(2S,3S,4S)-1-butyl-3,4-dihydroxy-2-hydroxymethylpyrrolidine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: (2S,3S,4S)-1-butyl-3,4-dihydroxy-2-hydroxymethylpyrrolidine
• 英文别名: 1,4-(butylimino)-1,4-dideoxy-L-arabinitol；(2S,3S,4S)-1-butyl-2-(hydroxymethyl)pyrrolidine-3,4-diol
• 化学式: C₉H₁₉NO₃
• 分子量: 189.255
• InChiKey: AORXTDSJOOFVRB-CIUDSAMLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  63.9
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  在 盐酸 、 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 、 水 为溶剂， 1620.0 ℃ 、101.33 kPa 条件下， 以62 %的产率得到(2S,3S,4S)-1-butyl-3,4-dihydroxy-2-hydroxymethylpyrrolidine
  参考文献：
  名称：

  Design and Pharmacological Chaperone Effects of N-(4′-Phenylbutyl)-DAB Derivatives Targeting the Lipophilic Pocket of Lysosomal Acid α-Glucosidase

  摘要：

  DOI：

  10.1021/acs.jmedchem.3c00637

文献信息

• Intermediates for antiviral compounds
  申请人：G. D. Searle & Co.

  公开号：US04937357A1

  公开（公告）日：1990-06-26

  N-alkyl, N-hydroxylalkyl and N-alkanoyl derivatives of 1,4-dideoxy-1,4-imino-L-arabinitol are disclosed in which the alkyl group has from 4 to about 9 carbon atoms, the hydroxyalkyl group has from 2 to about 5 carbon atoms and the alkanoyl group has from 3 to about 12 carbon atoms. These compounds are useful intermediates for the preparation of acylated derivatives thereof which have antiviral activity.

  公开了1,4-二去氧-1,4-亚胺-L-阿拉伯糖醇的N-烷基、N-羟基烷基和N-烷酰基衍生物，其中烷基基团含有4至约9个碳原子，羟基烷基基团含有2至约5个碳原子，烷酰基基团含有3至约12个碳原子。这些化合物是制备具有抗病毒活性的酰化衍生物的有用中间体。
• Antiviral compounds and a method of use thereas
  申请人：G. D. Searle & Co.

  公开号：US04973602A1

  公开（公告）日：1990-11-27

  Novel N-aryl derivatives of 1,4-dideoxy-1,4-imino-L-arabinitol and their acylated derivatives are disclosed. These compounds have useful antiviral activity.

  揭示了1,4-二去氧-1,4-亚胺-L-阿拉伯糖醇的新型N-芳基衍生物及其酰化衍生物。这些化合物具有有用的抗病毒活性。
• Use of glycogen phosphorylase inhibitors for treatment of cardiovascular diseases
  申请人：——

  公开号：US20040082641A1

  公开（公告）日：2004-04-29

  The present invention provides methods of treatment and prevention of early cardiac and early cardiovascular diseases, for instance of ischemic origin, such as left ventricular hypertrophy, coronary artery disease, essential hypertension, acute hypertensive emergency, cardiomyopathy, heart insufficiency, exercise tolerance, chronic heart failure, arrhythmia, cardiac dysrhythmia, syncopy, arteriosclerosis, mild chronic heart failure, angina pectoris, cardiac bypass reocclusion, intermittent claudication (arteriosclerosis oblitterens), diastolic dysfunction and systolic dysfunction, as well as improving the success of heart transplantations, through administration of glycogen phosphorylase inhibitor compounds.

  本发明提供了治疗和预防早期心脏和早期心血管疾病的方法，例如缺血性疾病，如左心室肥大，冠状动脉疾病，高血压，急性高血压紧急情况，心肌病，心力衰竭，运动耐受性，慢性心力衰竭，心律失常，心脏心律失常，晕厥，动脉硬化，轻度慢性心力衰竭，心绞痛，心脏旁路再闭塞，间歇性跛行（闭塞性动脉硬化），舒张功能和收缩功能障碍，以及通过给予糖原磷酸化酶抑制剂化合物来提高心脏移植的成功率。
• Antiviral compounds and use thereof
  申请人：G. D. Searle & Co.

  公开号：US04876268A1

  公开（公告）日：1989-10-24

  Acylated derivatives of 1,4-dideoxy-1,4-imino-L-arabinitol and their N-alkyl and N-hydroxyalkyl derivatives in which all the free hydroxyl groups are acylated with acyl groups having from one to six carbon atoms and in which the N-alkyl substituents in the N-alkyl and N-hydroxyalkyl derivatives contain from one to fourteen carbon atoms are disclosed.

  本发明涉及1,4-二脱氧-1,4-亚氨基-L-阿拉伯糖醇的酰化衍生物及其N-烷基和N-羟基烷基衍生物，其中所有游离羟基都被具有1至6个碳原子的酰基取代，并且N-烷基和N-羟基烷基衍生物中的N-烷基取代基含有1至14个碳原子。
• Dideoxy-L-arabinitol derivatives as antiviral compounds
  申请人：G.D. Searle & Co.

  公开号：EP0367747A2

  公开（公告）日：1990-05-09

  Novel antiviral compounds are disclosed having the following formula wherein R₁ is C₁-C₁₄ alkyl or C₁-C₁₄ hydroxyalkyl or C₃-C₁₂ alkanoyl or a substituted or unsubstituted aryl radical having six to ten carbon atoms; and wherein R₂, R₃ and R₄ are the same or different and each is H or acyl having one to six carbon atoms; provided, however, that when R₂, R₃ and R₄ are each H, then R₁ is C₄-C₉ alkyl or C₂-C₅ hydroxyalkyl or C₃-C₁₂ alkanoyl.

  公开了具有下式的新型抗病毒化合物 其中 R₁ 是 C₁-C₁₄ 烷基或 C₁-C₁₄ 羟烷基或 C₃-C₁₂ 烷酰基或具有 6 至 10 个碳原子的取代或未取代芳基；以及 其中 R₂、R₃ 和 R₄ 相同或不同，且各自为 H 或具有 1 至 6 个碳原子的酰基；但当 R₂、R₃ 和 R₄ 均为 H 时，R₁ 为 C₄-C₉ 烷基或 C₂-C₅ 羟烷基或 C₃-C₁₂ 烷酰基。