N-propargyl-2-methoxyacetamide | 537705-07-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-propargyl-2-methoxyacetamide
• 英文别名: 2-methoxy-acetic acid propargylamide；2-methoxyacetic acid propargylamide；2-Methoxy-N-prop-2-ynyl-acetamide；2-Methoxy-N-(prop-2-ynyl)acetamide；2-methoxy-N-prop-2-ynylacetamide
• CAS: 537705-07-0
• 化学式: C₆H₉NO₂
• mdl: MFCD11100899
• 分子量: 127.143
• InChiKey: ASVNVOFTXOJVMO-UHFFFAOYSA-N

物化性质

• 沸点：
  260.6±25.0 °C(Predicted)
• 密度：
  1.028±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-propargyl-2-methoxyacetamide 在 tris-(dibenzylideneacetone)dipalladium(0) 、 potassium carbonate 作用下， 以 四氢呋喃 、 水 、 异丙醇 为溶剂， 反应 2.0h， 生成 E-2-methoxy-N-(3-{4-[3-methyl-4-(6-methyl-pyridin-3-yloxy)-phenylamino]-quinazolin-6-yl}-allyl)-acetamide dimesylate
  参考文献：
  名称：

  Evaluation of Kilogram-Scale Sonagashira, Suzuki, and Heck Coupling Routes to Oncology Candidate CP-724,714

  摘要：

  The synthesis of the anti-cancer compound 2-methoxy-N-(3-{4-[3-methyl-4-(6-methyl-pyridin-3-yloxy)phenylamino]quinazolin-6-yl}-E-allyl)acetamide (CP-724,714) (1) on multikilogram scale using several different synthetic routes is described. Application of the Sonogashira, Suzuki, and Heck couplings to this synthesis was investigated to identify a safe, environmentally friendly, and robust process for the production of this drug candidate. A convergent and selective synthesis of the candidate was identified which utilizes a Heck coupling of a protected allylamine to install the critical olefin.

  DOI：

  10.1021/op050039u
• 作为产物：
  描述：

  甲氧基乙酰氯 、 炔丙胺 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 4.75h， 以50%的产率得到N-propargyl-2-methoxyacetamide
  参考文献：
  名称：

  [EN] COMPLEXES OF E-2-METHOXY-N-(3-{4-[3-METHYL-4-(6-METHYL-PYRIDIN-3-YLOXY)-PHENYLAMINO]-QUINAZOLIN-6-YL}-ALLYL)-ACETAMIDE, THEIR METHOD OF PRODUCTION, AND USE
  [FR] COMPLEXES DE E-2-METHOXY-N-(3-{4-[3-METHYL-4-(6-METHYL-PYRIDIN-3-YLOXY)-PHENYLAMINO]-QUINAZOLIN-6-YL}-ALLYL)-ACETAMIDE ET PROCEDES DE FABRICATION ET D'UTILISATION CORRESPONDANTS

  摘要：

  该发明涉及具有以下化学式I的E-2-甲氧基-N-(3-{4-[3-甲基-4-(6-甲基吡啶-3-氧基)-苯胺基]-喹唑啉-6-基}-丙烯酰胺)的配合物。该发明还涉及含有化学式I的配合物的药物组合物。该发明还涉及通过给哺乳动物，特别是人类，投与上述配合物来治疗增生性疾病，如癌症的方法，以及制备上述配合物的方法。

  公开号：

  WO2004056802A1

文献信息

• [EN] TRICYCLIC PYRAZOLE KINASE INHIBITORS<br/>[FR] INHIBITEURS DE KINASES A BASE DE TYRAZOLES TRICYCLIQUES
  申请人：ABBOTT LAB

  公开号：WO2005095387A1

  公开（公告）日：2005-10-13

  Compounds of the present invention are useful for inhibiting protein tyrosine kinases. Also disclosed are methods of making the compounds, compositions containing the compounds, and methods of treatment using the compounds.

  本发明的化合物对抑制蛋白酪氨酸激酶具有用处。还公开了制备这些化合物的方法、含有这些化合物的组合物以及使用这些化合物进行治疗的方法。
• A combinatorial approach towards the synthesis of non-hydrolysable triazole–iduronic acid hybrid inhibitors of human α-<scp>l</scp>-iduronidase: discovery of enzyme stabilizers for the potential treatment of MPSI
  作者：Wei-Chieh Cheng、Cheng-Kun Lin、Huang-Yi Li、Yu-Chien Chang、Sheng-Jhih Lu、Yu-Shin Chen、Shih-Ying Chang

  DOI：10.1039/c7cc09642a

  日期：——

  Preparation of substituent-diverse, triazole–iduronic acid hybrid molecules by click reaction of an azido iduronic acid derivative with randomly chosen alkynes is described. Library members were screened for their ability to inhibit α-L-iduronidase, and hit molecules and analogues were then investigated for their ability to stabilize rh-α-IDUA in a thermal denaturation study. This work resulted in

  描述了通过叠氮基艾杜糖醛酸衍生物与随机选择的炔烃的点击反应制备取代基多样的三唑-艾杜糖醛酸杂化分子。筛选文库成员抑制α- L-艾杜糖醛酸酶的能力，然后在热变性研究中研究命中分子和类似物稳定rh-α-IDUA的能力。这项工作导致发现了第一个可用于体外稳定外源性rh-α-IDUA蛋白的小分子。
• Crystal forms of E-2-Methoxy-N-(3-{4-[3-methyl-4-(6-methyl-pyridin-3-yloxy)-phenylamino]-quinazolin-6-yl}-allyl)-acetamide
  申请人：Li Jane Zheng

  公开号：US20050192298A1

  公开（公告）日：2005-09-01

  Crystal forms of E-2-Methoxy-N-(3-4-[3-methyl-4-(6-methyl-pyridin-3-yloxy)-phenylamino]-quinazolin-6-yl}-allyl)-acetamide. A crystal form is useful in the synthesis of salts and complexes of E-2-Methoxy-N-(3-4-[3-methyl-4-(6-methyl-pyridin-3-yloxy)-phenylamino]-quinazolin-6-yl}-allyl)-acetamide. A crystal form also improves stability of tabletted or capsuled E-2-Methoxy-N-(3-4-[3-methyl-4-(6-methyl-pyridin-3-yloxy)-phenylamino]-quinazolin-6-yl}-allyl)-acetamide as a drug product.

  E-2-甲氧基-N-(3-4-[3-甲基-4-(6-甲基吡啶-3-氧基)-苯胺基]-喹唑啉-6-基}-烯丙基)-乙酰胺的晶体形式。晶体形式在合成E-2-甲氧基-N-(3-4-[3-甲基-4-(6-甲基吡啶-3-氧基)-苯胺基]-喹唑啉-6-基}-烯丙基)-乙酰胺的盐和络合物时很有用。晶体形式还提高了片剂或胶囊剂型E-2-甲氧基-N-(3-4-[3-甲基-4-(6-甲基吡啶-3-氧基)-苯胺基]-喹唑啉-6-基}-烯丙基)-乙酰胺作为药品的稳定性。
• Processes for the preparation of substituted bicyclic derivatives for the treatment of abnormal cell growth
  申请人：Pfizer Inc.

  公开号：US20030144506A1

  公开（公告）日：2003-07-31

  The invention relates to processes for preparing compounds of the formula 1 1 and to pharmaceutically acceptable salts, prodrugs and solvates thereof, wherein R 1 , R 3 , R 4 , R 5 , R 11 , m and p are as defined herein. The compounds of formula 1 are useful in treating abnormal cell growth in mammals by administering pharmaceutical compositions.

  本发明涉及制备式11化合物的过程，以及其药学上可接受的盐、前药和溶剂化物，其中R1、R3、R4、R5、R11、m和p的定义如本文所述。式1化合物在哺乳动物中通过给予药物组成物来治疗异常细胞生长。
• [EN] PROCESSES FOR THE PREPARATION OF SUBSTITUTED BICYCLIC DERIVATIVES FOR THE TREATMENT OF ABNORMAL CELL GROWTH<br/>[FR] PROCEDES DE PREPARATION DE DERIVES BICYCLIQUES SUBSTITUES UTILISE POUR TRAITER LA CROISSANCE CELLULAIRE ANORMALE
  申请人：PFIZER PROD INC

  公开号：WO2003045939A1

  公开（公告）日：2003-06-05

  The invention relates to processes for preparing compounds of formula (1) and to pharmaceutically acceptable salts, prodrugs and solvates thereof, wherein R?1, R3, R4, R5, R11¿, m and p are as defined herein. The compounds of formula (1) are useful in treating abnormal cell growth in mammals by administering pharmaceutical compositions.

  本发明涉及制备式（1）化合物的过程，以及其药学上可接受的盐、前药和溶剂化物，其中R?1、R3、R4、R5、R11、m和p如本文所定义。式（1）化合物可通过给哺乳动物施用药物组成物来治疗异常细胞生长。