2'-Carbamoyl-3'-methoxyoxanilsaeure | 54166-74-4

• 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'-Carbamoyl-3'-methoxyoxanilsaeure
• 英文别名: 2'-carbamyl-3'-methoxyoxanilic acid；2'-Carbamoyl-3'-methoxyoxanilic acid；2-(2-carbamoyl-3-methoxyanilino)-2-oxoacetic acid
• CAS: 54166-74-4
• 化学式: C₁₀H₁₀N₂O₅
• 分子量: 238.2
• InChiKey: MMPCVKPPOCIGHH-UHFFFAOYSA-N

物化性质

• 熔点：
  220 °C (decomp)
• 密度：
  1.490±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  119
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2,6-二硝基苯甲酸 在 镍 吡啶 、 sodium hydroxide 、 五氯化磷 、 对甲苯磺酰胺 、 一水合肼 作用下， 以 甲醇 、 乙醇 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 2'-Carbamoyl-3'-methoxyoxanilsaeure
  参考文献：
  名称：

  草酸，一系列口服活性抗过敏药。

  摘要：

  制备了大量的草酸苯甲酸酯和N-杂芳基草酰胺酸酯，并通过大鼠被动皮肤过敏反应（PCA）测试发现具有抗过敏活性。许多草酰苯甲酸酯具有口服活性，最活泼的物种具有芳基2'-氨基甲酰基和3'-甲氧基。酯从草酰胺酯部分水解会导致口服活性下降。

  DOI：

  10.1021/jm00243a014

文献信息

• SUBSTITUTED 2- AMIDOQUINAZOL-4-ONES AS MATRIX METALLOPROTEINASE-13 INHIBITORS
  申请人：Takeda Pharmaceutical Company Limited

  公开号：US20150329556A1

  公开（公告）日：2015-11-19

  The present invention provides a novel amide derivative having a matrix metalloproteinase inhibitory activity, and useful as a pharmaceutical agent, which is a compound represented by the formula (I) wherein ring A is an optionally substituted, nitrogen containing heterocycle, ring B is an optionally substituted monocyclic homocycle or an optionally substituted monocyclic heterocycle, Z is N or NR 1 (R 1 is a hydrogen atom or an optionally substituted hydrocarbon group), is a single bond or a double bond, R 2 is a hydrogen atom or an optionally substituted hydrocarbon group, X is an optionally substituted spacer having 1 to 6 atoms, ring C is (1) an optionally substituted homocycle or (2) an optionally substituted heterocycle other than a ring represented by (II) (X′ is S, O, SO, or CH 2 ), and at least one of ring B and ring C has substituent(s), provided that N-(1S,2R)-1-(3,5-difluorobenzyl)-3-[(3-ethylbenzyl)amino]2 hydroxypropyl}5,6 dimethyl 4 oxo 1,4 dihydrothieno[2,3-d]pyrimidine-2-carboxamide is excluded, or a salt thereof.

  本发明提供了一种新型酰胺衍生物，具有基质金属蛋白酶抑制活性，并且作为药用剂是有用的，该化合物由以下式(I)表示，其中环A是一个可选择取代的含氮杂环，环B是一个可选择取代的单环同核环或可选择取代的单环杂环，Z是N或NR1（R1是氢原子或可选择取代的碳氢基团），是一个单键或双键，R2是氢原子或可选择取代的碳氢基团，X是一个具有1到6个原子的可选择取代的间隔物，环C是（1）一个可选择取代的同核环或（2）一个除了由（II）表示的环之外的可选择取代的杂环（X′是S、O、SO或CH2），并且环B和环C中至少有一个有取代基，但不包括N-(1S,2R)-1-(3,5-二氟苄基)-3-[(3-乙基苄基)氨基]2-羟基丙基}5,6-二甲基-4-氧代-1,4-二氢噻唑并[2,3-d]嘧啶-2-羧酰胺，或其盐。
• Oxamic acid derivatives
  申请人：American Home Products Corporation

  公开号：US04160100A1

  公开（公告）日：1979-07-03

  Anti-allergic agents of aromatic and heterocyclic oxamic acid derivation present the following formula: ##STR1## in which A is a member selected from the group consisting of 2-thiazolyl, 2-pyridyl, 2-pyridyl-N-oxide, 6-(lower)alkyl-2-pyridyl, 3-cyano-2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidinyl, 2-pyrazinyl, .alpha.-naphthyl, .beta.-naphthyl, phenyl, 2,6-di-chlorophenyl, and substituted phenyl moieties containing from one to three substituents in any of the 2,3,4 and 5 positions of the phenyl ring, independently selected from the group consisting of lower alkyl, lower alkylthio, lower alkylsulfinyl, lower alkoxy, hydroxy(lower)alkoxy, 2-(lower alkoxy oxalyloxy) ethoxy, benzyloxy, N-mono-and di-lower alkylamino(lower)alkoxy, halo, sulfamyl, polyhalo(lower)alkyl, carbamyl, N-lower alkylcarbamyl, nitro, mono-and di-lower alkylamino, phenylazo, carboxy, lower alkylcarbonyl, cyano, carb(lower)alkoxy, phenoxy(lower)alkoxy, lower alkoxyoxalamido and lower alkoxyoxalamidophenoxy radicals; B, when taken alone, is a member selected from the group consisting of --OH, lower alkoxy, --NH.sub.2, --NHOH, cyclohexyloxy and phenoxy; and Y is a member selected from the group consisting of oxygen and when taken with B and the carbon atom to which they are attached, forms the moiety ##STR2##

  芳香族和杂环氧酰胺衍生的抗过敏剂具有以下化学式：##STR1## 其中A是从以下组中选择的成员：2-噻唑基、2-吡啶基、2-吡啶-N-氧化物、6-（较低）烷基-2-吡啶基、3-氰基-2-吡啶基、3-吡啶基、4-吡啶基、2-嘧啶基、2-吡嗪基、α-萘基、β-萘基、苯基、2,6-二氯苯基和含有1至3个取代基的取代苯基，这些取代基独立地选自下列组成的组：较低烷基、较低烷硫基、较低烷基亚硫酰基、较低烷氧基、羟基（较低）烷氧基、2-（较低烷氧羰酰氧基）乙氧基、苄氧基、N-单和双较低烷基氨基（较低）烷氧基、卤素、磺酰基、多卤素（较低）烷基、氨基甲酰基、N-较低烷基甲酰基、硝基、单和双较低烷基氨基、苯基偶氮基、羧基、较低烷基羰基、氰基、羰（较低）烷氧基、苯氧基（较低）烷氧基、较低烷氧羰胺基和较低烷氧羰胺苯氧基基团；B单独时，是从以下组成的组中选择的成员：--OH、较低烷氧、--NH.sub.2、--NHOH、环己氧基和苯氧基；Y是从以下组成的组中选择的成员：氧，当与B和它们连接的碳原子一起取得时，形成如下团 ##STR2##
• Oxamic acid derivatives for the prevention of immediate type
  申请人：American Home Products Corporation

  公开号：US03966965A1

  公开（公告）日：1976-06-29

  Anti-allergic agents of ##EQU1## and heterocyclic oxamic acid derivation present the following formula: IN WHICH A is a member selected from the group consisting of 2-thiazolyl, 2-pyridyl, 2-pyridyl-N-oxide, 6-(lower)alkyl-2-pyridyl, 3-cyano-2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidinyl, 2-pyrazinyl, .alpha.-naphthyl, .beta.-naphthyl, phenyl, 2,6-dichlorophenyl, and substituted phenyl moieties containing from one to three substituents in any of the 2,3,4 and 5 positions of the phenyl ring, independently selected from the group consisting of lower alkyl, lower alkylthio, lower alkylsulfinyl, lower alkoxy, hydroxy(lower)-alkoxy, 2-(lower alkoxy oxalyloxy) ethoxy, benzyloxy, N-mono-and di-lower alkylamino(lower)-alkoxy, halo, sulfamyl, polyhalo(lower)alkyl, carbamyl, N-lower alkylcarbamyl, nitro, mono- and di-lower alkylamino, phenylazo, carboxy, lower alkylcarbonyl, cyano, carb(lower)alkoxy, phenoxy(lower)alkoxy, lower alkoxyoxalamido and lower alkoxyoxalamidophenoxy radicals; B, when taken alone, is a member selected from the group consisting of -OH, lower alkoxy, --NH.sub.2, --NHOH, cyclohexyloxy and phenoxy; and Y is a member selected from the group consisting of oxygen and when taken with B and the carbon atom to which they are attached, forms the moiety ##EQU2##

  ##EQU1##的抗过敏剂和杂环氧酰胺衍生物具有以下公式：其中A是从2-噻唑基，2-吡啶基，2-吡啶-N-氧化物，6-（较低）烷基-2-吡啶基，3-氰基-2-吡啶基，3-吡啶基，4-吡啶基，2-吡嘧啶基，2-吡啶基，α-萘基，β-萘基，苯基，2,6-二氯苯基和取代苯基等组成的群中选择的成员，其中该苯环的2,3,4和5位置中的任意位置都包含从一个到三个取代基的取代基，这些取代基独立地从较低烷基，较低硫代烷基，较低磺酰基，较低烷氧基，羟基（较低）-烷氧基，2-（较低烷氧基氧代羰基）乙氧基，苄氧基，N-单和二-较低烷基氨基（较低）-烷氧基，卤素，磺酰基，多卤代（较低）烷基，氨基甲酰基，N-较低烷基氨基甲酰基，硝基，单和双-较低烷基氨基，苯基偶氮基，羧基，较低烷基羰基，氰基，羰基（较低）烷氧基，苯氧基（较低）烷氧基，较低烷氧氧代草酰胺基和较低烷氧氧代草酰胺苯氧基自由基；B，当单独取时，是从-OH，较低烷氧基，-NH.sub.2，-NHOH，环己氧基和苯氧基等组成的群中选择的成员；Y是从氧中选择的成员，当与B和它们连接的碳原子一起取时，形成上述公式。
• 2 Alkoxyoxamoyl-pyrazines
  申请人：American Home Products Corporation

  公开号：US04036837A1

  公开（公告）日：1977-07-19

  Anti-allergic agents of aromatic and heterocyclic oxamic acid derivation present the following formula: ##STR1## in which A is a member selected from the group consisting of 2-thiazolyl, 2-pyridyl, 2-pyridyl-N-oxide, 6-(lower)alkyl-2-pyridyl, 3-cyano-2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidinyl, 2-pyrazinyl, .alpha.-naphthyl, .beta.-naphthyl, phenyl, 2,6-dichlorophenyl, and substituted phenyl moieties containing from one to three substituents in any of the 2,3,4 and 5 positions of the phenyl ring, independently selected from the group consisting of lower alkykl, lower alkylthio, lower alkylsulfinyl, lower alkoxy, hydroxy(lower)alkoxy, 2-(lower alkoxy oxalyloxy) ethoxy, benzyloxy, N-mono- and di-lower alkylamino(lower)alkoxy, halo, sulfamyl, polyhalo(lower)alkyl, carbamyl, N-lower alkylcarbamyl, nitro, mono- and di-lower alkylamino, phenylazo, carboxy, lower alkylcarbonyl, cyano, carb(lower)alkoxy, phenoxy(lower)alkoxy, lower alkoxyoxalamido and lower alkoxyoxalamidophenoxy radicals; B, when taken alone, is a member selected from the group consisting of --OH, lower alkoxy, --NH.sub.2, --NHOH, cyclohexyloxy and phenoxy; and Y is a member selected from the group consisting of oxygen and when taken with B and the carbon atom to which they are attached, forms the moiety ##STR2##

  芳香族和杂环氧酰胺衍生的抗过敏剂具有以下公式：##STR1## 其中A是从2-噻唑基，2-吡啶基，2-吡啶-N-氧化物，6-(较低)烷基-2-吡啶基，3-氰基-2-吡啶基，3-吡啶基，4-吡啶基，2-嘧啶基，2-吡嗪基，α-萘基，β-萘基，苯基，2,6-二氯苯基和含有1-3个取代基的取代苯基中选择的成员，独立地从低烷基，低烷基硫基，低烷基亚磺酰基，低烷氧基，羟基(低)烷氧基，2-(低烷氧羰基)乙氧基，苄氧基，N-单和二-低烷基氨基(低)烷氧基，卤，磺酰基，多卤(低)烷基，氨基甲酰基，N-低烷基氨甲酰基，硝基，单和二-低烷基氨基，苯基偶氮基，羧基，低烷基羰基，氰基，羰(低)烷氧基，苯氧(低)烷氧基，低烷氧乙酰胺和低烷氧乙酰胺苯氧基自由基中独立选择的成员；当单独取B时，B是从--OH，低烷氧基，--NH.sub.2，--NHOH，环己氧基和苯氧基中选择的成员；当与B和它们附着的碳原子一起取时，Y是从氧中选择的成员，并形成以下基团##STR2##
• Pyrimidinyl oxamic acids and esters, and compositions and methods for
  申请人：American Home Products Corporation

  公开号：US04054657A1

  公开（公告）日：1977-10-18

  Anti-allergic agents of aromatic and heterocyclic oxamic acid derivation present the following formula: ##STR1## in which A is a member selected from the group consisting of 2-thiazolyl, 2-pyridyl, 2-pyridyl-N-oxide, 6-(lower)alkyl-2-pyridyl, 3-cyano-2-pyridyl, 3-pyridyl, 4-pyridyl, 2-pyrimidinyl, 2-pyrazinyl, .alpha.-naphthyl, .beta.-naphthyl, phenyl, 2,6-di-chlorophenyl, and substituted phenyl moieties containing from one to three substituents in any of the 2,3,4 and 5 positions of the phenyl ring, independently selected from the group consisting of lower alkyl, lower alkylthio, lower alkylsulfinyl, lower alkoxy, hydroxy(lower)alkoxy, 2-(lower alkoxy oxalyloxy) ethoxy, benzyloxy, N-mono-and di-lower alkylamino(lower)alkoxy, halo, sulfamyl, polyhalo(lower)alkyl, carbamyl, N-lower alkylcarbamyl, nitro, mono-and di-lower alkylamino, phenylazo, carboxy, lower alkylcarbonyl, cyano, carb(lower)alkoxy, phenoxy(lower)alkoxy, lower alkoxyoxalamido and lower alkoxyoxalamidophenoxy radicals; B, when taken alone, is a member selected from the group consisting of --OH, lower alkoxy, --NH.sub.2, --NHOH, cyclohexyloxy and phenoxy; and Y is a member selected from the group consisting of oxygen and when taken with B and the carbon atom to which they are attached, forms the moiety ##STR2##

  芳香族和杂环氧酰胺衍生的抗过敏药物具有以下式子：##STR1## 其中A是从以下组中选出的一种成员：2-噻唑基，2-吡啶基，2-吡啶基-N-氧化物，6-（较低）烷基-2-吡啶基，3-氰基-2-吡啶基，3-吡啶基，4-吡啶基，2-嘧啶基，2-吡嗪基，α-萘基，β-萘基，苯基，2,6-双氯苯基和含有1-3个取代基的取代苯基，这些取代基分别独立地选自以下组：较低烷基，较低硫代烷基，较低磺代烷基，较低烷氧基，羟基（较低）烷氧基，2-（较低烷氧羰基）乙氧基，苄氧基，N-单-和二-较低烷基氨基（较低）烷氧基，卤素，磺酰基，多卤（较低）烷基，氨基甲酰基，N-较低烷基氨基甲酰基，硝基，单-和二-较低烷基氨基，苯基偶氮基，羧基，较低烷基羰基，氰基，羟基苯氧基，较低烷氧基草酰胺基和较低烷氧基草酰胺基苯氧基基团；当单独取B时，B是从以下组中选出的一种成员：--OH，较低烷氧基，--NH.sub.2，--NHOH，环己氧基和苯氧基；当与B和它们所连接的碳原子一起取时，Y是从以下组中选出的一种成员：氧和形成基团##STR2##