounds containing a 4,5-dihydro-5-methylisoxazoline have been successfully designed as VLA-4 receptor antagonists. Compound (14p) had a high receptor binding affinity of 4 nM and also found to be metabolically stable in vitro. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.12.043
• 作为产物：
  描述：

  环己烷基甲醛 在 sodium hypochlorite 、 盐酸羟胺 、 sodium acetate 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 生成 methyl 3-cyclohexyl-5-methyl-4H-1,2-oxazole-5-carboxylate
  参考文献：
  名称：

  Synthesis and evaluation of 4,5-dihydro-5-methylisoxazolin-5-carboxamide derivatives as VLA-4 antagonists

  摘要：

  A novel set of compounds containing a 4,5-dihydro-5-methylisoxazoline have been successfully designed as VLA-4 receptor antagonists. Compound (14p) had a high receptor binding affinity of 4 nM and also found to be metabolically stable in vitro. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.12.043

文献信息

• [EN] HETEROCYCLIC DERIVATIVES AS CELL ADHESION INHIBITORS<br/>[FR] DERIVES HETEROCYCLIQUES UTILISES EN TANT QU'INHIBITEURS D'ADHERENCE CELLULAIRE
  申请人：RANBAXY LAB LTD

  公开号：WO2006090234A1

  公开（公告）日：2006-08-31

  [EN] The present invention relates to certain heterocyclic derivatives of formula (I) , in particular isoxazoline and isothiazoline derivatives as cell adhesion inhibitors. The compounds of this invention can be useful, for inhibition and prevention of cell adhesion and cell adhesion mediated pathologies including inflammatory and autoimmune diseases such as bronchial asthma, rheumatoid arthritis, type I diabetes, multiple sclerosis, allograft rejection or psoriasis. This invention also relates to pharmacological compositions containing the compounds of the present invention, and methods of treating bronchial asthma, rheumatoid arthritis, multiple sclerosis, type I diabetes, psoriasis, allograft rejection, and other inflammatory and/or autoimmune disorders using the compounds.
  [FR] La présente invention concerne certains dérivés hétérocycliques correspondant à la formule (I), et notamment des dérivés d'isoxazoline et d'isothiazoline utilisés comme inhibiteurs d'adhérence cellulaire. Les composés de l'invention peuvent être utiles, par exemple, dans l'inhibition et la prévention de l'adhérence cellulaire et des pathologies à médiation par adhérence cellulaire, y compris des maladies inflammatoires et auto-immunes telles que l'asthme bronchial, l'arthrite rhumatoïde, le diabète de type I, la sclérose en plaques, le rejet d'allogreffe ou le psoriasis. L'invention concerne aussi des compositions pharmaceutiques contenant des composés de la présente invention et des procédés pour traiter l'asthme bronchial, l'arthrite rhumatoïde, le diabète de type I, la sclérose en plaques, le rejet d'allogreffe ou le psoriasis et d'autres troubles inflammatoires et/ou auto-immuns au moyen de ces composés.
• Synthesis and evaluation of 4,5-dihydro-5-methylisoxazolin-5-carboxamide derivatives as VLA-4 antagonists
  作者：Ajay Soni、Abdul Rehman、Keshav Naik、Sunanda Dastidar、M.S. Alam、Abhijit Ray、Tridib Chaira、Vanya Shah、Venkata P. Palle、Ian A. Cliffe、Viswajanani J. Sattigeri

  DOI：10.1016/j.bmcl.2012.12.043

  日期：2013.3

  A novel set of compounds containing a 4,5-dihydro-5-methylisoxazoline have been successfully designed as VLA-4 receptor antagonists. Compound (14p) had a high receptor binding affinity of 4 nM and also found to be metabolically stable in vitro. (c) 2012 Elsevier Ltd. All rights reserved.