5-amino-2,2-dimethoxypentane | 142611-94-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-amino-2,2-dimethoxypentane
• 英文别名: 4,4-Dimethoxypentan-1-amine
• CAS: 142611-94-7
• 化学式: C₇H₁₇NO₂
• mdl: MFCD19207114
• 分子量: 147.217
• InChiKey: MPXPIVKBZYOKPI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  44.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-amino-2,2-dimethoxypentane 、 S-(2-mercaptoethyl) 3-((2R)-4-(2-((((2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl)methoxy)(hydroxy)phosphoryl)-1,1-dioxo-2-oxa-1l6-phosphaethoxy)-2-hydroxy-3,3-dimethylbutanamido)propanethioate 以 水 、 叔丁醇 为溶剂， 生成
  参考文献：
  名称：

  Martin, David P.; Drueckhammer, Dale G., Journal of the American Chemical Society, 1992, vol. 114, # 18, p. 7287 - 7288

  摘要：

  DOI：
• 作为产物：
  描述：

  1-氯-4,4-二甲氧基戊烷 在 palladium on activated charcoal sodium azide 、 氢气 作用下， 以 甲醇 、 二甲基亚砜 为溶剂， 生成 5-amino-2,2-dimethoxypentane
  参考文献：
  名称：

  Synthesis of Novel Analogs of Acetyl Coenzyme A: Mimics of Enzyme Reaction Intermediates

  摘要：

  An improved method for the synthesis of analogs of coenzyme A (CoA) and its thioesters, which are modified in the thiol or thioester moiety, has been developed using a combination of chemical and enzymatic reactions, The enzymes catalyzing the last two steps of CoA biosynthesis were used to prepare a CoA analog (1c) in which an amide bond is replaced by a thioester bond and the thiol group is replaced by a methyl group. Reaction of 1c with a primary amine in aqueous solution results in aminolysis of the thioester linkage to form the desired CoA analog. Reaction with different amines permits the introduction of a variety of functional groups in place of the nor mal thiol or thioester group. This methodology has been used in the synthesis of five new analogs of acetyl-CoA in which the thioester sulfur is replaced by a methylene group and the acetyl group is replaced by carboxylate (14a), nitro (14b), carboxamide (14c), methyl sulfoxide (14d), and methyl sulfone (14e) groups. 14a-c were designed to mimic the possible enolate or enol intermediate in the reaction of citrate synthase and related enzymes. 14a and 14c are potent inhibitors of citrate synthase, with K-i values 1000- and 570-fold lower than the K-m for acetyl-CoA, respectively. CD titrations indicate that 14a and 14c have low affinity for citrate synthase in the absence of oxaloacetate, consistent with their recognition as enol or enolate analogs. 14b is a poor inhibitor of citrate synthase, with affinity slightly lower than that for acetyl-CoA. These results are consistent with generation of the enol form of acetyl-CoA as the nucleophilic intermediate in the reaction of citrate synthase. 14d and 14e were designed to mimic the tetrahedral intermediate or transition state in the reaction of chloramphenicol acetyltransferase and related acetyl-CoA-dependent acetyltransferases. Both compounds are poor inhibitors of chloramphenicol acetyltransferase, with affinities slightly lower than that of acetyl-CoA, indicating that these compounds are not good mimics of the enzyme-bound tetrahedral intermediate or transition state.

  DOI：

  10.1021/ja00090a014

文献信息

• DELIVERY OF CYCLIC COMPOUND BY USING CARRIER
  申请人：The University of Tokyo

  公开号：EP3892334A1

  公开（公告）日：2021-10-13

  The present invention provides a drug delivery system configured to deliver a cyclic compound to a target cell or tissue while suppressing its pharmacological activity. According to the present invention, there is provided a complex, including: a cyclic compound; and a delivery carrier having a shaft portion for carrying the cyclic compound, wherein the shaft portion is included in the cyclic compound to complex the cyclic compound and the delivery carrier with each other.

  本发明提供了一种药物递送系统，其配置可将环状化合物递送至靶细胞或组织，同时抑制其药理活性。根据本发明，提供了一种复合物，包括：环状化合物；和具有用于携带环状化合物的轴部分的递送载体，其中轴部分包含在环状化合物中，以使环状化合物和递送载体彼此复合。
• US5336807A
  申请人：——

  公开号：US5336807A

  公开（公告）日：1994-08-09
• US5360876A
  申请人：——

  公开号：US5360876A

  公开（公告）日：1994-11-01
• Synthesis of Novel Analogs of Acetyl Coenzyme A: Mimics of Enzyme Reaction Intermediates
  作者：David P. Martin、Richard T. Bibart、Dale G. Drueckhammer

  DOI：10.1021/ja00090a014

  日期：1994.6

  An improved method for the synthesis of analogs of coenzyme A (CoA) and its thioesters, which are modified in the thiol or thioester moiety, has been developed using a combination of chemical and enzymatic reactions, The enzymes catalyzing the last two steps of CoA biosynthesis were used to prepare a CoA analog (1c) in which an amide bond is replaced by a thioester bond and the thiol group is replaced by a methyl group. Reaction of 1c with a primary amine in aqueous solution results in aminolysis of the thioester linkage to form the desired CoA analog. Reaction with different amines permits the introduction of a variety of functional groups in place of the nor mal thiol or thioester group. This methodology has been used in the synthesis of five new analogs of acetyl-CoA in which the thioester sulfur is replaced by a methylene group and the acetyl group is replaced by carboxylate (14a), nitro (14b), carboxamide (14c), methyl sulfoxide (14d), and methyl sulfone (14e) groups. 14a-c were designed to mimic the possible enolate or enol intermediate in the reaction of citrate synthase and related enzymes. 14a and 14c are potent inhibitors of citrate synthase, with K-i values 1000- and 570-fold lower than the K-m for acetyl-CoA, respectively. CD titrations indicate that 14a and 14c have low affinity for citrate synthase in the absence of oxaloacetate, consistent with their recognition as enol or enolate analogs. 14b is a poor inhibitor of citrate synthase, with affinity slightly lower than that for acetyl-CoA. These results are consistent with generation of the enol form of acetyl-CoA as the nucleophilic intermediate in the reaction of citrate synthase. 14d and 14e were designed to mimic the tetrahedral intermediate or transition state in the reaction of chloramphenicol acetyltransferase and related acetyl-CoA-dependent acetyltransferases. Both compounds are poor inhibitors of chloramphenicol acetyltransferase, with affinities slightly lower than that of acetyl-CoA, indicating that these compounds are not good mimics of the enzyme-bound tetrahedral intermediate or transition state.
• Martin, David P.; Drueckhammer, Dale G., Journal of the American Chemical Society, 1992, vol. 114, # 18, p. 7287 - 7288
  作者：Martin, David P.、Drueckhammer, Dale G.

  DOI：——

  日期：——