benzyl bis(diisopropylamino)phosphite

• 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: benzyl bis(diisopropylamino)phosphite
• 英文别名: Benzyl bis[di(propan-2-yl)amino] phosphite；benzyl bis[di(propan-2-yl)amino] phosphite
• 化学式: C₁₉H₃₅N₂O₃P
• 分子量: 370.472
• InChiKey: KRAOLMHILUXFJM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  25
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  34.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  benzyl bis(diisopropylamino)phosphite 、 2',3'-异丙叉腺苷 在 2H-tetrazole 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 2.0h， 以63%的产率得到benzyl 2′,3′-O-isopropylidineadenosine-5′-N,N-diisopropylphosphoramidite
  参考文献：
  名称：

  β-Keto and β-hydroxyphosphonate analogs of biotin-5′-AMP are inhibitors of holocarboxylase synthetase

  摘要：

  Holocarboxylase synthetase (HLCS) catalyzes the covalent attachment of biotin to cytoplasmic and mitochondrial carboxylases, nuclear histones, and over a hundred human proteins. Nonhydrolyzable ketophosphonate (beta-ketoP) and hydroxyphosphonate (beta-hydroxyP) analogs of biotin-5'- AMP inhibit holocarboxylase synthetase (HLCS) with IC50 values of 39.7 mu M and 203.7 mu M. By comparison, an IC50 value of 7 mu M was observed with the previously reported biotinol-5'-AMP. The K-i values, 3.4 mu M and 17.3 mu M, respectively, are consistent with the IC50 results, and close to the K-i obtained for biotinol-5'-AMP (7 mu M). The beta-ketoP and b-hydroxyP molecules are competitive inhibitors of HLCS while biotinol-5'-AMP inhibited HLCS by a mixed mechanism. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.11.010
• 作为产物：
  描述：

  Bis(N,N-diisopropylamino)phosphorochloridite 、 苯甲醇 在 三乙胺 作用下， 以 乙醚 为溶剂， 生成 benzyl bis(diisopropylamino)phosphite
  参考文献：
  名称：

  β-Keto and β-hydroxyphosphonate analogs of biotin-5′-AMP are inhibitors of holocarboxylase synthetase

  摘要：

  Holocarboxylase synthetase (HLCS) catalyzes the covalent attachment of biotin to cytoplasmic and mitochondrial carboxylases, nuclear histones, and over a hundred human proteins. Nonhydrolyzable ketophosphonate (beta-ketoP) and hydroxyphosphonate (beta-hydroxyP) analogs of biotin-5'- AMP inhibit holocarboxylase synthetase (HLCS) with IC50 values of 39.7 mu M and 203.7 mu M. By comparison, an IC50 value of 7 mu M was observed with the previously reported biotinol-5'-AMP. The K-i values, 3.4 mu M and 17.3 mu M, respectively, are consistent with the IC50 results, and close to the K-i obtained for biotinol-5'-AMP (7 mu M). The beta-ketoP and b-hydroxyP molecules are competitive inhibitors of HLCS while biotinol-5'-AMP inhibited HLCS by a mixed mechanism. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.11.010

文献信息

• NUCLEOSIDE CYCLICPHOSPHATES
  申请人：DU Jinfa

  公开号：US20100081628A1

  公开（公告）日：2010-04-01

  Cyclic phosphate of nucleoside derivatives for the treatment of viral infections in mammals, which is a compound, its stereoisomers, salts (acid or basic addition salts), hydrates, solvates, or crystalline forms thereof, represented by the following structure:

  环状核苷衍生物的磷酸酯，用于治疗哺乳动物中的病毒感染，该化合物及其立体异构体、盐（酸性或碱性加成盐）、水合物、溶剂化合物或其结晶形式，由以下结构表示：
• US8173621B2
  申请人：——

  公开号：US8173621B2

  公开（公告）日：2012-05-08
• US8759510B2
  申请人：——

  公开号：US8759510B2

  公开（公告）日：2014-06-24
• [EN] NUCLEOSIDE CYCLICPHOSPHATES<br/>[FR] NUCLÉOSIDE PHOSPHATES CYCLIQUES
  申请人：PHARMASSET INC

  公开号：WO2009152095A2

  公开（公告）日：2009-12-17

  Cyclic phosphate of nucleoside derivatives for the treatment of viral infections in mammals, which is a compound, its stereoisomers, salts (acid or basic addition salts), hydrates, solvates, or crystalline forms thereof, represented by the following structure: Formula (I)
• β-Keto and β-hydroxyphosphonate analogs of biotin-5′-AMP are inhibitors of holocarboxylase synthetase
  作者：Wantanee Sittiwong、Elizabeth L. Cordonier、Janos Zempleni、Patrick H. Dussault

  DOI：10.1016/j.bmcl.2014.11.010

  日期：2014.12

  Holocarboxylase synthetase (HLCS) catalyzes the covalent attachment of biotin to cytoplasmic and mitochondrial carboxylases, nuclear histones, and over a hundred human proteins. Nonhydrolyzable ketophosphonate (beta-ketoP) and hydroxyphosphonate (beta-hydroxyP) analogs of biotin-5'- AMP inhibit holocarboxylase synthetase (HLCS) with IC50 values of 39.7 mu M and 203.7 mu M. By comparison, an IC50 value of 7 mu M was observed with the previously reported biotinol-5'-AMP. The K-i values, 3.4 mu M and 17.3 mu M, respectively, are consistent with the IC50 results, and close to the K-i obtained for biotinol-5'-AMP (7 mu M). The beta-ketoP and b-hydroxyP molecules are competitive inhibitors of HLCS while biotinol-5'-AMP inhibited HLCS by a mixed mechanism. (C) 2014 Elsevier Ltd. All rights reserved.