5,8-dideazafolic acid | 5854-11-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 5,8-dideazafolic acid
• 英文别名: 5,8-dideazafolate；CB 3705；(2S)-2-[[4-[(2-amino-4-oxo-3H-quinazolin-6-yl)methylamino]benzoyl]amino]pentanedioic acid
• CAS: 5854-11-5
• 化学式: C₂₁H₂₁N₅O₆
• 分子量: 439.428
• InChiKey: UQFCLENKCDVITL-INIZCTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  32
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  183
• 氢给体数：
  6
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  5,8-dideazafolic acid 、 乙酰氯 以 N,N-二甲基乙酰胺 为溶剂， 反应 3.0h， 生成 10-acetyl-5,8-dideazafolic acid
  参考文献：
  名称：

  Synthesis of 10-acetyl-5,8-dideazafolic acid: a potent inhibitor of glycinamide ribonucleotide transformylase

  摘要：

  10-Acetyl-5,8-dideazafolic acid has been synthesized in good yield from the parent compound, 5,8-dideazafolic acid. This quinazoline folate analogue showed no activity as a substrate for the folate-requiring de novo purine biosynthetic enzyme glycinamide ribonucleotide transformylase isolated from the murine lymphoma cell line L5178Y, but proved to be a potent competitive inhibitor, Ki = 1.3 microM, of the purified enzyme.

  DOI：

  10.1021/jm00160a056

文献信息

• Improved synthesis and antitumor evaluation of 5,8-dideazaisofolic acid and closely related analogs
  作者：J. B. Hynes、Y. C. S. Yang、J. E. McGill、S. J. Harmon、W. L. Washtien

  DOI：10.1021/jm00368a023

  日期：1984.2

  A new synthetic route to 5,8-dideazaisofolic acid (IAHQ) is described which precludes the possibility of contamination due to its 4-amino counterpart 5,8-dideazaisoaminopterin. Substitution of D-glutamic acid in this synthetic scheme gave D-IAHQ. The 9-formyl, 9-methyl, 5-methyl, and 5,9-dimethyl modifications of IAHQ were also prepared. These compounds, together with several structurally related or

  描述了一种新的合成途径，即5,8-二叠氮基异叶酸（IAHQ），由于其4-氨基对应物5,8-二叠氮基异氨基蝶呤而避免了污染的可能性。在该合成方案中用D-谷氨酸取代得到D-IAHQ。还制备了IAHQ的9-甲酰基，9-甲基，5-甲基和5,9-二甲基修饰。研究了这些化合物以及几种结构上相关或异构的类似物对四种人胃肠道腺癌细胞系体外生长的抑制作用。通常，在9和10位具有正常叶酸构型的化合物比其反向桥异构体具有更高的活性。D-IAHQ抗肿瘤活性的缺乏提供了有关IAHQ作用机理的间接证据。
• METHOD FOR MAKING NANOSTRUCTURES WITH CHROMONICS
  申请人：Mahoney Wayne S.

  公开号：US20070172582A1

  公开（公告）日：2007-07-26

  Methods of forming nanostructures with chromonic materials are disclosed. A method includes coating a substrate surface with a chromonic solution to form a chromonic layer, removing at least a portion of the water to form a dried chromonic layer, and exposing the dried chromonic layer to an organic solvent to form a pattern of channels within the dried chromonic layer. The chromonic solution includes a chromonic material and water. Materials can be deposited within the channels to form a pattern of nanostructures.
• US7815971B2
  申请人：——

  公开号：US7815971B2

  公开（公告）日：2010-10-19