hexyl-para-phenylenediamine | 192934-95-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: hexyl-para-phenylenediamine
• 英文别名: 4-N-hexylbenzene-1,4-diamine
• CAS: 192934-95-5
• 化学式: C₁₂H₂₀N₂
• 分子量: 192.304
• InChiKey: IELAVJDOWOPAMD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  38
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6,9-二氯-2-甲氧基吖啶 、 hexyl-para-phenylenediamine 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 0.5h， 生成 9-{[4-(N-hexylamio)phenyl]amino}-6-chloro-2-methoxyacridine
  参考文献：
  名称：

  Structure−Activity Relationships for the Antileishmanial and Antitrypanosomal Activities of 1‘-Substituted 9-Anilinoacridines

  摘要：

  Members of the class of 9-anilinoacridine topoisomerase II inhibitors bearing lipophilic electron-donating 1'-anilino substituents are active against both the promastigote and amastigote forms of the parasite Leishmania major. A series of analogues of the known 1'-NHhexyl lead compound were prepared and evaluated against L. major in macrophage culture to further develop structure-activity relationships (SAR). Toxicity toward mammalian cells was measured in a human leukemia cell line, and the ratio of the two IC50 values (IC50(J)/IC50(L)) was used as a measure of the in vitro therapeutic index (IVTI). A 3,6-diNMe(2) substitution pattern on the acridine greatly increased toxicity to L. major without altering mammalian toxicity, increasing IVTIs over that of the lead compound. The 2-OMe, 6-Cl acridine substitution pattern used in the antimalarial drug mepacrine also resulted in potent antileishmanial activity and high IVTIs. Earlier suggestions of the utility of 2'-OR groups in lowering mammalian cytotoxicity were not borne out in this wider study. A series of very lipophilic 1'-NRR (symmetric dialkylamino)-substituted analogues showed relatively high antileishmanial potency, but no clear trend was apparent across the series, and none were superior to the 1'-NH(CH2)(5)Me subclass. Subsets of the most active 1'-N(R)(CH2)(5)Me- and 1'-N(alkyl)(2)-substituted compounds against L. major were also evaluated against Leishmania donovani, Trypanosoma cruzi, and Trypanosoma brucei, but no consistent SAR could be discerned in these physiologically diverse test systems. The present study has confirmed earlier conclusions that lipophilic electron-donating groups at the 1'-position of 9-anilinoacridines provide high activity against L. major, but the SAR patterns observed do not carry over to the other parasites studied.

  DOI：

  10.1021/jm970232h
• 作为产物：
  描述：

  N-hexyl-4-nitroaniline 在 platinum on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 生成 hexyl-para-phenylenediamine
  参考文献：
  名称：

  Structure−Activity Relationships for the Antileishmanial and Antitrypanosomal Activities of 1‘-Substituted 9-Anilinoacridines

  摘要：

  Members of the class of 9-anilinoacridine topoisomerase II inhibitors bearing lipophilic electron-donating 1'-anilino substituents are active against both the promastigote and amastigote forms of the parasite Leishmania major. A series of analogues of the known 1'-NHhexyl lead compound were prepared and evaluated against L. major in macrophage culture to further develop structure-activity relationships (SAR). Toxicity toward mammalian cells was measured in a human leukemia cell line, and the ratio of the two IC50 values (IC50(J)/IC50(L)) was used as a measure of the in vitro therapeutic index (IVTI). A 3,6-diNMe(2) substitution pattern on the acridine greatly increased toxicity to L. major without altering mammalian toxicity, increasing IVTIs over that of the lead compound. The 2-OMe, 6-Cl acridine substitution pattern used in the antimalarial drug mepacrine also resulted in potent antileishmanial activity and high IVTIs. Earlier suggestions of the utility of 2'-OR groups in lowering mammalian cytotoxicity were not borne out in this wider study. A series of very lipophilic 1'-NRR (symmetric dialkylamino)-substituted analogues showed relatively high antileishmanial potency, but no clear trend was apparent across the series, and none were superior to the 1'-NH(CH2)(5)Me subclass. Subsets of the most active 1'-N(R)(CH2)(5)Me- and 1'-N(alkyl)(2)-substituted compounds against L. major were also evaluated against Leishmania donovani, Trypanosoma cruzi, and Trypanosoma brucei, but no consistent SAR could be discerned in these physiologically diverse test systems. The present study has confirmed earlier conclusions that lipophilic electron-donating groups at the 1'-position of 9-anilinoacridines provide high activity against L. major, but the SAR patterns observed do not carry over to the other parasites studied.

  DOI：

  10.1021/jm970232h

文献信息

• Multipurpose polymer bound stabilizers
  申请人：ATOCHEM NORTH AMERICA, INC.

  公开号：EP0303986A2

  公开（公告）日：1989-02-22

  These are provided polymer bound stabilizers with recurring units selected from the formulas or both wherein the units occur, e.g., in the polymer back­bone, x is 0 or 1, R¹ and R² are, e.g., hydrogen, and each -- is the residue of a primary amino or hydrazido substituted stabilizer group selected from (a) hindered phenols, (b) hindered amine light stabilizers, (c) 2-hydroxybenzophenones, (d) 2-(2-hydroxyphenyl)-2H-benzotriazoles, (e) secondary aromatic amines, (f) benzothiazoles or benzimidazoles, (g) aryl salicylates, (h) salicylic acid derivatives (i) oxamide derivatives and (j) dialkyl sulfides, with the proviso that at least two different groups from (a) through (j) are attahced to the polymer. The polymeric stabilizers are prepared by the reaction of primary amino or hydrazido substituted stabilizers with some or all of the anhydride groups of the polymer or copolymer. They are not lost from the polymer by volatilization, migration or extraction, even at high temperature and may be used as concentrates to stabilize other polymers.

  这些聚合物结合稳定剂具有选自下列公式的重复单元 或两者，其中单元出现在聚合物骨架等处，x 为 0 或 1，R¹ 和 R² 为氢等，且每 -- 是伯氨基或肼基取代的稳定剂基团的残基，选自 (a) 受阻酚，(b) 受阻胺光稳定剂，(c) 2-羟基二苯甲酮，(d) 2-(2-羟基苯基)-2H-苯并三唑，(e) 仲芳香胺、(f) 苯并噻唑或苯并咪唑； (g) 芳基水杨酸盐； (h) 水杨酸衍生物； (i) 草酰胺衍生物；以及 (j) 二烷基硫化物，但聚合物中至少含有两个不同的(a)至(j)基团。聚合物稳定剂是通过伯氨基或肼基取代的稳定剂与聚合物或共聚物的部分或全部酸酐基团反应制备的。即使在高温条件下，它们也不会因挥发、迁移或萃取而从聚合物中流失，可用作稳定其他聚合物的浓缩物。
• Rubber composition for a conveyor belt
  申请人：Mitsui Chemicals, Inc.

  公开号：EP0877053A2

  公开（公告）日：1998-11-11

  According to the present invention, there is provided a rubber composition for a conveyor belt comprising (A) 100 parts by weight of an ethylene/a-olefin containing 3 to 20 carbon atoms/non-conjugated polyene copolymer rubber containing a diene unit derived from special non-conjugated dienes, (B) 0.5 to 15 parts by weight of an organic peroxide, (C) 30 to 80 parts by weight of a carbon black and (D) 5 to 25 parts by weight of a softening agent.

  根据本发明，提供了一种用于传送带的橡胶组合物，该组合物包括：(A) 100 份（按重量计）含 3 至 20 个碳原子的乙烯/烯烃/非共轭聚烯共聚物橡胶（含源自特殊非共轭二烯的二烯单元）；(B) 0.5 至 15 份（按重量计）有机过氧化物；(C) 30 至 80 份（按重量计）炭黑；(D) 5 至 25 份（按重量计）软化剂。
• CROSSLINKING COMPOSITION EXHIBITING EXCELLENT STORAGE STABILITY
  申请人：Osaka Soda Co., Ltd.

  公开号：EP3029109A1

  公开（公告）日：2016-06-08

  A crosslinking composition comprising an epichlorohydrin based polymer (a), a triazine type crosslinking agent (b), and magnesium carbonate (c). The crosslinking composition further comprises a polyhydric alcohol (d) which is preferably pentaerythritol type compound. In the crosslinking composition, the polyhydric alcohol (d) is preferably contained in an amount of 0.1 to 10 parts by weight for 100 parts by weight of the epichlorohydrin based polymer (a).

  一种由环氧氯丙烷基聚合物（a）、三嗪类交联剂（b）和碳酸镁（c）组成的交联组合物。该交联组合物还包括一种多元醇（d），最好是季戊四醇类化合物。在交联组合物中，多元醇（d）的含量最好为 0.1 至 10 份（按 100 份环氧氯丙烷基聚合物（a）的重量计）。
• MODIFIED BLOCK COPOLYMER, METHOD FOR PRODUCING MODIFIED BLOCK COPOLYMER, AND RESIN COMPOSITION
  申请人：Asahi Kasei Kabushiki Kaisha

  公开号：EP3623398A1

  公开（公告）日：2020-03-18

  A modified block copolymer according to the present invention is a modified block copolymer comprising a polymer block comprising a vinyl aromatic compound as a main constituent (A), a polymer block comprising a conjugate diene compound as a main constituent (B), and an atomic group having NHx (x = 0 to 2) (C). In the modified block copolymer, the polymer block comprising a conjugate diene compound as a main constituent (B) is a hydrogenated product, the atomic group having NHx (x = 0 to 2) (C) is contained in a side chain, and a compound forming the atomic group having NHx (x = 0 to 2) (C) satisfies the following condition: Condition: when the compound forming the atomic group having NHx (x = 0 to 2) (C) is reacted with a maleic anhydride-modified group in a maleic anhydride-modified block copolymer, a MFR value at 230°C under a load of 2.16 kg of the modified block copolymer after the reaction is 0.1 times or more a MFR value at 230°C under a load of 2.16 kg of the maleic anhydride-modified block copolymer before the reaction.

  根据本发明，改性嵌段共聚物是一种改性嵌段共聚物，包括以乙烯基芳香族化合物为主要成分的聚合物嵌段（A）、以共轭二烯化合物为主要成分的聚合物嵌段（B）和具有 NHx（x = 0 至 2）的原子团（C）。在改性嵌段聚合物中，由共轭二烯化合物作为主要成分（B）的聚合物嵌段是氢化产物，具有 NHx（x = 0 至 2）（C）的原子团包含在侧链中，形成具有 NHx（x = 0 至 2）（C）的原子团的化合物满足以下条件： 条件：当形成具有 NHx（x = 0 至 2）(C)的原子团的化合物与马来酸酐改性嵌段共聚物中的马来酸酐改性基团反应时，反应后在 230℃、负载 2.16 千克改性嵌段共聚物时的 MFR 值是反应前在 230℃、负载 2.16 千克马来酸酐改性嵌段共聚物时的 MFR 值的 0.1 倍或以上。
• Modified block copolymer, method for producing modified block copolymer, and resin composition
  申请人：Asahi Kasei Kabushiki Kaisha

  公开号：US11124593B2

  公开（公告）日：2021-09-21

  A modified block copolymer according to the present invention is a modified block copolymer comprising a polymer block comprising a vinyl aromatic compound as a main constituent (A), a polymer block comprising a conjugate diene compound as a main constituent (B), and an atomic group having NHx (x=0 to 2) (C). In the modified block copolymer, the polymer block comprising a conjugate diene compound as a main constituent (B) is a hydrogenated product, the atomic group having NHx (x=0 to 2) (C) is contained in a side chain, and a compound forming the atomic group having NHx (x=0 to 2) (C).

  根据本发明，改性嵌段共聚物是一种改性嵌段共聚物，包括以乙烯基芳香族化合物为主要成分的聚合物嵌段（A）、以共轭二烯化合物为主要成分的聚合物嵌段（B）和具有 NHx（x=0 至 2）的原子团（C）。在改性嵌段共聚物中，由共轭二烯化合物作为主要成分（B）的聚合物嵌段是氢化产物，具有 NHx（x=0 至 2）（C）的原子团包含在侧链中，以及形成具有 NHx（x=0 至 2）（C）的原子团的化合物。