6-(4-carboxybutoxy)carbostyril | 62969-53-3

• 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: 6-(4-carboxybutoxy)carbostyril
• 英文别名: 5-[(2-Oxo-1,2-dihydroquinolin-6-yl)oxy]pentanoic acid；5-[(2-oxo-1H-quinolin-6-yl)oxy]pentanoic acid
• CAS: 62969-53-3
• 化学式: C₁₄H₁₅NO₄
• 分子量: 261.277
• InChiKey: AWBWAWIKNLBCCU-UHFFFAOYSA-N

物化性质

• 熔点：
  245-247 °C(Solv: N,N-dimethylformamide (68-12-2))
• 沸点：
  558.9±50.0 °C(Predicted)
• 密度：
  1.263±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-甲基环己胺 、 6-(4-carboxybutoxy)carbostyril 在 三乙胺 、 氯甲酸异丁酯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.25h， 以40%的产率得到N-cyclohexyl-N-methyl-5-[(2-oxo-1H-quinolin-6-yl)oxy]pentanamide
  参考文献：
  名称：

  Lugnier; Bruch; Stoclet, European Journal of Medicinal Chemistry, 1985, vol. 20, # 2, p. 121 - 125

  摘要：

  DOI：
• 作为产物：
  描述：

  5-溴戊酸乙酯 在 盐酸 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 异丙醇 为溶剂， 反应 6.0h， 生成 6-(4-carboxybutoxy)carbostyril
  参考文献：
  名称：

  Studies on 2-oxoquinoline derivatives as blood platelet aggregation inhibitors. III. N-Cyclohexyl-N-(2-hydroxyethyl)-4-(1,2-dihydro-2-oxo-6-quinolyloxy)butyramide and related compounds.

  摘要：

  合成了一系列 N,N-取代的ω-(1, 2-二氢-2-氧羟喹啉氧基)烷基氨基酸酰胺，并对其在体外对胶原和ADP诱导的兔血小板聚集的抑制活性进行了测试。这些化合物是通过ω-(1, 2-二氢-2-氧羟喹啉氧基)烷酸与各种胺反应，采用混合酸酐法制备的。其中，N-环己基-N-(2-羟乙基)-4-(1, 2-二氢-2-氧-6-喹啉氧基)丁酰胺（IVa1）被发现具有最强的抑制活性。文中讨论了结构-活性关系。

  DOI：

  10.1248/cpb.31.852

文献信息

• Carbostyril derivative
  申请人：Otsuka Pharmaceutical Co., Ltd.

  公开号：US05227381A1

  公开（公告）日：1993-07-13

  Carbostyril compounds or salts thereof of the formula ##STR1## wherein A is a C.sub.1 -C.sub.6 alkylene group; R.sup.1 is a C.sub.3 -C.sub.8 cycloalkyl-C.sub.1 -C.sub.6 alkyl group which may have, as a substituent, a group selected from the group consisting of C.sub.1 -C.sub.6 alkoxycarbonyl groups, a carboxy group, C.sub.2 -C.sub.6 alkanoyloxy-C.sub.1 -C.sub.6 alkyl groups, amino-C.sub.1 -C.sub.6 alkyl groups, C.sub.1 -C.sub.6 alkylamino-C.sub.1 -C.sub.6 alkyl groups and hydroxy-C.sub.1 -C.sub.6 alkyl groups, a C.sub.3 -C.sub.8 cycloalkyl group, a tetrahydropyranyl-C.sub.1 -C.sub.6 alkyl group, a C.sub.1 -C.sub.3 alkylenedioxy group-substituted C.sub.1 -C.sub.6 alkyl group, a phenyl-C.sub.1 -C.sub.6 alkyl group having, as a substituent on the phenyl ring, 1 to 3 groups selected from the group consisting of C.sub.1 -C.sub.6 alkyl groups and a hydroxyl group, or a piperidinyl-C.sub.1 -C.sub.6 alkyl group having a C.sub.1 -C.sub.6 alkyl group as a substituent; R.sup.2 is a 5-membered or 6-membered saturated or unsaturated heterocyclic-C.sub.1 -C.sub.6 alkyl group, said heterocyclic being selected from the group consisting of pyrrolidinyl, morpholino, piperidinyl, thiomorpholino, imidazolyl, 1,2,4-triazolyl, furyl, piperazinyl, pyridyl, tetrahydropyranyl and 1,3-oxathiolranyl groups which may have, as a substituent thereon 1 to 3 groups selected from the group consisting of hydroxy-C.sub. 1 -C.sub.6 alkyl groups, C.sub.2 -C.sub.6 alkanoyloxy-C.sub.1 -C.sub.6 alkyl groups, a hydroxyl group, C.sub.1 -C.sub.6 alkyl groups, amino-C.sub.1 -C.sub.6 alkyl groups, C.sub.1 -C.sub.6 alkylamino-C.sub.1 -C.sub.6 alkyl groups, C.sub.1 -C.sub.6 alkoxy groups, C.sub.1 -C.sub.6 alkoxy-C.sub.1 -C.sub.6 alkoxy groups, C.sub.1 -C.sub.6 alkoxy-C.sub.1 -C.sub.6 alkyl groups, a thio group and C.sub.1 -C.sub.6 alkylamido groups; the carbon-carbon bond between the 3- and 4-positions in the carbostyril skeleton being a single bond or a double bond and pharmaceutical compositions containing the compound as the active ingredient.

  碳基喹啉化合物或其盐的化学式为##STR1##其中A为C.sub.1 -C.sub.6烷基链；R.sup.1为C.sub.3 -C.sub.8环烷基-C.sub.1 -C.sub.6烷基链，可能具有以下基团之一作为取代基：C.sub.1 -C.sub.6烷氧羰基，羧基，C.sub.2 -C.sub.6烷酰氧-C.sub.1 -C.sub.6烷基群，氨基-C.sub.1 -C.sub.6烷基群，C.sub.1 -C.sub.6烷基氨基-C.sub.1 -C.sub.6烷基群和羟基-C.sub.1 -C.sub.6烷基群，C.sub.3 -C.sub.8环烷基群，四氢吡喃基-C.sub.1 -C.sub.6烷基群，C.sub.1 -C.sub.3烷二氧基基团取代的C.sub.1 -C.sub.6烷基群，苯基-C.sub.1 -C.sub.6烷基群，在苯环上取代基为1至3个来自C.sub.1 -C.sub.6烷基群和羟基的基团，或者带有C.sub.1 -C.sub.6烷基群作为取代基的哌啶基-C.sub.1 -C.sub.6烷基群；R.sup.2为5-或6-成员饱和或不饱和杂环-C.sub.1 -C.sub.6烷基群，所述杂环选自吡咯啉基、吗啉基、哌啶基、硫代吗啉基、咪唑基、1,2,4-三唑基、呋基、哌嗪基、吡啶基、四氢吡喃基和1,3-氧硫杂环基团，可能具有以下基团之一作为取代基：羟基-C.sub.1 -C.sub.6烷基群，C.sub.2 -C.sub.6烷酰氧-C.sub.1 -C.sub.6烷基群，羟基，C.sub.1 -C.sub.6烷基群，氨基-C.sub.1 -C.sub.6烷基群，C.sub.1 -C.sub.6烷基氨基-C.sub.1 -C.sub.6烷基群，C.sub.1 -C.sub.6烷氧基群，C.sub.1 -C.sub.6烷氧-C.sub.1 -C.sub.6烷氧基群，C.sub.1 -C.sub.6烷氧-C.sub.1 -C.sub.6烷基群，硫基和C.sub.1 -C.sub.6烷基酰胺基团；在碳基喹啉骨架的3-位和4-位之间的碳-碳键为单键或双键，其中药物组合物含有该化合物作为活性成分。
• CARBOSTYRIL DERIVATIVES
  申请人：OTSUKA PHARMACEUTICAL CO., LTD.

  公开号：EP0450066A1

  公开（公告）日：1991-10-09

  This invention relates to carbostyril derivatives represented by general formula (1), a process for their preparation, and an agent for inhibiting agglutination of platelets containing them as an active ingredient, wherein A represents a lower alkylene group, R1 represents a substituted or unsubstituted cycloalkyl-lower alkyl group, a cycloalkyl group, a tetrahydropyranyl* lower alkyl group, a lower alkylenedioxy-substituted lower alkyl group, a substituted phenyl-lower alkyl group or a lower alkyl-substituted piperidinyl-lower alkyl group, R2 represents a substituted or unsubstituted 5- or 6-membered, saturated or unsaturated heterocyclic-lower alkyl group, a tetrahydropyranylthio-lower alkyl group, a pyridylthio-lower alkyl group, a lower alkylene-dioxy-substituted lower alkyl group or a substituted or unsubstituted lower alkyl group, and the carbon-to-carbon bond between the 3- position and the 4-position of the carbostyril skeleton represents either a single or a double bond.

  本发明涉及通式(1)代表的碳化二氢吡啶衍生物、其制备工艺以及含有其作为活性成分的抑制血小板凝集的制剂，其中A代表低级亚烷基，R1代表取代或未取代的环烷基-低级烷基、环烷基、四氢吡喃基*低级烷基、低级亚烷基-二氧基取代的低级烷基、取代的苯基-低级烷基或低级烷基-取代的哌啶基-低级烷基、R2 代表取代或未取代的 5 或 6 元、饱和或不饱和杂环低级烷基、四氢吡喃硫基低级烷基、吡啶硫基低级烷基、亚烷基二氧基取代的低级烷基或取代或未取代的低级烷基，碳四吡啶骨架的 3 位和 4 位之间的碳-碳键代表单键或双键。
• NISHI, TAKAO;TABUSA, FUJIO;TANAKA, TATSUYOSHI;UEDA, HIRAKI;SHIMIZU, TAKEF+, CHEM. AND PHARM. BULL., 1983, 31, N 3, 852-860
  作者：NISHI, TAKAO、TABUSA, FUJIO、TANAKA, TATSUYOSHI、UEDA, HIRAKI、SHIMIZU, TAKEF+

  DOI：——

  日期：——
• LUGNIER, C.;BRUCH, M.;STOCLET, J. -C.;STRUB, M. -P.;MARIVET, M.;WERMUTH, +, EUR. J. MED. CHEM., 1985, 20, N 2, 121-125
  作者：LUGNIER, C.、BRUCH, M.、STOCLET, J. -C.、STRUB, M. -P.、MARIVET, M.、WERMUTH, +

  DOI：——

  日期：——
• US5227381A
  申请人：——

  公开号：US5227381A

  公开（公告）日：1993-07-13