2-cyanoethyl phosphate | 34549-99-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: 2-cyanoethyl phosphate
• 英文别名: 2-cyanoethylphosphate；β-cyanoethyl phosphate；2-Cyanoethylphosphonic acid
• CAS: 34549-99-0
• 化学式: C₃H₆NO₃P
• 分子量: 135.059
• InChiKey: FDFMOQYYMCVWEM-UHFFFAOYSA-N

物化性质

• 沸点：
  425.3±47.0 °C(Predicted)
• 密度：
  1.490±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.9
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  81.3
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-cyanoethyl phosphate 在 羟胺 作用下， 反应 1.0h， 生成 [2-(N-Hydroxycarbamimidoyl)-ethyl]-phosphonic acid
  参考文献：
  名称：

  New inhibitors of rabbit muscle triose-phosphate isomerase

  摘要：

  We describe the synthesis and evaluation of three new competitive inhibitors of triose-phosphate isomerase. One of them (phosphoglycoloamidoxime: K-i = 4.5 mu M) is among the best reversible inhibitors so far reported for this enzyme. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.03.061
• 作为产物：
  描述：

  二乙基(2-氰乙基)膦酸酯 在 三甲基溴硅烷 作用下， 以 乙腈 为溶剂， 反应 0.17h， 以92%的产率得到2-cyanoethyl phosphate
  参考文献：
  名称：

  微波辅助裂解磷酸酯，膦酸酯和磷酰胺酯

  摘要：

  裂解磷酸酯，膦酸酯和磷酰胺酯的温和而快速的方法。本文探讨了这种微波辅助反应的范围和局限性。

  DOI：

  10.1016/j.tetlet.2006.06.126

文献信息

• Bisphosphonate conjugates and methods of making and using the same
  申请人：MBC Research, Inc.

  公开号：US06750340B2

  公开（公告）日：2004-06-15

  The present invention is directed to particular bisphosphonate compounds, and in particular, to bisphosphonate conjugates that are useful in the treatment of soft tissues surrounding bone and bone-related diseases, such as bone cancer and osteoporosis.

  本发明涉及特定的双膦酸盐化合物，特别是双膦酸盐偶联物，可用于治疗围绕骨骼的软组织以及与骨骼相关的疾病，如骨癌和骨质疏松症。
• Synthesis of new peptide inhibitors of the meso-diaminopimelate-adding enzyme
  作者：P Le Roux、G Auger、J van Heijenoort、D Blanot

  DOI：10.1016/0223-5234(92)90021-r

  日期：1992.12

  In order to obtain inhibitors of the meso-diaminopimelate-adding enzyme, which catalyzes an early reaction in the biosynthesis of bacterial peptidoglycan, several new peptide derivatives of general formula N(alpha)-propionyl-L-alanyl-D(or ambo)-Xaa were synthesized: four transition-state analogs (Xaa = phosphinothricin, homocysteic acid, buthionine sulfoximine, buthionine sulfoximine phosphate), three analogS of gamma-D-glutamyl phosphate (Xaa = 3-phosphonoacetamido-alanine, 3-phosphonomethylamino-aspartic acid, 2-amino-6-phosphonohexanoic acid), and one derivative with Xaa = ornithine. After preincubation with partially purified meso-diaminopimelate-adding enzyme from Escherichia coli, peptide derivatives with Xaa = buthionine sulfoximine, 3-phosphonoacetamido-alanine and 2-amino-6-phosphonohexanoic acid appeared to be among the best inhibitors obtained up to date, with I50 values between 0.6 and 1.2 mM. When the two first compounds wert tested for in vitro antibacterial activity, they gave negative results.
• Synthesis of 9-(3-azido-2,3-dideoxy-β-D--pentofuranosyl)-2,6-diaminopurine (AzddDAP)
  作者：P. Herdewijn、A. Van Aerschot

  DOI：10.1016/s0040-4039(01)80635-3

  日期：1989.1
• New inhibitors of rabbit muscle triose-phosphate isomerase
  作者：M. Fonvielle、S. Mariano、M. Therisod

  DOI：10.1016/j.bmcl.2005.03.061

  日期：2005.6

  We describe the synthesis and evaluation of three new competitive inhibitors of triose-phosphate isomerase. One of them (phosphoglycoloamidoxime: K-i = 4.5 mu M) is among the best reversible inhibitors so far reported for this enzyme. (c) 2005 Elsevier Ltd. All rights reserved.
• Microwave-assisted cleavage of phosphate, phosphonate and phosphoramide esters
  作者：G.D. Kishore Kumar、David Saenz、G.L. Lokesh、Amarnath Natarajan

  DOI：10.1016/j.tetlet.2006.06.126

  日期：2006.8

  A mild and rapid protocol for cleavage of phosphate, phosphonate and phosphoramide esters. The scope and limitations of this microwave-assisted reaction is explored here.

  裂解磷酸酯，膦酸酯和磷酰胺酯的温和而快速的方法。本文探讨了这种微波辅助反应的范围和局限性。