阿加曲班杂质3 | 68319-72-2

• 物质功能分类: 分析化学 - 标准品 - 药典标准品和杂质标准品
• 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
• 中文名称: 阿加曲班杂质3
• 英文名称: N-alpha-t-butoxycarbonyl-Ng-nitro-L-arginine lactam
• 英文别名: tert-butyl N-[(3S)-1-(N-nitrocarbamimidoyl)-2-oxopiperidin-3-yl]carbamate
• CAS: 68319-72-2
• 化学式: C₁₁H₁₉N₅O₅
• 分子量: 301.302
• InChiKey: FTNOKSLGBOHXFV-ZETCQYMHSA-N

物化性质

• 密度：
  1.45±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  143
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  阿加曲班杂质3 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 以74%的产率得到N-α-Boc-argininal
  参考文献：
  名称：

  新型，选择性和口服可生物利用的凝血酶抑制剂的设计，合成和进化：掺有P3-P4内酰胺磺酰胺基团的P1-精氨酸衍生物。

  摘要：

  DOI：

  10.1021/jm960572n
• 作为产物：
  描述：

  N-Boc-N'-硝基-L-精氨酸 在 N-甲基吗啉 、 lithium tri-t-butoxyaluminum hydride 作用下， 以 四氢呋喃 为溶剂， 反应 3.5h， 生成 阿加曲班杂质3
  参考文献：
  名称：

  N 2 -[（叔丁氧基）羰基] -L-氨基酸轻松快速地转化为相应的氨基醛

  摘要：

  用于制备的新方法Ñ 2 - [（叔丁氧基）羰基] -L-氨基醛从Ñ 2 - [（叔丁氧基）羰基] -L-氨基基于与减少的LiAl混合酸酐的酸（吨-BuO）3 H的说明。

  DOI：

  10.1002/hlca.19940770220

文献信息

• Aromatic heterocyclic derivatives as enzyme inhibitors
  申请人：Corvas International, Inc.

  公开号：US06342504B1

  公开（公告）日：2002-01-29

  The present invention discloses peptide aldehydes which are potent and specific inhibitors of thrombin, their pharmaceutically acceptable salts, pharmaceutically acceptable compositions thereof, and methods of using them as therapeutic agents for disease states in mammals characterized by abnormal thrombosis.

  本发明公开了肽醛，它们是凝血酶的强效和特异性抑制剂，其药用可接受的盐，药用可接受的组合物以及使用它们作为治疗哺乳动物病态血栓形成的方法。
• An Easy and Fast Conversion ofN2-[(tert-Butoxy)carbonyl]-L-amino Acids to Corresponding Amino-aldehydes
  作者：Pavol Zlatoidsky

  DOI：10.1002/hlca.19940770220

  日期：1994.3.23

  A new method for the preparation of N2-[(tert-butoxy)carbonyl]-L-amino-aldehydes from N2-[(tert-butoxy)carbonyl]-L-amino acids based on reduction of mixed anhydrides with LiAl(t-BuO)3H is described.

  用于制备的新方法Ñ 2 - [（叔丁氧基）羰基] -L-氨基醛从Ñ 2 - [（叔丁氧基）羰基] -L-氨基基于与减少的LiAl混合酸酐的酸（吨-BuO）3 H的说明。
• Design, Synthesis, and Evolution of a Novel, Selective, and Orally Bioavailable Class of Thrombin Inhibitors:  P1-Argininal Derivatives Incorporating P3-P4 Lactam Sulfonamide Moieties
  作者：J. Edward Semple、David C. Rowley、Terence K. Brunck、Theresa Ha-Uong、Nathaniel K. Minami、Timothy D. Owens、Susan Y. Tamura、Erick A. Goldman、Daniel V. Siev、Robert J. Ardecky、Stephen H. Carpenter、Yu Ge、Brigitte M. Richard、Thomas G. Nolan、Kjell Håkanson、Al Tulinsky、Ruth F. Nutt、William C. Ripka

  DOI：10.1021/jm960572n

  日期：1996.1.1
• Inhibition studies of some serine and thiol proteinases by new leupeptin analogs
  作者：Rose M. McConnell、J. Lyndal York、Donna Frizzell、Carole Ezell

  DOI：10.1021/jm00060a016

  日期：1993.4

  Fifteen tripeptide analogues of leupeptin containing either a C-terminal argininal or lysinal were synthesized. The synthetic analogues were tested, using spectrophotometric assay techniques, as inhibitors of trypsin, kallikrein, thrombin, plasmin, and cathepsin B. The lysinal analogues were fairly selective as inhibitors of cathepsin B activity, Acetyl-L-leucyl-L-valyl-L-lysinal (21) showed a stronger inhibition of cathepsin B (IC50 = 4 nanomolar) than leupeptin. Acetyl-L-phenylalanyl-L-valyl-L-argininal (2i) was found to be a good inhibitor of cathepsin B (IC50 = 0.039 muM), thrombin (IC50 = 1.8 muM), and plasmin (IC50 = 2.2 muM).
• Novel protocol for the solid-phase synthesis of peptidyl and peptidomimetic P1-argininal derivatives
  作者：Daniel V. Siev、John A. Gaudette、J.Edward Semple

  DOI：10.1016/s0040-4039(99)00870-9

  日期：1999.7

  The design, synthesis and application of novel argininal aminals 1 tethered onto AM resin is described. Efficient solid-phase synthesis routes to a wide array of the title derivatives 2 have been implemented using this convenient technology. The resulting P-1-argininal targets serve as useful exploratory scaffolds for serine and cysteine protease inhibitor discovery. (C) 1999 Elsevier Science Ltd. All rights reserved.