2-羟基-N-(1,3-噻唑-2-基)苯甲酰胺 | 130234-70-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-羟基-N-(1,3-噻唑-2-基)苯甲酰胺
• 英文名称: 2-hydroxy-N-2-thiazolyl-benzamide
• 英文别名: RM4857；N-thiazol-2-yl-salicylamide；2-Salicyloylamino-thiazol；N-Thiazol-2-yl-salicylamid；2-hydroxy-N-1,3-thiazol-2-ylbenzamide；2-Hydroxy-N-(1,3-thiazol-2-yl)benzamide
• CAS: 130234-70-7
• 化学式: C₁₀H₈N₂O₂S
• mdl: MFCD00124313
• 分子量: 220.252
• InChiKey: WTKFNNVZPKSJBB-UHFFFAOYSA-N

物化性质

• 熔点：
  257 °C (decomp)
• 密度：
  1.473±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  90.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-羟基-N-(1,3-噻唑-2-基)苯甲酰胺 、 邻乙酰水杨酰氯 在 sodium hydroxide 作用下， 生成 disalicyloyl-thiazol-2-yl-amine
  参考文献：
  名称：

  Aromatic carboxylic acid amides and a process for their manufacture

  摘要：

  公开号：

  US02401522A1
• 作为产物：
  描述：

  硝唑尼特 在 盐酸 、 水 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 2-羟基-N-(1,3-噻唑-2-基)苯甲酰胺
  参考文献：
  名称：

  Stripping voltammetric methods for determination of the antiparasitic drug nitazoxanide in bulk form, pharmaceutical formulation and human serum

  摘要：

  Cyclic voltammograms of nitazoxanide recorded at the hanging mercury drop electrode in the Britton-Robinson universal buffer of pH values 2 to 11 containing 20% (v/ v) ethanol exhibited a single 4-electron irreversible cathodic peak corresponding to the reduction of its NO(2) group to the hydroxylamine stage. Nitazoxanide was found to adsorb onto surface of the mercury electrode in a monolayer surface coverage of 3.16 x 10(-10) mol cm(-2) in which each adsorbed molecule occupies an area of 0.525 nm(2). Based on its adsorption behavior onto the mercury electrode surface, validated linear sweep (LS), differential pulse (DP) and square wave (SW) adsorptive cathodic stripping voltammetric methods were described for determination of bulk nitazoxanide. Limits of detection of 1.5 x 10(-10), 2.4 x 10(-10) and 3.0 x 10(-11) mol L(-1) and limits of quantification of 5.0 x 10(-10), 8.0 x 10(-10) and 1.0 x 10(-10) mol L(-1) nitazoxanide in the bulk form were achieved by means of the described LS, DP and SW adsorptive cathodic stripping voltammetric methods, respectively. The described methods were successfully applied for determination of nitazoxanide in its pharmaceutical formulation (Cryptonaz powder) and in spiked human serum without the necessity for sample pretreatment, time consuming extraction steps or formation of colored chromogens prior to the analysis. Besides, nitazoxanide was successfully determined without interference from its acid or base-induced degradation products indicating the stability-indicating power of the described voltammetric methods.

  DOI：

  10.1590/s0103-50532010000400013

文献信息

• ALKYLSULFONYL-SUBSTITUTED THIAZOLIDE COMPOUNDS
  申请人：Rossignol Jean-Francois

  公开号：US20090036467A1

  公开（公告）日：2009-02-05

  A new class of alkylsulfonyl-substituted thiazolide compounds is described. These compounds show strong activity against hepatitis virus.

  描述了一类新的烷基亚磺酰基取代的噻唑啉化合物。这些化合物对肝炎病毒表现出强烈的活性。
• Heterocyclic isosters of antimycobacterial salicylanilides
  作者：Josef Matyk、Karel Waisser、Kateřina Dražková、Jiří Kuneš、Věra Klimešová、Karel Palát、Jarmila Kaustová

  DOI：10.1016/j.farmac.2005.02.002

  日期：2005.5

  A series of 64 derivatives of substituted heterocyclic analogues of salicylanilides was synthesized. The compounds were evaluated for in vitro antimycobacterial activity against Mycobacterium tuberculosis, Mycobacterium avium and two strains of Mycobacterium kansasii. For the QSAR study, the combination of Free-Wilson approach with Hansch approach was used. The molecules were separated on the heterocyclic

  合成了一系列64个水杨酰苯胺取代杂环类似物的衍生物。评价了化合物对结核分枝杆菌，鸟分枝杆菌和两种堪萨斯分枝杆菌菌株的体外抗分枝杆菌活性。对于QSAR研究，将Free-Wilson方法与Hansch方法结合使用。分子在杂环和水杨基部分上分离，并且还研究了电子和疏水性质的影响。这些化合物是一组潜在的抗结核药。
• Synthesis and antiplasmodial assessment of nitazoxanide and analogs as new antimalarial candidates
  作者：Camila Irabuena、Laura Scarone、Guilherme Eduardo de Souza、Anna Caroline Campos Aguiar、Giovana Rossi Mendes、Rafael Victorio Carvalho Guido、Gloria Serra

  DOI：10.1007/s00044-021-02843-1

  日期：2022.3

  of new drugs could be carried out by performing investigations to identify drugs based on repurposing of “old” drugs. The 5-nitrothiazole drug, Nitazoxanide was shown to be active against intestinal protozoa, human helminths, anaerobic bacteria, viruses, etc. In this work, Nitazoxanide and analogs were prepared using two methodologies and evaluated against P. falciparum 3D7. A bithiazole analog, showed

  在过去几年中，控制疟疾疾病的进展似乎有所放缓，世界卫生组织（WHO）报告了一项模型分析，预测了在 COVID-19 大流行期间撒哈拉以南非洲地区疟疾发病率和死亡率的增加。可以通过根据“旧”药物的重新利用进行调查来识别药物，从而快速发现新药。 5-硝基噻唑药物硝唑尼特被证明对肠道原虫、人类蠕虫、厌氧菌、病毒等具有活性。在这项工作中，硝唑尼特和类似物使用两种方法制备，并针对恶性疟原虫3D7 进行了评估。联噻唑类似物显示出有吸引力的抑制活性，EC 50值为 5.9 μM，在 25 μM 时对 HepG2 细胞表现出较低的毒性作用，并且与标准抗疟药没有交叉耐药性。
• INFLAMMATORY CYTOKINE RELEASE INHIBITOR
  申请人：MUTO Susumu

  公开号：US20090192122A2

  公开（公告）日：2009-07-30

  A medicament having inhibitory activity against NF-κB activation, which comprises a compound represented by the following general formula (I) or a pharmacologically acceptable salt as an active ingredient: wherein X represents a connecting group, A represents hydrogen atom or acetyl group, E represents an aryl group or a heteroaryl group, and ring X represents an arene or a heteroarene.

  一种具有抑制NF-κB激活活性的药物，其包括以下通式(I)所表示的化合物或其药理学上可接受的盐作为活性成分：其中X代表连接基，A代表氢原子或乙酰基，E代表芳基或杂芳基，环X代表芳烃或杂芳烃。
• Antiallergic
  申请人：Muto Susumu

  公开号：US20060122243A1

  公开（公告）日：2006-06-08

  A medicament for the preventive and/or therapeutic treatment of allergic diseases and/or endometriosis and/or hysteromyoma which comprises as an active ingredient a substance selected from the group consisting of a compound represented by the following general formula (I) and a pharmacologically acceptable salt thereof, and a hydrate thereof and a solvate thereof: wherein X represents a connecting group whose number of atoms in the main chain is 2 to 5 (said connecting group may be substituted), A represents hydrogen atom or acetyl group, E represents an aryl group which may be substituted or a hetero aryl group which may be substituted, ring Z represents an arene which may have one or more substituents in addition to the group represented by formula —O-A wherein A has the same meaning as that defined above and the group represented by formula —X-E wherein each of X and E has the same meaning as that defined above, or a heteroarene which may have one or more substituents in addition to the group represented by formula —O-A wherein A has the same meaning as that defined above and the group represented by formula —X-E wherein each of X and E has the same meaning as that defined above.

  一种用于预防和/或治疗过敏性疾病和/或子宫内膜异位症和/或子宫肌瘤的药物，其包括以下通式(I)所表示的化合物或其药学上可接受的盐、水合物和溶剂化物作为活性成分，其中X代表主链中原子数为2到5的连接基（该连接基可以被取代），A代表氢原子或乙酰基，E代表可以被取代的芳基或杂环芳基，环Z代表可以具有一个或多个取代基的芳烃，除了由公式-O-A所表示的基团外，该芳烃还可以具有公式—X-E所表示的基团，其中每个X和E具有上述定义的相同含义，或者该环可以具有一个或多个取代基，除了由公式—O-A所表示的基团外，该环还可以具有公式—X-E所表示的基团，其中A具有上述定义的相同含义，X和E分别具有上述定义的相同含义。