S-(2-amino-4-thiazolylmethyl)isothiourea hydrochloride | 20167-22-0

• 物质功能分类: 有机原料 - 杂环化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: S-(2-amino-4-thiazolylmethyl)isothiourea hydrochloride
• 英文别名: Pseudourea, 2-((2-amino-4-thiazolyl)methyl)-2-thio-, dihydrochloride；(2-amino-1,3-thiazol-4-yl)methyl carbamimidothioate;hydrochloride
• CAS: 20167-22-0
• 化学式: C₅H₈N₄S₂*ClH
• 分子量: 224.738
• InChiKey: KDHQJARTATVJIV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.27
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  142
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  S-(2-amino-4-thiazolylmethyl)isothiourea hydrochloride 在 sodium hydroxide 、 sodium hydrogensulfite 作用下， 以 水 为溶剂， 反应 0.17h， 生成 (2-aminothiazol-4-yl)methanethiol
  参考文献：
  名称：

  Passarotti; Valenti; Marini, Bollettino Chimico Farmaceutico, 1995, vol. 134, # 11, p. 639 - 643

  摘要：

  DOI：
• 作为产物：
  描述：

  4-(chloromethyl)thiazol-2-amine hydrochloride 、 硫脲 以 乙醇 为溶剂， 反应 3.0h， 以71%的产率得到S-(2-amino-4-thiazolylmethyl)isothiourea hydrochloride
  参考文献：
  名称：

  NOVEL COMPOUND, ORGANIC CATION TRANSPORTER 3 DETECTION AGENT, AND ORGANIC CATION TRANSPORTER 3 ACTIVITY INHIBITOR

  摘要：

  公开号：

  EP3018125B1

文献信息

• Benzhydrylpiperozinyl thiazole derivatives and pharmaceutical
  申请人：Fujisawa Pharmaceutical Co., Ltd.

  公开号：US04411900A1

  公开（公告）日：1983-10-25

  Benzhydrylpiperazinyl Thiazole compounds of the formula ##STR1## wherein R.sup.1 is hydrogen, amino, or mono- or di- substituted amino, in which the substituent is selected from lower alkyl, acyl and di(lower)alkylaminomethylene, R.sup.2 is hydrogen, halogen, lower alkyl or aryl, R.sup.3 is ar(lower)alkyl optionally substituted by halogen, A is lower alkylene optionally interrupted by a sulfur atom, and Y is C.sub.1 -C.sub.3 alkylene, having antiallergic activity.

  Benzhydrylpiperazinyl噻唑化合物的化学式为##STR1##其中R.sup.1为氢，氨基，或者单取代或双取代氨基，取代基选自较低的烷基，酰基和二(较低)烷基氨基甲烯，R.sup.2为氢，卤素，较低的烷基或芳基，R.sup.3为可选择地被卤素取代的芳基(较低)烷基，A为可选择地由硫原子中断的较低烷基，Y为C.sub.1 -C.sub.3烷基，具有抗过敏活性。
• Synthesis and Biological Evaluation of Novel Thioether Pleuromutilin Derivatives
  作者：Shuhua Mu、Huixian Liu、Lifang Zhang、Xiaoyang Wang、Feiqun Xue、Yue Zhang

  DOI：10.1248/bpb.b16-00160

  日期：——

  To develop new pleuromutilin derivatives as veterinary antibiotic medicines, we designed and synthesized a series of new thioether pleuromutilin derivatives possessing acylthiazolyl moiety based on previously designed derivatives. The antibacterial properties of the prepared pleuromutilin derivatives were assessed in vitro by the broth dilution method against five kinds of bacteria and the mycoplasma Mycoplasma gallisepticum (MG). All of the tested compounds displayed moderate to good antibacterial activity to methicillin-sensitive Staphylococcus aureus (MSSA), methicillin-sensitive Staphylococcus epidermidis (MSSE), methicillin-resistant S. aureus (MRSA), Streptococcus agalactiae (S. aga) and MG. However, the activity to Pyogeniccoccus (Pyogens) was generally poor. Compounds 13i and l showed potent antibacterial activity against MSSE and MRSA which are better than that of valnemulin. The structural modification for pleuromutilin affected the antibacterial activity. Amino substituents in the benzene ring can effectively improve activity. Compared with the analogue 13a that possesses unsubstitution benzoyl group, the nitro, methoxy, hydroxy and dichloro substituent contributed little to antibacterial activity. Increasing a methylene between benzene moiety and carbonyl group decreased the bioactivity of derivative. The analogues that obtained by the reaction of amino acids and intermediate 9 showed moderate activity.

  为了开发新型截短侧耳素衍生物作为兽用抗生素药物，我们在先前设计的衍生物基础上，设计并合成了一系列含有酰基噻唑基团的新的硫醚型截短侧耳素衍生物。通过肉汤稀释法，针对五种细菌和支原体鸡败血支原体（MG）对其抗菌活性进行了体外评估。所有测试化合物对甲氧西林敏感的金黄色葡萄球菌（MSSA）、甲氧西林敏感的表皮葡萄球菌（MSSE）、甲氧西林耐药的金黄色葡萄球菌（MRSA）、无乳链球菌（S. aga）和MG显示出中等到良好的抗菌活性。然而，对化脓性葡萄球菌（Pyogens）的活性普遍较差。化合物13i和l对MSSE和MRSA表现出强效的抗菌活性，优于沃尼妙林。截短侧耳素的结构修饰会影响抗菌活性。苯环上的氨基取代基能有效提高活性。与具有未取代苯甲酰基的类似物13a相比，硝基、甲氧基、羟基和二氯取代基对抗菌活性贡献不大。在苯环部分和羰基之间增加一个亚甲基会降低衍生物的生物活性。通过氨基酸与中间体9反应得到的类似物显示出中等的活性。
• Histamine H2 receptor antagonists. 1. Synthesis of N-cyano and N-carbamoyl amidine derivatives and their biological activities
  作者：Isao Yanagisawa、Yasufumi Hirata、Yoshio Ishii

  DOI：10.1021/jm00373a007

  日期：1984.7

  inhibitors of gastric acid secretion induced by histamine in anesthetized dogs. Of these compounds, furan (8c) and [(diaminomethylene)amino]thiazole derivatives (16c) were found to be more potent than cimetidine in both assays. In contrast to the guanidine series, methyl substitution at the terminal nitrogen of the cyano amidines was detrimental to the activities. Furthermore, acid hydrolysis of the cyano amidines

  制备了大量的N-氰基am衍生物作为潜在的组胺H2受体拮抗剂，并评估了它们对组胺刺激豚鼠离体右心房变时反应的抑制作用。评价了几种选择的化合物作为组胺在麻醉狗中诱导的胃酸分泌的抑制剂。这些化合物中，呋喃（8c）和[（二氨基亚甲基）氨基]噻唑衍生物（16c）在两种测定中均比西咪替丁更有效。与胍系列相反，在氰基am的末端氮上的甲基取代对活性是有害的。此外，氰基am的酸水解得到氨基甲酰基am，其被证明比氰基am具有更高的活性，与胍的情况相反。
• Improved process for the synthesis of oligomeric compounds
  申请人：ISIS PHARMACEUTICALS, INC.

  公开号：EP1028124A2

  公开（公告）日：2000-08-16

  Synthetic processes are provided wherein oligomeric compounds are prepared having phosphodiester, phosphorothioate, phosphorodithioate, or other covalent linkages. The oligomers have substantially reduced exocyclic adducts deriving from acrylonitrile or related contaminants.

  本发明提供的合成工艺可制备具有磷酸二酯、硫代磷酸酯、二硫代磷酸酯或其他共价键的低聚物。这种低聚物大大减少了由丙烯腈或相关污染物产生的外环加合物。
• Process for the synthesis of oligomeric compounds
  申请人：——

  公开号：US20030088088A1

  公开（公告）日：2003-05-08

  Synthetic processes are provided wherein oligomeric compounds are prepared having phosphodiester, phosphorothioate, phosphorodithioate, or other covalent linkages. The oligomers have substantially reduced exocyclic adducts deriving from acrylonitrile or related contaminants.

  本发明提供的合成工艺可制备具有磷酸二酯、硫代磷酸酯、二硫代磷酸酯或其他共价键的低聚物。这种低聚物大大减少了由丙烯腈或相关污染物产生的外环加合物。