3-nitro-4-(pentanoylamino)benzoic Acid | 170804-53-2

• 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: 3-nitro-4-(pentanoylamino)benzoic Acid
• CAS: 170804-53-2
• 化学式: C₁₂H₁₄N₂O₅
• mdl: MFCD12609033
• 分子量: 266.254
• InChiKey: IEOVIFWLINURGE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  112
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-nitro-4-(pentanoylamino)benzoic Acid 在 palladium on activated charcoal 吡啶 、 氢氧化钾 、 氯化亚砜 、 硫酸 、 氢气 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 40.0~100.0 ℃ 、101.33 kPa 条件下， 反应 8.33h， 生成 肽U6
  参考文献：
  名称：

  Synthesis and antiaggregator activity of some new derivatives of 4H-1-benzopyran-4-one

  摘要：

  A series of 2-[2-alkyl-1H-benzimidazol-5(6)-yl]-4H-1 analogues 7a-7e was synthesized by the reaction with 3',4'-diaminoflavone and aliphatic carboxylic acids. 3',4'-Diaminoflavone 6 was prepared via the reduction of 2-(4-amino-3-nitrophenyl)-4H-1-benzopyran-4-one 5a. The compounds 7a-e and 14a-f were tested in vitro for their inhibitory activities against human platelet aggregation induced by collagen, ADP and A23187. The compound with a COOR group as a side chain, 2-(2-alkyloxycarbonyl-2,3-dihydro-1,4-benzodioxin-6-yl)-4H-1-benzopyran-4-one 14a-f, has potent activity, and so compound 13 was also prepared as an analogue of series 14 and tested for its antiaggregator activity.

  DOI：

  10.1016/0223-5234(96)88270-5
• 作为产物：
  描述：

  对氨基苯甲酸 在 硝酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.5h， 生成 3-nitro-4-(pentanoylamino)benzoic Acid
  参考文献：
  名称：

  Synthesis and antiaggregator activity of some new derivatives of 4H-1-benzopyran-4-one

  摘要：

  A series of 2-[2-alkyl-1H-benzimidazol-5(6)-yl]-4H-1 analogues 7a-7e was synthesized by the reaction with 3',4'-diaminoflavone and aliphatic carboxylic acids. 3',4'-Diaminoflavone 6 was prepared via the reduction of 2-(4-amino-3-nitrophenyl)-4H-1-benzopyran-4-one 5a. The compounds 7a-e and 14a-f were tested in vitro for their inhibitory activities against human platelet aggregation induced by collagen, ADP and A23187. The compound with a COOR group as a side chain, 2-(2-alkyloxycarbonyl-2,3-dihydro-1,4-benzodioxin-6-yl)-4H-1-benzopyran-4-one 14a-f, has potent activity, and so compound 13 was also prepared as an analogue of series 14 and tested for its antiaggregator activity.

  DOI：

  10.1016/0223-5234(96)88270-5

文献信息

• Benzene derivatives and pharmaceutical composition
  申请人：Kureha Chemical Industry Co., Ltd.

  公开号：US05696118A1

  公开（公告）日：1997-12-09

  A benzene derivative of the formula (I): ##STR1## wherein R.sup.1 is hydrogen, C.sub.1-6 -alkyl, C.sub.1-6 -haloalkyl, --NH.sub.2, --NHR.sup.21 ; R.sup.2 is hydroxyl, --OR.sup.22, three- to seven-membered saturated cycloaliphatic amino optionally interrupted by one or more nitrogen, oxygen or sulfur atoms, --NHR.sup.23, --N(R.sup.24).sub.2, --NH.sub.2 ; R.sup.4 is hydrogen, C.sub.1-6 -alkyl, or --C(.dbd.O)R.sup.25 ; R.sup.7 is --CO--, --SO.sub.2 --; R.sup.8 is --CO--, single bond; R.sup.12 is --R.sup.11 --R.sup.5 ; R.sup.11 is --N(R.sup.5)--, --NH--, --O--, --N(R.sup.26)--, --N(C(.dbd.O)R.sup.27)--, --N(C(.dbd.O)NH.sub.2)--, --N(C(.dbd.O)NHR.sup.28)--; R.sup.13 is hydrogen, C.sub.1-6 -alkyl, C.sub.1-6 -haloalkyl, --NHC(.dbd.O)(CH.sub.2).sub.m C.sub.6 H.sub.5, --NHC(.dbd.O)R.sup.29, --NHC(.dbd.O)CH(C.sub.6 H.sub.5).sub.2, --NH.sub.2, --NHR.sup.30, --(CH.sub.2).sub.n C.sub.6 H.sub.5 ; Z is C, CH, N; A is CH, N; R.sup.5 is hydrogen, --CH.sub.2 C.sub.6 H.sub.4 COOH, --CH.sub.2 C.sub.6 H.sub.4 COOR.sup.31, --CH.sub.2 C.sub.6 H.sub.4 OH, --CH.sub.2 C.sub.6 H.sub.4 OR.sup.32, --CH.sub.2 C.sub.6 H.sub.4 NH.sub.2, --CH.sub.2 C.sub.6 H.sub.4 N(R.sup.33).sub.2, --CH.sub.2 C.sub.6 H.sub.4 -azole, --CH.sub.2 C.sub.6 H.sub.4 NHR.sup.34, --CH.sub.2 C.sub.6 H.sub.4 C.sub.6 H.sub.4 R.sup.14 ; R.sup.14 is azole, --COOH; R.sup.21 to R.sup.34 are independently C.sub.1-6 -alkyl or C.sub.1-6 -haloalkyl; m is 0 to 6; n is 0 to 6; t is 0 or 1, with the proviso that when Z is N, R.sup.5 is hydrogen, --CH.sub.2 C.sub.6 H.sub.4 COOH, --CH.sub.2 C.sub.6 H.sub.4 COOR.sup.31, --CH.sub.2 C.sub.6 H.sub.4 OH, --CH.sub.2 C.sub.6 H.sub.4 OR.sup.32, --CH.sub.2 C.sub.6 H.sub.4 NH.sub.2, --CH.sub.2 C.sub.6 H.sub.4 N(R.sup.33).sub.2, --CH.sub.2 C.sub.6 H.sub.4 -azole, or --CH.sub.2 C.sub.6 H.sub.4 NHR.sup.34, or a salt thereof, and a pharmaceutical composition comprising said benzene derivative or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable carrier are disclosed.

  公开了一种苯衍生物的公式（I）：##STR1##其中R.sup.1是氢，C.sub.1-6-烷基，C.sub.1-6-卤代烷基，-NH.sub.2，-NHR.sup.21; R.sup.2是羟基，-OR.sup.22，三至七元饱和环脂肪族氨基，可选地中断一个或多个氮，氧或硫原子，-NHR.sup.23，-N（R.sup.24）.sub.2，-NH.sub.2; R.sup.4是氢，C.sub.1-6-烷基或-C（.dbd.O）R.sup.25; R.sup.7是-CO-，-SO.sub.2-; R.sup.8是-CO-，单键; R.sup.12是-R.sup.11-R.sup.5; R.sup.11是-N（R.sup.5）-，-NH-，-O-，-N（R.sup.26）-，-N（C（.dbd.O）R.sup.27）-，-N（C（.dbd.O）NH.sub.2）-，-N（C（.dbd.O）NHR.sup.28）-; R.sup.13是氢，C.sub.1-6-烷基，C.sub.1-6-卤代烷基，-NHC（.dbd.O）（CH.sub.2）.sub.mC.sub.6H.sub.5，-NHC（.dbd.O）R.sup.29，-NHC（.dbd.O）CH（C.sub.6H.sub.5）.sub.2，-NH.sub.2，-NHR.sup.30，-（CH.sub.2）.sub.nC.sub.6H.sub.5; Z是C，CH，N; A是CH，N; R.sup.5是氢，-CH.sub.2C.sub.6H.sub.4COOH，-CH.sub.2C.sub.6H.sub.4COOR.sup.31，-CH.sub.2C.sub.6H.sub.4OH，-CH.sub.2C.sub.6H.sub.4OR.sup.32，-CH.sub.2C.sub.6H.sub.4NH.sub.2，-CH.sub.2C.sub.6H.sub.4N（R.sup.33）.sub.2，-CH.sub.2C.sub.6H.sub.4-唑，-CH.sub.2C.sub.6H.sub.4NHR.sup.34，-CH.sub.2C.sub.6H.sub.4C.sub.6H.sub.4R.sup.14; R.sup.14是唑，-COOH; R.sup.21至R.sup.34独立地是C.sub.1-6-烷基或C.sub.1-6-卤代烷基; m为0至6; n为0至6; t为0或1，但是当Z为N时，R.sup.5为氢，-CH.sub.2C.sub.6H.sub.4COOH，-CH.sub.2C.sub.6H.sub.4COOR.sup.31，-CH.sub.2C.sub.6H.sub.4OH，-CH.sub.2C.sub.6H.sub.4OR.sup.32，-CH.sub.2C.sub.6H.sub.4NH.sub.2，-CH.sub.2C.sub.6H.sub.4N（R.sup.33）.sub.2，-CH.sub.2C.sub.6H.sub.4-唑或-CH.sub.2C.sub.6H.sub.4NHR.sup.34，或其盐，以及包含所述苯衍生物或其药学上可接受的盐和药学上可接受的载体的制药组合物。
• US5696118A
  申请人：——

  公开号：US5696118A

  公开（公告）日：1997-12-09
• US5739131A
  申请人：——

  公开号：US5739131A

  公开（公告）日：1998-04-14
• US5731310A
  申请人：——

  公开号：US5731310A

  公开（公告）日：1998-03-24
• Synthesis and antiaggregator activity of some new derivatives of 4H-1-benzopyran-4-one
  作者：H Göker、G Ayhan、M Tunçbilek、R Ertan、G Leoncini、R Garzoglio、M Mazzei

  DOI：10.1016/0223-5234(96)88270-5

  日期：1995.1

  A series of 2-[2-alkyl-1H-benzimidazol-5(6)-yl]-4H-1 analogues 7a-7e was synthesized by the reaction with 3',4'-diaminoflavone and aliphatic carboxylic acids. 3',4'-Diaminoflavone 6 was prepared via the reduction of 2-(4-amino-3-nitrophenyl)-4H-1-benzopyran-4-one 5a. The compounds 7a-e and 14a-f were tested in vitro for their inhibitory activities against human platelet aggregation induced by collagen, ADP and A23187. The compound with a COOR group as a side chain, 2-(2-alkyloxycarbonyl-2,3-dihydro-1,4-benzodioxin-6-yl)-4H-1-benzopyran-4-one 14a-f, has potent activity, and so compound 13 was also prepared as an analogue of series 14 and tested for its antiaggregator activity.