N-ethyl-2-mercaptoacetamide | 20939-05-3

• 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
• 英文名称: N-ethyl-2-mercaptoacetamide
• 英文别名: N-Ethyl-2-sulfanylacetamide
• CAS: 20939-05-3
• 化学式: C₄H₉NOS
• 分子量: 119.188
• InChiKey: SBGGZIBNXNOCEV-UHFFFAOYSA-N

物化性质

• 沸点：
  92-93 °C(Press: 4 Torr)
• 密度：
  1.040±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  7
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  30.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-ethyl-2-mercaptoacetamide 在 双氧水 作用下， 生成 2,2'-dithiobis(N-ethylacetamide)
  参考文献：
  名称：

  Haefele; Broge, Proceedings of the Scientific Section of the Toilet Goods Association, 1959, # 32, p. 52,53,54

  摘要：

  DOI：
• 作为产物：
  描述：

  在 sodium hydroxide 作用下， 以0.09 g的产率得到N-ethyl-2-mercaptoacetamide
  参考文献：
  名称：

  Important Role of the 3-Mercaptopropionamide Moiety in Glutathione:  Promoting Effect on Decomposition of the Adduct of Glutathione with the Oxoammonium Ion of TEMPO

  摘要：

  Cyclic voltammetry of TEMPO in aqueous 0.1 M NaOH in the presence of glutathione (GSH) or cysteine (Cys) indicated the following points: (i) Both of the thiols rapidly formed adducts 3 with oxoammonium ion 1 anodically generated from TEMPO. (ii) 3 generated from GSH entered a succeeding reaction that generated N-oxide anion 2(-) (the reduced TEMPO). (iii) 3 produced from Cys remained intact over the time scale of voltammetry. A structural feature of GSH was considered to contribute to the observed behavior of this tripeptide. Possible structural features were evaluated by screening various thiols on the basis of whether they provided GSH-like voltammetric results. The 3-mercaptopropionamide group with an amide hydrogen in GSH was determined to be responsible for the observed difference between GSH and Cys. The likely function is to transform 3 from GSH into a 5-imino-1,2-oxathiolane intermediate, thereby releasing 2(-). Product analysis for reactions of model thiols representing GSH and Cys with 1 provided support for this argument and suggested that the reaction of GSH or Cys with 1 would produce the corresponding disulfides, regardless of whether a five-membered ring intermediate was formed. The proposed function of the 3-mercaptopropionamide moiety of GSH may provide useful insight for the molecular design of exogenous thiol compounds as novel drugs for the treatment of GSH-depletion-related disorders.

  DOI：

  10.1021/jo050783c
• 作为试剂：
  描述：

  N-ethyl-2-mercaptoacetamide 、 N-[(3S,6S,9S,11R,15S,18S,20R,21R,24S,25S)-3-[(1R)-2-cyano-1-hydroxyethyl]-6-[(1S,2S)-1,2-dihydroxy-2-(4-hydroxyphenyl)ethyl]-11,20,21,25-tetrahydroxy-15-[(1R)-1-hydroxyethyl]-2,5,8,14,17,23-hexaoxo-1,4,7,13,16,22-hexazatricyclo[22.3.0.09,13]heptacosan-18-yl]-10,12-dimethyltetradecanamide 在 N-ethyl-2-mercaptoacetamide 作用下， 生成 N-[(3S,6S,9S,11R,15S,18S,20R,21R,24S,25S)-3-[(1R)-2-cyano-1-hydroxyethyl]-6-[(1S,2S)-1,2-dihydroxy-2-(4-hydroxyphenyl)ethyl]-21-[2-(ethylamino)-2-oxoethyl]sulfanyl-11,20,25-trihydroxy-15-[(1R)-1-hydroxyethyl]-2,5,8,14,17,23-hexaoxo-1,4,7,13,16,22-hexazatricyclo[22.3.0.09,13]heptacosan-18-yl]-10,12-dimethyltetradecanamide
  参考文献：
  名称：

  [EN] PROCESS FOR THE PREPARATION OF A NOVEL INTERMEDIATE FOR CASPOFUNGIN
  [FR] PROCÉDÉ DE PRÉPARATION D'UN NOUVEL INTERMÉDIAIRE DE LA CASPOFUNGINE

  摘要：

  本发明提供了一种制备公式（IV）的新型中间体的方法，该中间体可有效用于制备抗真菌剂，如卡泊芬净，其衍生物和药学上可接受的盐。

  公开号：

  WO2010064219A1

文献信息

• 含氨甲基硫代乙酰片段的尿嘧啶类化合物及其制备方法和应用及农药除草剂
  申请人：山东先达农化股份有限公司

  公开号：CN111072573A

  公开（公告）日：2020-04-28

  本发明涉及农药化合物领域，公开了含氨甲基硫代乙酰片段的尿嘧啶类化合物及其制备方法和应用及农药除草剂，该化合物具有式(I)所示的结构。本发明提供的含氨甲基硫代乙酰片段的尿嘧啶类化合物在防治杂草，特别是对防治阔叶杂草和/或禾本科杂草具有优良的效果，且对农作物如玉米、小麦、水稻等安全。
• Discovery of <i>N</i>-Phenylaminomethylthioacetylpyrimidine-2,4-diones as Protoporphyrinogen IX Oxidase Inhibitors through a Reaction Intermediate Derivation Approach
  作者：Da-Wei Wang、Lu Liang、Zhi-Yuan Xue、Shu-Yi Yu、Rui-Bo Zhang、Xia Wang、Han Xu、Xin Wen、Zhen Xi

  DOI：10.1021/acs.jafc.1c00796

  日期：2021.4.14

  (NtPPO) inhibitory and herbicidal activity evaluations led to identifying some compounds with improved NtPPO inhibition potency than saflufenacil and good post-emergence herbicidal activity at 37.5–150 g of ai/ha. Among these analogues, ethyl 2-((((2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl)phenyl)amino)methyl)thio)acetate (2c) (Ki = 11 nM), exhibited excellent

  原卟啉原氧化酶（PPO，EC 1.3.3.4）是发现绿色除草剂的有效靶点。在这项工作中，我们在研究我们最初设计的N-苯基尿嘧啶噻唑烷酮 ( 1 ) 的反应中间体的基础上，意外发现了一系列新的N-苯基氨基甲硫基乙酰基嘧啶-2,4-二酮 ( 2-6 ) 作为有前景的 PPO 抑制剂。开发了一种高效的一锅法程序，可以以良好到高的收率产生 41 种目标化合物。系统性烟草PPO (NtPPO) 抑制和除草活性评估导致鉴定出一些化合物，其 NtPPO 抑制效力优于苯嘧磺草胺，并且在 37.5-150 g ai/ha 下具有良好的芽后除草活性。在这些类似物中，乙基 2-((((2-氯-4-氟-5-(3-甲基-2,6-二氧代-4-(三氟甲基)-3,6-二氢嘧啶-1(2 H )-基)苯基)氨基)甲基)硫代)乙酸酯 ( 2c ) ( K i = 11 nM)，在 37.5–150 g ai/ha 时表现出优异的杂草控制效果，并且在
• INTERMEDIATE FOR SYNTHESIZING CASPOFUNGIN AND PREPARATION METHOD THEREOF
  申请人：Zhang Fuyao

  公开号：US20140058082A1

  公开（公告）日：2014-02-27

  The present invention relates to an intermediate, as represented by formula (I), for synthesizing caspofungin, and a preparation method thereof. The intermediate enables efficient preparation of caspofungin.

  本发明涉及一种中间体，表示为化学式(I)，用于合成卡泊芬净，以及其制备方法。该中间体能够高效地制备卡泊芬净。
• Thioether-containing metal chelating compounds
  申请人：Nycomed Amersham plc

  公开号：US05932707A1

  公开（公告）日：1999-08-03

  Ligands for radiopharmaceutical use are capable of chelating radiometal species and of being bound to biological targeting molecules. The ligands have the formula (a) and (b), where A, A'=--SZ or Y, B=O or S, Y=(c), Z=H or a thiol protecting group, m=2 or 3, n=2 or 3, q=0 or 1, R=H or unsubstituted or substituted hydrocarbon and pharmaceutically acceptable salts, provided that at least one CR.sub.2 group represents CO and forms, together with an adjacent N atom; a --CONR-- amide group. ##STR1##

  用于放射性药物的配体能够螯合放射性金属物种并与生物靶向分子结合。这些配体的化学式为(a)和(b)，其中A，A'=--SZ或Y，B=O或S，Y=(c)，Z=H或硫醇保护基，m=2或3，n=2或3，q=0或1，R=H或未取代或取代的碳氢化合物和药用盐，前提是至少一个CR.sub.2基团代表CO并且与相邻的N原子一起形成一个--CONR--酰胺基团。
• [EN] NOVEL SUBSTITUTED N'-HYDROXYCARBAMIMIDOYL-1,2,5-OXADIAZOLE COMPOUNDS AS INDOLEAMINE 2,3-DIOXYGENASE (IDO) INHIBITORS<br/>[FR] NOUVEAUX COMPOSÉS DE N'-HYDROXYCARBAMIMIDOYL -1,2,5-OXADIAZOLE SUBSTITUÉS EN TANT QU'INHIBITEURS DE L'INDOLÉAMINE 2,3-DIOXYGÉNASE (IDO)
  申请人：MERCK SHARP & DOHME

  公开号：WO2018044663A1

  公开（公告）日：2018-03-08

  Disclosed herein is a compound of formula (I), or a pharmaceutically acceptable salt thereof: Formula (I). Also disclosed herein are uses of the compounds disclosed herein in the potential treatment or prevention of an IDO-associated disease or disorder. Also disclosed herein are compositions comprising a compound disclosed herein. Further disclosed herein are uses of the compositions in the potential treatment or prevention of an IDO-associated disease or disorder.

  本文揭示了化合物的化学式(I)，或其药学上可接受的盐：化学式(I)。本文还揭示了所述化合物在潜在治疗或预防IDO相关疾病或紊乱中的用途。本文还揭示了包含所述化合物的组合物。本文还揭示了所述组合物在潜在治疗或预防IDO相关疾病或紊乱中的用途。