N-[3-(3-bromopropoxy)-phenyl]-oxamic acid methyl ester | 103448-84-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-[3-(3-bromopropoxy)-phenyl]-oxamic acid methyl ester
• 英文别名: methyl N-[3-(3-bromopropoxy)-phenyl]-oxamate；Methyl [3-(3-bromopropoxy)anilino](oxo)acetate；methyl 2-[3-(3-bromopropoxy)anilino]-2-oxoacetate
• CAS: 103448-84-6
• 化学式: C₁₂H₁₄BrNO₄
• 分子量: 316.151
• InChiKey: ZMEHZNQZJHSJGN-UHFFFAOYSA-N

物化性质

• 密度：
  1.486±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-[3-(3-bromopropoxy)-phenyl]-oxamic acid methyl ester 、 2,4-二羟基-3-丙基苯乙酮 在 potassium iodide 、 potassium carbonate 作用下， 以 丁酮 为溶剂， 生成 N-{3-[3-(4-acetyl-3-hydroxy-2-n-propylphenoxy)-propoxy]-phenyl}-oxamic acid methyl ester
  参考文献：
  名称：

  Novel resorcinol ethers and anti-inflammatory and anti-allergic use

  摘要：

  该公式的小说4-酰基邻苯二酚醚化合物，其中R.sub.1代表较低的烷基，R.sub.2代表较低的烷基，较低的烯基或较低的炔基，R.sub.3代表氢，较低的烷氧基，三氟甲基或卤素，alk代表烷基基团，其中R.sub.4，R.sub.5和R.sub.7中的一个基团是--NH--C(.dbd.O)--R.sub.8的基团，除了--NH--C(.dbd.O)--R.sub.8的基团是R.sub.9的基团和除了--NH--C(.dbd.O)--R.sub.8的基团是R.sub.10的基团之外，R.sub.6代表氢，较低的烷基，卤素，三氟甲基，可选地酯化或酰胺化的羧基，氰基或较低的烷酰基，R.sub.8代表可选地酯化或酰胺化的羧基，或5-四氮唑基，R.sub.9代表氢，较低的烷基，较低的烷氧基，卤素或三氟甲基，R.sub.10代表氢，较低的烷基，较低的烷氧基，卤素，三氟甲基，氰基或可选地酯化或酰胺化的羧基，它们的盐具有LTD.sub.4-拮抗和PLA.sub.2-磷脂酶抑制性能。它们可以根据已知方法制造。

  公开号：

  US04863942A1
• 作为产物：
  描述：

  Oxalic acid monomethyl ester chloride 、 3-(3-溴-丙氧基)-苯胺 、 吡啶 在 水 、 二氯甲烷 、 ethyl acetate dichloromethane 、 silica gel 、 hexane-diethyl ether 作用下， 以 二氯甲烷 为溶剂， 反应 2.17h， 以N-[3-(3-bromopropoxy)-phenyl]-oxamic acid methyl ester having a melting point of 90°-91° is obtained的产率得到N-[3-(3-bromopropoxy)-phenyl]-oxamic acid methyl ester
  参考文献：
  名称：

  Novel resorcinol ethers and anti-inflammatory and anti-allergic use

  摘要：

  式子为##STR1##的新型4-酰基间苯二酚醚，其中R.sub.1代表较低的烷基，R.sub.2代表较低的烷基，较低的烯基或较低的炔基，R.sub.3代表氢，较低的烷氧基，三氟甲基或卤素，alk代表烷基，R.sub.4、R.sub.5和R.sub.7中的一个是公式--NH--C(.dbd.O)--R.sub.8的基团，不是公式--NH--C(.dbd.O)--R.sub.8的基团R.sub.4或R.sub.5是基团R.sub.9，不是公式--NH--C(.dbd.O)--R.sub.8的基团R.sub.7是基团R.sub.10，R.sub.6代表氢，较低的烷基，卤素，三氟甲基，可选的酯化或酰胺化羧基，氰基或较低的烷酰基，R.sub.8代表可选的酯化或酰胺化羧基，或5-四唑基，R.sub.9代表氢，较低的烷基，较低的烷氧基，卤素或三氟甲基，R.sub.10代表氢，较低的烷基，较低的烷氧基，卤素，三氟甲基，氰基或可选的酯化或酰胺化羧基，以及它们的盐具有LTD.sub.4 -拮抗和PLA.sub.2 -磷脂酶抑制性能。它们可以根据已知的方法制造。

  公开号：

  US04863942A1

文献信息

• Novel fluorinated resorcinol ethers
  申请人：Ciba-Geigy Corporation

  公开号：US04670604A1

  公开（公告）日：1987-06-02

  4-Acylresorcinol ethers of the formula ##STR1## in which R.sub.1 is lower alkyl, R.sub.2 is fluorinated lower alkyl, R.sub.3 is hydrogen, lower alkoxy, trifluoromethyl or halogen, alk is an alkylene or hydroxyalkylene radical which is uninterrupted or interrupted by oxygen, one of the radicals R.sub.4, R.sub.5 and R.sub.7 is a group of the formula --NH--C(.dbd.O)--R.sub.8, a radical R.sub.4 or R.sub.5 which differs from this is a radical R.sub.9 and a radical R.sub.7 which differs from this is a radical R.sub.10, R.sub.6 is hydrogen, lower alkyl, trifluoromethyl, halogen, carboxyl which is free, esterified or amidated, cyano or lower alkanoyl, R.sub.8 is carboxyl which is free, esterified or amidated or 5-tetrazolyl, R.sub.9 is hydrogen, lower alkyl, lower alkoxy, halogen or trifluoromethyl and R.sub.10 is hydrogen, lower alkyl, lower alkoxy, halogen, trifluoromethyl, cyano or carboxyl which is free, esterified or amidated, and their salts have antiallergic and antiinflammatory properties. They are prepared, for example, by reacting compounds of the formulae ##STR2## in which one of the radicals X.sub.5 and X.sub.6 is hydroxyl which is free or in salt form and the other is an alkoxy radical substituted by reactive esterified hydroxyl or epoxy. The invention also relates to intermediates of the formula ##STR3## in which R.sub.2 is fluorinated lower alkyl, R.sub.3 is hydrogen, lower alkoxy, trifluoromethyl or halogen and R.sub.11 is hydrogen or a group of the formula R.sub.1 --O(.dbd.O)--, in which R.sub.1 is lower alkyl, and their salts.

  公式为##STR1##的4-酰基邻苯二酚醚中，其中R.sub.1为较低的烷基，R.sub.2为氟代较低的烷基，R.sub.3为氢、较低的烷氧基、三氟甲基或卤素，alk为未受氧或被氧中断的烷基或羟基烷基基团，R.sub.4、R.sub.5和R.sub.7中的一个是--NH--C(.dbd.O)--R.sub.8的基团，与此不同的基团R.sub.4或R.sub.5是基团R.sub.9，与此不同的基团R.sub.7是基团R.sub.10，R.sub.6为氢、较低的烷基、三氟甲基、卤素、游离的、酯化的或酰胺化的羧基、氰基或较低的烷酰基，R.sub.8为游离的、酯化的或酰胺化的羧基或5-四唑基，R.sub.9为氢、较低的烷基、较低的烷氧基、卤素或三氟甲基，R.sub.10为氢、较低的烷基、较低的烷氧基、卤素、三氟甲基、氰基或游离的、酯化的或酰胺化的羧基，以及它们的盐具有抗过敏和抗炎性能。例如，通过反应下列公式的化合物制备它们：##STR2##其中X.sub.5和X.sub.6中的一个是游离的或盐形式的羟基，另一个是被反应性酯化羟基或环氧基取代的烷氧基基团。该发明还涉及公式##STR3##中的中间体，其中R.sub.2为氟代较低的烷基，R.sub.3为氢、较低的烷氧基、三氟甲基或卤素，R.sub.11为氢或R.sub.1--O(.dbd.O)--的基团，其中R.sub.1为较低的烷基，以及它们的盐。
• Oxaloamino substituted fluorinated resorcinol ethers and anti-allergic
  申请人：Ciba-Geigy Corporation

  公开号：US04820726A1

  公开（公告）日：1989-04-11

  4-Acylresorcinol esthers of the formula ##STR1## in which R.sub.1 is lower alkyl, R.sub.2 is fluorinated lower alkyl, R.sub.3 is hydrogen, lower alkoxy, trifluoromethyl or halogen, alk is an alkylene or hydroxyalkylene radical which is uninterrupted or interrupted by oxygen, one of the radicals R.sub.4, R.sub.5 and R.sub.7 is a group of the formula --NH--C(.dbd.O)--R.sub.8, a radical R.sub.4 or R.sub.5 which differs from this is a radical R.sub.9 and a radical R.sub.7 which differs from this is a radical R.sub.10, R.sub.6 is hydrogen, lower alkyl, trifluoromethyl, halogen, carboxyl which is free, esterified or amidated, cyano or lower alkanoyl, R.sub.8 is carboxyl which is free, esterified or amidated or 5-tetrazolyl, R.sub.9 is hydrogen, lower alkyl, lower alkoxy, halogen or trifluoromethyl and R.sub.10 is hydrogen, lower alkyl, lower alkoxy, halogen, trifluoromethyl, cyano or carboxyl which is free, esterified or amidated, and their salts have antiallergic and antiinflammatory properties. They are prepared, for example, by reacting compounds of the formulae ##STR2## in which one of the radicals X.sub.5 and X.sub.6 is hydroxyl which is free or in salt form and the other is an alkoxy radical substituted by reactive esterified hydroxy or epoxy. The invention also relates to intermediates of the formula ##STR3## in which R.sub.2 is fluorinated lower alkyl, R.sub.3 is hydrogen, lower alkoxy, trifluoromethyl or halogen and R.sub.11 is hydrogen or a group of the formula R.sub.1 --C(--O)--, in which R.sub.1 is lower alkyl, and their salts.

  公式为##STR1##的4-酰基邻苯二酚酯，其中R.sub.1为较低的烷基，R.sub.2为氟化的较低的烷基，R.sub.3为氢、较低的烷氧基、三氟甲基或卤素，alk为未被氧中断或中断的烷基或羟基烷基基团，R.sub.4、R.sub.5和R.sub.7中的一个是--NH--C(.dbd.O)--R.sub.8的基团，与此不同的基团R.sub.4或R.sub.5是基团R.sub.9，与此不同的基团R.sub.7是基团R.sub.10，R.sub.6为氢、较低的烷基、三氟甲基、卤素、游离的、酯化的或酰化的羧基、氰基或较低的烷酰基，R.sub.8为游离的、酯化的或酰化的羧基或5-四唑基，R.sub.9为氢、较低的烷基、较低的烷氧基、卤素或三氟甲基，R.sub.10为氢、较低的烷基、较低的烷氧基、卤素、三氟甲基、氰基或游离的、酯化的或酰化的羧基，它们的盐具有抗过敏和抗炎性能。例如，通过反应公式为##STR2##的化合物制备。其中，X.sub.5和X.sub.6中的一个是游离的或盐形式的羟基，另一个是被反应酯化的羟基或环氧基取代的烷氧基基团。本发明还涉及公式为##STR3##的中间体，其中R.sub.2为氟化的较低的烷基，R.sub.3为氢、较低的烷氧基、三氟甲基或卤素，R.sub.11为氢或R.sub.1--C(--O)--的基团，其中R.sub.1为较低的烷基，以及它们的盐。
• Novel fluorinated resorcinol ethers and their use as anti-allergics and
  申请人：Ciba-Geigy Corporation

  公开号：US05032606A1

  公开（公告）日：1991-07-16

  4-Acylresorcinol ethers of the formula ##STR1## in which R.sub.1 is lower alkyl, R.sub.2 is fluorinated lower alkyl, R.sub.3 is hydrogen, lower alkoxy, trifluoromethyl or halogen, alk is an alkylene or hydroxyalkylene radical which is uninterrupted or interrupted by oxygen, one of the radicals R.sub.4, R.sub.5 and R.sub.7 is a group of the formula --NH--C(.dbd.O)--R.sub.8, a radical R.sub.4 or R.sub.5 which differs from this is a radical R.sub.9 and a radical R.sub.7 which differs from this is a radical R.sub.10, R.sub.6 is hydrogen, lower alkyl, trifluoromethyl, halogen, carboxyl which is free, esterified or amidated, cyano or lower alkanoyl, R.sub.8 is carboxyl which is free, esterified or amidated or 5-tetrazolyl, R.sub.9 is hydrogen, lower alkyl, lower alkoxy, halogen or trifluoromethyl and R.sub.10 is hydrogen, lower alkyl, lower alkoxy, halogen, trifluoromethyl, cyano or carboxyl which is free, esterified or amidated, and their salts have antiallergic and antiinflammatory properties.

  公式为##STR1##的4-酰基邻苯二酚醚，其中R.sub.1是低碳基，R.sub.2是氟化低碳基，R.sub.3是氢，低碳氧基，三氟甲基或卤素，alk是一个不间断或间断由氧原子组成的烷基或羟基烷基，R.sub.4，R.sub.5和R.sub.7中的一个是公式--NH--C(.dbd.O)--R.sub.8的基团，与此不同的基团R.sub.4或R.sub.5是基团R.sub.9，与此不同的基团R.sub.7是基团R.sub.10，R.sub.6是氢，低碳基，三氟甲基，卤素，自由的，酯化或酰胺化的羧基，氰基或低碳酰基，R.sub.8是自由的，酯化或酰胺化的羧基或5-四唑基，R.sub.9是氢，低碳基，低碳氧基，卤素或三氟甲基，R.sub.10是氢，低碳基，低碳氧基，卤素，三氟甲基，氰基或自由的，酯化或酰胺化的羧基，它们的盐具有抗过敏和抗炎性能。
• US4670604A
  申请人：——

  公开号：US4670604A

  公开（公告）日：1987-06-02
• US4820726A
  申请人：——

  公开号：US4820726A

  公开（公告）日：1989-04-11