4,4-Dimethyl-2-(2-(naphth-2-yl-hydroxymethyl)phenyl)-2-oxazolin | 209173-72-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4,4-Dimethyl-2-(2-(naphth-2-yl-hydroxymethyl)phenyl)-2-oxazolin
• 英文别名: [2-(4,4-dimethyl-5H-1,3-oxazol-2-yl)phenyl]-naphthalen-2-ylmethanol
• CAS: 209173-72-8
• 化学式: C₂₂H₂₁NO₂
• 分子量: 331.414
• InChiKey: HBIIVTVVMAPSSL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  41.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4,4-Dimethyl-2-(2-(naphth-2-yl-hydroxymethyl)phenyl)-2-oxazolin 在 Pd-BaSO₄ 盐酸 、 氢气 作用下， 生成 2-(Naphthalene-2-yl)methylbenzoic acid
  参考文献：
  名称：

  Discovery of phenyl alanine derived ketoamides carrying benzoyl residues as novel calpain inhibitors

  摘要：

  Novel calpain inhibitors derived from phenyl alanine aldehydes or ketoamides carrying a benzoyl residue were prepared and evaluated for their biological potency. A brief structure-activity relationship elucidated the importance of ortho-substitutents in the benzoyl moiety. The most potent derivative, the ketoamide 19c, exhibited a K, of 6 nM and represents a novel class of reversible, highly potent and non-peptidic calpain inhibitors. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00176-2
• 作为产物：
  描述：

  4,4-二甲基-2-苯基-2-噁唑啉 、 2-萘甲醛 在 正丁基锂 作用下， 生成 4,4-Dimethyl-2-(2-(naphth-2-yl-hydroxymethyl)phenyl)-2-oxazolin
  参考文献：
  名称：

  Discovery of phenyl alanine derived ketoamides carrying benzoyl residues as novel calpain inhibitors

  摘要：

  Novel calpain inhibitors derived from phenyl alanine aldehydes or ketoamides carrying a benzoyl residue were prepared and evaluated for their biological potency. A brief structure-activity relationship elucidated the importance of ortho-substitutents in the benzoyl moiety. The most potent derivative, the ketoamide 19c, exhibited a K, of 6 nM and represents a novel class of reversible, highly potent and non-peptidic calpain inhibitors. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00176-2

文献信息

• Benzamidoaldehydes and their use as cysteine protease inhibitors
  申请人：BASF Aktiengesellschaft

  公开号：US06251917B1

  公开（公告）日：2001-06-26

  Compounds of the formula where R1, R2, R3, X and n are as defined in the description, are inhibitors of cysteine protease.

  式中的化合物，其中R1、R2、R3、X和n的定义如描述中所述，是半胱氨酸蛋白酶的抑制剂。
• KETOBENZAMIDE ALS CALPAIN-INHIBITOREN
  申请人：Abbott GmbH & Co. KG

  公开号：EP0944582B1

  公开（公告）日：2003-07-02
• US6103720A
  申请人：——

  公开号：US6103720A

  公开（公告）日：2000-08-15
• US6251917B1
  申请人：——

  公开号：US6251917B1

  公开（公告）日：2001-06-26
• Discovery of phenyl alanine derived ketoamides carrying benzoyl residues as novel calpain inhibitors
  作者：W. Lubisch、A. Möller

  DOI：10.1016/s0960-894x(02)00176-2

  日期：2002.5

  Novel calpain inhibitors derived from phenyl alanine aldehydes or ketoamides carrying a benzoyl residue were prepared and evaluated for their biological potency. A brief structure-activity relationship elucidated the importance of ortho-substitutents in the benzoyl moiety. The most potent derivative, the ketoamide 19c, exhibited a K, of 6 nM and represents a novel class of reversible, highly potent and non-peptidic calpain inhibitors. (C) 2002 Elsevier Science Ltd. All rights reserved.