α-methyl-6-(2-quinolinylmethoxy)-2-naphthaleneacetic acid | 123016-15-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: α-methyl-6-(2-quinolinylmethoxy)-2-naphthaleneacetic acid
• 英文别名: 2-[6-(2-quinolinylmethoxy)-2-naphthyl]propionic acid；2-[6-[(Quinolin-2-yl)methoxy]naphthalen-2-yl]propanoic acid；2-[6-(quinolin-2-ylmethoxy)naphthalen-2-yl]propanoic acid
• CAS: 123016-15-9
• 化学式: C₂₃H₁₉NO₃
• 分子量: 357.409
• InChiKey: QWFAMXAVDCZEBZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  59.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  对氨基苯乙腈 、 α-methyl-6-(2-quinolinylmethoxy)-2-naphthaleneacetic acid 以77%的产率得到N-(4-cyanomethylphenyl)-2-[6-(2-quinolinylmethoxy)-2-naphthyl]propanamide
  参考文献：
  名称：

  NAPHTHALENE AMIDES HAVING LEUKOTRIENE-ANTAGONISTIC ACTION

  摘要：

  公开号：

  EP0775133B1
• 作为产物：
  描述：

  α-methyl-6-(2-quinolinylmethoxy)-2-naphthaleneacetic acid methyl ester 在 lithium hydroxide 作用下， 以 四氢呋喃 为溶剂， 以99%的产率得到α-methyl-6-(2-quinolinylmethoxy)-2-naphthaleneacetic acid
  参考文献：
  名称：

  NAPHTHALENE AMIDES HAVING LEUKOTRIENE-ANTAGONISTIC ACTION

  摘要：

  公开号：

  EP0775133B1

文献信息

• Naphthalenepropionic acid derivatives as anti-inflammatory/anti-allergic
  申请人：American Home Products Corporation

  公开号：US04960892A1

  公开（公告）日：1990-10-02

  There are disclosed compounds of the formula ##STR1## wherein A is alkyl of 3-19 carbon atoms, diloweralkyl allyl, dihaloallyl, diphenylallyl, lower alkynyl, ##STR2## X is N or CR; Z is ##STR3## R is hydrogen or lower alkyl; R.sup.1 is hydrogen, lower alkyl or phenyl; R.sup.2 is hydrogen or loweralkyl; or R.sup.1 and R.sup.2 taken together form a benzene ring; and the pharmaceutically acceptable salts thereof, and their use in the treatment of leukotriene-mediated naso-bronchial obstructive airpassageway conditions, such as allergic rhinitis, allergic bronchial asthma and the like, in psoriasis, ulcerative colitis, rheumatoid arthritis as well as in other immediate hypersensitivity reactions.

  公开了以下式子的化合物： ##STR1## 其中A是3-19个碳原子的烷基，二级烷基丙烯基，二卤代丙烯基，二苯基丙烯基，低炔基， ##STR2## X是N或CR；Z是 ##STR3## R是氢或低烷基；R.sup.1是氢，低烷基或苯基；R.sup.2是氢或低烷基；或R.sup.1和R.sup.2一起形成苯环；以及其医药上可接受的盐，并用于治疗白三烯介导的鼻支气管阻塞通气道疾病，如过敏性鼻炎，过敏性支气管哮喘等，在银屑病，溃疡性结肠炎，类风湿性关节炎以及其他即刻型超敏反应中使用。
• Naphthalenepropionic acid derivatives as anti-inflammatory/antiallergic
  申请人：American Home Products Corporation

  公开号：US05208344A1

  公开（公告）日：1993-05-04

  There are disclosed compounds of the formula ##STR1## wherein A is alkyl of 3-19 carbon atoms, diloweralkyl allyl, dihaloallyl, diphenylallyl, lower alkynyl, ##STR2## with the proviso that A is not quinolinyl; W is --CR.sub.2 O--, --CH.dbd.CH-- or --CH.dbd.CHCH.sub.2 O--; X is N or CR; Z is ##STR3## --S-- or --O--; R is hydrogen or lower alkyl; Y is ##STR4## R.sup.1 is hydrogen, lower alkyl or phenyl; R.sup.2 is hydrogen or lower alkyl; or R.sup.1 and R.sup.2 taken together form a benzene ring, optionally substituted by halo; R.sup.3 is --OR, ##STR5## or --NHSO.sub.2 R.sup.4 ; R.sup.4 is phenyl or loweralkyl substituted phenyl; and the pharmaceutically acceptable salts thereof, and their use in the treatment of leukotriene-mediated naso-bronchial obstructive airpassageway conditions, such as allergic rhinitis, allergic bronchial asthma and the like, in psoriasis, ulcerative colitis, rheumatoid arthritis as well as in other immediate hypersensitivity reactions.

  公开了以下化合物的化学式：##STR1## 其中A是碳原子数为3-19的烷基，二级烷基烯丙基，二卤代烯丙基，二苯基烯丙基，低烷基炔基，##STR2## 前提是A不是喹啉基；W是--CR.sub.2 O--，--CH.dbd.CH--或--CH.dbd.CHCH.sub.2 O--；X是N或CR；Z是##STR3## --S--或--O--；R是氢或低烷基；Y是##STR4## R.sup.1是氢，低烷基或苯基；R.sup.2是氢或低烷基；或R.sup.1和R.sup.2在一起形成苯环，可以选择性地被卤素取代；R.sup.3是--OR，##STR5## 或--NHSO.sub.2 R.sup.4；R.sup.4是苯基或低烷基取代的苯基；以及其药学上可接受的盐，以及它们在治疗白三烯介导的鼻-支气管阻塞性通气道疾病，例如过敏性鼻炎，过敏性支气管哮喘等，以及在银屑病，溃疡性结肠炎，类风湿性关节炎以及其他即时超敏反应中的使用。
• Quinolinylmethoxy naphthalenepropionic acid derivatives as
  申请人：American Home Products Corporation

  公开号：US05250693A1

  公开（公告）日：1993-10-05

  There are disclosed compounds of the formula ##STR1## wherein R is hydrogen or lower alkyl; Y is ##STR2## or a pharmaceutically acceptable salt thereof, and its use in the treatment of leukotriene-mediated naso-bronchial obstructive airpassageway conditions, such as allergic rhinitis, allergic bronchial asthma and the like, in psoriasis, ulcerative colitis, rheumatoid arthritis as well as in other immediate hypersensitivity reactions.

  公开了式子##STR1##的化合物，其中R是氢或较低的烷基；Y是##STR2##或其药学上可接受的盐，以及其在治疗白三烯介导的鼻支气管阻塞性通气道疾病中的应用，如过敏性鼻炎、过敏性支气管哮喘等，在银屑病、溃疡性结肠炎、类风湿性关节炎以及其他即时型超敏反应中的应用。
• Quinoline substituted naphthalenepropionic acid derivatives as
  申请人：American Home Products Corporation

  公开号：US05084575A1

  公开（公告）日：1992-01-28

  There are disclosed compounds of the formula ##STR1## wherein a is alkyl 3-19 carbon atoms, diloweralkyl allyl, diahaloallyl, diphenylallyl, lower alkynyl, ##STR2## W is --CR.sub.2 O--, --CH.dbd.CH-- or --CH.dbd.CHCH.sub.2 O-- X is N or CR; Z is ##STR3## R is hydrogen or lower alkyl; Y is ##STR4## R.sup.1 is hydrogen, lower alkyl or phenyl; R.sup.2 is hydrogen or lower alkyl; or R.sup.1 and R.sup.2 taken together form a benzene ring, optionally substituted by halo; R.sup.3 is --OR, ##STR5## -- NHSO.sub.2 R.sup.4 ; R.sup.4 is phenyl or loweralkyl substituted phenyl; R.sup.5 is halo; and the pharmaceutically acceptable salts thereof, and their use in the treatment of leukotriene-mediated naso-bronchial obstructive airpassageway conditions, such as alelrgic rhinitis, allergic bronchial asthma and the like, in psoriasis, ulcerative colitis, rheumatoid arthritis as well as in other immediate hypersensitivity reactions.

  公开了以下式子的化合物：##STR1## 其中a是3-19个碳原子的烷基，低级烷基烯丙基，二卤代烯丙基，二苯基烯丙基，低级炔基，##STR2## W是--CR.sub.2 O--，--CH.dbd.CH--或--CH.dbd.CHCH.sub.2 O-- X是N或CR; Z是##STR3## R是氢或低级烷基; Y是##STR4## R.sup.1是氢，低级烷基或苯基; R.sup.2是氢或低级烷基; 或R.sup.1和R.sup.2一起形成苯环，可以被卤素取代; R.sup.3是--OR，##STR5## -- NHSO.sub.2 R.sup.4 ; R.sup.4是苯基或低级烷基取代的苯基; R.sup.5是卤素; 以及其药物可接受的盐，以及它们在治疗白三烯介导的鼻-支气管阻塞通气道疾病，如过敏性鼻炎，过敏性支气管哮喘等，银屑病，溃疡性结肠炎，类风湿性关节炎以及其他即刻超敏反应中的使用。
• Naphthalenepropionic acid salts
  申请人：AMERICAN HOME PRODUCTS CORPORATION

  公开号：EP0396839A2

  公开（公告）日：1990-11-14

  The invention concerns α-methyl-6-(2-quinolinyl­methoxy)-2-naphthalene acetic acid, amine salts wherein the amine is an hydroxyalkylamine of formula NR₁R₂R₃ wherein R₁ is hydrogen, phenyl, alkyl of 1-6 carbon atoms or hydroxyalkyl of 1-6 carbon atoms, R₂ is hydrogen, alkyl of 1-6 carbon atoms or hydroxyalkyl of 1-6 carbon atoms and R₃ is hydroxyalkyl of 1-12 carbon atoms. The preferred salts are the tromethamine salts. The amine salts have enhanced activity as compared to the parent acids.

  本发明涉及α-甲基-6-(2-喹啉基甲氧基)-2-萘乙酸、胺盐，其中胺是式 NR₁R₂R₃的羟基烷基胺，其中 R₁ 是氢、苯基、1-6 个碳原子的烷基或 1-6 个碳原子的羟基烷基，R₂ 是氢、1-6 个碳原子的烷基或 1-6 个碳原子的羟基烷基，R₃ 是 1-12 个碳原子的羟基烷基。 首选的盐类是三甲胺盐。与母酸相比，胺盐的活性更强。