5-Propyl-2-amino-benzoesaeure | 637347-93-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-Propyl-2-amino-benzoesaeure
• 英文别名: 2-amino-5-propylbenzoic acid
• CAS: 637347-93-4
• 化学式: C₁₀H₁₃NO₂
• mdl: MFCD11193635
• 分子量: 179.219
• InChiKey: PCZINJXPGKQTCE-UHFFFAOYSA-N

物化性质

• 沸点：
  337.4±35.0 °C(Predicted)
• 密度：
  1.167±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  63.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-Propyl-2-amino-benzoesaeure 、 乙酸酐 以94%的产率得到2-methyl-6-propyl-4H-benzo[d][1,3]oxazin-4-one
  参考文献：
  名称：

  Quinazolin-4-one Derivatives: A Novel Class of Noncompetitive NR2C/D Subunit-Selective N-Methyl-d-aspartate Receptor Antagonists

  摘要：

  We describe a new class of subunit-selective antagonists of N-methyl D-aspartate (NMDA)-selective ionotropic glutamate receptors that contain the (E)-3-phenyl-2-styrylquinazolin-4(3H)-one backbone. The inhibition of recombinant NMDA receptor function induced by these quinazolin-4-one derivatives is noncompetitive and voltage-independent, suggesting that this family of compounds does not exert action on the agonist binding site of the receptor or block the channel pore. The compounds described here resemble CP-465,022 ((S)-3-(2-chlorophenyl)-2-[2-(6-diethylaminomethyl-pyridin-2-yl)-vinyl]-6-fluoro-3H-quinazolin-4-one), a noncompetitive antagonist of AMPA-selective glutamate receptors. However, modification of ring substituents resulted in analogues with greater than 100-fold selectivity for recombinant NMDA receptors over AMPA and kainate receptors. Furthermore, within this series of compounds, analogues were identified with 50-fold selectivity for recombinant NR2C/D-containing receptors over NR2A/B containing receptors. These compounds represent a new class of noncompetitive subunit-selective NMDA receptor antagonists.

  DOI：

  10.1021/jm100027p
• 作为产物：
  描述：

  5-Propylisatin 在 potassium chloride 、 双氧水 、 sodium hydroxide 作用下， 以 水 为溶剂， 以29%的产率得到5-Propyl-2-amino-benzoesaeure
  参考文献：
  名称：

  基于可溶液加工的二苯并四硫富瓦烯衍生物的有机场效应晶体管

  摘要：

  基于烷基取代的二苯并四硫富瓦烯 (DBTTF) 的有机场效应晶体管是通过溶液工艺制造的。具有丁基或更长烷基基团的分子是立...

  DOI：

  10.1246/cl.2009.200

文献信息

• [EN] FUSED-RING PYRIMIDIN-4(3H)-ONE DERIVATIVES, PROCESSES FOR THE PREPARATION AND USES THEREOF<br/>[FR] DERIVES DE LA PYRIMIDIN-4(3H)-ONE A CYCLES FUSIONNES, SPN PROCEDE DE PREPARATION ET SES UTILISATIONS
  申请人：SANKYO CO

  公开号：WO2003106435A1

  公开（公告）日：2003-12-24

  AbstractNovel compounds of the following formula (I) and pharmacologically acceptable salt and esters thereof can modulate LXR function and as a result show excellent anti-arteriosclerotic and anti-inflammatory activity:wherein:A represents aryl or heteroaryl;R1, R2 and R3 are the same or different and each represents hydrogen, hydroxyl, nitro, cyano, amino, halogen, carboxy, carbamoyl, mercapto, alkyl, haloalkyl, alkylcarbonyloxy, alkoxy, alkylthio, alkylsulfinyl, alkylsulfonyl, alkylamino, dialkylamino, alkylcarbonylamino, N-(alkylcarbonyl)-N-(alkyl)amino, alkoxycarbonylamino, N-(alkoxycarbonyl)-N-(alkyl)amino, alkylsulfonylamino, N-(alkylsulfonyl)-N-(alkyl)amino, haloalkylsulfonylamino, N-(haloalkylsulfonyl)-N-(alkyl)amino, alkylcarbonyl, alkoxycarbonyl, alkylaminocarbonyl or dialkylaminocarbonyl group, or R1 and R2 together are alkylenedioxy;R4 and R5 are the same or different and each represents hydrogen, hydroxyl, amino, halogen, mercapto, alkyl, haloalkyl, alkoxy, alkoxycarbonyl or alkylthio;X represents hydrogen, hydroxyl, halogen, alkoxy or haloalkoxy; andY represents an optionally substituted alkyl, cycloalkyl, heterocyclyl, aryl, cycloalkylalkyl, heterocyclylalkyl or aralkyl group.

  新化合物具有以下式（I）的结构，其药学上可接受的盐和酯可以调节LXR功能，从而表现出优秀的抗动脉粥样硬化和抗炎活性：其中：A代表芳基或杂环芳基；R1、R2和R3相同或不同，每个代表氢、羟基、硝基、氰基、氨基、卤素、羧基、氨基甲酰基、巯基、烷基、卤代烷基、烷基羰氧基、烷氧基、烷硫基、烷磺基、烷基氨基、二烷基氨基、烷基羰基氨基、N-（烷基羰基）-N-（烷基）氨基、烷氧羰基氨基、N-（烷氧羰基）-N-（烷基）氨基、烷磺酰氨基、N-（烷磺酰基）-N-（烷基）氨基、卤代烷基磺酰氨基、N-（卤代烷基磺酰基）-N-（烷基）氨基、烷基羰基、烷氧羰基、烷基氨基羰基或二烷基氨基羰基，或R1和R2一起是亚烷二氧基；R4和R5相同或不同，每个代表氢、羟基、氨基、卤素、巯基、烷基、卤代烷基、烷氧基、烷氧羰基或烷硫基；X代表氢、羟基、卤素、烷氧基或卤代烷氧基；Y代表可选择取代的烷基、环烷基、杂环烷基、芳基、环烷基烷基、杂环烷基烷基或芳基烷基。
• Thiazoloquinazoline derivatives, their preparation and pharmaceutical compositions containing same
  申请人：F. HOFFMANN-LA ROCHE AG

  公开号：EP0142057A2

  公开（公告）日：1985-05-22

  Compounds of the formula wherein R1 is hydrogen, lower alkyl, lower cycfoalkyl, lower alkoxy, hydroxy frafogen lower alkylthio lower alkylsulfirryl lower alkylsulfonyl, di-lower alkyl- NiCH2)nO- or 2-hydroxyethoxy; n is 2 to 7; R2 is hydrogen lower alkyl or lower alkoxy; R5 is hydrogen or lower alkyl; provided that if R2 is otherthan hydrogen, R5 is hydrogen; O is one of the groups wherein R3 is hydrogen or methyl; R4 is hydrogen or lower alkyl; R5 is lower alkyl; m is 1 to 7; w is zero or one; Y is-NH-; -NH-CH2; -0-; or -S.; and A is an unsubstituted or substituted heterocyclic radical; and pharmaceutically acceptable acid addition salts thereof are described. The compounds of formula I are useful as anti-allergic agents as well as agents for the treatment of vascular disorders.

  式中的化合物 其中 R1 是氢、低级烷基、低级环烷基、低级烷氧基、羟基芴基低级烷硫基低级烷磺酰基、二低级烷基- NiCH2)nO- 或 2-羟基乙氧基；n 是 2 至 7；R2 是氢低级烷基或低级烷氧基；R5 是氢或低级烷基；但如果 R2 不是氢，则 R5 是氢；O 是基团之一 其中 R3 是氢或甲基；R4 是氢或低级烷基；R5 是低级烷基；m 是 1 至 7；w 是 0 或 1；Y 是-NH-；-NH-CH2；-0-；或-S.；A 是未取代或取代的杂环基；以及其药学上可接受的酸加成盐。式 I 的化合物可用作抗过敏剂和治疗血管疾病的药物。
• Organic Field-effect Transistors Based on Solution-processible Dibenzotetrathiafulvalene Derivatives
  作者：Takamasa Yoshino、Koji Shibata、Hiroshi Wada、Yoshimasa Bando、Ken Ishikawa、Hideo Takezoe、Takehiko Mori

  DOI：10.1246/cl.2009.200

  日期：2009.3.5

  Organic field-effect transistors based on alkyl-substituted dibenzotetrathiafulvalenes (DBTTF) are fabricated by solution process. The molecules with butyl or longer alkyl groups are standing perpe...

  基于烷基取代的二苯并四硫富瓦烯 (DBTTF) 的有机场效应晶体管是通过溶液工艺制造的。具有丁基或更长烷基基团的分子是立...
• Quinazolin-4-one Derivatives: A Novel Class of Noncompetitive NR2C/D Subunit-Selective <i>N</i>-Methyl-<scp>d</scp>-aspartate Receptor Antagonists
  作者：Cara A. Mosley、Timothy M. Acker、Kasper B. Hansen、Praseeda Mullasseril、Karen T. Andersen、Phuong Le、Kimberly M. Vellano、Hans Bräuner-Osborne、Dennis C. Liotta、Stephen F. Traynelis

  DOI：10.1021/jm100027p

  日期：2010.8.12

  We describe a new class of subunit-selective antagonists of N-methyl D-aspartate (NMDA)-selective ionotropic glutamate receptors that contain the (E)-3-phenyl-2-styrylquinazolin-4(3H)-one backbone. The inhibition of recombinant NMDA receptor function induced by these quinazolin-4-one derivatives is noncompetitive and voltage-independent, suggesting that this family of compounds does not exert action on the agonist binding site of the receptor or block the channel pore. The compounds described here resemble CP-465,022 ((S)-3-(2-chlorophenyl)-2-[2-(6-diethylaminomethyl-pyridin-2-yl)-vinyl]-6-fluoro-3H-quinazolin-4-one), a noncompetitive antagonist of AMPA-selective glutamate receptors. However, modification of ring substituents resulted in analogues with greater than 100-fold selectivity for recombinant NMDA receptors over AMPA and kainate receptors. Furthermore, within this series of compounds, analogues were identified with 50-fold selectivity for recombinant NR2C/D-containing receptors over NR2A/B containing receptors. These compounds represent a new class of noncompetitive subunit-selective NMDA receptor antagonists.