QYL-442

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: QYL-442
• 英文别名: anti-N⁹-(2-hydroxymethylcyclopropylidenemethyl)guanine；2-Amino-9-[2-hydroxymethyl-cycloprop-(E)-ylidenemethyl]-1,9-dihydro-purin-6-one；2-amino-9-[(E)-[2-(hydroxymethyl)cyclopropylidene]methyl]-1H-purin-6-one
• 化学式: C₁₀H₁₁N₅O₂
• 分子量: 233.23
• InChiKey: BGLCIGGDZYNYIQ-GORDUTHDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.6
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  106
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  anti-2-amino-6-chloro-N⁹-(2-hydroxymethylcyclopropylidenemethyl)purine 以83%的产率得到QYL-442
  参考文献：
  名称：

  2-hydroxymethylcyclopropylidenemethylpurines and -pyrimidines as antiviral agents

  摘要：

  具有抗病毒活性的化合物具有以下配方：其中B是嘌呤或嘧啶杂环环，最好从包括6-氨基嘌呤（腺嘌呤）、2,6-二氨基嘌呤、2-氨基-6-偶氮基嘌呤、2-氨基-6-环丙胺基嘌呤、6-羟基嘌呤（次黄嘌呤）、2-氨基-6-卤代嘌呤、2-氨基-6-烷氧基嘌呤、2-氨基-6-羟基嘌呤（鸟嘌呤）、3-去氮嘌呤、7-去氮嘌呤、8-氮杂嘌呤、胞嘧啶、5-卤代胞嘧啶、5-烷基取代胞嘧啶、胸腺嘧啶、尿嘧啶和6-氮杂嘧啶中选择；X为O；R1和R2是烷基或芳基基团。本发明的化合物还包括上述化合物的R-和S-对映体。R1X和/或R2X也可以是带有X为NH的氨基酸残基。

  公开号：

  US06352991B1

文献信息

• [EN] 2-HYDROXY METHYLCYCLOPRO PYLIDENEMETHYL PURINES AND -PYRIMIDINES AS ANTIVIRAL AGENTS<br/>[FR] 2-HYDROXY METHYLCYCLOPRO PYLIDENEMETHYL PURINES ET PYRIMIDINES COMME AGENTS ANTIVIRAUX
  申请人：UNIV MICHIGAN

  公开号：WO2000053603A1

  公开（公告）日：2000-09-14

  Compounds which are active against viruses have Formulas (1, 2, 3 and 4) wherein B is a purine or pyrimidine heterocyclic ring and is preferably selected from the group consisting of 6-aminopurine (adenine), 2,6-diaminopurine, 2-amino-6-azidopurine, 2-amino-6-cyclopropylaminopurine, 6-hydroxypurine (hypoxanthine), 2-amino-6-halo substituted purines, 2-amino-6-alkoxy substituted purines, 2-amino-6-hydroxypurine (guanine), 3-deazapurines, 7-deaza-purines, 8-azapurines, cytosine, 5-halo substituted cytosines, 5-alkyl substituted cytosines, thymine, uracil and 6-azapyrimidines; X is O; and, R1 and R2 are alkyl or aryl groups. The compounds of the present invention also include the R- and S-enantiomers of the above compounds. The R1X and/or R2X can also be amino acid residues with X as NH.

  具有抗病毒活性的化合物具有公式（1、2、3和4），其中B是嘌呤或嘧啶杂环，最好从以下组中选择：6-氨基嘌呤（腺嘌呤）、2,6-二氨基嘌呤、2-氨基-6-叠氮基嘌呤、2-氨基-6-环丙氨基嘌呤、6-羟基嘌呤（次黄嘌呤）、2-氨基-6-卤代嘌呤、2-氨基-6-烷氧基嘌呤、2-氨基-6-羟基嘌呤（鸟嘌呤）、3-去气嘌呤、7-去氮嘌呤、8-氮杂嘌呤、胞嘧啶、5-卤代胞嘧啶、5-烷基取代胞嘧啶、胸腺嘧啶、尿嘧啶和6-氮杂嘧啶；X为O；R1和R2为烷基或芳基基团。本发明的化合物还包括上述化合物的R-和S-对映体。R1X和/或R2X也可以是带有X为NH的氨基酸残基。
• 2-Hydroxymethylcyclopropylidenemethylpurines and - pyrimidines as antiviral agents
  申请人：Zemlicka Jiri

  公开号：US20060122203A1

  公开（公告）日：2006-06-08

  Compounds which are active against viruses have the following Formulas: wherein B is a purine or pyrimidine heterocyclic ring and is preferably selected from the group consisting of 6-aminopurine (adenine), 2,6-diaminopurine, 2-amino-6-azidopurine, 2-amino-6-cyclopropylaminopurine, 6-hydroxypurine (hypoxanthine), 2-amino-6-halo substituted purines, 2-amino-6-alkoxy substituted purines, 2-amino-6-hydroxypurine (guanine), 3-deazapurines, 7-deaza-purines, 8-azapurines, cytosine, 5-halo substituted cytosines, 5-alkyl substituted cytosines, thymine, uracil and 6-azapyrimidines; X is O; and, R 1 and R 2 are alkyl or aryl groups. The compounds of the present invention also include the R- and S-enantiomers of the above compounds. The R 1 X and/or R 2 X can also be amino acid residues with X as NH.

  具有抗病毒活性的化合物具有以下公式：其中B是嘌呤或嘧啶杂环，并且优选从6-氨基嘌呤（腺嘌呤），2,6-二氨基嘌呤，2-氨基-6-叠氮基嘌呤，2-氨基-6-环丙基氨基嘌呤，6-羟基嘌呤（次黄嘌呤），2-氨基-6-卤代嘌呤，2-氨基-6-烷氧基嘌呤，2-氨基-6-羟基嘌呤（鸟嘌呤），3-脱氮嘌呤，7-脱氮嘌呤，8-氮杂嘌呤，胞嘧啶，5-卤代胞嘧啶，5-烷基胞嘧啶，胸腺嘧啶，尿嘧啶和6-氮杂嘧啶中选择；X为O；R1和R2为烷基或芳基基团。本发明的化合物还包括上述化合物的R-和S-对映体。R1X和/或R2X也可以是氨基酸残基，其中X为NH。
• 2-hydroxymethylcyclopropylidene methylpurines and -pyrimidines as antiviral agents
  申请人：Zemlicka Jiri

  公开号：US20050009842A1

  公开（公告）日：2005-01-13

  Compounds which are active against viruses have the following Formulas: wherein B is a purine or pyrimidine heterocyclic ring and is preferably selected from the group consisting of 6-aminopurine (adenine), 2,6-diaminopurine, 2-amino-6-azidopurine, 2-amino-6-cyclopropylaminopurine, 6-hydroxypurine (hypoxanthine), 2-amino-6-halo substituted purines, 2-amino-6-alkoxy substituted purines, 2-amino-6-hydroxypurine (guanine), 3-deazapurines, 7-deaza-purines, 8-azapurines, cytosine, 5-halo substituted cytosines, 5-alkyl substituted cytosines, thymine, uracil and 6-azapyrimidines; X is 0; and, R 1 and R 2 are alkyl or aryl groups. The compounds of the present invention also include the R- and S-enantiomers of the above compounds. The R,X and/or R 2 X can also be amino acid residues with X as NH.

  具有抗病毒活性的化合物具有以下公式：其中B是一种嘌呤或嘧啶杂环环，最好从以下组中选择：6-氨基嘌呤（腺嘌呤）、2,6-二氨基嘌呤、2-氨基-6-叠氮嘌呤、2-氨基-6-环丙基氨基嘌呤、6-羟基嘌呤（次黄嘌呤）、2-氨基-6-卤代嘌呤、2-氨基-6-烷氧基取代嘌呤、2-氨基-6-羟基嘌呤（鸟嘌呤）、3-脱氮嘌呤、7-脱氮嘌呤、8-氮杂嘌呤、胞嘧啶、5-卤代胞嘧啶、5-烷基取代胞嘧啶、胸腺嘧啶、尿嘧啶和6-氮杂嘧啶；X为0；R1和R2是烷基或芳基基团。本发明的化合物还包括上述化合物的R-和S-对映异构体。R、X和/或R2X也可以是氨基酸残基，其中X为NH。
• Qiu, Yao-Ling; Ksebati, Mohamad B.; Ptak, Roger G., Journal of Medicinal Chemistry, 1998, vol. 41, # 1, p. 10 - 23
  作者：Qiu, Yao-Ling、Ksebati, Mohamad B.、Ptak, Roger G.、Fan, Boreas Y.、Breitenbach, Julie M.、Lin, Ju-Sheng、Cheng, Yung-Chi、Kern, Earl R.、Drach, John C.、Zemlicka, Jiri

  DOI：——

  日期：——
• CHIRAL SEPARATIONS OF PYRIMIDINES
  申请人：Chiral Technologies, Inc.

  公开号：EP1070076A1

  公开（公告）日：2001-01-24