4-amino-1-(4-chloro-phenoxy)-butan-2-ol | 57841-15-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-amino-1-(4-chloro-phenoxy)-butan-2-ol
• 英文别名: 4-Amino-1-(4-chlorophenoxy)butan-2-ol
• CAS: 57841-15-3
• 化学式: C₁₀H₁₄ClNO₂
• 分子量: 215.68
• InChiKey: KGPZKHVVJKSLHX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  55.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-amino-1-(4-chloro-phenoxy)-butan-2-ol 、 3-(4-氯苯甲酰)丙酸 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 16.0h， 以35%的产率得到(2S,8aR)-2-[(4-chlorophenoxy)methyl]-8a-(4-chlorophenyl)-3,4,7,8-tetrahydro-2H-pyrrolo[2,1-b][1,3]oxazin-6-one
  参考文献：
  名称：

  Substituted Tetrahydropyrrolo[2,1-b]oxazol-5(6H)-ones and Tetrahydropyrrolo[2,1-b]thiazol-5(6H)-ones as Hypoglycemic Agents

  摘要：

  A series of substituted tetrahydropyrrolo[2,1-b]oxazol-5(6H)-one and tetrahydropyrrolo[2,1-b]thiazol-5(6H)-ones was synthesized from amino alcohols or amino thiols and keto acids. A pharmacological model based on the results obtained with these compounds led to the synthesis and evaluation of a series of isoxazoles and other monocyclic compounds. These were evaluated for their ability to enhance glucose utilization in cultured L6 myocytes. The in vivo hypoglycemic efficacy and potency of these compounds were evaluated in a model of type 2 diabetes mellitus (non-insulin-dependent diabetes mellitus), the ob/ob mouse. 25a(2S) (SDZ PGU 693) was selected for further pharmacological studies.

  DOI：

  10.1021/jm9803121
• 作为产物：
  描述：

  3-hydroxy-4-(4-chlorophenoxy)butanenitrile 以80%的产率得到
  参考文献：
  名称：

  FAURAN C.; DOUZON C., EUR. J. MED. CHEM., 1976, 11, NO 1, 73-74

  摘要：

  DOI：

文献信息

• Fauran; Douzon, European Journal of Medicinal Chemistry, 1976, vol. 11, # 1, p. 73 - 74
  作者：Fauran、Douzon

  DOI：——

  日期：——
• [EN] XZH-5 INHIBITS CONSTITUTIVE AND INTERLEUKIN-6-INDUCED STAT3 PHOSPHORYLATION IN HUMAN HEPATOCELLULAR CARCINOMA CELLS<br/>[FR] XZH-5 INHIBE LA PHOSPHORYLATION DE STAT3 CONSTITUTIVE ET INDUITE PAR L'INTERLEUKINE 6 DANS DES CELLULES DE CARCINOME HÉPATOCELLULAIRE HUMAIN
  申请人：UNIV OHIO STATE

  公开号：WO2012078982A2

  公开（公告）日：2012-06-14

  The present disclosure provides compounds, compositions of matter and methods related to XZH-5 and related chemical therapeutics. The inhibitory effects of a series of small molecules structurally related to XZH-5 on STAT3 phosphorylation is disclosed, as are the results of that inhibition, including induction of apoptosis, reduction of colony forming ability, inhibition of IL-6- induced STAT3 phosphorylation, and nuclear translocation and STAT3 DNA binding activity.
• Substituted Tetrahydropyrrolo[2,1-<i>b</i>]oxazol-5(6<i>H</i>)-ones and Tetrahydropyrrolo[2,1-<i>b</i>]thiazol-5(6<i>H</i>)-ones as Hypoglycemic Agents
  作者：Thomas D. Aicher、Bork Balkan、Philip A. Bell、Leonard J. Brand、S. H. Cheon、Rhonda O. Deems、Jay B. Fell、William S. Fillers、James D. Fraser、Jiaping Gao、Douglas C. Knorr、Gerald G. Kahle、Christina L. Leone、Jeffrey Nadelson、Ronald Simpson、Howard C. Smith

  DOI：10.1021/jm9803121

  日期：1998.11.1

  A series of substituted tetrahydropyrrolo[2,1-b]oxazol-5(6H)-one and tetrahydropyrrolo[2,1-b]thiazol-5(6H)-ones was synthesized from amino alcohols or amino thiols and keto acids. A pharmacological model based on the results obtained with these compounds led to the synthesis and evaluation of a series of isoxazoles and other monocyclic compounds. These were evaluated for their ability to enhance glucose utilization in cultured L6 myocytes. The in vivo hypoglycemic efficacy and potency of these compounds were evaluated in a model of type 2 diabetes mellitus (non-insulin-dependent diabetes mellitus), the ob/ob mouse. 25a(2S) (SDZ PGU 693) was selected for further pharmacological studies.
• FAURAN C.; DOUZON C., EUR. J. MED. CHEM., 1976, 11, NO 1, 73-74
  作者：FAURAN C.、 DOUZON C.

  DOI：——

  日期：——