(4-phenyl-thiazole-2-yl)carbamic acid ethyl ester | 3673-36-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (4-phenyl-thiazole-2-yl)carbamic acid ethyl ester
• 英文别名: ethyl [4-phenyl-1,3-thiazol-2-yl]carbamate；ethyl 4-phenylthiazole-2-carbamate；ethyl N-(4-phenyl-2-thiazolyl)carbamate；2-N-Aethoxycarbonylamino-4-phenyl-thiazol；Aethyl 4-phenyl-2-thiazolyl carbamat；ethyl N-(4-phenyl-1,3-thiazol-2-yl)carbamate
• CAS: 3673-36-7
• 化学式: C₁₂H₁₂N₂O₂S
• 分子量: 248.305
• InChiKey: GPXHOHNHAQLWID-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  79.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (4-phenyl-thiazole-2-yl)carbamic acid ethyl ester 在 hydrazine hydrate 作用下， 以 乙醇 为溶剂， 反应 20.0h， 以47%的产率得到N-(4-phenylthiazol-2-yl)hydrazinecarboxamide
  参考文献：
  名称：

  El-Sayed, Nahed Nasser E.; Al-Balawi, Nawal Ali; Alafeefy, Ahmed M., Journal of the Chemical Society of Pakistan, 2016, vol. 38, # 2, p. 358 - 368

  摘要：

  DOI：
• 作为产物：
  描述：

  2-溴苯乙酮 在 三乙胺 作用下， 以 溶剂黄146 、 苯 为溶剂， 反应 5.0h， 生成 (4-phenyl-thiazole-2-yl)carbamic acid ethyl ester
  参考文献：
  名称：

  Synthesis, anticonvulsant and toxicity screening of thiazolyl–thiadiazole derivatives

  摘要：

  Various thiazole-substituted thiadiazole derivatives (7a-t) were designed and synthesized using substituted acetophenones and substituted anilines as starting materials. Thiazole and thiadiazole moieties being anticonvulsants were clubbed together to get the titled compounds and their in vivo anticonvulsant screening were performed by two most adopted seizure models, maximal electroshock seizure (MES) and subcutaneous pentylenetetrazole (scPTZ). Three compounds 7i, 7l and 7n were found to be potent in both the screens with comparable ED50 and better TD50 values than some standard drugs. These compounds were also found to exert lesser toxic effects on liver.

  DOI：

  10.1007/s00044-010-9313-6

文献信息

• Thiazolylurea derivatives, a process for preparing same and a
  申请人：Mitsui Toatsu Kagaki Kabushiki Kaisha

  公开号：US04490393A1

  公开（公告）日：1984-12-25

  The present invention provides thiazolyl derivatives as new chemical substance represented by the general formula: ##STR1## wherein R.sup.1 stands for a lower alkyl group or a substituted or unsubstituted phenyl group, R.sup.2 for a hydrogen atom, a lower alkyl, lower alkoxy or lower alkylthio group, and R.sup.3 for a pyridyl or iso-oxazolyl group or a grouping of the general formula: ##STR2## processes for preparing same and pharmaceutical compositions containing the thiazolyl derivatives. More particularly, the present invention provides new thiazolyl derivatives which possess immuno-modulating activity and are thus therapeutically effective against immunodiseases such as chronic rheumatoid arthritis and also useful against viral diseases or for the immunotherapy of cancers and possess properties desirous as medicines with a slight toxicity, processes for preparing same and pharmaceutical compositions containing the new substance.

  本发明提供一种噻唑基衍生物，其化学式表示为：##STR1## 其中，R.sup.1代表低碳基或取代或未取代的苯基，R.sup.2代表氢原子、低碳基、低碳氧基或低碳硫基，而R.sup.3代表吡啶基或异噁唑基，或者具有以下通式的基团：##STR2## 本发明还提供制备该化合物的方法和含有该噻唑基衍生物的药物组合物。特别地，本发明提供具有免疫调节活性的新型噻唑基衍生物，因此对于免疫疾病如慢性类风湿性关节炎具有治疗作用，也可用于治疗病毒性疾病或肿瘤的免疫治疗，并具有药物所需的低毒性和良好的性质，制备该化合物的方法和含有该新物质的药物组合物。
• THIAZOLYLUREA DERIVATIVES, PROCESS FOR THEIR PREPARATION, AND MEDICINAL COMPOSITION CONTAINING SAME
  申请人：MITSUI TOATSU KAGAKU KABUSHIKI KAISHA

  公开号：EP0069784A1

  公开（公告）日：1983-01-19

  Novel thiazolyl derivatives represented by the following general formula: 1 wherein R' represents a lower alkyl group or a substituted or unsubstituted phenyl group, R2 represents a hydrogen atom, a lower alkyl group, a lower alkoxy group or a lower alkylthio group, and R3 represents a pyridyl group, an isoxazolyl group or a group represented by a process for their preparation, and a medicinal composition containing same which has an immunity-controlling effect and is useful against chronic articular rheumatism, viral diseases, cancer, etc.

  由以下通式代表的新型噻唑基衍生物：1 其中，R'代表低级烷基或取代或未取代的苯基，R2代表氢原子、低级烷基、低级烷氧基或低级烷硫基，R3代表吡啶基、异噁唑基或由以下物质代表的基团 它们的制备方法，以及含有它们的具有免疫调节作用并可用于防治慢性关节风湿病、病毒性疾病、癌症等的药物组合物。
• Triazole incorporated thiazoles as a new class of anticonvulsants: Design, synthesis and in vivo screening
  作者：Nadeem Siddiqui、Waquar Ahsan

  DOI：10.1016/j.ejmech.2009.12.062

  日期：2010.4

  Various 3-[4-(substituted phenyl)-1,3-thiazol-2-ylamino1-4-(substituted phenyl)-4,5-dihydro-1H-1,2,4-triazole-5-thiones (7a-t) were designed keeping in view the structural requirements suggested in the pharmacophore model for anticonvulsant activity. Thiazole and triazole moieties being anticonvulsants were clubbed together to get the titled compounds and their in vivo anticonvulsant screening were performed by two most adopted seizure models, maximal electroshock seizure (MES) and subcutaneous pentylenetetrazole (scPTZ). Two compounds 7d and 7f showed significant anticonvulsant activity in both the screens with ED50 values 23.9 mg/kg and 13.4 mg/kg respectively in MES screen and 178.6 mg/kg and 81.6 mg/kg respectively in scPTZ test. They displayed a wide margin of safety with Protective index (PI), median hypnotic dose (HD50) and median lethal dose (LD50) much higher than the standard drugs. (C) 2010 Elsevier Masson SAS. All rights reserved.
• Jadegoud; Ijare, Omkar B.; Mallikarjuna, Journal of the Indian Chemical Society, 2002, vol. 79, # 12, p. 921 - 924
  作者：Jadegoud、Ijare, Omkar B.、Mallikarjuna、Angadi、Mruthyunjayaswamy

  DOI：——

  日期：——
• Basavarajaiah; Mruthyunjayaswamy, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2010, vol. 49, # 8, p. 1117 - 1126
  作者：Basavarajaiah、Mruthyunjayaswamy

  DOI：——

  日期：——