2-氨基-N-仲-丁基苯甲酰胺 | 30391-87-8

• 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-N-仲-丁基苯甲酰胺
• 中文别名: 2--氨基-N-异丁基苯甲酰胺；2-氨基-n-(仲丁基)苯甲酰胺
• 英文名称: 2-amino-N-(sec-butyl)benzamide
• 英文别名: o-Amino-N-sek.-butylbenzamid；2-amino-N-(but-2-yl)benzamide；2-amino-N-butan-2-ylbenzamide
• CAS: 30391-87-8
• 化学式: C₁₁H₁₆N₂O
• mdl: MFCD00116303
• 分子量: 192.261
• InChiKey: UOKULICTTSTSHO-UHFFFAOYSA-N

物化性质

• 沸点：
  366.9±25.0 °C(Predicted)
• 密度：
  1.056±0.06 g/cm3(Predicted)
• 稳定性/保质期：
  如果按照规格使用和储存，则不会分解，未有已知危险反应。

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  55.1
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 海关编码：
  2924299090

反应信息

• 作为反应物：
  描述：

  2-氨基-N-仲-丁基苯甲酰胺 在 正丁基锂 、 三乙胺 作用下， 以 四氢呋喃 、 正己烷 、 甲苯 为溶剂， 反应 26.84h， 生成 3-[2-(sec-butylcarbamoyl)phenylcarbamoyl]-N-(4-hydroxyphenyl)benzenesulfonamide
  参考文献：
  名称：

  Optimization of Small-Molecule Inhibitors of Influenza Virus Polymerase: From Thiophene-3-Carboxamide to Polyamido Scaffolds

  摘要：

  Influenza virus infections represent a serious concern to public health, being characterized by high morbidity and significant mortality. To date, compounds targeting the viral ion-channel M2 or the viral neuraminidase are the drugs available for treatment of influenza, but the emergence of drug-resistant viral mutants renders the search for novel targets and their possible inhibitors a major priority. Recently, we I I demonstrated that the viral RNA-dependent RNA polymerase (RdRP) complex can be an optimal target of protein protein disruption by small molecules, with thiophene-3-carboxamide derivatives emerging as promising candidates for the development of new anti-influenza drugs with broad-spectrum activity. Here, we report a further dissection of the thiophene-3-carboxamide structure. By using a GRID molecular interaction field (MIF)-based scaffold-hopping approach, more potent and nontoxic polyamido derivatives were identified, highlighting a new space in the chemical variability of RdRP inhibitors. Finally, a possible pharmacophoric model highlighting the key features required for RdRP inhibition is proposed.

  DOI：

  10.1021/jm500300r
• 作为产物：
  描述：

  仲丁胺 、 靛红酸酐 以 水 为溶剂， 生成 2-氨基-N-仲-丁基苯甲酰胺
  参考文献：
  名称：

  Synthesis and anticancer activity of N-substituted 2-arylquinazolinones bearing trans-stilbene scaffold

  摘要：

  A novel series of 2-arylquinazolinones 7a-o bearing trans-stilbene moiety were designed, synthesized, and evaluated against human breast cancer cell lines including human breast adenocarcinoma (MCF-7 and MDA-MB-231) and human ductal breast epithelial tumor (T-47D). Among the tested compounds, the sec-butyl derivative 7h showed the best profile of activity (IC50 < 5 mu M) against all cell lines, being 2-fold more potent than standard drug, etoposide. Our investigation revealed that the cytotoxic activity was significantly affected by N3-alkyl substituents. Furthermore, the morphological analysis by acridine orange/ethidium bromide double staining test and flow cytometry analysis indicated that the prototype compound 7h can induce apoptosis in MCF-7 and MDA-MB-231 cells. (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2015.03.057

文献信息

• Metal-free oxidative synthesis of quinazolinones via dual amination of sp³ C–H bonds
  作者：Dan Zhao、Teng Wang、Jian-Xin Li

  DOI：10.1039/c4cc02648a

  日期：——

  A novel metal-free synthesis of quinazolinones via dual amination of sp³ C–H bonds was developed. The sp³ carbon in methylarenes or adjacent to a heteroatom in DMSO, DMF or DMA was used as the one carbon synthon.

  一种新型无金属合成喹唑啉酮的方法通过对sp³ C-H键进行双胺化而开发。在二甲基亚砜（DMSO）、二甲基甲酰胺（DMF）或二甲基乙酰胺（DMA）中，甲基芳烃中的sp³碳或邻近杂原子的碳被用作一个碳合成物。
• Gold(I)-Catalyzed Tandem Transformation: A Simple Approach for the Synthesis of Pyrrolo/Pyrido[2,1-<i>a</i>][1,3]benzoxazinones and Pyrrolo/Pyrido[2,1-<i>a</i>]quinazolinones
  作者：Enguang Feng、Yu Zhou、Dengyou Zhang、Lei Zhang、Haifeng Sun、Hualiang Jiang、Hong Liu

  DOI：10.1021/jo100228u

  日期：2010.5.21

  pyrrolo/pyrido[2,1-a][1,3]benzoxazinones and pyrrolo/pyrido[2,1-a]quinazolinones from 2-amino benzoic acids and 2-amino benzamides via a gold(I)-catalyzed tandem coupling/cyclization process. The tricyclic or polycyclic molecular architectures were constructed in one pot with the formation of three new bonds.

  我们已经开发了一种简单的方法，可通过2-氨基苯甲酸和2-氨基苯甲酰胺合成吡咯并/吡啶并[ 2,1- a ] [1,3]苯并恶嗪酮和吡咯并/吡啶并[ 2,1- a ]喹唑啉酮金（I）催化的串联偶联/环化过程。一环构建了三环或多环分子结构，形成了三个新的键。
• A Facile Synthesis of 6H-[1,3,5]Triazino[2,1-b]quinazolin-6-ones
  作者：Boulos Zacharie、Shaun Abbott、Josée Cloutier、Karine Houde、Christopher Penney

  DOI：10.1055/s-0030-1260047

  日期：2011.6

  Triazinoquinazolinone derivatives are synthesized by cyclization of aminobenzamide-substituted triazine compounds in the presence of a proton source such as trifluoroacetic acid or hydrochloric acid. The reaction is mild, general, and gives high yield (>90%) of the cyclized product. This procedure allows, for the first time, access to triazinoquinazolinone compounds bearing different functionalities

  在质子源如三氟乙酸或盐酸存在下，通过氨基苯甲酰胺取代的三嗪化合物的环化合成三嗪并喹唑啉酮衍生物。该反应温和，一般，并得到高产率（＞ 90％）的环化产物。该方法首次允许获得在苯和三嗪部分上具有不同官能度的三嗪并喹唑啉酮化合物，而这是其他途径无法获得的。 酰胺-杂环-环化-羧酸-酯
• Synthesis and biological activity of novel benzoazoles, benzoazines and other analogs functionalized by 2,4-dihydroxyphenyl moiety
  作者：Joanna Matysiak、Alicja Skrzypek、Urszula Głaszcz、Arkadiusz Matwijczuk、Bogdan Senczyna、Joanna Wietrzyk、Elżbieta Krajewska-Kułak、Andrzej Niewiadomy

  DOI：10.1007/s11164-018-3483-0

  日期：2018.10

  Novel benzoazoles, benzoazines, benzothiazoles, benzothiazines and other related compounds possessing a 2,4-dihydroxyphenyl moiety were prepared. The compounds were obtained by the reaction of sulfinylbis[(2,4-dihydroxyphenyl)methanethione]s with the appropriate heterocyclic amines or hydrazines. The structures of the compounds were proved by IR, 1H NMR, and mass spectral data. Human cancer lines,

  制备了具有2，4-二羟基苯基部分的新型苯并唑，苯并嗪，苯并噻唑，苯并噻嗪和其他相关化合物。通过亚磺酰基双[（2,4-二羟基苯基）甲硫基]与适当的杂环胺或肼的反应获得化合物。化合物的结构通过IR，1 H NMR和质谱数据证明。人类癌症系， 念珠菌 属和植物致病真菌被用于评估化合物的生物效价。另外，通过计算机估计了类药物性质。
• Imidazoline derivatives as alpha-1A adrenoceptor ligands
  申请人：Bigham Eric Cleveland

  公开号：US06884801B1

  公开（公告）日：2005-04-26

  Compound of formula (I) or a pharmaceutically acceptable salt or solvate thereof are disclosed. Such compounds are useful in the treatment of Alpha-1A mediated diseases or conditions such as urinary incontinence.

  本发明公开了化学式(I)的化合物或其药学上可接受的盐或溶剂。这些化合物在治疗Alpha-1A介导的疾病或病状，如尿失禁方面非常有用。