N¹,N¹-diethyl-N¹,N¹²-diaminododecane | 219776-06-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N¹,N¹-diethyl-N¹,N¹²-diaminododecane
• 英文别名: N',N'-diethyldodecane-1,12-diamine
• CAS: 219776-06-4
• 化学式: C₁₆H₃₆N₂
• 分子量: 256.475
• InChiKey: YUFVJWXSCSRIKJ-UHFFFAOYSA-N

物化性质

• 沸点：
  309.6±10.0 °C(Predicted)
• 密度：
  0.844±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  18
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  29.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-氯-7-碘喹啉 、 N¹,N¹-diethyl-N¹,N¹²-diaminododecane 反应 6.0h， 以60%的产率得到N',N'-diethyl-N-(7-iodoquinolin-4-yl)dodecane-1,12-diamine
  参考文献：
  名称：

  Structure−Activity Relationships for Antiplasmodial Activity among 7-Substituted 4-Aminoquinolines

  摘要：

  Aminoquinolines (AQs) with diaminoalkane side chains (-HNRNEt2) shorter or longer than the isopentyl side chain [-HNCHMe(CH2)(3)NEt2] of chloroquine are active against both chloroquine-susceptible and -resistant Plasmodium falciparum. (De, D.; et al. Am. J. Trop. Med. Hyg. 1996, 55, 579-583). In the studies reported here, we examined structure-activity relationships (SARs) among AQs with different N,N-diethyldiaminoalkane side chains and different substituents at the 7-position occupied by Cl in chloroquine. 7-Iodo- and 7-bromo-AQs with diaminoalkane side chains [-HN(CH2)(2)NEt2, -HN(CH2)(3)NEt2, or -HNCHMeCH2NEt2] were as active as the corresponding 7-chloro-AQs against both chloroquine-susceptible and -resistant P. falciparum (IC(50)s of 3-12 nM). In contrast, with one exception, 7-fluoro-AQs and 7-trifluoromethyl-AQs were less active against chloroquine-susceptible P. falciparum (IC(50)s of 15-50 nM) and substantially less active against chloroquine-resistant P. falciparum (IC(50)s of 18-500 nM). Furthermore, most 7-OMe-AQs were inactive against both chloroquine-susceptible (IC(50)s of 17-150 nM) and -resistant P. falciparum (IC(50)s of 90-3000 nM).

  DOI：

  10.1021/jm980146x
• 作为产物：
  描述：

  ω-phthalimidododecanoyl chloride 在 硼烷四氢呋喃络合物 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 5.5h， 生成 N¹,N¹-diethyl-N¹,N¹²-diaminododecane
  参考文献：
  名称：

  Structure−Activity Relationships for Antiplasmodial Activity among 7-Substituted 4-Aminoquinolines

  摘要：

  Aminoquinolines (AQs) with diaminoalkane side chains (-HNRNEt2) shorter or longer than the isopentyl side chain [-HNCHMe(CH2)(3)NEt2] of chloroquine are active against both chloroquine-susceptible and -resistant Plasmodium falciparum. (De, D.; et al. Am. J. Trop. Med. Hyg. 1996, 55, 579-583). In the studies reported here, we examined structure-activity relationships (SARs) among AQs with different N,N-diethyldiaminoalkane side chains and different substituents at the 7-position occupied by Cl in chloroquine. 7-Iodo- and 7-bromo-AQs with diaminoalkane side chains [-HN(CH2)(2)NEt2, -HN(CH2)(3)NEt2, or -HNCHMeCH2NEt2] were as active as the corresponding 7-chloro-AQs against both chloroquine-susceptible and -resistant P. falciparum (IC(50)s of 3-12 nM). In contrast, with one exception, 7-fluoro-AQs and 7-trifluoromethyl-AQs were less active against chloroquine-susceptible P. falciparum (IC(50)s of 15-50 nM) and substantially less active against chloroquine-resistant P. falciparum (IC(50)s of 18-500 nM). Furthermore, most 7-OMe-AQs were inactive against both chloroquine-susceptible (IC(50)s of 17-150 nM) and -resistant P. falciparum (IC(50)s of 90-3000 nM).

  DOI：

  10.1021/jm980146x

文献信息

• PIGMENT DISPERSING AGENT, PIGMENT COMPOSITION, AND PIGMENT COLORING AGENT
  申请人：DAINICHISEIKA COLOR & CHEMICALS MFG. CO., LTD.

  公开号：US20200377480A1

  公开（公告）日：2020-12-03

  The present invention provides a pigment dispersant: that is capable of remarkably ameliorating fluidity of a liquid product, such as an ink or a paint, which contains particles of a pigment, such as a black azo pigment, in a dispersed state; that can suppress aggregation of piment particles; that prevents occurrence of foreign substances; and that is capable of producing a colored article excellent in optical density. Provided is a pigment dispersant being a compound represented by the following formula (1). wherein R 1 and R 2 each independently represent a group obtained by eliminating one hydrogen atom from an amino group of an amine compound containing a basic nitrogen atom, and R 3 and R 4 each independently represent a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group, or a hydroxy group.

  本发明提供了一种颜料分散剂：能够显著改善液体产品（如墨水或油漆）的流动性，其中液体产品中包含颜料颗粒（如黑色偶氮颜料）处于分散状态；能够抑制颜料颗粒的聚集；防止异物的发生；并能够生产具有优异光密度的彩色制品。提供的颜料分散剂是由以下化学式（1）表示的化合物，其中R1和R2分别独立表示通过从含有碱性氮原子的胺化合物的氨基中消除一个氢原子而获得的基团，而R3和R4分别独立表示氢原子、卤素原子、烷基、烷氧基或羟基。
• Pigment dispersant and pigment dispersion, especially suitable for color filters
  申请人：DAINICHISEIKA COLOR & CHEMICALS MFG. CO. LTD.

  公开号：EP0848043A2

  公开（公告）日：1998-06-17

  Disclosed is a pigment dispersant represented by the following formula (1): wherein X represents a hydrogen atom or an acylamino group; Y represents a specific aromatic group; Z represents a specific aromatic group or a C2-30 aliphatic, alicyclic or heteroalicyclic amine reaction residual group having at least one amino group; G represents a reaction residual group of at least one compound selected from C2-30 aliphatic, alicyclic and heteroalicyclic hydrocarbons each of which has at least one amino group; n is an integer of from 0 to 3; and when N stands for 0, Z represents a reaction residual group of a C2-30 aliphatic, alicyclic or heteroalicyclic polyamine having at least two amino groups. A pigment dispersion making use of the dispersant and a color filter produced from the pigment dispersion are also disclosed.

  本发明公开了由下式（1）代表的颜料分散剂： 其中 X 代表氢原子或酰氨基；Y 代表特定的芳香族基团；Z 代表特定的芳香族基团或具有至少一个氨基的 C2-30 脂肪族、脂环族或杂脂环族胺反应残基；G 代表至少一种选自 C2-30 脂肪族、脂环族和杂脂环族烃的化合物的反应残基，每种化合物至少有一个氨基；n 是 0 至 3 的整数；当 N 代表 0 时，Z 代表至少有两个氨基的 C2-30 脂肪族、脂环族或杂脂环族多胺的反应残基。此外，还公开了一种使用该分散剂的颜料分散体和一种用该颜料分散体生产的彩色滤光片。
• Pigment dispersing agent, pigment composition, and pigment coloring agent
  申请人：DAINICHISEIKA COLOR & CHEMICALS MFG. CO., LTD.

  公开号：US10961227B2

  公开（公告）日：2021-03-30

  The present invention provides a pigment dispersant: that is capable of remarkably ameliorating fluidity of a liquid product, such as an ink or a paint, which contains particles of a pigment, such as a black azo pigment, in a dispersed state; that can suppress aggregation of pigment particles; that prevents occurrence of foreign substances; and that is capable of producing a colored article excellent in optical density. Provided is a pigment dispersant being a compound represented by the following formula (1). wherein R1 and R2 each independently represent a group obtained by eliminating one hydrogen atom from an amino group of an amine compound containing a basic nitrogen atom, and R3 and R4 each independently represent a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group, or a hydroxy group.

  本发明提供了一种颜料分散剂：它能够显著改善含有分散状态颜料（如黑色偶氮颜料）颗粒的液体产品（如油墨或涂料）的流动性；能够抑制颜料颗粒的聚集；防止异物的产生；以及能够生产出光密度极佳的有色物品。所提供的颜料分散剂是由下式（1）表示的化合物。 其中 R1 和 R2 各自独立地代表通过从含有碱性氮原子的胺化合物的氨基中消除一个氢原子而得到的基团，R3 和 R4 各自独立地代表氢原子、卤素原子、烷基、烷氧基或羟基。
• ——
  作者：Dibyendu De、Donald, J. Krogstad、Joel T. Mague

  DOI：10.1023/a:1022810821793

  日期：——

  The preparation of N-12-(7-chloro-4-quinolinyl)-N-1,N-1-diethyl-1,12-diaminododecane, AQ-40, was accomplished by a five-step process in 80% overall yield from 12-aminododecanoic acid and 4,7-dichloroquinoline. AQ-40 crystallizes as a monohydrate from reagent grade chloroform/ diethyl ether mixtures in the triclinc space group P-1 with a = 8.667(2), b = 8.9425(10), c = 17.217(3) Angstrom, alpha = 99.34(1), beta = 99.89(2), gamma = 91.56(1)degrees V = 1295.0 Angstrom(3) and Z = 2. The 12-(N-1,N-1-diethylamino)dodecyl side chain is in the fully extended conformation and the water molecule forms hydrogen bonds to the two tertiary nitrogen atoms as well as with the secondary amino group. The nitrogen of the secondary amino group bound to the four-position of the quinoline moiety is virtually planar. This together with the rather short C-N distance of 1.347(3) Angstrom to the quinoline moiety suggests involvement of the lone pair on this nitrogen with the pi system of the ring.
• US5961711A
  申请人：——

  公开号：US5961711A

  公开（公告）日：1999-10-05