AZT guanidine salt | 162404-30-0

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷
• 英文名称: AZT guanidine salt
• 英文别名: Zidovudine guanidine；1-[(2R,4S,5S)-4-azido-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione;guanidine
• CAS: 162404-30-0
• 化学式: CH₅N₃*C₁₀H₁₃N₅O₄
• 分子量: 326.315
• InChiKey: VJCCNWBHXHMYQZ-HNPMAXIBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.36
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  169
• 氢给体数：
  5
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  AZT guanidine salt 在 盐酸 作用下， 以 水 为溶剂， 以88.5%的产率得到齐多夫定
  参考文献：
  名称：

  Serendipitous Discovery of a Zidovudine Guanidine Complex: A Superior Process for the Production of Zidovudine

  摘要：

  A superior process for the commercial production of zidovudine (AZT) has been developed. It was discovered that an AZT-guanidine complex formed when a crude zidovudine solution was treated with guanidine. This readily precipitated from protic solvents resulting in the exclusion of impurities and permitted the development of a superior isolation and purification of AZT.

  DOI：

  10.1021/op2000805
• 作为产物：
  描述：

  盐酸胍 、 AZT-sodium 以 水 为溶剂， 以58.76 g的产率得到AZT guanidine salt
  参考文献：
  名称：

  Serendipitous Discovery of a Zidovudine Guanidine Complex: A Superior Process for the Production of Zidovudine

  摘要：

  A superior process for the commercial production of zidovudine (AZT) has been developed. It was discovered that an AZT-guanidine complex formed when a crude zidovudine solution was treated with guanidine. This readily precipitated from protic solvents resulting in the exclusion of impurities and permitted the development of a superior isolation and purification of AZT.

  DOI：

  10.1021/op2000805

文献信息

• Recovery of AZT by guanidine precipitation
  申请人：ACIC (Canada) Inc.

  公开号：US05387677A1

  公开（公告）日：1995-02-07

  A process for recovering 3'-azido-3'-deoxythymidine (AZT) or a salt thereof from a mixture of chemicals involving the reaction of the AZT with guanidine to form a salt precipitate. The salt precipitate is then acidified to pH of less than about 9 to yield free AZT, which can then be crystallized from solution. 3'-Azido-3'-deoxythymidine and its salts, also known as AZT and Zidovudine, is used in the treatment of AIDS patients.

  一种从化学混合物中回收3'-azido-3'-deoxythymidine（AZT）或其盐的过程，其中涉及将AZT与胍反应形成盐沉淀物。然后将盐沉淀物酸化至pH小于约9，以产生游离的AZT，然后可以从溶液中结晶出AZT。3'-Azido-3'-deoxythymidine及其盐，也称为AZT和Zidovudine，用于治疗艾滋病患者。
• Complex of guanidine and AZT
  申请人：ACIC (Canada) Inc.

  公开号：US05519129A1

  公开（公告）日：1996-05-21

  A composition of a 1:1 molar complex of guanidine and 3'-azido-3'-deoxythymidine (AZT) which is generated at about pH above 9 and disrupted by pH below about 9. This complex is a useful intermediate in the purification of AZT.

  一种由胍和3'-azido-3'-deoxythymidine（AZT）的1:1摩尔配合物组成的复合物，在pH值高于9左右生成，并在pH值低于9左右被破坏。这种复合物是AZT纯化过程中有用的中间体。
• PROCESSES FOR PRODUCTION OF ZIDOVUDINE
  申请人：ACIC (CANADA) INC.

  公开号：EP0550714B1

  公开（公告）日：1996-02-28
• NOVEL ANTI-VIRAL COMPOUNDS AND PROCESSES FOR PRODUCTION OF ANTI-VIRAL COMPOUNDS
  申请人：ACIC (CANADA) INC.

  公开号：EP0550714A1

  公开（公告）日：1993-07-14
• US5387677A
  申请人：——

  公开号：US5387677A

  公开（公告）日：1995-02-07