2-ethoxy-4-cyanobenzoic acid | 316810-08-9

• 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: 2-ethoxy-4-cyanobenzoic acid
• 英文别名: 2-Aethoxy-4-cyan-benzoesaeure；4-cyano-2-ethoxybenzoic acid
• CAS: 316810-08-9
• 化学式: C₁₀H₉NO₃
• 分子量: 191.186
• InChiKey: HITJHKFIMRWIDL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  70.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-ethoxy-4-cyanobenzoic acid 在 盐酸 、 sodium hydroxide 、 氯化亚砜 、 phosphorus pentoxide 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 、 xylene 为溶剂， 反应 59.0h， 生成 4-(5,6-dichlorobenzimidazol-2-yl)-N-(1-(4-(3-iodobenzoyl)benzyl)piperidine-4-yl)-3-ethoxybenzamide
  参考文献：
  名称：

  Synthesis of photoactivable inhibitors of osteoclast vacuolar ATPase

  摘要：

  Amides of (2Z,4E)-5-[(5,6-dichloroindol-2-yl)]-2-methoxy-N-[3-[4-[3-(carboxymethoxy)phenyl)] piperazin-1-yl]propyl]-2,4-pentadienamide (1) and of 5-(5,6-dichloro-2-indolyl)-2-methoxy-2,4-pentadienoic acid (2) are strong inhibitors of the vacuolar ATPase located on the plasma membrane of osteoclasts. In order to understand which V-ATPase subunit is involved in the interaction with these novel inhibitors, analogues containing a photoactivable group and an iodine atom were designed. A series of alcohols or amines containing the photoactivable trifluoroaziridinophenyl or benzophenone moiety and an iodine atom were linked to the above acids via an ester or amide group. These compounds could be thereafter used as a radioactive photoprobe to label the protein. Whereas the compounds containing the photoactivable groups maintained good inhibitory activity, the introduction of the bulky iodine atom was generally detrimental, decreasing potency significantly. Better results were obtained by linking. 3-(4-amino-piperidinomethyl)-3'-iodobenzophenone to 3-ethoxy-4-(2-(5,6-dichlorobenzimidazolyl))benzoic acid to give the corresponding amide 27, that inhibited vacuolar ATP-ase with a IC50 = 140 nM. The feasibility of introducing a radioactive 1211 atom,was ascertained by exchanging the iodine with a tributylstannyl group, that was again substituted by iodine. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00106-8
• 作为产物：
  描述：

  氰化钠 在 copper chloride 盐酸 、 sodium nitrite 、 sodium carbonate 作用下， 以 水 为溶剂， 反应 0.08h， 生成 2-ethoxy-4-cyanobenzoic acid
  参考文献：
  名称：

  4,4,5,5, Tetrasubstituted imidazolines

  摘要：

  提供了一种公式I的化合物以及其药用可接受的盐和酯，其中X1，X2，R1，R2，R3，R4，R5和R6如本文所述。这些化合物作为抗癌药物表现活性。

  公开号：

  US20070129416A1

文献信息

• Cis-imidazolines
  申请人：Fotouhi Nader

  公开号：US20060211693A1

  公开（公告）日：2006-09-21

  There are presented compounds of the formula or pharmaceutically acceptable salts thereof, wherein Y 1 , Y 2 , X 1 , X 2 , X 3 and R are as described in this application. These compounds are believed to inhibit MDM2-p53 interaction and as such the compounds will have anti-hyperproliferative cellular activity.

  提供了以下公式化合物或其药用可接受的盐， 其中Y1、Y2、X1、X2、X3和R如本申请所述。据信这些化合物能够抑制MDM2-p53相互作用，因此这些化合物将具有抗高增殖细胞活性。
• Indole derivatives and their use for the treatment of osteoporosis amongst other applications
  申请人：Nikem Research S.r.l.

  公开号：US06787550B1

  公开（公告）日：2004-09-07

  A compound of formula (1) or a salt thereof, or a solvate thereof, wherein; R1 and R2 each independently represents C1-6alkoxy or halo; R3 and R4 each independently represents hydrogen, C1-6alkoxy, arylC1-6alkoxy, hydroxy, carboxyC1-6alkoxy, hydroxyC1-6alkoxy, dihydroxyC1-6alkoxy, mono- and di-(C1-6alkyl)aminoC1-6alkoxy or aminoC1-6alkoxy, and; R5 represents —NRsRt wherein Rs and Rt each independently represent hydrogen, unsubstituted or substituted C1-6alkyl, or unsubstituted or substituted heterocyclyl, a process for the preparation of such a compound, a pharmaceutical composition containing such a compound and the use of the compound or composition in medicine.

  式（1）的化合物，或其盐，或其溶剂化合物，其中： R1和R2各自独立地代表C1-6烷氧基或卤素； R3和R4各自独立地代表氢、C1-6烷氧基、芳基C1-6烷氧基、羟基、羧基C1-6烷氧基、羟基C1-6烷氧基、二羟基C1-6烷氧基、单-和双-(C1-6烷基)氨基C1-6烷氧基或氨基C1-6烷氧基；以及 R5代表—NRsRt，其中Rs和Rt各自独立地代表氢、未取代或取代的C1-6烷基，或未取代或取代的杂环烷基，以及一种制备这种化合物的方法，含有这种化合物的药物组合物，以及该化合物或组合物在医学上的用途。
• Azolylbenzamides and analogues and their use for treating osteoporosis
  申请人：Farina Carlo

  公开号：US20050038095A1

  公开（公告）日：2005-02-17

  A compound of formula (I) or a salt thereof, or a solvate thereof, wherein: X represents oxygen, sulphur, or NR b ; Y and Z each independently represent nitrogen, CH, CR 1 or CR 2 ; A represents an unsubstituted or substituted aryl group or an unsubstituted or substituted heterocyclyl group; R a represents —C(O)NR s R t ; R 1 and R 2 each independently represents hydrogen or specific substituents; and the use of such a compound in the treatment and/or prophylaxis of diseases associated with over activity of osteoclasts in mammals.

  式（I）的化合物或其盐或其溶剂化合物，其中：X代表氧、硫或NRb；Y和Z分别独立地代表氮、CH、CR1或CR2；A代表未取代或取代的芳基或未取代或取代的杂环基；R代表—C（O）NRsRt；R1和R2分别独立地代表氢或特定取代基；以及在治疗和/或预防与哺乳动物中成骨细胞过度活跃相关的疾病中使用这种化合物。
• [EN] INHIBITORS OF THE RENAL OUTER MEDULLARY POTASSIUM CHANNEL<br/>[FR] INHIBITEURS DU CANAL POTASSIQUE MÉDULLAIRE EXTÉRIEUR RÉNAL
  申请人：MERCK SHARP & DOHME

  公开号：WO2014085210A1

  公开（公告）日：2014-06-05

  The present invention provides compounds of Formula (I), and the pharmaceutically acceptable salts thereof, which are inhibitors of the ROMK (Kir1.1) channel. The compounds may be used as diuretic and/or natriuretic agents and for the therapy and prophylaxis of medical conditions including cardiovascular diseases such as hypertension, heart failure and conditions associated with excessive salt and water retention.

  本发明提供了式（I）的化合物及其药用可接受的盐，这些化合物是ROMK（Kir1.1）通道的抑制剂。这些化合物可用作利尿剂和/或钠利尿剂，并用于治疗和预防包括高血压、心力衰竭以及与过多盐分和水分潴留有关的疾病等医疗条件。
• [EN] INDOLE DERIVATIVES AND THEIR USE FOR THE TREATMENT OF OSTEOPOROSIS AMONGST OTHER APPLICATIONS<br/>[FR] DERIVES DE L'INDOLE ET LEUR UTILISATION POUR TRAITER L'OSTEOPOROSE ET D'AUTRES PATHOLOGIES
  申请人：SMITHKLINE BEECHAM SPA

  公开号：WO2001002388A1

  公开（公告）日：2001-01-11

  A compound of formula (I) or a salt thereof, or a solvate thereof, wherein: R1 and R2 each independently represents C1-6alkoxy or halo; R3 and R4 each independently represents hydrogen, C1-6alkoxy, arylC1-6alkoxy, hydroxy, carboxyC1-6alkoxy, hydroxyC1-6alkoxy, dihydroxyC1-6alkoxy, mono- and di-(C1-6alkyl)aminoC1-6alkoxy or aminoC1-6alkoxy, and R5 represents -NRsRt wherein Rs and Rt each independently represent hydrogen, unsubstituted or substituted C1-6alkyl, or unsubstituted or substituted heterocyclyl, a process for the preparation of such a compound, a pharmaceutical composition containing such a compound and the use of the compound or composition in medicine. Particular indole compounds are selective for mammalian osteoclasts, acting to selectively inhibit their bone resorbing activity. These compounds are therefore considered to be particularly useful for the treatment and/or prophylaxis of diseases associated with loss of bone mass, such as osteoporosis and related osteopenic diseases, Paget's disease, hyperparathyroidism and related diseases. These compounds are also considered to possess antitumour activity, antiviral activity (for example against Semliki Forest, Vesicular Stomatitis, Newcastle Disease, Influenza A and B, HIV viruses), antiulcer activity (for example the compounds may be useful for the treatment of chronic gastritis and peptic ulcer induced by Helicobacter pylori) immunosuppressant activity, antilipidemic activity, antiatherosclerotic activity and to be useful for the treatment of AIDS and Alzheimer's disease. Furthermore, these compounds are also considered useful in inhibiting angiogenesis i.e. the formation of new blood vessels which is observed in various types of pathological conditions (angiogenic diseases) such as rheumatoid arthritis, diabetic retinopathy, psoriasis and solid tumours.

  化合物(I)的公式或其盐或溶剂化物，其中：R1和R2各自独立地表示C1-6烷氧基或卤素；R3和R4各自独立地表示氢、C1-6烷氧基、芳基C1-6烷氧基、羟基、羧基C1-6烷氧基、羟基C1-6烷氧基、二羟基C1-6烷氧基、单烷基和双烷基(C1-6)氨基C1-6烷氧基或氨基C1-6烷氧基，R5表示-NRsRt，其中Rs和Rt各自独立地表示氢、未取代或取代的C1-6烷基或未取代或取代的杂环基，制备此类化合物的方法，包含这种化合物的制药组合物以及该化合物或组合物在医学上的用途。特定的吲哚化合物对哺乳动物骨吸收细胞具有选择性，能够选择性地抑制它们的骨吸收活性。因此，这些化合物被认为特别适用于治疗和/或预防与骨量丢失相关的疾病，例如骨质疏松症和相关的骨质疏松症、帕吉特病、甲状旁腺功能亢进症和相关疾病。这些化合物也被认为具有抗肿瘤活性、抗病毒活性（例如对森林脑炎、口蹄疫、新城疫、甲型和乙型流感病毒、HIV病毒等），抗溃疡活性（例如这些化合物可用于治疗由幽门螺杆菌引起的慢性胃炎和消化性溃疡），免疫抑制活性、降脂活性、抗动脉粥样硬化活性，并可用于治疗艾滋病和阿尔茨海默病。此外，这些化合物还被认为在抑制血管生成（即在各种病理情况下观察到的新血管形成）方面具有用途，例如类风湿性关节炎、糖尿病性视网膜病变、牛皮癣和实体瘤等血管生成性疾病。