iodomethylphosphonic acid | 13298-02-7

• 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: iodomethylphosphonic acid
• 英文别名: iodomethyl-phosphonic acid；Jodmethyl-phosphonsaeure；iodomethanephosphonic acid；Iodmethyl-phosphonsaeure；Iodmethylphosphonsaeure；Jodmethylphosphorsaeure
• CAS: 13298-02-7
• 化学式: CH₄IO₃P
• 分子量: 221.919
• InChiKey: CESOUITVLYKYSK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  6
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  iodomethylphosphonic acid 在 N,N-二乙基甲酰胺 、 草酰氯 作用下， 以 二氯甲烷 为溶剂， 反应 4.25h， 生成 iodomethylphosphonic dichloride
  参考文献：
  名称：

  [EN] LEWIS ACID MEDIATED SYNTHESIS OF CYCLIC ESTERS
  [FR] SYNTHESE D'ESTERS CYCLIQUES INDUITE PAR L'ACIDE DE LEWIS

  摘要：

  描述了从1,3-二醇合成环磷酸二酯的方法，其中通过在Lewis酸存在下反应手性1,3-二醇和活化磷酸制得环磷酸二酯。

  公开号：

  WO2005123729A1
• 作为产物：
  描述：

  碘甲基膦酸二乙酯 在 盐酸 作用下， 生成 iodomethylphosphonic acid
  参考文献：
  名称：

  The Preparation and the Determination of Apparent Dissociation Constants of Some Substituted Aliphatic Phosphonic Acids

  摘要：

  DOI：

  10.1021/ja01118a510

文献信息

• A new approach to the synthesis of optically active alkylated adenine derivatives
  作者：N.F. Zakirova、A.V. Shipitsyn、E.F. Belanov、M.V. Jasko

  DOI：10.1016/j.bmcl.2003.12.107

  日期：2004.6

  A new synthesis of chiral acyclic nucleoside and nucleotide analogues starting from d(-)- or l(+)-riboses was proposed. Antiviral properties of the synthesized compounds towards the pox virus family were evaluated.

  提出了一种新的手性无环核苷和核苷酸类似物的合成方法，从d（-）-或l（+）-核糖开始。评估了合成化合物对痘病毒家族的抗病毒特性。
• New Dinucleoside Phosphonate Derivatives as Prodrugs of 3′-Azido-3′-Deoxythymidine and<b>β</b>-L-2′,3′-Dideoxy-3′-Thiacytidine: Synthesis and Anti-HIV Properties
  作者：Pavel N. Solyev、Maxim V. Jasko、Inna L. Karpenko、Yury A. Sharkin、Alexander V. Shipitsyn、Marina K. Kukhanova

  DOI：10.1080/15257770.2013.869340

  日期：2014.2

  New phosphonate homodimers of 3′-azido-3′-deoxythymidine (AZT) and a phosphonate heterodimer of β-L-2′,3′-dideoxy-3′-thiacytidine (3TC) and AZT were synthesized. The compounds demonstrated moderate anti-HIV activity. Stability of the compounds in human blood serum was studied. A correlation between anti-HIV activity and stability was defined.

  合成了3'-叠氮基-3'-脱氧胸苷（AZT）的新的膦酸酯同二聚体和β-L-2'，3'-二脱氧-3'-硫代胞苷（3TC）和AZT的膦酸酯异二聚体。这些化合物显示出中等的抗HIV活性。研究了该化合物在人血清中的稳定性。定义了抗HIV活性与稳定性之间的相关性。
• Sodium-Centered Dodecanuclear Co(II) and Ni(II) Complexes with 2-(Phosphonomethylamino)succinic Acid: Studies of Spectroscopic, Structural, and Magnetic Properties
  作者：Andriy O. Gudima、Ganna V. Shovkova、Olena K. Trunova、Fernande Grandjean、Gary J. Long、Nikolay Gerasimchuk

  DOI：10.1021/ic400355u

  日期：2013.7.1

  an OH– anion, an anion which is disordered over the 18 sites. The PMAS4– ligand forms two five-membered and one six-membered chelation ring. Both 1 and 2 contain 24-membered metallacycles as a result of the bridging nature of the PMAS4– ligands. The resulting three-dimensional structures have one-dimensional channels with a sodium cation at the center of symmetry. The temperature dependence of the

  两个新的具有2-（膦酰基甲基）氨基琥珀酸H 4 PMAS的同构钴（II）和镍（II）多核配合物，即Na [Co 12（PMAS）6（H 2 O）17（OH）]· x 2H 2 O，1 · x 2H 2 O和Na [Ni 12（PMAS）6（H 2 O）17（OH）]· x H 2 O，2 · x H 2O，是首次从水溶液中合成的，并通过单晶X射线衍射，红外和紫外可见漫反射光谱学进行了研究；TG / DTA分析；和磁化学。既1和2结晶在菱形晶体系统与ř与联合的1/6 3空间群12（PMAS）6或Ni 12（PMAS）6层在不对称单元中的部分。X射线精炼显示存在18个水位，但晶胞电荷平衡要求一个水分子必须是OH –阴离子，这是在18个位上无序的阴离子。PMAS 4 –配体形成两个五元和一个六元螯合环。既1和2含有24元metallacycles作为对PMAS的桥接性质的结果4-配体。所得的三维
• 5′-Phosphonates of Ribonucleosides and 2′-Deoxyribonucleosides: Synthesis and Antiviral Activity
  作者：Maxim Jasko、Alexander Shipitsin、Elena Shirokova、Alexander Krayevsky、Bruce Polsky、Penny Baron、Clarinda MacLow、Michael Ostrander、Brian O'Hara

  DOI：10.1080/07328319308018558

  日期：1993.9

  5'-Phosphonates of natural 2'-deoxynucleosides and ribonucleosides were synthesized by condensation of 3'-O-acylated 2'-deoxynucleosides or 2',3'-substituted (2',3'-O-isopropylidene, 2',3'-O-methoxymethylene or 2',3'-O-ethoxymethylene) ribonucleosides. As condensing agents, either N,N'-dicyclohexylcarbodiimide or 2,4,6-triisopropylbenzenesulphonyl chloride were used. Nucleoside 5'-ethoxycarbonylphosphonates were converted into corresponding nucleoside 5'-aminocarbonylphosphonates by action of ammonia in methanol or aqueous ammonia. 5'-Hydrogenphosphonothioates of thymidine and 3'-deoxythymidine were obtained by reaction of phosphinic acid in the presence of pivaloyl chloride with 3'-O-acetylthymidine or 3'-deoxythymidine, respectively, followed by addition of powedered sulfur. 5'-O-methylenephosphonates of thymidine and 2'-deoxyadenosine were prepared by intramolecular reaction of corresponding 3'-O-iodomethylphosphonates under basic conditions. All compounds were tested for inhibition of several viruses, including HSV-2 and CMV, but showed no activity. A few compounds insignificantly inhibited HIV-1 reproduction. Thymidine 5'-hydrogenphosphonate neutralized anti-HIV action of 3'-azido-3'-deoxythymidine (AZT) and it indirectly showed that even some nucleoside 5'-phosphonates could be partly hydrolyzed in cell culture to corresponding nucleosides.
• MCKENNA C. E.; SCHMIDHAUSER J., J. CHEM. SOC. CHEM. COMMUN., 1979, NO 17, 739
  作者：MCKENNA C. E.、 SCHMIDHAUSER J.

  DOI：——

  日期：——