乙酸苯汞 | 62-38-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 乙酸苯汞
• 中文别名: 苯基乙酸汞；醋酸苯基汞；苯基醋酸汞；龙汞；赛力散；醋酸苯汞；PMA
• 英文名称: phenylmercuric acetate
• 英文别名: phenylmercury(II) acetate；phenylmercury acetate
• CAS: 62-38-4
• 化学式: C₈H₈HgO₂
• 分子量: 336.74
• InChiKey: XEBWQGVWTUSTLN-UHFFFAOYSA-M

物化性质

• 稳定性/保质期：
  毒性比乙酸铅小。

计算性质

• 辛醇/水分配系数(LogP)：
  -0.39
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  40.1
• 氢给体数：
  0
• 氢受体数：
  2

ADMET

代谢

PMA-(203)水银通过静脉注射给予大鼠。取出肾脏，转化为粉末，并用普罗奈酶水解。...部分PMA转化为了无机水银。标签上的部分内容无法用普罗奈酶溶解，这表明与蛋白质以外的成分发生了结合。微生物将PMA转化为二苯水银和另一种未识别的代谢物。没有观察到甲基水银衍生物。...除了金属水银外，当PMA在有氧条件下与...一种对有机和无机汞化合物有抗性的假单胞菌菌株一起培养时，还会产生苯。

PMA-(203)MERCURY WAS ADMIN TO RATS BY IV INJECTION. KIDNEYS WERE REMOVED, CONVERTED TO A POWDER, & HYDROLYZED WITH PRONASE. ... SOME OF PMA HAD BEEN CONVERTED TO INORGANIC MERCURY. SOME OF LABEL COULD NOT BE SOLUBILIZED WITH PRONASE, INDICATING CONJUGATION WITH COMPONENTS OTHER THAN PROTEIN. MICROORGANISMS CONVERTED PMA TO DIPHENYLMERCURY & ANOTHER UNIDENTIFIED METABOLITE. NO METHYL MERCURY DERIVATIVES WERE OBSERVED. ... IN ADDN TO METALLIC MERCURY, BENZENE WAS PRODUCED WHEN PMA WAS AEROBICALLY INCUBATED WITH ... /A STRAIN OF PSEUDOMONAS RESISTANT TO ORG & INORG MERCURIALS/.

来源:Hazardous Substances Data Bank (HSDB)

代谢

(14)C标记的苯基乙酸汞通过皮下注射给予大鼠。... 尿液中大部分的标记物与苯酚的硫酸盐和葡萄糖醛酸结合物相关。... 在其他研究中，大鼠单次皮下剂量的大部分在组织中分解，产生无机汞，主要随粪便排出，以及苯酚和醌的结合物，这些结合物随尿液排出。使用肝脏匀浆的研究释放了无机汞和苯。没有形成元素汞。

(14)C-LABELED PHENYLMERCURY ACETATE WAS SC ADMIN TO RATS. ... MOST OF LABEL IN URINE WAS ASSOC WITH SULFATE & GLUCURONIC ACID CONJUGATES OF PHENOL. ... IN OTHER STUDIES GREATER PART OF SINGLE SC DOSE IN RATS WAS BROKEN DOWN IN TISSUES TO YIELD INORGANIC MERCURY, WHICH IS EXCRETED MAINLY IN FECES, & AS CONJUGATES OF PHENOL & QUINOL, WHICH WERE EXCRETED IN URINE. STUDIES WITH LIVER HOMOGENATES RELEASED INORGANIC MERCURY & BENZENE. NO ELEMENTAL MERCURY WAS FORMED.

来源:Hazardous Substances Data Bank (HSDB)

代谢

从一个对汞有抗性的假单胞菌的无细胞提取物中，获得了一种酶，该酶催化了汞的还原......无机汞化合物到金属汞。该酶的一种辅基被鉴定为FAD（黄素腺嘌呤二核苷酸）。/无机汞化合物/

FROM A CELL-FREE EXTRACT OF MERCURY-RESISTANT PSEUDOMONAS, AN ENZYME WAS OBTAINED WHICH CATALYZED REDUCTION OF MERCURY IN ... INORG MERCURIALS TO METALLIC MERCURY. A PROSTHETIC GROUP OF THE ENZYME WAS IDENTIFIED AS FAD (FLAVINE ADENINE DINUCLEOTIDE). /INORGANIC MERCURIALS/

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 暴露途径

该物质可以通过吸入其气溶胶、通过皮肤接触以及摄入进入人体。

The substance can be absorbed into the body by inhalation of its aerosol, through the skin and by ingestion.

来源:ILO International Chemical Safety Cards (ICSC)

毒理性

• 吸入症状

咳嗽。喉咙痛。头痛。灼热感。呼吸急促。呼吸困难。

Cough. Sore throat. Headache. Burning sensation. Shortness of breath. Laboured breathing.

来源:ILO International Chemical Safety Cards (ICSC)

毒理性

• 皮肤症状

可能会被吸收！发红。皮肤烧伤。疼痛。水疱。

MAY BE ABSORBED! Redness. Skin burns. Pain. Blisters.

来源:ILO International Chemical Safety Cards (ICSC)

毒理性

• 眼睛症状

红肿。疼痛。视力模糊。严重烧伤。

Redness. Pain. Blurred vision. Severe burns.

来源:ILO International Chemical Safety Cards (ICSC)

毒理性

• 摄入症状

腹部疼痛。灼热感。腹泻。恶心。呕吐。休克或昏厥。

Abdominal pain. Burning sensation. Diarrhoea. Nausea. Vomiting. Shock or collapse.

来源:ILO International Chemical Safety Cards (ICSC)

吸收、分配和排泄

如果通过皮肤吸收或吸入可能有害。吸入可能会导致恶心、呕吐、腹泻和严重的神经系统症状，如混乱。感觉丧失、情绪不稳定、幻觉、死亡。对皮肤、眼睛和呼吸系统有刺激作用。会导致皮肤起水泡。

MAY BE HARMFUL IF ABSORBED THROUGH SKIN OR INHALED. INHALATION MAY RESULT IN NAUSEA, VOMITING, DIARRHEA, & SEVERE NERVOUS SYSTEM SYMPTOMS SUCH AS CONFUSION. LOSS OF SENSATION, EMOTIONAL INSTABILITY, HALLUCINATION, DEATH. IRRITATING TO SKIN, EYES, & RESPIRATORY SYSTEM. CAUSES BLISTERING OF SKIN.

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

PMA在给大鼠进行SC（皮下）给药后或给小鸡、大鼠和狗进行IM（肌肉注射）或PO（口服）给药后，未被改变地吸收进入血液循环。它很容易被肝脏和肾脏去除，在那里它被迅速代谢并通过粪便和尿液以无机汞的形式排出体外。...（14）C标记的苯基汞醋酸给大鼠进行SC给药。大约85%...出现在尿液中...5%在呼吸中。大部分汞通过粪便排出...12%在尿液中。...尿液中的标签与苯酚的硫酸盐和葡萄糖醛酸结合物有关。

PMA WAS ABSORBED UNCHANGED INTO THE CIRCULATION AFTER SC ADMIN TO RATS OR AFTER IM OR PER OS ADMIN TO CHICKS, RATS & DOGS. IT WAS EASILY REMOVED BY THE LIVER & KIDNEYS WHERE IT WAS RAPIDLY METABOLIZED & EXCRETED VIA THE FECES & URINE AS INORGANIC MERCURY. ... (14)C-LABELED PHENYLMERCURY ACETATE WAS SC ADMIN TO RATS. ABOUT 85% ... APPEARED IN URINE ... 5% IN BREATH. MOST OF MERCURY WAS EXCRETED IN FECES ... 12% IN URINE. ... LABEL IN URINE WAS ASSOC WITH SULFATE & GLUCURONIC ACID CONJUGATES OF PHENOL.

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

豆芽通过根部吸收了PMA。一部分PMA在植物体内分解为无机汞。在年轻的小麦植物中，吸收后植物的各个部分都发现了无机汞。

SOYBEAN SPROUTS ABSORBED PMA THROUGH THE ROOTS. A PORTION OF THE PMA WAS DECOMP TO INORGANIC MERCURY IN THE PLANT. IN YOUNG WHEAT PLANTS, INORGANIC MERCURY WAS FOUND IN ALL PARTS OF THE PLANT AFTER ABSORPTION.

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

(203)汞标记的苯汞醋酸在大鼠体内的生物半衰期为1-2天，通常情况下，每天通过粪便排出量较高，而通过尿液排出量较低。经腹腔注射后，放射性在肾脏中含量最高，并在4小时达到峰值；其次是按含量递减顺序排列的胰腺、血液、肝脏、脾脏和大脑。24小时后，肝脏的水平超过了胰腺。在饥饿状态下，(203)汞的粪便排出量减少，体内留存增加，但在进食后恢复。

BIOLOGICAL HALF-LIFE OF (203)MERCURY LABELED PHENYLMERCURY ACETATE IN MICE WAS 1-2 DAYS & DAILY EXCRETION WAS USUALLY HIGH IN FECES & LOW IN URINE. RADIOACTIVITY AFTER IP ADMIN WAS HIGHEST IN KIDNEY & ATTAINED PEAK AT 4 HR; NEXT, IN ORDER OF DECREASING CONTENT WERE PANCREAS, BLOOD, LIVER, SPLEEN & BRAIN. AFTER 24 HR, LIVER LEVEL EXCEEDED THAT OF PANCREAS. FECAL EXCRETION OF (203)MERCURY DECREASED, & RETENTION INCREASED IN STARVATION, BUT RECOVERED AFTER FEEDING.

来源:Hazardous Substances Data Bank (HSDB)

安全信息

• 储存条件：
  密封保存，储存在阴凉、通风的库房中。

制备方法与用途

制备方法

由氧化汞、苯和醋酸一步反应制得，经后处理制得。

合成制备方法

同样由氧化汞、苯和醋酸一步反应制得，经后处理制得。

用途简介

主要用于制造其他苯基汞化物。在农业上用于拌种防治水稻和小麦病害，作为除草剂使用，还可作防腐、防霉剂和杀菌剂，在工业水处理中用作杀菌剂。曾作为一种消毒防腐药。其杀菌作用很强，还能杀灭精子，因此其胶冻剂、片剂、乳剂可用于外用避孕。

用途

主要用于制造其他苯基汞化物。在农业上拌种防治水稻和小麦病害，作为除草剂使用，还可作防腐、防霉剂和杀菌剂，在工业水处理中用作杀菌剂。曾作为一种消毒防腐药。其杀菌作用很强，还能杀灭精子，因此其胶冻剂、片剂、乳剂可用于外用避孕。

反应信息

• 作为反应物：
  描述：

  乙酸苯汞 在 di(rhodium)tetracarbonyl dichloride 四丁基碘化铵 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以75%的产率得到联苯
  参考文献：
  名称：

  Reactions of organometallic compounds, catalyzed by transition metal complexes. 7. Oxidative demercuration of arylmercury in the presence of complexes of palladium and rhodium

  摘要：

  DOI：

  10.1007/bf00948854
• 作为产物：
  描述：

  methyldifluorophenylsilane 在 mercury(II) diacetate 作用下， 以 苯 为溶剂， 以20%的产率得到乙酸苯汞
  参考文献：
  名称：

  Nucleophilic cleavage of the SiC bond in organotrifluorosilanes and diorganodifluorosilanes

  摘要：

  DOI：

  10.1016/0022-328x(88)89077-6
• 作为试剂：
  描述：

  Boc-Phe anhydride 在 N,N-二异丙基乙胺 、 乙酸苯汞 、 三氟乙酸 作用下， 以 二甲基亚砜 为溶剂， 生成 Z-Ala-Phe-Cys(OMaq)-S-S-DBF-OH
  参考文献：
  名称：

  Peptide synthesis by prior thiol capture…III. Assessment of levels of racemization during two typical thiol capture coupling reactions

  摘要：

  DOI：

  10.1016/s0040-4039(00)96319-6

文献信息

• Synthesis of aromatic and indole alpha-glucosinolates
  作者：Quan V. Vo、Simone Rochfort、Pham C. Nam、Tuan L. Nguyen、Trung T. Nguyen、Adam Mechler

  DOI：10.1016/j.carres.2017.11.004

  日期：2018.1

  α-glucosinolates are also promising compounds for medicinal applications and hence have to be produced synthetically for any bio-activity studies. Here we report on the successful synthesis of a series of α-glucosinolates: α-neoglucobrassicin, α-4-methoxyglucobrassicin, 2,3-dichlorophenyl-α-glucosinolate for the first time. Testing for anti-inflammatory properties of these synthetic GLs, however, did not yield

  就其潜在的医学特性而言，芳族和吲哚芥子油苷是化合物芥子油苷家族的重要成员。已知它们通过天然产物本身或它们的代谢产物（包括吲哚-3-甲醇和异硫氰酸酯）发挥抗氧化和抗癌活性。天然的芥子油苷都是β-芥子油苷。然而，α-芥子油苷也是用于医学应用的有前途的化合物，因此对于任何生物活性研究都必须合成生产。在这里，我们首次报道了一系列α-芥子油苷的成功合成：α-新葡糖苷，α-4-甲氧基葡糖苷，2,3-二氯苯基-α-芥子油苷。但是，这些合成GL的抗炎特性测试并未产生预期的活性。
• Palladium(II)-Catalyzed Asymmetric Cyclization of (<i>Z</i>)-4‘-Acetoxy-2‘-butenyl 2-Alkynoates. Role of Nitrogen-Containing Ligands in Palladium(II)-Mediated Reactions
  作者：Qinghai Zhang、Xiyan Lu、Xiuling Han

  DOI：10.1021/jo0105181

  日期：2001.11.1

  2'-bipyridine) catalyzed the cyclization of (Z)-4'-acetoxy-2'-butenyl 2-alkynoates (1) in acetic acid to afford the alpha-(Z)-acetoxyalkylidene-beta-vinyl-gamma-butyrolactones (2) with high efficiency and high stereoselectivity. The nitrogen-containing ligands, like halides, served to favor beta-heteroatom elimination over beta-hydride elimination in Pd(II)-mediated reactions. The generality of this

  Pd（OAc）（2）与含氮配体（例如2,2'-联吡啶）结合，催化（Z）-4'-乙酰氧基-2'-丁烯基2-炔酸酯（1）在乙酸中的环化反应得到具有高效率和高立体选择性的α-（Z）-乙酰氧基亚烷基-β-乙烯基-γ-丁内酯（2）。含氮配体（如卤化物）在Pd（II）介导的反应中比β-氢化物的消除更有利于β-杂原子的消除。在化学计量和催化反应中都探究了这种配体作用的普遍性。有了这些结果，当使用pymox（吡啶基单恶唑啉）或双恶唑啉时，催化不对称方案具有很高的对映选择性（高达92％ee）。
• Inhibition of inflammation using interleukin-1beta-converting enzyme (ICE)/CED-3 family inhibitors
  申请人：Idun Pharmaceuticals, Inc.

  公开号：US20020123522A1

  公开（公告）日：2002-09-05

  The present invention provides methods for expanding and increasing survival of hematopoietic cell populations, for prolonging viability of an organ for transplantation, and enhancing bioproduction, using interleukin-1&bgr;-converting enzyme (ICE)/CED-3 family inhibitors. Exemplary compounds useful in the methods of the invention are provided herein.

  本发明提供了一种使用白细胞介素-1β转化酶（ICE）/CED-3家族抑制剂来扩展和增加造血细胞群体的存活、延长移植器官的存活能力和增强生物生产的方法。本发明中提供了可用于该方法中的典型化合物。
• TREATMENT OF INFECTIOUS DISEASE USING INTERLEUKIN-1BETA-CONVERTING ENZYME (ICE)/CED-3 FAMILY INHIBITORS
  申请人：Idun Pharmaceuticals, Inc.

  公开号：US20020128306A1

  公开（公告）日：2002-09-12

  The present invention provides methods and compositions for treating infectious disease or suppressing inflammation associated therewith or ameliorating symptoms thereof by the suppression of the activity of a member of the interleukin-1&bgr;-converting enzyme (ICE)/CED-3 family of proteases. Also provided are compositions useful for these purposes. Exemplary compounds useful in the methods of the invention are provided herein.

  本发明提供了一种通过抑制白细胞介素-1β转化酶（ICE）/CED-3家族蛋白酶的活性来治疗传染病、抑制相关炎症或缓解症状的方法和组合物。还提供了用于这些目的的组合物。本发明方法中有用的示例化合物在此提供。
• Inhibition of inflammation using interleukin-1&bgr;-converting enzyme (ICE)/CED-3 family inhibitors
  申请人：Idun Pharmaceuticals, Inc.

  公开号：US06531467B2

  公开（公告）日：2003-03-11

  The present invention provides methods for expanding and increasing survival of hematopoietic cell populations, for prolonging viability of an organ for transplantation, and enhancing bioproduction, using interleukin-1&bgr;-converting enzyme (ICE)/CED-3 family inhibitors. Exemplary compounds useful in the methods of the invention are provided herein.

  本发明提供了一种使用白细胞介素-1β转化酶（ICE）/CED-3家族抑制剂来扩展和增加造血细胞群体的存活、延长移植器官的存活能力和增强生物生产的方法。本发明中提供了可用于该方法中的典型化合物。

表征谱图