(2R)-1-amino-5-(t-butyldimethylsilyloxy)-2-(3,4-dichlorophenyl)-2-pentanol | 191673-46-8

• 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: (2R)-1-amino-5-(t-butyldimethylsilyloxy)-2-(3,4-dichlorophenyl)-2-pentanol
• 英文别名: (2R)-1-amino-5-[tert-butyl(dimethyl)silyl]oxy-2-(3,4-dichlorophenyl)pentan-2-ol
• CAS: 191673-46-8
• 化学式: C₁₇H₂₉Cl₂NO₂Si
• 分子量: 378.414
• InChiKey: IUUXZKYZVADCSO-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.94
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 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：

  聚合甲醛 、 (2R)-1-amino-5-(t-butyldimethylsilyloxy)-2-(3,4-dichlorophenyl)-2-pentanol 以 苯 为溶剂， 生成
  参考文献：
  名称：

  Combined NK1 and NK2 tachykinin receptor antagonists: Synthesis and structure-activity relationships of novel oxazolidine analogues

  摘要：

  We report herein the synthesis and structure-activity relationships of a series of novel oxazolidine analogues with regards to NK1 and NK2 tachykinin receptor binding affinity. Among this series of oxazolidine analogues, some compounds exhibited excellent high binding affinities for both NK1 and NK2 receptors. In addition, we describe the inhibitory effect in vivo on SP-induced airway vascular hyperpermeability and NKA-induced bronchoconstriction in guinea pigs. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00093-1
• 作为产物：
  描述：

  methyl 4-(3',4'-dichlorophenyl)-4-oxo-butanoate 在 吡啶 、 4-二甲氨基吡啶 、 lithium aluminium tetrahydride 、 sodium azide 、 AD-mix-β 、 potassium tert-butylate 、 水 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 、 叔丁醇 、 苯 为溶剂， 生成 (2R)-1-amino-5-(t-butyldimethylsilyloxy)-2-(3,4-dichlorophenyl)-2-pentanol
  参考文献：
  名称：

  Combined NK1 and NK2 tachykinin receptor antagonists: Synthesis and structure-activity relationships of novel oxazolidine analogues

  摘要：

  We report herein the synthesis and structure-activity relationships of a series of novel oxazolidine analogues with regards to NK1 and NK2 tachykinin receptor binding affinity. Among this series of oxazolidine analogues, some compounds exhibited excellent high binding affinities for both NK1 and NK2 receptors. In addition, we describe the inhibitory effect in vivo on SP-induced airway vascular hyperpermeability and NKA-induced bronchoconstriction in guinea pigs. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00093-1

文献信息

• Heterocyclic compounds having tachykinin receptor antagonist activity
  申请人：Sankyo Company, Limited

  公开号：US06159967A1

  公开（公告）日：2000-12-12

  Compounds of the formula and quaternary ammonium ions thereof, wherein R.sup.1 and R.sup.2 are the same or different and are carbocyclic aryl or aromatic heterocyclic; A is methylene, carbonyl or sulfonyl; B is a single bond, C.sub.1 -C.sub.4 alkylene or C.sub.2 -C.sub.4, alkenylene; D is oxygen; E is C.sub.2 alkylene; G is C.sub.1 -C.sub.4 alkylene or C.sub.2 -C.sub.4 alkenylene; and L is --C(R.sup.4)(R.sup.5), wherein R.sup.4 and R.sup.5 together with the carbon atom to which they are attached represent a C.sub.5 -C.sub.10 cycloalkyl or a C.sub.5 -C.sub.10 heterocyclic. Especially preferred are compounds wherein L represents ##STR1## wherein J is a C.sub.1 -C.sub.6 alkylene; Ar is a ring carbocyclic or aromatic heterocyclic and S*.fwdarw.O is a sulfoxide in which the sulfur atom is in the 5-configuration. The compounds have tachykinin receptor antagonist activity and exhibit an activity against both the NK.sub.1 and NK.sub.2 receptors.

  式中的化合物及其季铵盐，其中R.sup.1和R.sup.2相同或不同，为碳环芳基或芳香杂环基；A为亚甲基、羰基或砜基；B为单键、C.sub.1-C.sub.4烷基或C.sub.2-C.sub.4烯基；D为氧；E为C.sub.2烷基；G为C.sub.1-C.sub.4烷基或C.sub.2-C.sub.4烯基；L为--C(R.sup.4)(R.sup.5)，其中R.sup.4和R.sup.5与其连接的碳原子一起表示C.sub.5-C.sub.10环烷基或C.sub.5-C.sub.10杂环基。特别优选的是L代表##STR1##其中J为C.sub.1-C.sub.6烷基；Ar为环状碳环或芳香杂环，S*.fwdarw.O为亚砜，其中硫原子处于5-构型。这些化合物具有肽激肽受体拮抗活性，并对NK.sub.1和NK.sub.2受体均表现出活性。
• Combined NK1 and NK2 tachykinin receptor antagonists: Synthesis and structure-activity relationships of novel oxazolidine analogues
  作者：Takahide Nishi、Tetsuya Fukazawa、Koki Ishibashi、Katsuyoshi Nakajima、Yuki Sugioka、Yukiko Iio、Hitoshi Kurata、Kazuhiro Itoh、Osamu Mukaiyama、Yumiko Satoh、Takeshi Yamaguchi

  DOI：10.1016/s0960-894x(99)00093-1

  日期：1999.3

  We report herein the synthesis and structure-activity relationships of a series of novel oxazolidine analogues with regards to NK1 and NK2 tachykinin receptor binding affinity. Among this series of oxazolidine analogues, some compounds exhibited excellent high binding affinities for both NK1 and NK2 receptors. In addition, we describe the inhibitory effect in vivo on SP-induced airway vascular hyperpermeability and NKA-induced bronchoconstriction in guinea pigs. (C) 1999 Elsevier Science Ltd. All rights reserved.