三甲基乙酸汞 | 32276-77-0

• 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: 三甲基乙酸汞
• 英文名称: mercuric trimethylacetate
• 英文别名: mercury(II) pivalate；mercury pivalate；(t-BuCOO)2Hg；Hg(BuCOO)2；pivalic acid ; mercury (II)-pivalate；Pivalinsaeure; Quecksilber(II)-pivalat
• CAS: 32276-77-0
• 化学式: 2C₅H₉O₂*Hg
• 分子量: 402.841
• InChiKey: XXCVIPSRTNXGAL-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.22
• 重原子数：
  8.0
• 可旋转键数：
  0.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  40.13
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  三甲基乙酸汞 以 二氯甲烷 为溶剂， 反应 19.0h， 生成 isopropyl 6-diazo-5-oxo-2-((((2-(pivaloyloxy)propan-2-yl)-oxy)carbonyl)amino)hexanoate
  参考文献：
  名称：

  [EN] PRODRUGS OF GLUTAMINE ANALOGS
  [FR] PROMÉDICAMENTS D'ANALOGUES DE GLUTAMINE

  摘要：

  公开号：

  WO2017023774A9
• 作为产物：
  描述：

  三甲基乙酸 在 mercury(II) oxide 作用下， 以 四氯化碳 为溶剂， 以43 g的产率得到三甲基乙酸汞
  参考文献：
  名称：

  EP3805203

  摘要：

  公开号：
• 作为试剂：
  描述：

  cis-3-(2-hydroxyethyl)-4-(2-hydroxy-2-propyl)-3-methylcyclobutene 在 sodium hydroxide 、 三甲基乙酸汞 、 二异丁基氢化铝 、 pyridinium chlorochromate 作用下， 以 正己烷 、 二氯甲烷 为溶剂， 反应 22.17h， 生成 (+/-)-isolineatin
  参考文献：
  名称：

  Synthesis of (.+-.)-lineatin, an aggregation pheromone of Trypodendron lineatum

  摘要：

  DOI：

  10.1021/ja00384a040

文献信息

• (Acyloxy)alkyl carbamates as novel bioreversible prodrugs for amines: increased permeation through biological membranes
  作者：Jose Alexander、Robyn Cargill、Stuart R. Michelson、Harvey Schwam

  DOI：10.1021/jm00397a008

  日期：1988.2

  amines. These were prepared either by a one-step reaction involving nucleophilic attack on p-nitrophenyl alpha-(acyloxy)alkyl carbonates with displacement of p-nitrophenol or by reaction of alpha-haloalkyl carbamates with silver or mercury salts of carboxylic acids. Enzymatic hydrolysis of the ester bond in these ester carbamates leads to a cascade reaction resulting in rapid regeneration of the parent

  R1R2N-CO-O-CHR3-OCO-R4类型的（酰氧基）烷基氨基甲酸酯被描述为伯胺和仲胺的新型生物可逆性前药。它们可以通过涉及对硝基苯基α-（酰氧基）烷基碳酸酯的亲核攻击并取代对硝基苯酚的一步反应制备，也可以通过α-卤代烷基氨基甲酸酯与羧酸的银或汞盐反应来制备。这些酯氨基甲酸酯中酯键的酶促水解导致级联反应，从而导致母体胺快速再生。阿替洛尔，倍他洛尔，潘多洛尔，普萘洛尔等非离子衍生物的渗透性测量 噻吗洛尔和噻吗洛尔通过模糊的大鼠皮肤和安装在扩散细胞上的兔角膜显示，亲水性β受体阻滞剂的衍生化导致通过这些生物膜的渗透率增加了几倍。然而，亲脂性β-受体阻滞剂的前药修饰导致通透性特性的优势很小。
• Reactions of alkylmercurials with heteroatom-centered acceptor radicals
  作者：Glen A. Russell、Preecha. Ngoviwatchai、Hasan I. Tashtoush、Anna. Pla-Dalmau、Rajive K. Khanna

  DOI：10.1021/ja00219a030

  日期：1988.5

  En particulier, reactivite relative de chlorures d'alkylmercures vis-a-vis de PhS • , PhSe • et I • generes a partir du disulfure de phenyle, diseleniure de phenyle et du β-iodo styrene ou du (diphenyl-1,1 iodo-2) ethylene

  En 特别，反应性相对于 de PhS • , PhSe • et I • 与 de PhS • , PhSe • et I • 属 a partir du disulfure de phenyle, diseleniure de phenyle et du β-iodo 苯乙烯 ou du (diphenyl-1,1 iodo -2) 乙烯
• <i>N</i>-(Pivaloyloxy)alkoxy-carbonyl Prodrugs of the Glutamine Antagonist 6-Diazo-5-oxo-<scp>l</scp>-norleucine (DON) as a Potential Treatment for HIV Associated Neurocognitive Disorders
  作者：Michael T. Nedelcovych、Lukáš Tenora、Boe-Hyun Kim、Jennifer Kelschenbach、Wei Chao、Eran Hadas、Andrej Jančařík、Eva Prchalová、Sarah C. Zimmermann、Ranjeet P. Dash、Alexandra J. Gadiano、Caroline Garrett、Georg Furtmüller、Byoungchol Oh、Gerald Brandacher、Jesse Alt、Pavel Majer、David J. Volsky、Rana Rais、Barbara S. Slusher

  DOI：10.1021/acs.jmedchem.7b00966

  日期：2017.8.24

  Aberrant excitatory neurotransmission associated with overproduction of glutamate has been implicated in the development of HIV-associated neurocognitive disorders (HAND). The glutamine antagonist 6-diazo-5-oxo-l-norleucine (DON, 14) attenuates glutamate synthesis in HIV-infected microglia/macrophages, offering therapeutic potential for HAND. We show that 14 prevents manifestation of spatial memory deficits in chimeric EcoHIV-infected mice, a model of HAND. 14 is not clinically available, however, because its development was hampered by peripheral toxicities. We describe the synthesis of several substituted N-(pivaloyloxy)alkoxy-carbonyl prodrugs of 14 designed to circulate inert in plasma and be taken up and biotransformed to 14 in the brain. The lead prodrug, isopropyl 6-diazo-5-oxo-2-(((phenyl(pivaloyloxy)methoxy)carbonyl)amino)hexanoate (13d), was stable in swine and human plasma but liberated 14 in swine brain homogenate. When dosed systemically in swine, 13d provided a 15-fold enhanced CSF-to-plasma ratio and a 9-fold enhanced brain-to-plasma ratio relative to 14, opening a possible clinical path for the treatment of HAND.
• Mono and bis double ester prodrugs of novel aminomethyl-THF 1β-methylcarbapenems
  作者：Yang-I Lin、Panayota Bitha、Zhong Li、Subas M. Sakya、Timothy W. Strohmeyer、Stanley A. Lang、Youjun Yang、Niraja Bhachech、William J. Weiss、Peter J. Petersen、Nilda V. Jacobus、Karen Bush、Raymond T. Testa

  DOI：10.1016/s0960-894x(97)00305-3

  日期：1997.7

  Mono and bis double ester prodrugs of aminomethyl THF 1 beta-methylcarbapenems 1 were Mono double ester derivatives (2, 4 and 7) did not demonstrate significantly improved oral activity due to the presence of the charged species. However, bis double ester derivatives (3 and 5) demonstrated enhanced oral activity. (C) 1997 Elsevier Science Ltd.
• Electron-transfer activation in electrophilic mechanisms. Cleavage of alkylmetals by mercury(II) complexes
  作者：S. Fukuzumi、J. K. Kochi

  DOI：10.1021/ja00544a022

  日期：1980.11