2-(2-chlorophenyl)-3-(dimethylamino)-2-propenal

• 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-(2-chlorophenyl)-3-(dimethylamino)-2-propenal
• 英文别名: 2-(2-chlorophenyl)-3-(dimethylamino)acrolein；2-(o-chlorophenyl)-3-dimethylaminoprop-2-enal；2-(2-chlorophenyl)-3-dimethylaminoprop-2-enal；(Z)-2-(2-chlorophenyl)-3-(dimethylamino)prop-2-enal
• 化学式: C₁₁H₁₂ClNO
• 分子量: 209.675
• InChiKey: PUVVVJDGUWJSMR-VQHVLOKHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(2-chlorophenyl)-3-(dimethylamino)-2-propenal 在 尿素 作用下， 以 盐酸 、 乙醇 、 水 为溶剂， 生成 5-(2-Chlorophenyl)-1,2-dihydro-2-oxopyrimidine
  参考文献：
  名称：

  Compounds with a nitrogen-containing heterocyclic nucleus, and drugs in

  摘要：

  该发明涉及具有含氮杂环核的化合物，其一般结构式为：##STR1##其中：Ar代表一个基团##STR2##或一个可选由卤素取代的萘基团，A代表从吡啶、嘧啶和三嗪核中选择的杂环核，X和Y分别表示一种情况下的氢原子和另一种情况下的OR.sub.3基团（羟基、碳酸酯或酯基）。该发明还涉及这些化合物的制备方法及其作为对中枢神经系统起作用的药物的应用。

  公开号：

  US04613603A1
• 作为产物：
  描述：

  邻氯苯乙酸 在 potassium carbonate 、 三氯氧磷 作用下， 以 N-甲基乙酰胺 、 甲苯 为溶剂， 生成 2-(2-chlorophenyl)-3-(dimethylamino)-2-propenal
  参考文献：
  名称：

  Compounds with a nitrogen-containing heterocyclic nucleus, and drugs in

  摘要：

  该发明涉及具有含氮杂环核的化合物，其一般结构式为：##STR1##其中：Ar代表一个基团##STR2##或一个可选由卤素取代的萘基团，A代表从吡啶、嘧啶和三嗪核中选择的杂环核，X和Y分别表示一种情况下的氢原子和另一种情况下的OR.sub.3基团（羟基、碳酸酯或酯基）。该发明还涉及这些化合物的制备方法及其作为对中枢神经系统起作用的药物的应用。

  公开号：

  US04613603A1

文献信息

• Substituted 6-phenyl-1,2,4-triazolo[4,3-a]pyridines
  申请人：American Cyanamid Company

  公开号：US04209626A1

  公开（公告）日：1980-06-24

  This disclosure describes novel 6-(substituted-phenyl)-1,2,4-triazolo[4,3-a]pyridines useful as hypotensive agents.

  本公开说明了一种新型6-(取代苯基)-1,2,4-三唑并[4,3-a]吡啶，可用作降压药剂。
• Substituted 3-alkyl-6-phenyl-1,2,4-triazolo-[4,3-a]pyridines
  申请人：American Cyanamid Company

  公开号：US04242515A1

  公开（公告）日：1980-12-30

  This disclosure describes novel 3-alkyl-6-(substituted-phenyl)-1,2,4-triazolo[4,3-a]pyridines useful as anxiolytic agents.

  这份披露描述了作为抗焦虑药物有用的新型3-烷基-6-(取代苯基)-1,2,4-三唑并[4,3-a]吡啶。
• Substituted 3-alkyl-6-phenyl-1,2,4-triazolo(4,3-a)pyridines, processes for their preparation and pharmaceutical compositions containing them
  申请人：AMERICAN CYANAMID COMPANY

  公开号：EP0017438A1

  公开（公告）日：1980-10-15

  There are provided novel 3-alkyl-6-(substituted-phenyl)-1,2,4-triazolo[4,3-a]pyridines useful as anxiolytic agents, processes for their preparation and pharmaceutical compositions containing them. The compounds have the formula: wherein R, is hydrogen, alkyl (C1-C4), alkoxy (C,-C4), fluoro, chloro, bromo, trifluoromethyl, cyano, carboxy, alkoxycarbonyl (C2-C5), carboxamido, nitro, amino, acylamino (C1-C4), monoalkylamino (C1-C4) or dialkylamino wherein each alkyl group has up to 4 carbon atoms and R2 is alkyl (C1-C3); or a pharmacologically acceptable acid-addition salt thereof.

  本发明提供了可用作抗焦虑剂的新型 3-烷基-6-（取代苯基）-1,2,4-三唑并[4,3-a]吡啶、其制备工艺以及含有这些化合物的药物组合物。这些化合物的化学式如下 其中 R，是氢、烷基（C1-C4）、烷氧基（C,-C4）、氟、氯、溴、三氟甲基、氰基、羧基、烷氧羰基（C2-C5）、羧酰胺基、硝基、氨基、酰氨基（C1-C4）、单烷基氨基（C1-C4）或二烷基氨基，其中每个烷基最多有 4 个碳原子，R2 是烷基（C1-C3）；或其药理学上可接受的酸加成盐。
• Novel ligands for the opioid receptors: synthesis and structure–activity relationships among 5′-aryl and 5′-heteroaryl 17-cyclopropylmethyl-4,5α-epoxypyrido[2′,3′:6,7]morphinans
  作者：Subramaniam Ananthan、Naveen K Khare、Surendra K Saini、Peg Davis、Christina M Dersch、Frank Porreca、Richard B Rothman

  DOI：10.1016/s0968-0896(03)00432-2

  日期：2003.9

  A series of pyridomorphinans possessing an aryl (10a-s) or heteroaryl (11a-h) substituent at the 5'-position of the pyridine ring of 17-cyclopropylmethyl-4,5alpha-epoxypyrido[2,3:6,7]morphinan was synthesized and evaluated for binding and functional activity at the opioid delta, mu, and kappa receptors. All of these pyridomorphinans bound with higher affinity at the delta site than at mu or kappa sites. The binding data on isomeric compounds revealed that there exists greater bulk tolerance for substituents placed at the o-position of the phenyl ring than at m- or p-positions. Among the ligands examined, the 2-chlorophenyl (101), 2-nitrophenyl (10n), 2-pyridyl (11a), and 4-quinolinyl (11g) compounds bound to the delta receptor with subnanomolar affinity. Compound 10c with the p-tolyl substituent displayed the highest mu/delta selectivity (ratio = 42) whereas compound 101 with the 2-chlorophenyl substituent displayed the highest kappa/delta selectivity (ratio 23). At 10 muM concentration, the in vitro functional activity determined using [S-35]GTP-gamma-S binding assays showed that all of the compounds were antagonists devoid of any significant agonist activity at the delta, mu, and kappa receptors. Antagonist potency determinations of three selected ligands revealed that the p-tolyl compound 10c is a potent 6 selective antagonist. In the [S-35]GTP-7-S assays this compound had a functional antagonist K-i value of 0.2, 4.52, and 7.62 nM at the delta, mu, and kappa receptors, respectively. In the smooth muscle assays 10c displayed delta antagonist potency with a K-e value of 0.88 nM. As an antagonist, it was 70-fold more potent at the 6 receptors in the MVD than at the mu receptors in the GPI. The in vitro delta antagonist profile of this pyridomorphinan 10c resembles that of the widely used delta selective antagonist ligand naltrindole. (C) 2003 Elsevier Ltd. All rights reserved.
• US4209626A
  申请人：——

  公开号：US4209626A

  公开（公告）日：1980-06-24