硫代乙酸S-(2-氨基-乙基)酯盐酸盐 | 17612-91-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 硫代羧酸及其衍生物
• 中文名称: 硫代乙酸S-(2-氨基-乙基)酯盐酸盐
• 英文名称: S-acetylcysteamine hydrochloride
• 英文别名: S-(2-aminoethyl) ethanethioate hydrochloride；S-(2-aminoethyl) ethanethioate;hydrochloride
• CAS: 17612-91-8
• 化学式: C₄H₉NOS*ClH
• 分子量: 155.649
• InChiKey: AWSDWONPEAAYIB-UHFFFAOYSA-N

物化性质

• 熔点：
  146-147 °C

计算性质

• 辛醇/水分配系数(LogP)：
  -3.49
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  70
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2930909090
• 储存条件：
  2-8°C

反应信息

• 作为反应物：
  描述：

  硫代乙酸S-(2-氨基-乙基)酯盐酸盐 、 3-甲氧基苯基乙酰氯 在 sodium methylate 、 三乙胺 作用下， 生成 2-(3-methoxyphenyl)thiomorpholin-3-one
  参考文献：
  名称：

  Weintraub, Philip M.; Miller, Frank P.; Wiech, Norbert L., Heterocycles, 1987, vol. 26, # 6, p. 1503 - 1516

  摘要：

  DOI：
• 作为产物：
  描述：

  S-[2-({[(2-甲基-2-丙基)氧基]羰基}氨基)乙基]硫代乙酸酯 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 3.0h， 以96%的产率得到硫代乙酸S-(2-氨基-乙基)酯盐酸盐
  参考文献：
  名称：

  Synthesis of Conjugated Diacetylene, Metal-Chelating Monomers for Polymerizable Monolayer Assemblies

  摘要：

  [GRAPHICS]Self-assembled monolayers (SAMs) of thiols on gold have been used for numerous applications. For protein targeting applications, one successful strategy is to use a metal chelating SAM. It has also been demonstrated that polymerized SAMs are much more stable than non polymerized counterparts. We report herein, the synthesis of several polymerizable, metal-chelating thiols capable of complexing luminescent lanthanide ions.

  DOI：

  10.1021/ol015931+

文献信息

• [EN] PANTETHEINE DERIVATIVES FOR THE TREATMENT OF NEUROLOGIC DISORDERS<br/>[FR] DÉRIVÉS DE PANTÉTHÉINE POUR LE TRAITEMENT DE TROUBLES NEUROLOGIQUES
  申请人：RETROPHIN INC

  公开号：WO2018022529A1

  公开（公告）日：2018-02-01

  Compounds having the following formula (I): Formula I and pharmaceutically acceptable salts thereof, wherein A, B, D, E and R1 are as defined herein, are provided. Methods comprising the use of such compounds for the treatment of neurological disorders, such as pantothenate kinase-associated neurodegeneration, and pharmaceutical compositions containing such compounds, and their use in the treatment of neurological disorders, also are provided.

  具有以下化学式（I）：化学式I及其药用可接受的盐，其中A、B、D、E和R1如本文所定义，已提供。包括使用这些化合物治疗神经系统疾病（如泛酸激酶相关性神经退行性疾病）的方法，以及含有这些化合物的药物组合物，以及它们在治疗神经系统疾病中的用途，也已提供。
• Novel antioxidants, preparation processes and their uses
  申请人：——

  公开号：US20040158092A1

  公开（公告）日：2004-08-12

  The invention concerns a process for preparing compounds of general formula (I) 1 wherein R and R′ represent an alkyl radical or an aryl group; and R″ is hydrogen or a CO—R 1 group wherein R 1 is an alkyl radical or an aryl group; and wherein these compounds are or not in the thiazolidine form; by protecting the N-acyl-L-cysteine to form an intermediate compound; and then by coupling said intermediate compound with S-acylcysteamine hydrochloride or with thiazolidine.

  这项发明涉及一种制备一般式（I）的化合物的过程 其中R和R′代表烷基基团或芳基；而R″是氢或CO—R 1 基团，其中R 1 是烷基基团或芳基；这些化合物是或不是以噻唑烷形式存在；通过保护N-酰基-L-半胱氨酸形成中间化合物；然后通过将该中间化合物与S-酰基半胱氨酸盐酸盐或噻唑烷偶联。
• Synthesis and radioprotective activity of dipeptide cysteamine and cystamine derivatives
  作者：Joel Oiry、Jean Y. Pue、Jean L. Imbach、Marc Fatome、Henry Sentenac-Roumanou

  DOI：10.1021/jm00122a004

  日期：1989.2

  Some N-(dipeptidyl)-S-acetylcysteamine and N,N'-(dipeptidyl)cystamine salt derivatives were synthesized and evaluated as candidate radioprotector agents. Toxicity and radioprotective activity as the dose reduction factor (DRF) were determined in vivo on mice and compared to N-glycyl-S-acetylcysteamine trifluoroacetate. One of the most interesting compounds of this series was N-glycylglycyl-S-acetylcysteamine

  合成了一些N-（二肽基）-S-乙酰半胱胺和N，N′-（二肽基）胱胺盐衍生物，并作为候选的辐射防护剂进行了评估。在小鼠体内确定毒性和作为剂量减少因子（DRF）的放射防护活性，并将其与N-甘氨酰-S-乙酰半胱胺三氟乙酸盐进行比较。该系列中最有趣的化合物之一是N-甘氨酰甘氨酰-S-乙酰半胱胺三氟乙酸盐（8）。
• [EN] PRODUCTION PROCESSES OF S- AND O-DIACYLATED GAMMA-GLUTAMYL-CYSTEAMINE PRODRUGS<br/>[FR] PROCÉDÉS DE PRODUCTION DE PROMÉDICAMENTS DE GAMMA-GLUTAMYL-CYSTÉAMINE S-ET O-DIACYLÉS
  申请人：UNIV OF SUNDERLAND

  公开号：WO2020165601A1

  公开（公告）日：2020-08-20

  Methods are provided for the synthesis of a compound of formula (X). R2 is selected from -H, -C1-C4-alkyl,-C2-C4-alkenyl and C1-C4-aryl; R3 is selected from -C(O)H and -C(O)C1-C4-alkyl; and A is a pharmaceutically acceptable anion (e.g.a halide). Also provided are intermediate compounds formed during the synthesis.

  提供了一种合成化合物(X)的方法。其中，R2可选自-H、-C1-C4-烷基、-C2-C4-烯基和C1-C4-芳基；R3可选自-C(O)H和-C(O)C1-C4-烷基；A是药用可接受的阴离子（例如卤素）。同时提供了在合成过程中形成的中间化合物。
• Inhibition of 5-Lipoxygenase by Substituted 3,4-Dihydro-2H-1,4-thiazines
  作者：Philip M. Weintraub、Mark T. Skoog、James S. Nichols、Jeffrey S. Wiseman、Edward W. Huber、Larry E. Baugh、Amy M. Farrell

  DOI：10.1002/jps.2600781112

  日期：1989.11

  A series of substituted 3,4-dihydro-2H-1,4-thiazines inhibit 5-lipoxygenase from rat leukocytes and exhibit submicromolar IC50 values. A novel synthesis of these compounds was developed based on the formation of hydroxymethyleneamine 13 and its cyclization to the title compounds. The dihydrothiazines have low oxidation potentials, typically E1/2 is near 0.3 V, and a representative compound reduces

  一系列取代的3,4-二氢-2H-1,4-噻嗪抑制大鼠白细胞中的5-脂氧合酶，并表现出亚微摩尔IC50值。这些化合物的新颖合成是基于羟基亚甲基胺13的形成及其将其环化为标题化合物而开发的。二氢噻嗪的氧化电位低，通常E1 / 2为0.3 V，并且代表性的化合物还原Fe（III）（phen）3，k = 10（5）M-1s-1。我们提出这些亲脂性化合物与5-脂氧合酶结合并在活性位点还原铁，从而使该酶失活。

表征谱图