2-ethyl-6-n-propylaniline | 96343-14-5

• 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: 2-ethyl-6-n-propylaniline
• 英文别名: 2-ethyl-6-propylaniline；2-ethyl-6-propyl-aniline；2-Aethyl-6-propyl-anilin
• CAS: 96343-14-5
• 化学式: C₁₁H₁₇N
• 分子量: 163.263
• InChiKey: HVUGDHGJAFMIRU-UHFFFAOYSA-N

物化性质

• 沸点：
  262.3±9.0 °C(Predicted)
• 密度：
  0.939±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-ethyl-6-n-propylaniline 在 sodium hydroxide 、 N,N-二异丙基乙胺 作用下， 以 乙醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 1.5h， 生成 trans,trans-2-(4-methoxyphenyl)-4-(1,3-benzodioxol-5-yl)-1-(N-[2-ethyl-6-propylphenyl]acetamido)-pyrrolidino-3-carboxylic acid
  参考文献：
  名称：

  Pyrrolidine-3-carboxylic Acids as Endothelin Antagonists. 4. Side Chain Conformational Restriction Leads to ET_B Selectivity

  摘要：

  When the dialkylacetamide side chain of the ETA-selective antagonist ABT-627 is replaced with a 2,6-dialkylacetanilide, the resultant analogues show a complete reversal of receptor selectivity, preferring ETB over ETA. By optimizing the aniline substitution pattern, as well as the alkoxy group on the 2-aryl substituent, it is possible to prepare antagonists with subnanomolar affinity for ETB and with selectivities in excess of 4000-fold. A number of these compounds also show promising pharmacokinetic profiles; a useful balance of properties is found in A-192621 (38). Pharmacology studies with A-192621 serve to reveal the role of the ETB receptor in modulating blood pressure; the observed hypertensive response to persistent ETB blockade is consistent with previous postulates and indicates that ETB-selective antagonists may not be suitable as agents for long-term systemic therapy.

  DOI：

  10.1021/jm990170q
• 作为产物：
  描述：

  2-乙基苯胺 在 palladium on activated charcoal 氢气 、 sodium carbonate 、 三乙胺 、 zinc(II) chloride 作用下， 以 四氢呋喃 、 乙醇 、 邻二甲苯 、 水 、 溶剂黄146 为溶剂， 反应 3.0h， 生成 2-ethyl-6-n-propylaniline
  参考文献：
  名称：

  Pyrrolidine-3-carboxylic Acids as Endothelin Antagonists. 4. Side Chain Conformational Restriction Leads to ET_B Selectivity

  摘要：

  When the dialkylacetamide side chain of the ETA-selective antagonist ABT-627 is replaced with a 2,6-dialkylacetanilide, the resultant analogues show a complete reversal of receptor selectivity, preferring ETB over ETA. By optimizing the aniline substitution pattern, as well as the alkoxy group on the 2-aryl substituent, it is possible to prepare antagonists with subnanomolar affinity for ETB and with selectivities in excess of 4000-fold. A number of these compounds also show promising pharmacokinetic profiles; a useful balance of properties is found in A-192621 (38). Pharmacology studies with A-192621 serve to reveal the role of the ETB receptor in modulating blood pressure; the observed hypertensive response to persistent ETB blockade is consistent with previous postulates and indicates that ETB-selective antagonists may not be suitable as agents for long-term systemic therapy.

  DOI：

  10.1021/jm990170q

文献信息

• Verfahren zur Herstellung von aromatischen Azomethinen
  申请人：BASF Aktiengesellschaft

  公开号：EP0021039A2

  公开（公告）日：1981-01-07

  Herstellung von aromatischen Azomethinen durch Umsetzung von Anilinen mit Formaldehyd und anschließender destillativer Abtrennung der Hauptmenge an Wasser, wobei niedrigsiedende Alkohole in bestimmten Mengen während der Destillation und gewünschtenfalls während der Reaktion oder eines Teiles der Reaktion anwesend sind. Die nach dem Verfahren der Erfindung herstellbaren aromatischen Azomethine sind wertvolle Ausgangsstoffe für die Herstellung von Herbiziden, Fungiziden, Insektiziden, Bakteriostatika, Fungistatika, insbesondere Vorlauf-und Nachlaufherbizide, Vulkanisationsbeschleuniger.

  通过苯胺与甲醛反应制备芳香族偶氮甲烷，随后通过蒸馏分离出主要的水，其中低沸点醇在蒸馏过程中，如果需要，在反应过程中或部分反应过程中存在一定量的低沸点醇。 通过本发明工艺可获得的芳香族偶氮甲烷是生产除草剂、杀菌剂、杀虫剂、抑菌剂、杀真菌剂，特别是芽前和芽后除草剂、硫化促进剂的重要起始原料。
• Verfahren zur Herstellung von 7-Alkylindolen
  申请人：LONZA AG

  公开号：EP0120221A1

  公开（公告）日：1984-10-03

  Verfahren zur Herstellung von 7-Alkylindolen durch Dehydrocyclisierung von 2,6-Dialkylanilinen und anschliessender Partialhydrierung des angefallenen Rohproduktes.

  通过对 2,6-二烷基苯胺进行脱氢环化并随后对所获粗产品进行部分氢化来制备 7-烷基吲哚的工艺。
• Pyrazolopyrimidine derivatives, preparation method thereof, and pharmaceutical composition for use in preventing or treating cancer, autoimmune disease and brain disease containing the same as an active ingredient
  申请人：Korea Research Institute of Chemical Technology

  公开号：US11084824B2

  公开（公告）日：2021-08-10

  The present invention relates to a pyrazolopyrimidine derivative, a preparation method thereof and a pharmaceutical composition comprising the same as an active ingredient for the prevention or treatment of cancer, autoimmune disease and brain disease. The pyrazolopyrimidine derivative of the present invention exhibits excellent Bruton's tyrosine kinase inhibition activity, so that it can be effectively used as a pharmaceutical composition for the prevention or treatment of cancer, autoimmune disease and Parkinson's disease.

  本发明涉及一种吡唑嘧啶衍生物、其制备方法以及以其为活性成分的药物组合物，用于预防或治疗癌症、自身免疫性疾病和脑部疾病。本发明的吡唑嘧啶衍生物具有优异的布鲁顿酪氨酸激酶抑制活性，因此可以有效地用作预防或治疗癌症、自身免疫性疾病和帕金森病的药物组合物。
• Stroh et al., Angewandte Chemie, 1957, vol. 69, p. 124,126
  作者：Stroh et al.

  DOI：——

  日期：——
• Single-Site β-Diiminate Zinc Catalysts for the Alternating Copolymerization of CO₂ and Epoxides:  Catalyst Synthesis and Unprecedented Polymerization Activity
  作者：Ming Cheng、David R. Moore、Joseph J. Reczek、Bradley M. Chamberlain、Emil B. Lobkovsky、Geoffrey W. Coates

  DOI：10.1021/ja003850n

  日期：2001.9.1

  Synthetic routes to zinc ss -diiminate complexes are reported. The synthesis of 11 ss -diimine [(BDI)H] ligands, with varying N-aryl substituents and bridging structures, is described. These ligands are converted to (BDI)ZnX complexes (X = OAc. Et. N(SiMe3)(2), Br, Cl, OH, OMe, (OPr)-Pr-i). X-ray structural data revealed that all zinc complexes examined exist as mu -X-bridged dimers in the solid state, with the exception of the zinc ethyl and amido complexes which were monomeric. Complexes of the form (BDI)ZnOR (R = alkyl, acyl) and (BDI)ZnN(SiMe3)(2) are highly active catalysts for the alternating copolymerization of epoxides and CO2. Copolymerizations of cyclohexene oxide (CHO) and CO2 with (BDI-1)ZnX [(BDI-1) = 2-((2,6-diisopropylphenyl)amido)-4-((2,6-diisopropylphenyl)imino)-2-pentene)] and (BDI-2)ZnX [(BDI-2) = 2-((2,6-diethylphenyl)amido)-4-((2,6-diethylphenyl)imino)-2-pentene)], where X = OAc, Et, N(SiMe3)(2), Br, Cl, OH, OMe, (OPr)-Pr-i, were attempted at 50 degreesC and 100 Psi CO2. Complexes with X = OAc, N(SiMe3)(2), OMe, (OPr)-Pr-i all produced polycarbonate by the alternated insertion of CHO and CO2 with similar catalytic activities, comparable molecular weights, and narrow molecular weight distributions (MWD similar to 1.1), indicating the copolymerizations are living. Furthermore, ligand effects were shown to dramatically influence the polymerization activity as minor steric changes accelerated or terminated the polymerization activity.