2-[(Cyanomethyl)phenylamino]-5-methoxy-benzoic acid | 89224-77-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-[(Cyanomethyl)phenylamino]-5-methoxy-benzoic acid
• 英文别名: 2-<(cyanomethyl)phenylamino>-5-methoxybenzoic acid；2-[(cyanomethyl)phenylamino]-5-methoxybenzoic acid；2-[N-(cyanomethyl)anilino]-5-methoxybenzoic acid
• CAS: 89224-77-1
• 化学式: C₁₆H₁₄N₂O₃
• 分子量: 282.299
• InChiKey: YDQILENBFVCDPN-UHFFFAOYSA-N

物化性质

• 沸点：
  516.2±50.0 °C(Predicted)
• 密度：
  1.280±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  73.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-[(Cyanomethyl)phenylamino]-5-methoxy-benzoic acid 在 potassium tert-butylate 、 potassium carbonate 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 69.0h， 生成 3-Hydroxy-5-methoxy-1-phenyl-1H-indole-2-carbonitrile
  参考文献：
  名称：

  Novel indolecarboxamidotetrazoles as potential antiallergy agents

  摘要：

  The synthesis and antiallergic potential of a series of novel indolecarboxamidotetrazoles are described. A number of compounds inhibit the release of histamine from anti-IgE-stimulated basophilic leukocytes obtained from allergic donors. Optimal inhibition is exhibited by compounds with 3-alkoxy, 5-methoxy, and 1-phenyl substituents on the indole core structure. Compound 8d (5-methoxy-3-(1-methylethoxy)-1-phenyl-N-1H-tetrazol-5-yl-1H -indole-2-carboxamide; designated CI-949) is a potent inhibitor of histamine release from human basophils and from guinea pig and human chopped lung.

  DOI：

  10.1021/jm00126a036
• 作为产物：
  描述：

  6-methoxy-1-phenyl-1,2-dihydro-(4H)-3,1-benzoxazin-4-one 在 溶剂黄146 作用下， 以 (2S)-N-methyl-1-phenylpropan-2-amine hydrate 、 水 为溶剂， 以96%的产率得到2-[(Cyanomethyl)phenylamino]-5-methoxy-benzoic acid
  参考文献：
  名称：

  Tetrazolyl- and carboxamidotetrazolyl-substituted 4H-furo[3,2-b] indoles

  摘要：

  新型四唑基和羧酰胺基四唑基取代的4H-呋喃[3,2-b]吲哚类化合物可用于治疗过敏症或治疗或改善心肌梗死后组织损伤。还公开了制备该类化合物的方法、含有该类化合物的药物组合物以及使用该类药物组合物的方法。

  公开号：

  US04596814A1

文献信息

• Acidic tetrazolyl substituted indole compounds and their use as
  申请人：Warner-Lambert Company

  公开号：US04675332A1

  公开（公告）日：1987-06-23

  Novel acidic indole compounds having use as antiallergic agents, methods of synthesis, compositions, and uses are claimed.

  声称具有抗过敏药物作用的新型酸性吲哚化合物，包括合成方法、组合物和用途。
• Antiallergic 4Hfuro[3,2-b]indoles
  申请人：Warner-Lambert Company

  公开号：US04503236A1

  公开（公告）日：1985-03-05

  Novel 4Hfuro[3,2-b]indoles which are useful for treating allergies are disclosed. Also disclosed are methods for preparing said indoles, pharmaceutical compositions containing said indoles and methods for using said pharmaceutical compositions.

  揭示了用于治疗过敏的新型4Hfuro[3,2-b]吲哚化合物。还揭示了制备该吲哚化合物的方法、含有该吲哚化合物的药物组合物以及使用该药物组合物的方法。
• Acidic indole compounds and their use as antiallergy agents
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0186367A2

  公开（公告）日：1986-07-02

  There are disclosed compounds having the following general formula (I): and pharmaceutically acceptable salts thereof, wherein: R' and Q are each, independently, H, an alkyl having from one to twelve carbon atoms, an alkoxy having from one to twelve carbon atoms, mercapto. an alkylthio having from one to four carbon atoms, an alkylsulphinyl having from one to four carbon atoms, an alkylsulphonyl having from one to four carbon atoms, a hydroxy group, a nitro group, an amino group, substituted amino group or a halogen, R' being further chosen from a methylenedioxy radical attached to adjacent carbon atoms of the benzene ring; R2 is H, an alkyl having from one to twelve carbon atoms, a phenyl radical, a substituted phenyl radical or a benzyl radical; R3 is H, an alkyl having from one to twelve carbon atoms, an alkoxy having from one to twelve carbon atoms, mercapto, an alkylthio having from one to four carbon atoms, a phenylthio radical, a substituted phenylthio radical, an alkylsulphinyl having from one to four carbon atoms, a phenylsulphinyl radical, a substituted phenylsulphinyl radical, an alkylsulphonyl hving from one to four carbon atoms, a phenylsolphonyl radical, a substituted phenylsolphonyl radical an amino group, or a substitued amino group; and R4 is Methods of preparing the compounds, compositions comprising the compounds and the pharmaceutical use of the compounds are also disclosed.

  公开了具有以下通式(I)的化合物： 及其药学上可接受的盐类，其中 R'和 Q 各自独立地为 H、1-12 个碳原子的烷基、1-12 个碳原子的烷氧基、1-4 个碳原子的巯基、1-4 个碳原子的烷硫基、1-4 个碳原子的烷基亚磺酰基、1-4 个碳原子的烷基磺酰基、羟基、硝基、氨基、取代氨基或卤素，R'可进一步选自连接到苯环相邻碳原子上的亚甲二氧基； R2 是 H、具有 1 至 12 个碳原子的烷基、苯基、取代苯基或苄基； R3 是 H、具有一至十二个碳原子的烷基、具有一至十二个碳原子的烷氧基、巯基、具有一至四个碳原子的烷硫基、苯硫基、取代的苯硫基、具有一至四个碳原子的烷基亚磺酰基、一个氨基或一个取代氨基；和 R4 是 还公开了制备这些化合物的方法、包含这些化合物的组合物以及这些化合物的药物用途。
• Unangst, Paul C.; Carethers, Mary E., Journal of Heterocyclic Chemistry, 1984, vol. 21, p. 709 - 714
  作者：Unangst, Paul C.、Carethers, Mary E.

  DOI：——

  日期：——
• UNANGST, P. C.;CARETHERS, M. E., J. HETEROCYCL. CHEM., 1984, 21, N 3, 709-714
  作者：UNANGST, P. C.、CARETHERS, M. E.

  DOI：——

  日期：——