diethyl 2-(acetylamino)-2-(1-oxo-1,2,3,4-tetrahydro-2-naphthalenyl) malonate | 352326-69-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: diethyl 2-(acetylamino)-2-(1-oxo-1,2,3,4-tetrahydro-2-naphthalenyl) malonate
• 英文别名: diethyl 2-acetamido-2-(1-oxo-3,4-dihydro-2H-naphthalen-2-yl)propanedioate
• CAS: 352326-69-3
• 化学式: C₁₉H₂₃NO₆
• 分子量: 361.395
• InChiKey: OPCOVJNCGQHQID-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  98.8
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  diethyl 2-(acetylamino)-2-(1-oxo-1,2,3,4-tetrahydro-2-naphthalenyl) malonate 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 8.0h， 以15%的产率得到
  参考文献：
  名称：

  A comparative study on the inhibition of human and bacterial kynureninase by novel bicyclic kynurenine analogues

  摘要：

  A series of novel bicyclic analogues of kynurenine were synthesised as inhibitors of kynureninase. The tryptophan-induced bacterial enzyme from Pseudomonas fluorescens,ls was compared to the constitutive recombinant human enzyme expressed in a baculovirus/insect cell system. with regard to their inhibition by these compounds. All the compound studied were found to be simple competitive. reversible inhibitors of kynureninase. It was found that altering the size of the second ring of the inhibitor affected the observed K-i values for both enzymes. The addition of an oxygen atom into the secund ring had little effect on binding to the bacterial enzyme but gave a more potent inhibitor of human kynureninase. Of the compounds tasted, a naphthyl analogue of desaminokynurenine was found to be the most potent inhibitor for both enzymes with k(i) values of 5 and 21 CIM For bacterial and human enzyme respectively. This report also describes an alternative system for the expression of recombinant human kynureninase which is more convenient for expression in mammalian cells and produces a relatively greater quantity of enzyme. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00318-7
• 作为产物：
  描述：

  2-溴-1-四氢萘酮 、 乙酰氨基丙二酸二乙酯 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以44%的产率得到diethyl 2-(acetylamino)-2-(1-oxo-1,2,3,4-tetrahydro-2-naphthalenyl) malonate
  参考文献：
  名称：

  A comparative study on the inhibition of human and bacterial kynureninase by novel bicyclic kynurenine analogues

  摘要：

  A series of novel bicyclic analogues of kynurenine were synthesised as inhibitors of kynureninase. The tryptophan-induced bacterial enzyme from Pseudomonas fluorescens,ls was compared to the constitutive recombinant human enzyme expressed in a baculovirus/insect cell system. with regard to their inhibition by these compounds. All the compound studied were found to be simple competitive. reversible inhibitors of kynureninase. It was found that altering the size of the second ring of the inhibitor affected the observed K-i values for both enzymes. The addition of an oxygen atom into the secund ring had little effect on binding to the bacterial enzyme but gave a more potent inhibitor of human kynureninase. Of the compounds tasted, a naphthyl analogue of desaminokynurenine was found to be the most potent inhibitor for both enzymes with k(i) values of 5 and 21 CIM For bacterial and human enzyme respectively. This report also describes an alternative system for the expression of recombinant human kynureninase which is more convenient for expression in mammalian cells and produces a relatively greater quantity of enzyme. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00318-7

文献信息

• [EN] BICYCLIC SPHINGOSINE 1-PHOSPHATE ANALOGS<br/>[FR] ANALOGUES DE SPHINGOSINE 1-PHOSPHATE BICYCLIQUE
  申请人：UNIV VIRGINIA

  公开号：WO2007092638A1

  公开（公告）日：2007-08-16

  [EN] Compounds that have agonist activity at one or more of the S1P receptors are provided. The compounds are sphingosine analogs that, after phosphorylation, can behave as agonists at S1P receptors.
  [FR] L'invention concerne des composés possédant une activité agoniste au niveau d'un ou plusieurs récepteurs S1P. Ces composés consistent en des analogues de sphingosine qui, après phosphorylation, peuvent agir en tant qu'agonistes au niveau de récepteurs S1P.
• A comparative study on the inhibition of human and bacterial kynureninase by novel bicyclic kynurenine analogues
  作者：Deirdre H. Fitzgerald、Karen M. Muirhead、Nigel P. Botting

  DOI：10.1016/s0968-0896(00)00318-7

  日期：2001.4

  A series of novel bicyclic analogues of kynurenine were synthesised as inhibitors of kynureninase. The tryptophan-induced bacterial enzyme from Pseudomonas fluorescens,ls was compared to the constitutive recombinant human enzyme expressed in a baculovirus/insect cell system. with regard to their inhibition by these compounds. All the compound studied were found to be simple competitive. reversible inhibitors of kynureninase. It was found that altering the size of the second ring of the inhibitor affected the observed K-i values for both enzymes. The addition of an oxygen atom into the secund ring had little effect on binding to the bacterial enzyme but gave a more potent inhibitor of human kynureninase. Of the compounds tasted, a naphthyl analogue of desaminokynurenine was found to be the most potent inhibitor for both enzymes with k(i) values of 5 and 21 CIM For bacterial and human enzyme respectively. This report also describes an alternative system for the expression of recombinant human kynureninase which is more convenient for expression in mammalian cells and produces a relatively greater quantity of enzyme. (C) 2001 Elsevier Science Ltd. All rights reserved.