4-(4-ethyl-1H-1,2,3-triazol-1-yl)benzoic acid | 1276538-15-8

• 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-(4-ethyl-1H-1,2,3-triazol-1-yl)benzoic acid
• 英文别名: 4-(4-Ethyltriazol-1-yl)benzoic acid
• CAS: 1276538-15-8
• 化学式: C₁₁H₁₁N₃O₂
• 分子量: 217.227
• InChiKey: ZWKKJEKDJXVFSO-UHFFFAOYSA-N

物化性质

• 沸点：
  422.9±47.0 °C(Predicted)
• 密度：
  1.30±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  68
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-戊炔酸 、 4-碘苯甲酸 在 sodium azide 、 copper(ll) sulfate pentahydrate 、 sodium ascorbate 、 potassium carbonate 、 L-脯氨酸 作用下， 以 水 、 二甲基亚砜 为溶剂， 以98%的产率得到4-(4-ethyl-1H-1,2,3-triazol-1-yl)benzoic acid
  参考文献：
  名称：

  Tandem Catalysis: From Alkynoic Acids and Aryl Iodides to 1,2,3-Triazoles in One Pot

  摘要：

  A tandem catalysis protocol based on decarboxylative coupling of alkynoic acids and 1,3-dipolar cycloaddition of azides enables a highly efficient synthesis of a variety of functionalized 1,2,3-triazoles. The three-step, one-pot method avoids usage of gaseous or highly volatile terminal alkynes, reduces handling of potentially unstable and explosive azides to a minimum, and furnishes target structures in excellent yields and a very good purity without the need for additional purification.

  DOI：

  10.1021/jo1024927

文献信息

• RAFAMYCIN ANALOGS AND METHODS FOR MAKING SAME
  申请人：HANGZHOU ZYLOX PHARMA CO., LTD

  公开号：US20150051242A1

  公开（公告）日：2015-02-19

  A semi-synthetic rapamycin analog with a triazole moiety or a pharmaceutically acceptable salt or prodrug thereof, is a broad-spectrum cytostatic agent and a mTOR inhibitor, and is useful in the treatment of various cancers, or tumors in organs such as kidney, liver, breast, head and neck, lung, prostate, and restenosis in coronary arteries, peripheral arteries, and arteries in the brain, immune and autoimmune diseases. Also disclosed are fungal growth-, restenosis-, post-transplant tissue rejection- and immune- and autoimmune disease-inhibiting compositions and a method of inhibiting cancer, fungal growth, restenosois, post-transplant tissue rejection, and immune and autoimmune disease in a mammal. One particular preferred application of such triazole-moiety containing rapamycin analog is in treating renal carcinoma, lung cancer, colon cancer, and breast cancers wherein potency of the drug, its half-life, tissue distribution properties, and its pharmacokinetic properties including bioavailability through oral and intravenous routes are essential to the clinical outcomes.

  一种含有三唑基团或其药用可接受盐或前药的半合成雷帕霉素类似物，是一种广谱细胞静止剂和 mTOR 抑制剂，可用于治疗各种癌症或器官肿瘤，如肾脏、肝脏、乳腺、头颈部、肺部、前列腺，以及冠状动脉、外周动脉和脑动脉的再狭窄，免疫和自身免疫疾病。还公开了抑制真菌生长、再狭窄、移植后组织排斥以及免疫和自身免疫疾病的组合物和在哺乳动物中抑制癌症、真菌生长、再狭窄、移植后组织排斥以及免疫和自身免疫疾病的方法。其中一种特定的首选应用是含有三唑基团的雷帕霉素类似物在治疗肾癌、肺癌、结肠癌和乳腺癌方面，药物的效力、半衰期、组织分布特性以及其药代动力学特性，包括口服和静脉途径的生物利用度对临床结果至关重要。
• Tandem Catalysis: From Alkynoic Acids and Aryl Iodides to 1,2,3-Triazoles in One Pot
  作者：Andrej Kolarovič、Michael Schnürch、Marko D. Mihovilovic

  DOI：10.1021/jo1024927

  日期：2011.4.15

  A tandem catalysis protocol based on decarboxylative coupling of alkynoic acids and 1,3-dipolar cycloaddition of azides enables a highly efficient synthesis of a variety of functionalized 1,2,3-triazoles. The three-step, one-pot method avoids usage of gaseous or highly volatile terminal alkynes, reduces handling of potentially unstable and explosive azides to a minimum, and furnishes target structures in excellent yields and a very good purity without the need for additional purification.