2-[4-(吡啶-2-基氨基)苯基]丙酸 | 76302-29-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 中文名称: 2-[4-(吡啶-2-基氨基)苯基]丙酸
• 英文名称: 2-[4-(2'-pyridylamino)phenyl]propionic acid
• 英文别名: Hydratropic acid, p-(2-pyridinylamino)-；2-[4-(pyridin-2-ylamino)phenyl]propanoic acid
• CAS: 76302-29-9
• 化学式: C₁₄H₁₄N₂O₂
• 分子量: 242.277
• InChiKey: AHBKHOGVLKUYAT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  62.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-[4-(Pyridin-2-ylamino)-phenyl]-propionic acid methyl ester 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以78%的产率得到2-[4-(吡啶-2-基氨基)苯基]丙酸
  参考文献：
  名称：

  非甾体抗炎药。2。[（杂芳基氨基）苯基]链烷酸。

  摘要：

  制备了具有吡啶，喹啉或嘧啶作为杂芳基部分的一系列[（杂芳基氨基）苯基]链烷酸作为潜在的抗炎剂。其中，2- [4-（2-吡啶基氨基）苯基]丙酸（14b）具有出色的抗炎和镇痛活性，较少引起胃副反应。讨论了构效关系。

  DOI：

  10.1021/jm00356a019

文献信息

• 4-(2-Pyridylamino)phenylacetic acid derivatives
  申请人：Dainippon Pharmaceutical Co., Ltd.

  公开号：US04256753A1

  公开（公告）日：1981-03-17

  Novel 4-(2'-pyridylamino)phenylacetic acid derivatives of the formula: ##STR1## wherein R.sub.1 is hydrogen, a halogen, a lower alkyl having 1 to 3 carbon atoms, or nitro, R.sub.2 is hydrogen, a halogen, or a lower alkyl having 1 to 3 carbon atoms, R.sub.3 is hydrogen, a halogen, or a lower alkyl having 1 to 3 carbon atoms, R.sub.4 is hydrogen or a lower alkyl having 1 to 3 carbon atoms, R.sub.5 is hydrogen or --CH.sub.2 CH.sub.2 OR.sub.6 wherein R.sub.6 is a lower alkyl having 2 or 3 carbon atoms and being substituted with 1 or 2 hydroxy groups, provided that R.sub.1 or R.sub.2 is not 4-halogen, or pharmaceutically acceptable salts thereof, and a process for the preparation thereof, pharmaceutical composition of said compounds, and a method of using said compounds as anti-inflammatory and analgesic agents. They have excellent anti-inflammatory and analgesic activities with an extremely weak ulcerogenicity in the gastrointestinal tract. Some of the compounds have superior inhibitory activity against chronic inflammation mediated by cellular immunity.

  4-(2'-吡啶基氨基)苯乙酸衍生物的化学式为：##STR1## 其中R.sub.1为氢、卤素、具有1至3个碳原子的低烷基，或硝基，R.sub.2为氢、卤素，或具有1至3个碳原子的低烷基，R.sub.3为氢、卤素，或具有1至3个碳原子的低烷基，R.sub.4为氢或具有1至3个碳原子的低烷基，R.sub.5为氢或--CH.sub.2 CH.sub.2 OR.sub.6，其中R.sub.6为具有2或3个碳原子的低烷基，并且被1或2个羟基取代，前提是R.sub.1或R.sub.2不是4-卤素，或其药学上可接受的盐，以及其制备方法，所述化合物的药物组合物，以及将所述化合物用作抗炎和镇痛剂的方法。它们在胃肠道中具有极弱的溃疡原性的同时，具有出色的抗炎和镇痛活性。其中一些化合物对由细胞免疫介导的慢性炎症具有优越的抑制活性。
• 4-(2'-Pyridylamino)-phenylacetic acid derivatives, process for their preparation, pharmaceuticals containing these compounds and their use
  申请人：Dainippon Pharmaceutical Co., Ltd.

  公开号：EP0011854A1

  公开（公告）日：1980-06-11

  The invention relates to novel 4-(2'-pyridylamino) -phenylacetic acid derivatives of the formula I Wherein R1 is hydrogen, a halogen, a lower alkyl having 1 to 3 carbon atoms, or nitro, R2 is hydrogen, a halogen, or a lower alkyl having 1 to 3 carbon atoms, R3 is hydrogen, a halogen, or a lower alkyl having 1 to 3 carbon atoms, R4 is hydrogen or a lower alkyl having 1 to 3 carbon atoms, Rs is hydrogen or-CH2CH2OR6 wherein R6 is lower alkyl having 2 or 3 carbon atoms and being substituted with 1 or 2 hydroxy groups, provided that R1 or R2 is not 4-halogen, or pharmaceutically acceptable salts thereof, a process fortheir preparation (e.g.2-[4-(2'-pyridylamino)pehnyl] propionic acid (compound A) is prepared by reacting methyl 2-(4-amino -phenyl)propionate with 2-chloropyridine, followed by hydrolysis), pharmaceutcial composition containing these compounds, and their use as anti-inflammatory and analgesic agents. They have excellent anti-inflammatory and analgesic activities with an extremely weak ulcerogenicity in the gastrointestinal tract. Some of the compounds have superior inhibitory activity against chronic inflammation mediated by cellular immunity. In the figure the prophylactic effect on adjuvant-induced arthritis in rats is shown (vehicle control (line 1), reference compound Ibuprofen (line 2), new compound A (line 3)].

  本发明涉及式 I 的新型 4-(2'-吡啶基氨基)-苯乙酸衍生物 其中 R1 是氢、卤素、具有 1 至 3 个碳原子的低级烷基或硝基；R2 是氢、卤素或具有 1 至 3 个碳原子的低级烷基；R3 是氢、卤素或具有 1 至 3 个碳原子的低级烷基；R4 是氢或具有 1 至 3 个碳原子的低级烷基；Rs 是氢或-CH2CH2OR6，其中 R6 是具有 2 或 3 个碳原子并被 1 或 2 个羟基取代的低级烷基，条件是 R1 或 R2 不是 4-卤素、 或它们的药学上可接受的盐、它们的制备方法（例如，2-[4-（2'-吡啶基氨基）苯基]丙酸（化合物 A）是通过 2-（4-氨基苯基）丙酸甲酯与 2-氯吡啶反应，然后水解制备的）、含有这些化合物的药物组合物，以及它们作为消炎和镇痛剂的用途。这些化合物具有出色的消炎和镇痛活性，在胃肠道中的致溃疡性极弱。其中一些化合物对细胞免疫介导的慢性炎症有很好的抑制作用。 图中显示了对佐剂诱导的大鼠关节炎的预防效果（车辆对照（第 1 行）、参考化合物布洛芬（第 2 行）、新化合物 A（第 3 行）]。
• ESTER-SUBSTITUTED THIENOTRIAZOLODIAZEPINE COMPOUNDS AND THEIR MEDICINAL USE
  申请人：Yoshitomi Pharmaceutical Industries, Ltd.

  公开号：EP0316456A1

  公开（公告）日：1989-05-24

  Ester-substituted thienotriazolodiazepine compoundsre- presented by general formula (1) (wherein Ar represents pyridyl, phenyl or phenyl having one to three same or different substituents R1 and R3, which may be the same or different, each represents hydrogen or C1-4 alkyl, R2 represents hydrogen, C1-4 alkyl ortrifluoromethyl, and R represents C1-18 straight or branched-chain alkyl, C2-18 straight or branched-chain alkenyl, aryl, aryl having one to three same or different substituents, aralkyl, aralkyl having one or more same or different substituents on the aromatic ring or alkyl chain, aralkyl fused with a heterocyclic ring, aralkenyl, aralkenyl having one to three same or different substituents, heteroarylalkyl, or optionally substituted indenylalkyl), pharmaceutically acceptable salts thereof, and their medicinal use are disclosed. These compounds are useful as drugs for treating various diseases induced by thrombocyte activator.

  由通式(1)表示的酯取代的噻吩三唑并二氮杂卓化合物 (其中 Ar 代表吡啶基、苯基或具有一至三个相同或不同取代基的苯基，R1 和 R3 可以相同或不同，各自代表氢或 C1-4 烷基，R2 代表氢、C1-4 烷基或三氟甲基，R 代表 C1-18 直链或支链烷基、C2-18 直链或支链烯基、芳基、具有一至三个相同或不同取代基的芳基、烷基、在芳香环或烷基链上具有一个或多个相同或不同取代基的烷基、与杂环融合的烷基、芳烯基、具有一至三个相同或不同取代基的芳烯基、杂芳烷基或任选取代的茚基烷基）、其药学上可接受的盐及其药用用途均已公开。这些化合物可作为治疗血小板活化剂诱发的各种疾病的药物。
• HINO, KATSUHIKO;NAKAMURA, HIDEO;NAGAI, YASUTAKA;UNO, HITOSHI;NISHIMURA, H+, J. MED. CHEM., 1983, 26, N 2, 222-226
  作者：HINO, KATSUHIKO、NAKAMURA, HIDEO、NAGAI, YASUTAKA、UNO, HITOSHI、NISHIMURA, H+

  DOI：——

  日期：——
• JPS5572167A
  申请人：——

  公开号：JPS5572167A

  公开（公告）日：1980-05-30