N-(3-dimethylaminopropyl)-3-nitro-4-acetylaminobenzamide | 106306-95-0

• 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: N-(3-dimethylaminopropyl)-3-nitro-4-acetylaminobenzamide
• 英文别名: 4-Acetamido-N-[3-(dimethylamino)propyl]-3-nitrobenzamide
• CAS: 106306-95-0
• 化学式: C₁₄H₂₀N₄O₄
• 分子量: 308.337
• InChiKey: CYVVJESIUUJOKD-UHFFFAOYSA-N

物化性质

• 沸点：
  520.7±50.0 °C(Predicted)
• 密度：
  1.243±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  107
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(3-dimethylaminopropyl)-3-nitro-4-acetylaminobenzamide 在 镍 sodium hydroxide 、 氢气 作用下， 以 甲醇 为溶剂， 反应 1.0h， 生成 3,4-二氨基-N-[3-(二甲氨基)丙基]苯甲酰胺
  参考文献：
  名称：

  Sklyarova, I. V.; Garabadzhiu, A. V.; Ginzburg, O. F., Journal of Organic Chemistry USSR (English Translation), 1986, vol. 22, p. 578 - 582

  摘要：

  DOI：
• 作为产物：
  描述：

  对乙酰氨基苯甲酸 在 氯化亚砜 、 硫酸 、 potassium nitrate 作用下， 以 苯 为溶剂， 反应 4.5h， 生成 N-(3-dimethylaminopropyl)-3-nitro-4-acetylaminobenzamide
  参考文献：
  名称：

  Sklyarova, I. V.; Garabadzhiu, A. V.; Ginzburg, O. F., Journal of Organic Chemistry USSR (English Translation), 1986, vol. 22, p. 578 - 582

  摘要：

  DOI：

文献信息

• Immune enhancement
  申请人：——

  公开号：US20020019385A1

  公开（公告）日：2002-02-14

  A method for stimulation of transcription factor AP (activator protein)-1 by administering a compound of the formula (I) 1 wherein R is selected from methyl, ethyl, n-propyl, iso-propyl, c-propyl, n-butyl, sec.-butyl, iso-butyl, tert.-butyl, c-butyl, n-pentyl, sec.-pentyl, iso-pentyl, tert.-pentyl, neo-pentyl, c-pentyl, c-hexyl and c-heptyl; R Na and R Nb are the same or different and selected from hydrogen, methyl and ethyl; R 2 , R 3 , R 5 and R 6 are independently selected from hydrogen, methyl, methoxy, thiomethyl, hydroxy, fluoro, chloro, bromo, trifluoromethyl, phenyl and benzyl; n is 1, 2 or 3; R′ and R″ are the same or different and selected from methyl, ethyl, n-propyl, iso-propyl, n-butyl, sec.-butyl, and iso-butyl or R′ and R″ together form a saturated heterocyclic ring of 5-7 atoms; and pharmaceutically acceptable salts, hydrates and solvates thereof, to a mammal in need thereof.

  通过给需要的哺乳动物给予公式(I)的化合物的方法来刺激转录因子AP(激活蛋白)-1，其中R从甲基、乙基、正丙基、异丙基、c-丙基、正丁基、sec.-丁基、异丁基、tert.-丁基、c-丁基、正戊基、sec.-戊基、异戊基、tert.-戊基、neo-戊基、c-戊基、c-己基和c-庚基中选择；RNa和RNb相同或不同，选择自氢、甲基和乙基；R2、R3、R5和R6独立地选择自氢、甲基、甲氧基、硫甲基、羟基、氟、氯、溴、三氟甲基、苯基和苄基；n为1、2或3；R'和R"相同或不同，选择自甲基、乙基、正丙基、异丙基、正丁基、sec.-丁基和异丁基，或R'和R"一起形成一个由5-7个原子组成的饱和杂环环；以及其药学上可接受的盐、水合物和溶剂化合物。
• SKLYAROVA, I. V.;GARABADZHIU, A. V.;GINZBURG, O. F., ZH. ORGAN. XIMII, 1986, 22, N 3, 645-650
  作者：SKLYAROVA, I. V.、GARABADZHIU, A. V.、GINZBURG, O. F.

  DOI：——

  日期：——
• SUBSTITUTED BENZAMIDES FOR IMMUNE ENHANCEMENT AND FOR THE TREATMENT OF CANCER, INFECTION AND MANIC-DEPRESSIVE ILLNESS
  申请人：Active Biotech AB

  公开号：EP1299350A1

  公开（公告）日：2003-04-09
• US6518312B2
  申请人：——

  公开号：US6518312B2

  公开（公告）日：2003-02-11
• [EN] SUBSTITUTED BENZAMIDES FOR IMMUNE ENHANCEMENT AND FOR THE TREATMENT OF CANCER, INFECTION AND MANIC-DEPRESSIVE ILLNESS<br/>[FR] BENZAMIDES SUBSTITUES PERMETTANT D'AUGMENTER L'EFFET IMMUNITAIRE ET DE TRAITER LE CANCER, LES INFECTIONS ET LA MALADIE AFFECTIVE BIPOLAIRE
  申请人：ACTIVE BIOTECH AB

  公开号：WO2002002511A1

  公开（公告）日：2002-01-10

  This invention relates to the use of compounds of general formula (I) wherein, R is selected from methyl, ethyl, n-propyl, iso-propyl, c-propyl, n-butyl, sec.-butyl, iso-butyl, tert.-butyl, c-butyl, n-pentyl, sec.-pentyl, iso-pentyl, tert.pentyl, neo-pentyl, c-pentyl, c-hexyl and c-heptyl; RNa and RNb are the same or different and selected from hydrogen, methyl and ethyl; R2, R3, R5 and R6 are independently selected from hydrogen, methyl, methoxy, thiomethyl, hydroxy, fluoro, chloro, bromo, trifluoromethyl, phenyl and benzyl; n is 1, 2 or 3; R' and R'' are the same or different and selected from methyl, ethyl, n-propyl, iso-propyl, n-butyl, sec.-butyl, and iso-butyl or R' and R'' together form a saturated heterocyclic ring of 5-7 atoms is 1, 2, 3; and pharmaceutically acceptable salts, hydrates and solvates thereof; for the preparation of a medicament for stimulation of transcription factor AP (activator protein)-1; compositions comprising the compounds of formula (I). The invention also comprises the compounds of general formula (I) with the exclusion of compounds wherein R, R' and R'' simultaneously are methyl. The compounds are useful for the treatment of cancer, infection and manic-depressive illness.