2-(2-thienylcarbonyl)-1-hydrazinecarbothioamide | 139614-71-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 2-(2-thienylcarbonyl)-1-hydrazinecarbothioamide
• 英文别名: 2-thienoylthiosemicarbazide；1-(thiophene-2-carbonyl)-thiosemicarbazide；1-(Thiophen-2-carbonyl)-thiosemicarbazid；(thiophene-2-carbonylamino)thiourea
• CAS: 139614-71-4
• 化学式: C₆H₇N₃OS₂
• 分子量: 201.273
• InChiKey: CEFSXQJUPHMPAA-UHFFFAOYSA-N

物化性质

• 熔点：
  234-236 °C(Solv: methanol (67-56-1))
• 密度：
  1.471±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  128
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(2-thienylcarbonyl)-1-hydrazinecarbothioamide 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 生成 5-噻吩-2-基-1,2-二氢-1,2,4-三唑-3-硫酮
  参考文献：
  名称：

  Trimethylsilyl isothiocyanate (TMSNCS): an efficient reagent for the one-pot synthesis of mercapto-1,2,4-triazoles

  摘要：

  A mild, convenient, and efficient one-pot synthesis of mercapto-1,2,4-triazoles is described. Various hydrazides efficiently reacted with trimethylsilyl isothiocyanate (TMSNCS) under basic condition to give mercapto-1,2,4-triazoles in high yields. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.07.054
• 作为产物：
  描述：

  2-噻吩甲酰肼 、 异硫氢酸三甲基硅酯 以 乙醇 为溶剂， 生成 2-(2-thienylcarbonyl)-1-hydrazinecarbothioamide
  参考文献：
  名称：

  Mild and convenient one-pot synthesis of 2-amino-1,3,4-oxadiazoles promoted by trimethylsilyl isothiocyanate (TMSNCS)

  摘要：

  描述了一种温和、便捷且高效的一锅合成氨基-1,3,4-噁二唑的方法。通过不同羧酸肼与三甲基硅基异硫氰酸酯（TMSNCS）反应原位制备各种硫半脲，随后在碱性条件下在I2/KI的存在下对硫半脲进行环脱硫反应，最终获得2-氨基-1,3,4-噁二唑，产率高达79–94%。

  DOI：

  10.1039/c3ra41044g

文献信息

• Host-guest complexes of crown ethers with HN-proton-donor molecules
  作者：Wen-Jwu Wang、E. V. Ganin

  DOI：10.1007/s11176-005-0118-0

  日期：2004.12

  Crown ethers were reacted with HN-proton-donor molecules to obtain crystalline molecular host-guest complexes. It was found that complexes with crown ethers of different structure are formed, depending on the linear dimensions and mode of steric shielding of active centers of the proton-donor molecules.

  冠醚与HN质子供体分子反应，得到结晶的分子主客体复合物。研究发现，根据质子供体分子活性中心的线性尺寸和立体屏蔽方式，形成了不同结构的冠醚复合物。
• [EN] MULTISUBSTITUTED AROMATIC COMPOUNDS AS SERINE PROTEASE INHIBITORS<br/>[FR] COMPOSÉS AROMATIQUES MULTISUBSTITUÉS EN TANT QU'INHIBITEURS DE SÉRINE PROTÉASE
  申请人：VERSEON INC

  公开号：WO2014145986A1

  公开（公告）日：2014-09-18

  There are provided inter alia multisubstituted aromatic compounds useful for the inhibition of kallikrein, which compounds include substituted pyrazolyl or substituted triazolyl. There are additionally provided pharmaceutical compositions. There are additionally provided methods of treating and preventing certain diseases or disorders, which disease or disorder is amenable to treatment or prevention by the inhibition of kallikrein.

  提供了用于抑制激肽酶的多取代芳香化合物，其中这些化合物包括取代吡唑基或取代三唑基。此外还提供了药物组合物。此外还提供了治疗和预防某些疾病或疾病的方法，这些疾病或疾病可通过抑制激肽酶来治疗或预防。
• MULTISUBSTITUTED AROMATIC COMPOUNDS AS INHIBITORS OF THROMBIN
  申请人：VERSEON CORPORATION

  公开号：US20170326125A1

  公开（公告）日：2017-11-16

  There are provided inter alia multisubstituted aromatic compounds useful for the inhibition of thrombin, which compounds include substituted pyrazolyl or substituted triazolyl. There are additionally provided pharmaceutical compositions. There are additionally provided methods of treating and preventing a disease or disorder, which disease or disorder is amenable to treatment or prevention by the inhibition of thrombin.

  提供了用于抑制凝血酶的多取代芳香化合物，其中化合物包括取代的吡唑基或取代的三唑基。此外还提供了药物组合物。此外还提供了治疗和预防疾病或紊乱的方法，该疾病或紊乱可通过抑制凝血酶进行治疗或预防。
• A Convenient Synthesis of 5-substituted 2-amino-1,3,4-oxadiazoles from Corresponding Acylthiosemicarbazides Using iodine and Oxone®
  作者：Vikas N. Shinde、Bheemarao G. Ugarkar、Sandeep R. Ghorpade

  DOI：10.3184/174751912x13551638283701

  日期：2013.1

  A convenient methodology has been developed for the synthesis of substituted 2-amino-1,3,4-oxadiazoles from corresponding acylthiosemicarbazides using catalytic amount of iodine/KI in the presence of Oxone® as a bulk oxidant. This offers the advantage of short reaction times and substrate variability which is suitable for the rapid production of analogues required for lead optimisation programmes. The method could also be useful for large-scale synthesis because of the mild reaction conditions and the use commercially inexpensive and safe reagents.

  我们开发了一种简便的方法，在 Oxone® 作为大量氧化剂存在的情况下，使用催化量的碘/KI，从相应的酰基硫代氨基甲酰肼合成取代的 2-氨基-1,3,4-恶二唑。这种方法具有反应时间短、底物可变性强的优点，适合快速生产先导优化计划所需的类似物。由于反应条件温和，且使用的试剂在商业上既便宜又安全，因此该方法也可用于大规模合成。
• Pharmacological agents and methods of treatment that inactivate pathogenic prokaryotic and eukaryotic cells and viruses by attacking highly conserved domains in structural metalloprotein and metalloenzyme targets
  申请人：——

  公开号：US20030225155A1

  公开（公告）日：2003-12-04

  The invention relates to the treatment of viral, bacterial, parasitic, proliferative diseases, neurodegenerative diseases, inflammatory diseases, immunological diseases, transplanted organ rejection, and diseases produced by intoxication with heavy metals. The invention relates to the use of specific metal chelating agents including, furoic acid, 2-thiophenecarboxylic acid and their derivatives, analogs and structurally related chemicals as pharmacological agents that can be used effectively to disrupt and inactivate specific transition metal ion containing zinc finger structural motifs in metalloproteins and specific transition metal ion containing catalytic sites in metalloproteinases, which in turn, inactivate the pathogenic virus, pathogenic prokaryotic or eukaryotic cells which produces disease conditions. The preparations can be administered topically or for systemic use. The preparations are novel wide-spectrum antibiotics which have antiviral, antiproliferative, antineoplastic, antiangiogenic, antibacterial, antiparasitic, antiinfective, and anti-inflammatory effects and can be used in the treatment and prevention of diseases such as AIDS, cancers, untoward angiogenesis, pulmonary anthrax, malaria, inflammatory responses, Alzheimer's disease and other diseases.

  该发明涉及治疗病毒性、细菌性、寄生虫性、增殖性疾病、神经退行性疾病、炎症性疾病、免疫性疾病、移植器官排斥反应以及由重金属中毒引起的疾病。该发明涉及使用特定的金属螯合剂，包括呋酸、2-噻吩羧酸及其衍生物、类似物和结构相关化学物质作为药理剂，可以有效地干扰和失活金属蛋白中含锌指结构基序和金属蛋白酶中含有特定过渡金属离子的催化位点，从而失活致病病毒、致病的原核或真核细胞，这些细胞会产生疾病症状。这些制剂可以局部或全身使用。这些制剂是新型广谱抗生素，具有抗病毒、抗增殖、抗肿瘤、抗血管生成、抗细菌、抗寄生虫、抗感染和抗炎症作用，可用于治疗和预防艾滋病、癌症、不良血管生成、肺炭疽、疟疾、炎症反应、阿尔茨海默病等疾病。