1-[5-(4-吗啉)-2-噻吩]乙酮 | 230972-02-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 1-[5-(4-吗啉)-2-噻吩]乙酮
• 英文名称: 1-[5-(4-morpholinyl)-2-thienyl]ethanone
• 英文别名: 2-acetyl-5-morpholinothiophene；5-Acetyl-2-morpholinothiophene；1-[5-(morpholin-4-yl)-2-thienyl]ethanone；1-(5-Morpholinothiophen-2-YL)ethanone；1-(5-morpholin-4-ylthiophen-2-yl)ethanone
• CAS: 230972-02-8
• 化学式: C₁₀H₁₃NO₂S
• 分子量: 211.285
• InChiKey: KGKILYSCKBSZBF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  57.8
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  1-[5-(4-吗啉)-2-噻吩]乙酮 在 乙酸铵 、 ammonium sulfate 作用下， 以 1,2-二氯乙烷 为溶剂， 生成 N-{4-(3-bromophenyl)-3-cyano-6-[5-(morpholin-4-yl)thiophen-2-yl]pyridin-2-yl}formamidine
  参考文献：
  名称：

  5-(3-Bromophenyl)-7-(6-morpholin-4-ylpyridin-3-yl)pyrido[2,3-d]pyrimidin-4-ylamine: structure–activity relationships of 7-substituted heteroaryl analogs as non-nucleoside adenosine kinase inhibitors

  摘要：

  4-Amino-5,7-disubstituted pyridopyrimidines are potent, non-nucleoside inhibitors of adenosine kinase (AK). We recently identified a potent, orally efficacious analog, 4 containing a 7-pyridylmorpholine substituted ring system as the key structural element of this template. In this report, we disclose the pharmacologic effects of five- and six-membered heterocyclic ring replacements for the pyridine ring in 4. These replacements were found to have interesting effects on in vivo efficacy and genotoxicity as well as in vitro potency. We discovered that the nitrogen in the heterocyclic ring at C(7) is important for the modulation of mutagenic side effects (Ames assay). (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.03.023
• 作为产物：
  描述：

  Dimethyl-[(Z)-3-morpholin-4-yl-3-(2-oxo-propylsulfanyl)-allylidene]-ammonium; chloride 在 三乙胺 作用下， 以 乙腈 为溶剂， 生成 1-[5-(4-吗啉)-2-噻吩]乙酮
  参考文献：
  名称：

  Synthesis and characterisation of N,N-disubstituted 2-amino-5-acylthiophenes and 2-amino-5-acylthiazoles

  摘要：

  Starting from halomethyl-ketones 8 and N,N'-persubstituted thioacrylamides 7 or their 2-aza analogues 11 a series of N,N-disubstituted 2-amino-5-acylthiophenes 10 and 2-amino-5-acylthiazoles 12, respectively are available. By starting from 1,3-dichloroacetone and using the same thioacrylamide derivatives 7 and 11 N,N-disubstituted 2-amino-5-(chloroacetyl)thiophenes 13 and 2-amino-5-(chloroacetyl)thiazoles 14 as well as N,N'-persubstituted bis-(2-amino-5-thienyl)ketones 15, 2-amino-5-thienyl-(2-amino-5-thiazolyl)ketones 16, and bis-(2-amino-5-thiazolyl)ketones 17, respectively are available. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00083-2

文献信息

• [EN] THIOPHENE DERIVATIVES AS KINASE INHIBITORS<br/>[FR] DÉRIVÉS DE THIOPHÈNE EN TANT QU'INHIBITEURS DE KINASES
  申请人：UCB PHARMA SA

  公开号：WO2010001126A1

  公开（公告）日：2010-01-07

  A series of thiophene derivatives which are substituted in the 2 -position by a morphoIin-4-yl substituent, and in the 3 -position by a substituted ethynyl moiety, being selective inhibitors of PI3 kinase enzymes, are accordingly of benefit in medicine, for example in the treatment of inflammatory, autoimmune, cardiovascular, neurodegenerative, metabolic, oncological, nociceptive or ophthalmic conditions.

  一系列噻吩衍生物，在2-位置被吗啡啉-4-基取代，在3-位置被取代的乙炔基团，是选择性PI3激酶酶抑制剂，在医学上具有益处，例如在治疗炎症、自身免疫、心血管、神经退行性、代谢、肿瘤、疼痛或眼科疾病方面。
• On the coupling of aryldiazonium salts with N,N-disubstituted 2-aminothiophenes and some of their carbocyclic and heterocyclic analogues
  作者：Horst Hartmann、Ines Zug

  DOI：10.1039/b006803i

  日期：——

  substitution pattern at C(5), with aryldiazonium salts 1 either at their C(3) or C(5) position yielding the corresponding 3-arylazo-2-morpholinothiophenes 9 or, under elimination of the substituent at C(5), 5-arylazo-2-morpholinothiophenes 10. This reaction contrasts to the behaviour of 5-morpholinothiazoles 8 and dimethylaniline 13 towards the same diazonium salts 1 which are unable to couple with these compounds

  如吗啉代衍生物7所示，根据C（5）处的取代方式，N，N-二取代的2-氨基噻吩对与芳基重氮盐1的C（3）或C（5）位置对产生相应的3 -芳基偶氮-2-吗啉代噻吩9或在消除C（5）取代基的情况下，5-芳基偶氮-2-吗啉代噻吩10。此反应与5-吗啉代噻唑8和二甲基苯胺 如果重氮盐1的C（5）或C（4）位置分别未被H，COOH或CHO取代，则它们不能与这些化合物偶合，而生成13个重氮盐1。
• [EN] 5,7-DISUBSTITUTED-4-AMINOPYRIDO[2,3-D]PYRIMIDINE COMPOUNDS<br/>[FR] COMPOSES DE 4-AMINOPYRIDO[2,3-D]PYRIMIDINE A DISUBSTITUTION 5,7
  申请人：ABBOTT LAB

  公开号：WO2000023444A1

  公开（公告）日：2000-04-27

  A method of inhibiting adenosine kinase by administering one of more compounds of formula (I), wherein R?1, R2, R3 and R4¿ are defined, a pharmaceutical composition comprising a therapeutically effective amount of a compound thereof above in combination with a pharmaceutically acceptable carrier, and a method of treating cerebral ischemia, epilepsy, nociperception, inflammation and sepsis in a mammal in need of such treatment, comprising administering to the mammal a therapeutically effective amount of a compound thereof, a process for preparing said compounds, and compounds having the above formula wherein R?1, R2, R3 and R4¿ are separately defined.

  一种通过给予式(I)中的一个或多个化合物来抑制腺苷激酶的方法，其中R1、R2、R3和R4被定义，以及包含上述化合物的治疗有效量与药学可接受载体组合的制药组合物，以及一种治疗哺乳动物的脑缺血、癫痫、疼痛感知、炎症和败血症的方法，包括给予哺乳动物上述化合物的治疗有效量，制备上述化合物的方法以及具有上述式中R1、R2、R3和R4分别被定义的化合物。
• Convenient amination of weakly activated thiophenes, furans and selenophenes in aqueous media
  作者：Damien Prim、Gilbert Kirsch

  DOI：10.1016/s0040-4020(99)00318-x

  日期：1999.5

  We describe herein a new amination procedure of weakly activated heterocyclic bromo derivatives in aqueous media. The base catalysed mechanism of this reaction is also confirmed. Moreover, the application of this strategy to the preparation of amino furans and selenophenes is outlined. (C) 1999 Elsevier Science Ltd. All rights reserved.
• 5-(3-Bromophenyl)-7-(6-morpholin-4-ylpyridin-3-yl)pyrido[2,3-d]pyrimidin-4-ylamine: structure–activity relationships of 7-substituted heteroaryl analogs as non-nucleoside adenosine kinase inhibitors
  作者：Mark A. Matulenko、Chih-Hung Lee、Meiqun Jiang、Robin R. Frey、Marlon D. Cowart、Erol K. Bayburt、Stanley DiDomenico、Gregory A. Gfesser、Arthur Gomtsyan、Guo Zhu Zheng、Jeffery A. McKie、Andrew O. Stewart、Haixia Yu、Kathy L. Kohlhaas、Karen M. Alexander、Steve McGaraughty、Carol T. Wismer、Joseph Mikusa、Kennan C. Marsh、Ronald D. Snyder、Marilyn S. Diehl、Elizabeth A. Kowaluk、Michael F. Jarvis、Shripad S. Bhagwat

  DOI：10.1016/j.bmc.2005.03.023

  日期：2005.6

  4-Amino-5,7-disubstituted pyridopyrimidines are potent, non-nucleoside inhibitors of adenosine kinase (AK). We recently identified a potent, orally efficacious analog, 4 containing a 7-pyridylmorpholine substituted ring system as the key structural element of this template. In this report, we disclose the pharmacologic effects of five- and six-membered heterocyclic ring replacements for the pyridine ring in 4. These replacements were found to have interesting effects on in vivo efficacy and genotoxicity as well as in vitro potency. We discovered that the nitrogen in the heterocyclic ring at C(7) is important for the modulation of mutagenic side effects (Ames assay). (c) 2005 Elsevier Ltd. All rights reserved.