2-[(4-phenoxyphenyl)amino]aceticacid | 29482-17-5

• 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-[(4-phenoxyphenyl)amino]aceticacid
• 英文别名: N-(4-phenoxyphenyl)aminoacetic acid；N-(4-Phenoxyphenyl)glycine；2-[(4-Phenoxyphenyl)azaniumyl]acetate
• CAS: 29482-17-5
• 化学式: C₁₄H₁₃NO₃
• mdl: MFCD06849841
• 分子量: 243.262
• InChiKey: XRGCYDCLAPCXLB-UHFFFAOYSA-N

物化性质

• 沸点：
  453.2±30.0 °C(Predicted)
• 密度：
  1.276±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.071
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[(4-phenoxyphenyl)amino]aceticacid 在 氯甲酸乙酯 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 17.0h， 生成 3-(4-chlorobenzenesulfonyl)-1-(4-phenoxyphenyl)-imidazolidin-2,4-dione
  参考文献：
  名称：

  Substituted 3-(Phenylsulfonyl)-1-phenylimidazolidine-2,4-dione Derivatives as Novel Nonpeptide Inhibitors of Human Heart Chymase

  摘要：

  A series of 3-(phenylsulfonyl)-1-phenylimidazolidine-2,4-dione derivatives have been synthesized and evaluated for their ability to selectively inhibit human heart chymase. The structure-activity relationship studies on these compounds gave the following results. The 1-phenyl moiety participates in a hydrophobic interaction where an optimum size is required. At this position, 3,4-dimethylphenyl is the best moiety for inhibiting chymase and showed high selectivity compared with chymotrypsin and cathepsin G. A 3-phenylsulfonyl moiety substituted with hydrogen-bond accepters such as nitrile and methoxycarbonyl enhances its activity. Molecular-modeling studies on the interaction of 3-[(4-chlorophenyl)sulfonyl]-1-(4-chlorophenyl)imidazolidine-2,4-dione (29) with the active site of human heart chymase suggested that the 1-phenyl moiety interacts with the hydrophobic P-1 pocket, the 3-phenylsulfonyl moiety resides in the S-1'-S-2' subsites, and the 4-carbonyl of the imidazolidine ring and sulfonyl group interact with the oxyanion hole and the His-45 side chain of chymase, respectively. The complex model is consistent with the structure-activity relationships.

  DOI：

  10.1021/jm960793t
• 作为产物：
  描述：

  2-[(4-苯氧基苯基)氨基]乙酸乙酯 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 0.5h， 以84%的产率得到2-[(4-phenoxyphenyl)amino]aceticacid
  参考文献：
  名称：

  Sindler-Kulyk, Marija; Jakopcic, Kresimir; Mance, Ana Dunja, Journal of Heterocyclic Chemistry, 1992, vol. 29, # 4, p. 1013 - 1015

  摘要：

  DOI：

文献信息

• Imidazolidine derivative and use thereof
  申请人：Suntory Limited

  公开号：US05691335A1

  公开（公告）日：1997-11-25

  The invention relates to an imidazolidine derivative represented by the following general formula (1): ##STR1## wherein A and B mean individually an aromatic hydrocarbon group which may be substituted by 1-3 substituents selected from halogen atoms, C.sub.1-4 alkyl groups, C.sub.1-4 alkoxy groups, C.sub.1-4 alkylenedioxy groups, a phenoxy group, a nitro group, a cyano group, a phenyl group, C.sub.2-5 alkanoylamino groups, a carboxyl group which may be esterified with a C.sub.1-4 alkyl or alkenyl group, carboxyalkyl groups which may be esterified with a C.sub.1-4 alkyl or alkenyl group, carboxyalkyloxy groups which may be esterified with a C.sub.1-4 alkyl or alkenyl group, N-alkylpiperazinylcarbonyl groups, N-alkylpiperazinylcarbonylalkyl groups, N-alkylpiperazinylcarbonylalkyloxy groups, and a morpholinocarbonyl group; X denotes a sulfonyl or carbonyl group; and Y stands for an oxygen or sulfur atom, a chymase inhibitor comprising the same as an active ingredient, and a medicine comprising the same as an active ingredient, typified by a prophylactic and therapeutic agent for a disease of the heart or circulatory system, which is caused by the abnormal acceleration of production of angiotensin II.

  该发明涉及一种由以下一般式（1）表示的咪唑啉衍生物：##STR1##其中A和B分别表示芳香烃基，该基可能被1-3个卤原子、C.sub.1-4烷基、C.sub.1-4烷氧基、C.sub.1-4烷二氧基、苯氧基、硝基、氰基、苯基、C.sub.2-5烷酰氨基、可能与C.sub.1-4烷基或烯基酯化的羧基、可能与C.sub.1-4烷基或烯基酯化的羧基烷基、可能与C.sub.1-4烷基或烯基酯化的羧基烷氧基、N-烷基哌嗪甲酰基、N-烷基哌嗪甲酰基烷基、N-烷基哌嗪甲酰基烷氧基和吗啉甲酰基；X表示磺酰基或羰基；Y代表氧原子或硫原子，包括作为活性成分的Ⅰ型肽酶抑制剂、以及作为活性成分的药物，其为一种心脏或循环系统疾病的预防和治疗剂，该疾病是由于抑制Ⅱ型肽酶的异常加速产生而引起的。
• 2-Thiohydantoine derivative compounds and use thereof for the treatment of diabetes
  申请人：Binet Jean

  公开号：US20060025589A1

  公开（公告）日：2006-02-02

  The invention relates to 2-thiohydantoin compounds selected from compounds of general formula (I): in which, in particular, one of the radicals R 1 and R 2 comprises two aromatic rings in the structure or is the dibenzofuranyl group, R 3 is a hydrogen atom, a halogen atom, a C 1 -C 4 alkyl group, a C 1 -C 4 alkoxy group, a hydroxyl group, a phenyl group or a benzyl group, R 4 is a hydrogen atom, a halogen atom or a C 1 -C 4 alkyl group, and their addition salts with a non-toxic acid, especially the pharmaceutically acceptable salts. It further relates to the process for their preparation, to the pharmaceutical compositions in which they are present, and to their use as pharmacologically active substances, especially in the case of the treatment of diabetes, diseases due to hyperglycemia, hypertriglyceridemia, dyslipidemia or obesity.

  本发明涉及通式(I)化合物中选自2-硫代海因的化合物：其中，特别是其中一个取代基R1和R2包含两个芳香环结构或为二苯并呋喃基团，R3为氢原子、卤素原子、C1-C4烷基团、C1-C4烷氧基团、羟基团、苯基团或苄基团，R4为氢原子、卤素原子或C1-C4烷基团，以及它们与非毒性酸的加成盐，特别是药学上可接受的盐。本发明还涉及它们的制备方法、含有它们的药物组合物，以及它们作为药理活性物质，特别是在治疗糖尿病、高血糖引起的疾病、高甘油三酯血症、血脂异常或肥胖症中的应用。
• Chemical compounds
  申请人：Glaxo Group Limited

  公开号：US05023255A1

  公开（公告）日：1991-06-11

  Triazine derivatives of formula (I) ##STR1## or salts thereof, wherein R.sup.1 represents a halogen atom or a group selected from hydroxy; C.sub.1-8 alkyl C.sub.1-6 alkoxy; C.sub.1-3 alkoxy C.sub.1-3 alkoxy; phenoxy or phenyl C.sub.1-3 alkoxy, wherein the phenyl group is optionally substituted by a halogen atom or a group selected from C.sub.1-3 alkyl, C.sub.1-3 alkoxy, or hydroxy; fluoro C.sub.1-3 alkyl; cyano; --CO.sub.2 R.sup.3, wherein R.sup.3 represents a hydrogen atom or a C.sub.1-4 alkyl group; --CONR.sup.4 R.sup.5, wherein R.sup.4 and R.sup.5 each independently represents a hydrogen atom or a C.sub.1-4 alkyl group, or, together with the nitrogen atom to which they are attached, form a saturated 5- to 7- membered ring, which ring optionally contains one or more atoms selected from an oxygen or a sulphur atom, or a group selected from --NH-- or --N(CH.sub.3)--; and R.sup.2 represents a hydrogen or halogen atom, or a group selected from hydroxy, C.sub.1-6 alkyl or C.sub.1-6 alkoxy; are inhibitors of the enzyme 5-lipoxygenase. Processes for preparing the triazine derivatives of formula (I) and compositions containing them are also described.

  式(I)的三嗪衍生物或其盐，其中R.sup.1代表卤原子或从羟基中选择的基团; C.sub.1-8烷基C.sub.1-6烷氧基; C.sub.1-3烷氧基C.sub.1-3烷氧基; 苯氧基或苯基C.sub.1-3烷氧基，其中苯基可选择地被卤原子或从C.sub.1-3烷基，C.sub.1-3烷氧基或羟基中选择的基团取代; 氟代C.sub.1-3烷基; 氰基; --CO.sub.2R.sup.3，其中R.sup.3代表氢原子或C.sub.1-4烷基; --CONR.sup.4R.sup.5，其中R.sup.4和R.sup.5各自独立地代表氢原子或C.sub.1-4烷基，或者与它们连接的氮原子一起形成饱和的5-至7-成员环，该环可选择地含有一个或多个从氧原子或硫原子中选择的原子，或从--NH--或--N(CH.sub.3)--中选择的基团; 和R.sup.2代表氢或卤原子，或从羟基，C.sub.1-6烷基或C.sub.1-6烷氧基中选择的基团; 是5-脂氧合酶的抑制剂。还描述了制备式(I)的三嗪衍生物的方法和含有它们的组合物。
• H-bond promoted NPh3-mediated SrTiO3-photocatalyzed cascade decarboxylative coupling/annulation of benzo[d]isothiazole 1,1-dioxides
  作者：Mei-Yi Liu、Jun Jiang、Hong-Tao Ji、Ke-Li Wang、Xiao-Jun Huang、Chao Wu、Wei-Min He

  DOI：10.1016/j.jcat.2024.115509

  日期：2024.6

  heterogeneous photocatalyst, NPh3 as the homogeneous redox catalyst, H-bond as the promoter, paraformaldehyde as the cheap and atom economic methylene source, various 1,2,3,9b-tetrahydrobenzo[d]imidazo[1,5-b]isothiazole 5,5-dioxides can be efficiently synthesized through the visible-light-induced cascade decarboxylative coupling/annulation reaction.

  首次报道了 SrTiO3 半导体在有机合成中用作光催化剂，并在光催化中使用 NPh3 作为氧化还原催化剂。以 SrTiO3 为非均相光催化剂，NPh3 为均相氧化还原催化剂，H-键为促进剂，多聚甲醛为廉价且原子经济的亚甲基源，通过可见光诱导的级联脱羧偶联/环化反应，可以高效合成各种 1,2,3,9b-四氢苯并[d]咪唑[1,5-b]异噻唑 5,5-二氧化物。
• Antiinflammatory sydnones. 1
  作者：H. Wagner、John B. Hill

  DOI：10.1021/jm00258a023

  日期：1974.12