N-(p-chlorobenzoyl)furfurylamine | 54979-77-0

• 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-(p-chlorobenzoyl)furfurylamine
• 英文别名: 4-chloro-N-(furan-2-ylmethyl)benzamide
• CAS: 54979-77-0
• 化学式: C₁₂H₁₀ClNO₂
• mdl: MFCD00686830
• 分子量: 235.67
• InChiKey: SKMGYVCLHQFMCA-UHFFFAOYSA-N

物化性质

• 熔点：
  123 °C(Solv: benzene (71-43-2))
• 沸点：
  413.2±35.0 °C(Predicted)
• 密度：
  1.272±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.083
• 拓扑面积：
  42.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(p-chlorobenzoyl)furfurylamine 、 苯肼 在 2,6-二甲基吡啶 、 草酰氯 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 以34%的产率得到3-(4-Chlorophenyl)-5-(furan-2-yl)-1-phenyl-1,2,4-triazole
  参考文献：
  名称：

  1,2,4-Triazole Synthesis via Amidrazones

  摘要：

  我们提出了一种通过氧化过程从初级酰胺和肼合成1,2,4-三唑衍生物的两步程序。

  DOI：

  10.1055/s-0030-1258117
• 作为产物：
  描述：

  4-氯苯甲酰氯 、 2-呋喃甲胺 生成 N-(p-chlorobenzoyl)furfurylamine
  参考文献：
  名称：

  ONO, MACHIKO;ARAYA, ICHIRO;TODORIKI, REIKO;TAMURA, SHINZO, CHEM. AND PHARM. BULL., 38,(1990) N, C. 1824-1831

  摘要：

  DOI：

文献信息

• Amidines. VII. Hydrolysis and alcoholysis of carboxamides under mild conditions.
  作者：Machiko ONO、Ichiro ARAYA、Reiko TODOROKI、Shinzo TAMURA

  DOI：10.1248/cpb.38.1824

  日期：——

  Hydrolysis and alcoholysis of carboxamides derived from primary aliphatic amines were achieved under mild conditions. Amide exchange reaction between carboxamides and N1-acyl-N1, N2-di (p-nitrophenyl) formamidines (1) gave N1-acyl-N1-alkyl-N2-(p-nitrophenyl)formamidines (2) which were readily hydrolyzed or alcoholyzed to give N1-alkyl-N2-(p-nitrophenyl)formamidines (4) and carboxylic acid or its ester. Compounds 4 were hydrolyzed to give aliphatic amine and N-formyl-p-nitroaniline in the presence of acetic acid or hydrochloric acid at room temperature. For the alcoholysis of N-acyl derivatives of amino alcohols, protection of the hydroxyl substituent by an acyl group was essential because the reaction of 1 and N-acyl derivatives of amino alcohols was quite complex. Alcoholysis of N-ethyl-N, N'-ethylenebis (p-chlorobenzamide) (8a) by this method gave N-(2-aminoethyl)-N-ethyl-p-chlorobenzamide (8b). Thus, the selective alcoholysis of diacyl derivative of diamines, which contain primary and secondary amino groups, was achieved.

  在温和条件下，实现了由伯脂肪胺衍生的羧酰胺的水解和醇解。羧酰胺与N1-酰基-N1,N2-二（对硝基苯基）甲酰亚胺（1）之间的酰胺交换反应产生了N1-酰基-N1-烷基-N2-（对硝基苯基）甲酰亚胺（2），这些化合物容易发生水解或醇解，生成N1-烷基-N2-（对硝基苯基）甲酰亚胺（4）和羧酸或其酯。化合物4在乙酸或盐酸存在下室温水解，产生脂肪胺和N-甲酰基-对硝基苯胺。对于氨基醇的N-酰基衍生物的醇解，通过酰基保护羟基取代基是必要的，因为1与氨基醇的N-酰基衍生物的反应非常复杂。通过这种方法，N-乙基-N,N'-乙烯基双（对氯苯甲酰胺）（8a）的醇解生成了N-（2-氨基乙基）-N-乙基-对氯苯甲酰胺（8b）。这样，实现了含有伯和仲氨基的二胺二酰基衍生物的选择性醇解。
• [EN] PHARMACEUTICALLY ACTIVE SULFONAMIDE DERIVATIVES<br/>[FR] DERIVES SULFONAMIDES ACTIFS SUR LE PLAN PHARMACOLOGIQUE
  申请人：APPLIED RESEARCH SYSTEMS

  公开号：WO2001023378A1

  公开（公告）日：2001-04-05

  The present invention is related to sulfonamide derivatives of formula (I) notably for use as pharmaceutically active compounds, as well as to pharmaceutical formulations containing such sulfonamide derivatives. Said sulfonamide derivatives are efficient modulators of the JNK pathway, they are in particular efficient and selective inhibitors of JNK 2 and 3. The present invention is furthermore related to novel sulfonamide derivatives as well as to methods of their preparation. The compounds of formula (I) according to the present invention being suitable pharmaceutical agents are those wherein Ar?1 and Ar2¿ are independently from each other substituted or unsubstituted aryl or heteroaryl groups, X is O or S, preferably O; R1 is hydrogen or a C¿1?-C6-alkyl group, or R?1¿ forms a substituted or unsubstituted 5-6-membered saturated or unsaturated ring with Ar1; n is an integer from 0 to 5, preferably between 1-3 and most preferred 1; Y within formula (I) is an unsubstituted or a substituted 4-12-membered saturated cyclic or bicyclic alkyl containing at least one nitrogen atom, whereby one nitrogen atom within said ring is forming a bond with the sulfonyl group of formula (I) thus providing a sulfonamide.

  本发明涉及公式（I）的磺酰胺衍生物，特别是作为药物活性化合物的用途，以及包含这种磺酰胺衍生物的制药配方。所述的磺酰胺衍生物是JNK通路的有效调节因子，特别是JNK 2和3的有效且选择性抑制剂。本发明还涉及新的磺酰胺衍生物以及其制备方法。根据本发明的公式（I）化合物适合作为药物代理，其中Ar?1和Ar2¿是独立于彼此的取代或未取代的芳基或杂环芳基基团，X为O或S，优选为O; R1是氢或C¿1?-C6烷基，或R?1¿与Ar1形成取代或未取代的5-6成员饱和或不饱和环；n为0到5的整数，优选为1-3，最优选为1；公式（I）中的Y是未取代或取代的4-12成员饱和环或双环烷基，其中至少有一个氮原子，在该环内与公式（I）的磺酰基形成化学键，从而提供磺酰胺。
• Pharmaceutically active sulfonamide derivatives
  申请人：Merck Serono SA

  公开号：US08012995B1

  公开（公告）日：2011-09-06

  The present invention is related to sulfonamide derivatives of formula (I0 notably for use as pharmaceutically active compounds, as well as to pharmaceutical formulations containing such sulfonamide derivatives. Said sulfonamide derivatives are efficient modulators of the JNK pathway, they are in particular efficient and selective inhibitors of JNK 2 and 3. The present invention is furthermore related to novel sulfonamide derivatives as well as to methods of their preparation. The compounds of formula (I) according to the present invention being suitable pharmaceutical agents are those wherein Ar1 and Ar2 are independently from each other substituted or unsubstituted aryl or heteroaryl groups, X is O or S, preferably O; R1 is hydrogen or a C1-C6-alkyl group, or R1 forms a substituted or unsubstituted 5-6 membered saturated or unsaturated ring with Ar1; n is an integer from 0 to 5, preferably between 1-3 and most preferred 1; Y within formula (I) is an unsubstituted or a substituted 4-12-membered saturated cyclic or bicyclic alkyl containing at least one nitrogen atom, whereby one nitrogen atom, whereby one nitrogen atom within said ring is forming a bond with the sulfonyl group of formula (I) thus providing a sulfonamide.

  本发明涉及式（I）的磺酰胺衍生物，特别是作为药物活性化合物的用途，以及含有这种磺酰胺衍生物的制药配方。所述磺酰胺衍生物是JNK途径的有效调节剂，特别是JNK 2和3的有效且选择性抑制剂。本发明还涉及新型磺酰胺衍生物以及其制备方法。本发明所述的适合作为药物剂的式（I）化合物中，Ar1和Ar2分别是取代或未取代的芳基或杂芳基基团，X是O或S，优选为O；R1是氢或C1-C6烷基，或R1与Ar1形成取代或未取代的5-6成员饱和或不饱和环；n是0至5的整数，优选为1-3，最优选为1；式（I）中的Y是未取代或取代的4-12成员饱和环或双环烷基，其中至少含有一个氮原子，其中一个氮原子在所述环中与式（I）的磺酰基形成键，从而提供磺酰胺。
• PHARMACEUTICALLY ACTIVE SULFONAMIDE DERIVATIVES
  申请人：Applied Research Systems ARS Holding N.V.

  公开号：EP1218374B1

  公开（公告）日：2005-11-16
• US8012995B1
  申请人：——

  公开号：US8012995B1

  公开（公告）日：2011-09-06