2-氨基甲酰基-4-硝基苯甲酸 | 65911-47-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-氨基甲酰基-4-硝基苯甲酸
• 英文名称: 4-nitro-2-carbamoylbenzoic acid
• 英文别名: 2-Carbamoyl-4-nitrobenzoic acid
• CAS: 65911-47-9
• 化学式: C₈H₆N₂O₅
• 分子量: 210.146
• InChiKey: RNSGNSPBNOOCED-UHFFFAOYSA-N

物化性质

• 熔点：
  144-145 °C(Solv: ethanol (64-17-5))
• 沸点：
  410.3±35.0 °C(Predicted)
• 密度：
  1.585±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  126
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-氨基甲酰基-4-硝基苯甲酸 在 palladium on activated charcoal 盐酸 、 氢氧化钾 、 氢气 、 溴 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 55.0 ℃ 、166.71 kPa 条件下， 反应 54.5h， 生成 7-amino-3-(4-methoxyphenyl)quinazolin-4-one
  参考文献：
  名称：

  Design of Antineoplastic Agents on the Basis of the "2-Phenylnaphthalene-Type" Structural Pattern. I. Synthesis of Substituted 3-Phenylquinazolones, Benzoxazolo[2,3-b]quinazolones and Benzothiazolo[2,3-b]quinazolones

  摘要：

  A number of substituted 3-phenylquinazolin-4-ones, 12H-benzoxazolo-[2,3-b]quniazolin-12-ones and 12H-benzothiazolo[2,3-b]quinazolin-12-ones were designed and synthesized on the basis of a ''2-phenylnaphthalene-type'' structural pattern hypothesis. The postulated pattern, which was uncovered among a substantial number of compounds of both natural and synthetic origins, was noted to be associated with compounds possessing a variety of biological properties which include the antineoplastic activity. Several compounds designed for the present study were found to exhibit potent cytotoxicity against the growth of human promyelocytic leukemia (HL-60) cells.

  DOI：

  10.3987/com-92-s(t)51
• 作为产物：
  描述：

  4-硝基邻苯二甲酰亚胺 在 盐酸 、 氢氧化钾 作用下， 生成 2-氨基甲酰基-4-硝基苯甲酸
  参考文献：
  名称：

  Design of Antineoplastic Agents on the Basis of the "2-Phenylnaphthalene-Type" Structural Pattern. I. Synthesis of Substituted 3-Phenylquinazolones, Benzoxazolo[2,3-b]quinazolones and Benzothiazolo[2,3-b]quinazolones

  摘要：

  A number of substituted 3-phenylquinazolin-4-ones, 12H-benzoxazolo-[2,3-b]quniazolin-12-ones and 12H-benzothiazolo[2,3-b]quinazolin-12-ones were designed and synthesized on the basis of a ''2-phenylnaphthalene-type'' structural pattern hypothesis. The postulated pattern, which was uncovered among a substantial number of compounds of both natural and synthetic origins, was noted to be associated with compounds possessing a variety of biological properties which include the antineoplastic activity. Several compounds designed for the present study were found to exhibit potent cytotoxicity against the growth of human promyelocytic leukemia (HL-60) cells.

  DOI：

  10.3987/com-92-s(t)51

文献信息

• TETRAZOLYL-CONTAINING CYCLOPROPANECARBOXAMIDES
  申请人：Bayer Pharma Aktiengesellschaft

  公开号：US20190177284A1

  公开（公告）日：2019-06-13

  The present invention relates to tetrazolyl-containing cyclopropanecarboxamides compounds of general formula (I) as described and defined herein, to pharmaceutical compositions and combinations comprising said compounds and to the use of said compounds for manufacturing a pharmaceutical composition for the treatment or prophylaxis of a disease, in particular of neurogenic disorder, as a sole agent or in combination with other active ingredients.

  本发明涉及一般式（I）所述的含四唑基环丙基甲酰胺化合物，以及包含该化合物的药物组合物和药物组合物，以及使用该化合物制备用于治疗或预防疾病的药物组合物，特别是神经源性障碍的药物组合物，作为唯一药剂或与其他活性成分结合使用。
• Phthalimidomethyl as a drug Pro-moiety. Probing its reactivity
  作者：Jim Iley、Teresa Calheiros、Rui Moreira

  DOI：10.1016/s0960-894x(98)00135-8

  日期：1998.4

  Phthalimidomethyl derivatives 1, encompassing a wide range of leaving group abilities, are rapidly hydrolysed to the corresponding phthalamic acid via rate-determining attack at the phthalimide carbonyl group.

  邻苯二甲酰亚胺甲基衍生物1，具有广泛的离去基团能力，可通过确定邻苯二甲酰亚胺羰基的速率，迅速水解为相应的邻苯二甲酸。
• 一种2,4-二氨基苯甲酸的合成方法
  申请人：丁玉琴

  公开号：CN105418442A

  公开（公告）日：2016-03-23

  本发明公开了一种2,4-二氨基苯甲酸的合成方法，属于化学合成领域。本发明先用邻苯二甲酸酐为原料，加入浓硫酸和发烟硝酸生成4-硝基邻苯二甲酸，再向其中加入乙酸酐，加热至固体全部溶解，乙醚洗涤后得4-硝基邻苯二甲酸酐，再将其和尿素混合加热，对反应体系进行抽真空，之后加入盐酸得4-硝基-2-甲酰胺基苯甲酸，再在次氯酸钠溶液和冰浴的条件下得2-氨基-4-硝基苯甲酸，最后再和无水乙醇进行回流，加入硫化铵溶液，利用微波加热等条件最终制得2,4-二氨基苯甲酸。
• Synthesis and structure–activity relationships of nitrobenzyl phosphoramide mustards as nitroreductase-activated prodrugs
  作者：Longqin Hu、Xinghua Wu、Jiye Han、Lin Chen、Simon O. Vass、Patrick Browne、Belinda S. Hall、Christopher Bot、Vithurshaa Gobalakrishnapillai、Peter F. Searle、Richard J. Knox、Shane R. Wilkinson

  DOI：10.1016/j.bmcl.2011.05.009

  日期：2011.7

  A series of nitrobenzyl phosphoramide mustards and their analogs was designed and synthesized to explore their structure-activity relationships as substrates of nitroreductases from Escherichia coli and trypanosomes and as potential antiproliferative and antiparasitic agents. The position of the nitro group on the phenyl ring was important with the 4-nitrobenzyl phosphoramide mustard (1) offering the best combination of enzyme activity and antiproliferative effect against both mammalian and trypanosomatid cells. A preference was observed for halogen substitutions ortho to benzyl phosphoramide mustard but distinct differences were found in their SAR of substituted 4-nitrobenzyl phosphoramide mustards in E. coli nitroreductase-expressing cells and in trypanosomatids expressing endogenous nitroreductases. (C) 2011 Elsevier Ltd. All rights reserved.