2-[(1,3-二甲基-1H-吡唑-5-基)氨基]苯甲酸 | 34798-68-0

• 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-[(1,3-二甲基-1H-吡唑-5-基)氨基]苯甲酸
• 英文名称: 2-(1,3-dimethyl-1H-pyrazol-5-ylamino)benzoic acid
• 英文别名: 1,3-Dimethyl-5-(2-carboxyanilino)-pyrazol；S645648；2-(2,5-dimethyl-2H-pyrazol-3-ylamino)-benzoic acid；N-(1,3-dimethyl-pyrazol-5-yl)anthranilic acid；2-((1,3-Dimethyl-1H-pyrazol-5-yl)amino)benzoic acid；2-[(2,5-dimethylpyrazol-3-yl)amino]benzoic acid
• CAS: 34798-68-0
• 化学式: C₁₂H₁₃N₃O₂
• 分子量: 231.254
• InChiKey: YCWUYQQRIHWNLH-UHFFFAOYSA-N

物化性质

• 沸点：
  418.6±35.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  67.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[(1,3-二甲基-1H-吡唑-5-基)氨基]苯甲酸 在 三氯氧磷 作用下， 生成 4-chloro-1,3-dimethyl-1H-pyrazolo[3,4-b]quinoline
  参考文献：
  名称：

  Substituted N-arylmethyl and

  摘要：

  含有取代N-芳基甲基和杂环甲基-1H-吡唑并[3,4-b]喹啉-4-胺的药物组合物，以及用于a）影响c-GMP-磷酸二酯酶抑制，b）治疗心力衰竭和/或高血压，c）逆转或减少硝酸盐诱导的耐受性和d）治疗心绞痛、充血性心力衰竭和心肌梗死的方法。

  公开号：

  US05614530A1
• 作为产物：
  描述：

  甲基肼 、 2-Acetonylbenzoxazine 在 碳酸氢钠 、 盐酸 作用下， 以 水 为溶剂， 反应 6.0h， 以79%的产率得到2-[(1,3-二甲基-1H-吡唑-5-基)氨基]苯甲酸
  参考文献：
  名称：

  [EN] SUBSTITUTED N-ARYL-1H-PYRAZOLO[3,4-b]QUINOLIN-4-AMINES AND ANALOGS AS ACTIVATORS OF CASPASES AND INDUCERS OF APOPTOSIS
  [FR] N-ARYL-1H-PYRAZOLO[3,4-B]QUINOLIN-4-AMINES SUBSTITUES ET ANALOGUES UTILISES COMME ACTIVATEURS DE CASPASES ET INDUCTEURS DE L'APOPTOSE

  摘要：

  公开号：

  WO2006041900A9

文献信息

• Method for inhibiting neoplastic cells and related conditions by
  申请人：Cell Pathways, Inc.

  公开号：US05852035A1

  公开（公告）日：1998-12-22

  A method for inhibiting neoplastic cells and related conditions by exposing them to substituted N-arylmethyl and heterocyclmethyl-1H-pyrazolo\x9b3,4-B!quinolin-4-amines.

  通过将肿瘤细胞及相关病况暴露于取代的N-芳基甲基和杂环甲基-1H-吡唑并[3,4-B]喹啉-4-胺中，来抑制肿瘤细胞及相关病况的方法。
• Antiviral, substituted 1,3-dimethyl-1H-pyrazolo(3,4b)quinolines
  申请人：Bristol-Myers Company

  公开号：US04013665A1

  公开（公告）日：1977-03-22

  Compounds of the formula ##SPC1## Where A is selected from the group consisting of hydrogen, halogen, lower alkoxy, lower alkylthio, hydroxyl, thio, trifluoromethyl, lower diakylaminoalkyl, amino, lower alkylamino and lower dialkylamino, Where B is selected from the group consisting of hydrogen, lower alkyl, lower alkoxyl, lower alkylthio, hydroxyl, thio, trifluoromethyl, lower dialkylaminoalkoxyl, amino, lower alkylamino, and lower dialkylamino, Where C is selected from the group consisting of hydrogen, halogen, lower alkyl, lower alkoxyl, lower alkylthio, hydroxyl, thio, trifluoromethyl, lower dialkylaminoalkoxy, amino, lower alkylamino and lower dialkylamino, Where D is selected from the group consisting of hydrogen, halogen, lower alkyl, lower alkoxy, lower alkylthio, hydroxyl, thio, trifluoromethyl, lower dialkylaminoalkoxyl, amino, lower alkylamino and lower diaklamino, Where n is an integer from 2 to 12 inclusive, And Y is selected from the group consisting of amino, lower alkylamino, lower dialkylamino, and heteroamino wherein the heteroamino group is a 5 or 6 membered saturated ring; or a pharmaceutically acceptable nontoxic salt thereof, exhibit antiviral activity in mammals.

  公式为##SPC1##的化合物，其中A从氢、卤素、较低的烷氧基、较低的烷基硫、羟基、硫、三氟甲基、较低的二烷基氨基烷基、氨基、较低的烷基氨基和较低的二烷基氨基中选择，B从氢、较低的烷基、较低的烷氧基、较低的烷基硫、羟基、硫、三氟甲基、较低的二烷基氨基烷氧基、氨基、较低的烷基氨基和较低的二烷基氨基中选择，C从氢、卤素、较低的烷基、较低的烷氧基、较低的烷基硫、羟基、硫、三氟甲基、较低的二烷基氨基烷氧基、氨基、较低的烷基氨基和较低的二烷基氨基中选择，D从氢、卤素、较低的烷基、较低的烷氧基、较低的烷基硫、羟基、硫、三氟甲基、较低的二烷基氨基烷氧基、氨基、较低的烷基氨基和较低的二烷基氨基中选择，n为2到12之间的整数，Y从氨基、较低的烷基氨基、较低的二烷基氨基和杂氨基中选择，其中杂氨基是一个5或6成员的饱和环；或其药学上可接受的无毒盐，在哺乳动物中表现出抗病毒活性。
• Substituted N-arylmethyl and heterocyclylmethyl-1H-pyrazolo (3,4-b)
  申请人：Sanofi

  公开号：US05843956A1

  公开（公告）日：1998-12-01

  Substituted N-arylmethyl and heterocyclylmethyl-1H-pyrazolo\x9b3,4-b!quinolin-4-amines, pharmaceutical compositions containing them and methods for a) effecting c-GMP-phosphodiesterase inhibition, b) treating heart failure and/or hypertension, c) reversing or reducing nitrate-induced tolerance and d) treating angina pectoris, congestive heart disease and myocardial infarction utilizing them.

  取代的N-芳基甲基和杂环基甲基-1H-吡唑并[3,4-b]喹啉-4-胺，包含它们的制药组合物以及使用它们的方法：a）影响c-GMP-磷酸二酯酶抑制作用，b）治疗心力衰竭和/或高血压，c）逆转或减少硝酸盐引起的耐受性和d）治疗心绞痛，充血性心脏病和心肌梗死。
• Substituted N-Aryl-1H-Pyrazolo[3,4-B]Quinolin-4-Amines and Analogs as Activators of Caspases and Inducers of Apoptosis
  申请人：Zhang Han-Zhong

  公开号：US20070253957A1

  公开（公告）日：2007-11-01

  The present invention is directed to substituted N-aryl-1H-pyrazolo[3,4-b]quinolin-4-amines and analogs thereof, represented by the general Formula (I): wherein Q, Y, Z, R 4 -R 7 , X and Ar are defined herein. The present invention also relates to the discovery that compounds having Formula (I) are activators of caspases and inducers of apoptosis. Therefore, the activators of caspases and inducers of apoptosis of this invention can be used to induce cell death in a variety of clinical conditions in which uncontrolled growth and spread of abnormal cells occurs.

  本发明涉及被取代的N-芳基-1H-吡唑并[3,4-b]喹啉-4-胺及其类似物，其通式表示为（I）：其中Q，Y，Z，R4-R7，X和Ar在此被定义。本发明还涉及发现具有式（I）的化合物是caspase激活剂和凋亡诱导剂的事实。因此，本发明的caspase激活剂和凋亡诱导剂可用于在各种临床情况下诱导细胞死亡，其中发生异常细胞的无控制生长和扩散。
• An efficient solid phase synthetic route to 1,3-disubstituted 2,4(1H,3H)-Quinazolinediones suitable for combinatorial synthesis
  作者：Adrian L. Smith、Christopher G. Thomson、Paul D. Leeson

  DOI：10.1016/s0960-894x(96)00253-3

  日期：1996.7

  Novel, efficient solid phase chemistry has been developed for the synthesis of 1,3-disubstituted quinazolinediones. Anthranilic acids are linked to a chloroformate resin through the nitrogen, amines are coupled to the free carboxylic acid, and thermal cyclization leads to heterocycle formation and concommitant resin release resulting in traceless linkage. Copyright (C) 1996 Elsevier Science Ltd