二硫代碳酸 O-乙基酯 | 151-01-9

• 分子结构分类: 有机化合物 - 有机硫化合物
• 中文名称: 二硫代碳酸 O-乙基酯
• 中文别名: O-乙基氢二硫代羧酸；二硫代碳酸O-乙基酯
• 英文名称: O-ethyl hydrogen dithiocarbonate
• 英文别名: Ethylxanthate；ethoxymethanedithioic acid
• CAS: 151-01-9
• 化学式: C₃H₆OS₂
• mdl: MFCD01739954
• 分子量: 122.212
• InChiKey: ZOOODBUHSVUZEM-UHFFFAOYSA-N

物化性质

• 熔点：
  140 °C
• 沸点：
  197.67°C (rough estimate)
• 密度：
  1.194 (estimate)
• 颜色/状态：
  LIQUID
• 溶解度：
  SLIGHTLY SOL IN WATER
• 稳定性/保质期：
  UNSTABLE

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  6
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.666
• 拓扑面积：
  42.3
• 氢给体数：
  1
• 氢受体数：
  3

ADMET

毒理性

• 相互作用

乙基黄原酸钾对戊巴比妥（40毫克/千克，体重静脉注射）睡眠时间、药代动力学和代谢的影响在雄性白化小鼠的比较实验中进行了研究。乙基黄原酸钾使血浆中戊巴比妥的消除速率常数几乎降低了两倍。乙基黄原酸钾对戊巴比妥睡眠时间的增强效应主要是由于抑制了戊巴比妥的肝脏代谢。

THE EFFECT OF POTASSIUM ETHYLXANTHOGENATE ON THE PENTOBARBITAL (40 MG/KG, BODY WT IV) SLEEPING TIME, PHARMACOKINETICS, AND METABOLISM WERE STUDIED IN COMPARATIVE EXPERIMENTS ON MALE ALBINO MICE. POTASSIUM ETHYLXANTHOGENATE CAUSED AN ALMOST TWO-FOLD DECR IN ELIMINATION RATE CONSTANT OF PLASMA PENTOBARBITAL. POTENTIATING EFFECT OF POTASSIUM ETHYLXANTHOGENATE ON PENTOBARBITAL SLEEPING TIME IS MAINLY DUE TO INHIBITION OF PENTOBARBITAL LIVER METABOLISM.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 相互作用

含有γ-氨基丁酸的制剂不仅恢复了某些生物胺和氨基酸的乙基黄原酸盐引起的生理和生化代谢变化，而且在一定程度上预防了这些变化在动物体内的发生。

GAMMA-AMINOBUTYRIC ACID CONTAINING PREPN NOT ONLY RESTORE THE ETHYL XANTHATE-CAUSED PHYSIOLOGICAL AND BIOCHEMICAL METABOLIC CHANGES OF SOME BIOGENIC AMINES AND AMINO ACIDS BUT TO A DEFINITE DEGREE PREVENTED THE DEVELOPMENT OF THESE CHANGES IN ANIMALS.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 相互作用

对药物代谢的影响：乙基香草酸钾对白鼠雄性大鼠苯胺毒性、高铁血红蛋白形成和苯胺-羟基酶活性的影响，增加苯胺毒性并抑制苯胺-羟基酶活性。

INFLUENCE ON THE DRUG METABOLISM POTASSIUM ETHYLXANTHOGENATE ON THE ANILINE TOXICITY, METHEMOGLOBIN FORMATION AND ANILINE-HYDROXYLASE ACTIVITY INCR ANILINE TOXICITY IN WHITE MALE RATS AND INHIBITED ANILINE-HYDROXYLASE ACTIVITY.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 非人类毒性摘录

长期通过吸入乙基黄原酸酯的白鼠，其外周血液淋巴细胞中染色体重排的频率高于对照组。

WHITE RATS CHRONICALLY EXPOSED BY INHALATION TO ETHYL XANTHATE REVEALED HIGHER FREQUENCY OF CHROMOSOMAL REARRANGEMENTS IN LYMPHOCYTES OF PERIPHERAL BLOOD THAN CONTROLS.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 非人类毒性摘录

这项研究的目标是建立乙基黄原酸在虹鳟鱼中的96小时中位致死浓度。

THE OBJECTIVE OF THIS STUDY WAS TO ESTABLISH THE 96 HR MEDIAN LETHAL CONCN OF ETHYLXANTHATE IN RAINBOW TROUT.

来源:Hazardous Substances Data Bank (HSDB)

安全信息

• 海关编码：
  2905199090

反应信息

• 作为反应物：
  描述：

  二硫代碳酸 O-乙基酯 在 sodium hypochlorite 、 氨 作用下， 反应 0.5h， 生成 Thiohydroxylamin-S-thiocarbonsaeure-O-aethylester
  参考文献：
  名称：

  Nitroarylamines via the Vicarious Nucleophilic Substitution of Hydrogen:  Amination, Alkylamination, and Arylamination of Nitroarenes with Sulfenamides

  摘要：

  A new reaction of sulfenamides with electrophilic arenes under basic conditions is described. The sigma adducts formed from nitroarenes and the anions of sulfenamides undergo elimination of thiol to produce the corresponding o- and/or p-nitroanilines. This reaction is analogous to the known alkylation and hydroxylation of nitroarenes via the vicarious nucleophilic substitution of hydrogen (VNS). The reaction gives access to a wide range of substituted nitroanilines, nitronaphthylamines, and aminoheterocycles. By means of the reaction with N-alkryl- and N-arylsulfenamides, it is possible to obtain N-alkylnitroanilines and nitrodiarylamines. By varying the structure of sulfenamide and the reaction conditions, particularly the nature and concentration of the base, it is possible to control the orientation of amination.

  DOI：

  10.1021/jo970582b
• 作为产物：
  描述：

  potassium ethyl xanthogenate 在 硫酸 作用下， 生成 二硫代碳酸 O-乙基酯
  参考文献：
  名称：

  Zeise, vol. 3, p. 83

  摘要：

  DOI：
• 作为试剂：
  描述：

  2-甲基萘 在 二硫代碳酸 O-乙基酯 、 Rhodococcus sp. M₁₉₂ 、 丁酮 作用下， 以 丙醇 为溶剂， 生成 2-甲基-1-萘酚 、 2-萘甲酸
  参考文献：
  名称：

  Selective Oxidation of 2-Methylnaphthalene to 2-Methyl-l-naphthol byRhodococcussp. M192

  摘要：

  对大约 6000 个同化甲基酮（C3-C6）的微生物分离株进行了测试，以检测它们将 2-甲基萘氧化为 2-甲基-1-萘酚的选择性。菌株 M192 的 2-甲基-1-萘酚产量最高，被归类为 Rhodococcus 属。利用静止的 Rhodococcus sp. M192 研究了特定位点氧化的最佳条件。使用甲基乙基酮作为碳源，1-丙醇作为溶解底物的溶剂，乙基黄原酸酯或二乙基二硫代氨基甲酸乙酯作为 2-萘酸（副产物）生成的抑制剂，可以特别提高 2-甲基-1-萘酚的生产率。在这些化合物存在的情况下，2-甲基萘在 1 位被特异性氧化，而不会转化为 2-萘酸。1 mM 2-甲基萘产生 2-甲基-1-萘酚的产量约为 90 μM。

  DOI：

  10.1271/bbb.60.769

文献信息

• 6-O-SUBSTITUTED BENZOXAZOLE AND BENZOTHIAZOLE COMPOUNDS AND METHODS OF INHIBITING CSF-1R SIGNALING
  申请人：Sutton C James

  公开号：US20080045528A1

  公开（公告）日：2008-02-21

  Benzoxazole and benzothiazole compounds and the stereoisomers, tautomers, solvates, oxides, esters, and prodrugs thereof and pharmaceutically acceptable salts thereof are disclosed. Compositions of the compounds, either alone or in combination with at least one additional therapeutic agent, with a pharmaceutically acceptable carrier, and uses of the compounds, either alone or in combination with at least one additional therapeutic agent are also disclosed. The embodiments are useful for inhibiting cellular proliferation, inhibiting the growth and/or metathesis of tumors, treating or preventing cancer, treating or preventing degenerating bone diseases such as rheumatoid arthritis, and/or inhibiting molecules such as CSF-1R.

  苯并噁唑和苯并噻唑化合物及其立体异构体、互变异构体、溶剂合物、氧化物、酯类和前药以及其药学上可接受的盐已被披露。所述化合物的组合物，无论是单独使用还是与至少一种额外治疗剂组合，并与药学上可接受的载体一起使用的用途也已被披露。这些实施例可用于抑制细胞增殖，抑制肿瘤的生长和/或交换反应，治疗或预防癌症，治疗或预防类风湿性关节炎等退行性骨病，以及/或抑制CSF-1R等分子。
• Synthesis and trypanocidal activity of novel benzimidazole derivatives
  作者：José Miguel Velázquez-López、Alicia Hernández-Campos、Lilián Yépez-Mulia、Alfredo Téllez-Valencia、Paulina Flores-Carrillo、Rocío Nieto-Meneses、Rafael Castillo

  DOI：10.1016/j.bmcl.2015.08.018

  日期：2016.9

  The present work reports the synthesis and biological activity of a series of 14 benzimidazole derivatives designed to act on the enzyme triosephosphate isomerase of Trypanosoma cruzi (TcTIM). This enzyme is involved in the metabolism of glucose, the only source of energy for the parasite. In this study, we found four compounds that inhibit TcTIM moderately and lack inhibitory activity against human

  本工作报告了一系列旨在作用于克氏锥虫（TcTIM）的磷酸三糖异构酶的14种苯并咪唑衍生物的合成和生物活性。该酶参与葡萄糖的代谢，葡萄糖是寄生虫的唯一能量来源。在这项研究中，我们发现了四种可适度抑制TcTIM并缺乏针对人类TIM（HsTIM）的抑制活性的化合物。对抗克鲁维氏锥虫的体外研究表明，两种化合物比参考药物硝呋替莫具有更高的活性，并且在小鼠巨噬细胞（J744细胞系）中具有较低的细胞毒性作用。
• Facile one pot synthesis of a range of reversible addition–fragmentation chain transfer (RAFT) agents
  作者：Jared Skey、Rachel K. O’Reilly

  DOI：10.1039/b804260h

  日期：——

  The application of a universal synthetic strategy for the high yielding and facile synthesis of a wide range of functional RAFT agents including trithiocarbonates, xanthates and dithiocarbamates is described.

  本文描述了一种通用合成策略的应用，实现了高产量、简便合成多种功能性RAFT试剂，包括三硫代碳酸盐、黄原酸盐和二硫代氨基甲酸盐。
• Non-peptide peptidomimetics and related cyclic hexapeptides
  申请人：The Trustees of the University of Pennsylvania

  公开号：US05811512A1

  公开（公告）日：1998-09-22

  Compounds are provided which are crossreactive with peptides such as those which bind G-protein-linked receptors, together with preparative and therapeutic methods therefor.

  提供的化合物与那些结合G蛋白偶联受体的肽具有交叉反应性，以及用于这些化合物的制备和治疗方法。
• Substituted 4-(1H-benzimidazol-2-yl-amino)piperidines useful for the treatment of allergic diseases
  申请人：Aventis Pharmaceuticals Inc.

  公开号：US06211199B1

  公开（公告）日：2001-04-03

  The present invention relates to novel substituted piperidine derivatives of formula (1), stereoisomers thereof, and pharmaceutically acceptable salts thereof which are useful as histamine receptor antagonists and tachykinin receptor antagonist. Such antagonists are useful in the treatment of allergic rhinitis, including seasonal rhinitis and sinusitis; inflammatory bowel diseases, including Crohn's disease and ulcerative colitis; asthma; bronchitis; and emesis.

  本发明涉及一种新型的取代哌啶衍生物，其化学式为（1），其立体异构体以及药学上可接受的盐，这些衍生物可用作组胺受体拮抗剂和速激肽受体拮抗剂。这些拮抗剂在过敏性鼻炎的治疗中很有用，包括季节性鼻炎和鼻窦炎；炎症性肠病，包括克罗恩病和溃疡性结肠炎；哮喘；支气管炎；以及呕吐。