(4-oxo-pentyl)-carbamic acid benzyl ester | 95484-18-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (4-oxo-pentyl)-carbamic acid benzyl ester
• 英文别名: (4-Oxo-pentyl)-carbamidsaeure-benzylester；benzyl N-(4-oxopentyl)carbamate
• CAS: 95484-18-7
• 化学式: C₁₃H₁₇NO₃
• 分子量: 235.283
• InChiKey: YBEWNEPLWBJWDV-UHFFFAOYSA-N

物化性质

• 沸点：
  402.4±38.0 °C(Predicted)
• 密度：
  1.098±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (4-oxo-pentyl)-carbamic acid benzyl ester 在 palladium on activated charcoal 氢气 、 sodium cyanoborohydride 作用下， 以 甲醇 、 溶剂黄146 为溶剂， 50.0 ℃ 、101.33 kPa 条件下， 反应 100.0h， 生成 1,2-Benzenediol, 4-[2-[(4-amino-1-methylbutyl)amino]-1-hydroxyethyl]-,dihydrochloride
  参考文献：
  名称：

  Conjugates of Catecholamines. 5. Synthesis and β-Adrenergic Activity of N-(Aminoalkyl)norepinephrine Derivatives

  摘要：

  A novel series of N-aminoalkyl congeners and model derivatives of norepinephrine has been synthesized. Compounds that were structurally related to epinephrine were prepared from fully protected intermediates. Alternatively, isoproterenol-related compounds were synthesized via reductive amination of preformed methyl ketone derivatives with norepinephrine. The beta-adrenergic activities of these new compounds were assessed through measurement of intracellular cyclic AMP accumulation in S49 mouse lymphoma cells and displacement of iodocyanopindolol (ICYP) from membrane preparations. Congeners that contained an underivatized primary amine function exhibited virtually no activity in these assays. However, when this amine function was acylated (e.g., to an amide, carbamate, urea, sulfonamide, etc.), the products exhibited generally increased beta-adrenergic activity, which was, however, strongly dependent on the nature of the acylating group and also the length of the spacer. In particular, a benzyl carbamate derivative containing a branched, seven-carbon spacer group was 40 times more potent than isoproterenol in the in vitro S49 assay.

  DOI：

  10.1021/jm50001a017
• 作为产物：
  描述：

  (4-phthalimido-butyryl)-malonic acid diethyl ester 在 盐酸 作用下， 生成 (4-oxo-pentyl)-carbamic acid benzyl ester
  参考文献：
  名称：

  AN ANTIMALARIAL ALKALOID FROM HYDRANGEA. XV. SYNTHESIS OF 5-, 6-, 7-, AND 8-DERIVATIVES WITH TWO IDENTICAL SUBSTITUENTS

  摘要：

  DOI：

  10.1021/jo01135a015

文献信息

• Compositions and methods for treating cardiovascular disease
  申请人：Genentech, Inc.

  公开号：US10787484B2

  公开（公告）日：2020-09-29

  The invention provides PCSK9 inhibitors, compositions comprising the PCSK9 inhibitors, and methods of identifying and using the PCSK9 inhibitors.

  本发明提供了 PCSK9 抑制剂、包含 PCSK9 抑制剂的组合物以及鉴定和使用 PCSK9 抑制剂的方法。
• INTEGRIN ANTAGONISTS
  申请人：MERCK & CO., INC.

  公开号：EP0946165A1

  公开（公告）日：1999-10-06
• EP0946165A4
  申请人：——

  公开号：EP0946165A4

  公开（公告）日：2001-04-11
• PROCESS AND INTERMEDIATES TO A TETRAHYDRO-[1,8]-NAPHTHYRIDINE
  申请人：Merck & Co., Inc.

  公开号：EP1235828A1

  公开（公告）日：2002-09-04
• EP1235828A4
  申请人：——

  公开号：EP1235828A4

  公开（公告）日：2003-01-22