4-甲酰氨基-N-乙酰乙酰苯胺 | 56766-13-3

• 物质功能分类: 有机原料 - 氨基化合物 - 环烷胺、芳香单胺、芳香多胺及其衍生物和盐
• 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: 4-甲酰氨基-N-乙酰乙酰苯胺
• 中文别名: 4-[(1,3-二氧代丁基)氨基]苯甲酰胺；4-甲酰氨基-乙酰乙酰苯胺(AA4BA)；4-甲酰胺基-N-乙酰乙酰苯胺；AA4BA
• 英文名称: 4-(3-oxobutanamido)benzamide
• 英文别名: 4-acetoacetylaminobenzamide；Acetessigsaeure-4-carbamoylanilid；4-(3-oxobutanoylamino)benzamide
• CAS: 56766-13-3
• 化学式: C₁₁H₁₂N₂O₃
• 分子量: 220.228
• InChiKey: OSHMIKIYRAREFA-UHFFFAOYSA-N

物化性质

• 溶解度：
  >33 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  89.3
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2924299090

制备方法与用途

用途：用于制造有机颜料。

反应信息

• 作为反应物：
  描述：

  4-甲酰氨基-N-乙酰乙酰苯胺 在 Selectfluor 作用下， 以 水 、 乙腈 为溶剂， 反应 4.0h， 以43%的产率得到4-(2-fluoro-3-oxobutanamido)benzamide
  参考文献：
  名称：

  1,3-二羰基化合物的化学选择性单氟化和二氟化

  摘要：

  通过改变Selectfluor的数量，已实现了1,3-二羰基化合物的高选择性单氟化和二氟化，从而提供了各种类型的2-氟-和2,2-二氟-1,3-二羰基化合物。产量。该反应可以在没有任何催化剂和碱的水性介质中容易地进行，其特征在于实用且方便的氟化。重要的是，克级反应，将2-氟-1,3-二苯基丙烷-1,3-二酮转化为4-氟-1,3,5-三苯基-1 H-吡唑，以及氯化和溴化1，实现了3-二羰基化合物以进一步显示其合成用途。

  DOI：

  10.1021/acs.joc.9b01808
• 作为产物：
  描述：

  对氨基苯甲酰胺 、 乙酰乙酸乙酯 在 potassium tert-butylate 作用下， 反应 2.0h， 生成 4-甲酰氨基-N-乙酰乙酰苯胺
  参考文献：
  名称：

  Discovery and Optimization of Novel, Selective Histone Methyltransferase SET7 Inhibitors by Pharmacophore- and Docking-Based Virtual Screening

  摘要：

  Histone methyltransferases are involved in various biological functions, and these methylation regulating enzymes' abnormal expression or activity has been noted in several human cancers. Within this context, SET domain-containing (lysine methyltransferase) 7 (SET7, also called KMT7, SETD7, SET9) is of increasing significance due to its diverse roles in biological functions and diseases, such as diabetes, cancers, alopecia areata, atherosclerotic vascular disease, HIV, and HCV. In this study, DC-S100, which was discovered by pharmacophore- and docking-based virtual screening, was identified as the hit compound of SET7 inhibitor. Structure-activity relationship (SAR) analysis was performed on analogs of DC-S100 and according to the putative binding mode of DC-S100, structure modifications were made to improve its activity. Of note, compounds DC-S238 and DC-S239, with IC50 values of 4.88 and 4.59 mu M, respectively, displayed selectivity for DNMT1, DOT1L, EZH2, NSD1, SETD8, and G9a. Taken together, DC-S238 and DC-S239 can serve as leads for further investigation as SET7 inhibitors and the chemical toolkits for functional biology studies of SET7.

  DOI：

  10.1021/acs.jmedchem.5b01154

文献信息

• Production process and system for insoluble azo pigments
  申请人：Inoue Shigeru

  公开号：US20060086290A1

  公开（公告）日：2006-04-27

  An insoluble azo pigment is produced by ejecting a diazo solution and a grounding solution continuously into an ejector such that within the ejector, the diazo solution and grounding solution are mixed with each other and are subjected to a coupling reaction. A production system for the insoluble azo pigment includes the following units (1) to (4): (1) a first feed tank ( 2 ) for a first fluid selected from the diazo solution or grounding solution, a first flow path (a) for feeding the first fluid to nozzles of an ejector ( 1 ), and a pump (d) for feeding the first fluid through the first flow path; (2) the ejector ( 1 ) provided with the nozzles, a suction chamber, a diffuser, and a temperature control device (g); (3) a second feed tank ( 3 ) for a second fluid, a second flow path (b) for guiding the second fluid into the suction chamber, and a flow control device (e) for controlling a flow rate of the second fluid through the second flowpath (b); and (4) a heat treatment tank ( 5 ) for subjecting to heat treatment a suspension of the insoluble azo pigment formed by a reaction between the first fluid and the second fluid, and a third flow path (a′) for guiding the suspension from the diffuser to the heat treatment tank.

  通过将二氧化溶液和接地溶液连续喷射到喷射器中，使得在喷射器内，二氧化溶液和接地溶液相互混合并进行偶联反应，从而产生一种不溶性偶氮颜料。不溶性偶氮颜料的生产系统包括以下单元（1）至（4）：（1）第一个供液罐（2），用于第一个流体，可选择为二氧化溶液或接地溶液，第一个流通路径（a），用于将第一个流体送入喷射器（1）的喷嘴，并且通过第一个流通路径供给第一个流体的泵（d）；（2）喷射器（1），具有喷嘴、吸气室、扩散器和温度控制装置（g）；（3）第二个供液罐（3），用于第二个流体，第二个流通路径（b），用于将第二个流体引导到吸气室，并且通过第二个流通路径（b）的流量控制装置（e）用于控制第二个流体的流速；（4）热处理罐（5），用于对由第一个流体和第二个流体反应形成的不溶性偶氮颜料的悬浮液进行热处理，以及从扩散器引导悬浮液到热处理罐的第三个流通路径（a′）。
• Disazo pigment composition and printing ink
  申请人：DAINIPPON INK AND CHEMICALS, INC.

  公开号：EP0823459A2

  公开（公告）日：1998-02-11

  A disazo pigment composition, capable of being used to form inks or coatings having both high flow ability and high viscosity, containing (a) a disazo pigment, (b) an asymmetrical disazo compound having a water-soluble group and (c) an asymmetrical disazo compound, which has a substituent group possessing a hydrogen-bonding property.

  一种二氮杂颜料组合物，可用于配制具有高流动性和高粘度的油墨或涂料，该组合物包含 (a) 一种二氮杂颜料，(b) 一种具有水溶性基团的不对称二氮杂化合物，以及 (c) 一种不对称二氮杂化合物，该化合物具有一个具有氢键特性的取代基团。
• Method of producing disazo pigment
  申请人：Toyo Ink Manufacturing Co. Ltd.

  公开号：EP1146088A1

  公开（公告）日：2001-10-17

  Method of producing a disazo pigment, in which a coupling reaction is carried out while feeding, into an acidic aqueous solution, a tetrazo aqueous solution containing a tetrazo component of benzidines and a coupler aqueous solution containing a coupling component, wherein the coupling component is a mixture comprising a main component represented by the formula (1): CH3COCH2CONH-X, wherein X represents a phenyl group optionally having one or the same or different plural substituents selected from the group consisting of a methyl group, methoxy group and chlorine atom; a first additional component represented by the formula (2): CH3COCH2CONH-Y, wherein Y represents a phenyl group having a substituent selected from the group consisting of -CONR2 group, -SO2NR2 group and -NHCOR group, and the phenyl group may further have a substituent selected from the group consisting of a methyl group, methoxy group, chlorine atom, -CONR2 group, -SO2NR2 group and -NHCOR group, and wherein Rs may be the same or different mutually, and represent a hydrogen atom, C1 to C4 alkyl group (the alkyl groups may be mutually connected to form a ring) or C1 to C4 alkylene NR'2, further wherein R's represent a hydrogen atom or C1 to C4 alkyl groups which may be mutually different (the alkyl groups may be mutually connected to form a ring); and, a second additional component represented by the formula (3): CH3COCH2CONH-Z, wherein Z represents a phenyl group substituted by any one of a carboxyl group or alkali metal salts thereof, hydroxyl group or sulfonic acid group or alkali metal salts thereof, and said phenyl group may further has a substituent selected from the group consisting of a methyl group, methoxy group, chlorine atom, carboxyl group or alkali metal salts thereof, hydroxyl group or sulfonic acid group or alkali metal salts thereof. According to the method, disazo pigments can be obtained which manifest excellent transparency and flowability of the inks produced therefrom, and excellent flushing property and flushing drain coloration resistance in the pigment production process, or excellent dispersibility when ink is formed under dry condition.

  生产二氮杂颜料的方法，其中在向酸性水溶液中加入含有苯并咪唑四氮杂组分的四氮杂水溶液和含有偶联组分的偶联剂水溶液的同时进行偶联反应，其中偶联组分是由式(1)代表的主组分组成的混合物：CH3COCH2CONH-X，其中 X 代表苯基，可选择具有一个或相同或不同的多个取代基，这些取代基可从甲基、甲氧基和氯原子组成的组中选择；由式（2）代表的第一附加组分：CH3COCH2CONH-Y，其中 Y 代表苯基，具有选自-CONR2 基团、-SO2NR2 基团和-NHCOR 基团组成的组的取代基，苯基可进一步具有选自甲基、甲氧基、氯原子、-CONR2 基团、-SO2NR2 基团和-NHCOR 基团组成的组的取代基、其中 Rs 可以相同或互不相同，并代表氢原子、C1 至 C4 烷基（烷基可以相互连接形成环）或 C1 至 C4 亚烷基 NR'2，R's 还代表氢原子或 C1 至 C4 烷基，它们可以互不相同（烷基可以相互连接形成环）；以及，由式 (3) 代表的第二种附加成分：CH3COCH2CONH-Z，其中Z代表被羧基或其碱金属盐、羟基或磺酸基或其碱金属盐中的任一种取代的苯基，所述苯基可进一步具有选自甲基、甲氧基、氯原子、羧基或其碱金属盐、羟基或磺酸基或其碱金属盐组成的组的取代基。根据该方法可获得二氮颜料，用其生产的油墨具有优异的透明度和流动性，在颜料生产过程中具有优异的冲洗性能和耐冲洗排水着色性能，或在干燥条件下形成油墨时具有优异的分散性。
• Verwendung von Diarylpigmenten zum Pigmentieren von Kunststoffen
  申请人：HOECHST AKTIENGESELLSCHAFT

  公开号：EP0097912B1

  公开（公告）日：1987-01-14
• US3933787A
  申请人：——

  公开号：US3933787A

  公开（公告）日：1976-01-20