5-amino-4-oxo-10-propyl-6,7,8,9-tetrahydro-4H-benzo[g]chromene-2-carboxylic acid ethyl ester | 60401-43-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并吡喃类
• 英文名称: 5-amino-4-oxo-10-propyl-6,7,8,9-tetrahydro-4H-benzo[g]chromene-2-carboxylic acid ethyl ester
• 英文别名: ethyl 5-amino-6,7,8,9-tetrahydro-4-oxo-10-propyl-4H-naphtho[2,3-b]pyran-2-carboxylate；Ethyl 5-amino-6,7,8,9-tetrahydro4-oxo-10-propyl-4H-naphtho[2,3-b]pyran-2-carboxylate；ethyl 5-amino-4-oxo-10-propyl-6,7,8,9-tetrahydrobenzo[g]chromene-2-carboxylate
• CAS: 60401-43-6
• 化学式: C₁₉H₂₃NO₄
• 分子量: 329.396
• InChiKey: ZZIJXFIQCYZURS-UHFFFAOYSA-N

物化性质

• 沸点：
  509.0±50.0 °C(Predicted)
• 密度：
  1.230±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  78.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-amino-4-oxo-10-propyl-6,7,8,9-tetrahydro-4H-benzo[g]chromene-2-carboxylic acid ethyl ester 在 盐酸 、 sodium nitrite 作用下， 生成 Ethyl 10-oxo-6-propyl-1,3,4,5-tetrahydrobenzopyrano<2,3-g>indazol-8-carboxylat
  参考文献：
  名称：

  A New Synthesis of 5-Hydroxy-4-oxo-1,4-dihydroquinolines

  摘要：

  DOI：

  10.1055/s-1977-24357

文献信息

• Tricyclic mono-chromone-2-carboxylic acids
  申请人：Fisons Limited

  公开号：US04159273A1

  公开（公告）日：1979-06-26

  There are described compounds of formula I, ##STR1## in which R.sub.3 represents hydrogen, or alkyl C 1 to 6, R.sub.5 represents hydrogen, hydroxy, alkoxy C 1 to 6, alkanoyloxy C 2 to 6, alkenyloxy C 2 to 6, nitro, -NR.sub.1 R.sub.2, halogen, alkyl C 1 to 6, hydroxy-alkyl C 1 to 6, or hydroxy-alkoxy C 1 to 6, An adjacent pair of X, Y and Z form a --(CH.sub.2).sub.4 --, --CH.dbd.CH--CH.dbd.CH--or --O(CH.sub.2).sub.3 --chain, each of the chains optionally being substituted by one or two C 1 to 6 alkyl groups, and the remaining substituent X or Z represents alkenyl C2 to 6 optionally substituted by phenyl; halogen; or alkyl C 1 to 9 optionally substituted by one or more of the groups hydroxy, halogen, carbonyl oxygen, phenyl, or alkoxy C 1 to 6, Or, when an adjacent pair of X, Y and Z form a chain substituted by one or two C 1 to 6 alkyl groups, the remaining substituent X or Z may be hydrogen, and R.sub.1 and R.sub.2, which may be the same or different, are each hydrogen or alkyl C 1 to 6, And pharmaceutically acceptable derivatives thereof. Processes for making the compounds and pharmaceutical, e.g. anti-allergic, compositions containing the compounds are also described.

  描述了化合物的化学式I，其中R.sub.3代表氢或烷基C 1至6，R.sub.5代表氢，羟基，烷氧基C 1至6，烷酰氧基C 2至6，烯酰氧基C 2至6，硝基，-NR.sub.1 R.sub.2，卤素，烷基C 1至6，羟基烷基C 1至6，或羟基烷氧基C 1至6，相邻的X、Y和Z形成一个--(CH.sub.2).sub.4--，--CH.dbd.CH--CH.dbd.CH--或--O(CH.sub.2).sub.3--链，每个链可选择地被一个或两个C 1至6烷基取代，其余的取代基X或Z代表烯基C2至6，可选择地被苯基；卤素；或烷基C 1至9，可选择地被羟基，卤素，羰基氧，苯基或烷氧基C 1至6中的一个或多个基团取代，或者，当相邻的X、Y和Z形成一个链，被一个或两个C 1至6烷基取代，其余的取代基X或Z可以是氢，R.sub.1和R.sub.2，可以相同也可以不同，分别是氢或烷基C 1至6，以及它们的药学上可接受的衍生物。还描述了制备这些化合物的方法和含有这些化合物的药物，例如抗过敏组合物。
• Improved process for the production of 6,7,8,9-tetrahydro-5-hydroxy-4-oxo-10-propyl-4H-naphtho(2,3-b)pyran-2-carboxylic acid
  申请人：FISONS plc

  公开号：EP0008167A1

  公开（公告）日：1980-02-20

  There is described an improved process for the production of the biologically active compound 6,7,8,9-tetra- hydro-5-hydroxy-4-oxo-10-propyl-4H-naphtho [2,3-b] pyran-2-carboxylic acid of the formula which comprises hydrolysis of 6,7,8,9-tetrahydro-5-diazo-4-oxo-1 0-propyl-4H-naphtho [2,3-b] pyran-2-carboxylic acid or an ester thereof, characterised in that the hydrolysis is carried out in the presence of less than 10% w/w nitrite anion. The diazo compound may be made by diazotisation of 6,7,8,9-tetrahydro-5-amino-4-oxo-10-propyl-4H-naphtho [2,3-b] pyran-carboxylic acid or an ester thereof in the presence of nitrous acid.

  本发明描述了一种生产生物活性化合物 6,7,8,9-四氢-5-羟基-4-氧代-10-丙基-4H-萘并[2,3-b]吡喃-2-羧酸的改进工艺，其式如下 其中包括 6,7,8,9-四氢-5-重氮-4-氧代-1 0-丙基-4H-萘并[2,3-b]吡喃-2-羧酸或其酯的水解，其特征在于水解是在亚硝酸阴离子少于 10%w/w的存在下进行的。重氮化合物可通过 6，7，8，9-四氢-5-氨基-4-氧代-10-丙基-4H-萘并[2，3-b]吡喃羧酸或其酯在亚硝酸存在下的重氮化反应制得。
• US4159273A
  申请人：——

  公开号：US4159273A

  公开（公告）日：1979-06-26
• US4238606A
  申请人：——

  公开号：US4238606A

  公开（公告）日：1980-12-09
• A New Synthesis of 5-Hydroxy-4-oxo-1,4-dihydroquinolines
  作者：Roger C. BROWN、Hugh CAIRNS、John L. SUSCHITZKY

  DOI：10.1055/s-1977-24357

  日期：——