2-[甲基(1,3-噻唑-2-基)氨基]乙醇 | 122320-81-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 2-[甲基(1,3-噻唑-2-基)氨基]乙醇
• 英文名称: 2-(methyl-thiazol-2-yl-amino)-ethanol
• 英文别名: 2-(Methyl-thiazol-2-yl-amino)-aethanol；2-[N-methyl-N-(2-thiazolyl)amino]ethanol；2-(methyl-2-thiazolylamino)ethanol；2-[Methyl(1,3-thiazol-2-yl)amino]ethanol
• CAS: 122320-81-4
• 化学式: C₆H₁₀N₂OS
• mdl: MFCD14586989
• 分子量: 158.224
• InChiKey: YLVVAMZBSGQCGE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[甲基(1,3-噻唑-2-基)氨基]乙醇 在 四氢吡咯 、 potassium tert-butylate 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 5-(4-[2-(N-methyl-N-(2-thiazolyl)amino)ethoxy]benzylidene)-2,4-thiazolidinedione
  参考文献：
  名称：

  Structure-activity relationships of rosiglitazone for peroxisome proliferator-activated receptor gamma transrepression

  摘要：

  Anti-inflammatory effects of peroxisome proliferator-activated receptor gamma (PPRA gamma) ligands are thought to be largely due to PPAR gamma-mediated transrepression. Thus, transrepression-selective PPAR gamma ligands without agonistic activity or with only partial agonistic activity should exhibit anti-inflammatory properties with reduced side effects. Here, we investigated the structure-activity relationships (SARs) of PPAR gamma agonist rosiglitazone, focusing on transrepression activity. Alkenic analogs showed slightly more potent transrepression with reduced efficacy of transactivating agonistic activity. Removal of the alkyl group on the nitrogen atom improved selectivity for transrepression over transactivation. Among the synthesized compounds, 3l exhibited stronger transrepressional activity (IC50: 14 mu M) and weaker agonistic efficacy (11%) than rosiglitazone or pioglitazone. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2017.04.061
• 作为产物：
  描述：

  2-氯噻唑 、 N-甲基-2-羟基乙胺 反应 15.0h， 生成 2-[甲基(1,3-噻唑-2-基)氨基]乙醇
  参考文献：
  名称：

  [[.omega.-(Heterocyclylamino)alkoxy]benzyl]-2,4-thiazolidinediones as potent antihyperglycemic agents

  摘要：

  A series of [(ureidoethoxy)benzyl]-2,4-thiazolidinediones and [[(heterocyclylamino)alkoxy]-benzyl]-2,4-thiazolidinediones was synthesized from the corresponding aldehydes. Compounds from the urea series, exemplified by 16, showed antihyperglycemic potency comparable with known agents of the type such as pioglitazone and troglitazone (CS-045). The benzoxazole 49, a cyclic analogue of 16, was a very potent enhancer of insulin sensitivity, and by modification of the aromatic heterocycle, an aminopyridine, 37, was identified as a lead compound from SAR studies. Evaluation of antihyperglycemic activity together with effects on blood hemoglobin content, to determine the therapeutic index, was performed in 8-day repeat administration studies in genetically obese C57 Bl/6 ob/ob mice. From these studies, BRL 49653 (37) has been selected, on the basis of antihyperglycemic potency combined with enhanced selectivity against reductions in blood hemoglobin content, for further evaluation.

  DOI：

  10.1021/jm00049a017

文献信息

• [EN] PYRROLOPYRIMIDINES<br/>[FR] PYRROLOPYRIMIDINES
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2009016132A1

  公开（公告）日：2009-02-05

  The present invention relates to compounds or pharmaceutically-acceptable salts thereof, processes for preparing them, pharmaceutical compositions containing them and their use in therapy. The invention particularly relates to compounds that are polo-like kinase (PLKs) inhibitors useful for the treatment of disease states mediated by PLK, especially PLK4, in particular such compounds that are useful in the treatment of pathological processes which involve an aberrant cellular proliferation, such as tumour growth, rheumatoid arthritis, restenosis and atherosclerosis.

  本发明涉及化合物或其药用盐，制备它们的方法，含有它们的药物组合物以及它们在治疗中的用途。该发明特别涉及一类极化样激酶（PLKs）抑制剂化合物，用于治疗由PLK介导的疾病状态，特别是PLK4，特别是在治疗涉及异常细胞增殖的病理过程中有用的化合物，如肿瘤生长、类风湿性关节炎、再狭窄和动脉粥样硬化。
• Compounds
  申请人：Beecham Group p.l.c.

  公开号：US05232925A1

  公开（公告）日：1993-08-03

  Compounds of formula (I): ##STR1## or a tautomeric form thereof, or a pharmaceutically acceptable salt thereof, or a pharmaceutically acceptable solvate thereof, wherein: A.sup.1 represents a substituted or unsubstituted aromatic heterocyclyl group; R.sup.1 represents a hydrogen atom, an alkyl group, an acyl group, an aralkyl group, wherein the aryl moiety may be substituted or unsubstituted, or a substituted or unsubstituted aryl group; R.sup.2 and R.sup.3 each represent hydrogen, or R.sup.2 and R.sup.3 together represent a bond; A.sup.2 represents a benzene ring having in total up to five substituents; and n represents an integer in the range of from 2 to 6; pharmaceutical compositions containing such compounds and the use of such compounds and compositions in medicine.

  式(I)的化合物：##STR1##或其互变异构体，或其药学上可接受的盐，或其药学上可接受的溶剂化合物，其中：A.sup.1代表取代或未取代的芳香杂环基团；R.sup.1代表氢原子，烷基基团，酰基基团，芳基烷基基团，其中芳基部分可以是取代或未取代的，或取代或未取代的芳基基团；R.sup.2和R.sup.3各自代表氢，或R.sup.2和R.sup.3一起代表键；A.sup.2代表总共最多具有五个取代基的苯环；n代表范围为2至6的整数；含有这种化合物的药物组合物以及这种化合物和组合物在医学中的用途。
• Compounds for treating eating disorders in which blood glucose levels
  申请人：Beecham Group p.l.c.

  公开号：US05646169A1

  公开（公告）日：1997-07-08

  A method is provided for the treatment and/or prophylaxis of eating disorders in a human or non-human mammal, which comprises administering to a human or non-human mammal in need thereof, an effective, non-toxic amount of a compound of formula (I): ##STR1## or a tautomeric form thereof and/or a pharmaceutically acceptable salt thereof and/or a pharmaceutically acceptable solvate thereof, in which A.sup.1 represents a substituted or unsubstituted aromatic heterocyclyl group; R.sup.1 represents a hydrogen atom, an alkyl group, an acyl group, an aralkyl group, wherein the aryl moiety may be substituted or unsubstituted, or a substituted or unsubstituted aryl group; R.sup.2 and R.sup.3 each represent hydrogen, or R.sup.2 and R.sup.3 together represent a bond; A.sup.2 represents a benzene ring having in total up to five substituents; and n represents an integer in the range of from 2 to 6.

  本发明提供了一种用于治疗和/或预防人类或非人类哺乳动物的进食障碍的方法，该方法包括向需要该治疗的人类或非人类哺乳动物中给予有效的、非毒性的化合物(I)的量：##STR1## 或其互变异构体和/或药学上可接受的盐和/或药学上可接受的溶剂，其中A.sup.1代表取代或未取代的芳香杂环基；R.sup.1代表氢原子、烷基、酰基、芳基烷基，其中芳香基团可以是取代或未取代的，或取代或未取代的芳基基团；R.sup.2和R.sup.3分别代表氢，或R.sup.2和R.sup.3一起代表键；A.sup.2代表苯环，其总共有多达五个取代基；n代表在2到6的整数范围内。
• NOVEL COMPOUNDS
  申请人：Beecham Group p.1.c.

  公开号：US20020049240A1

  公开（公告）日：2002-04-25

  Compounds of formula (I): 1 or a tautomeric form thereof, or a pharmaceutically acceptable salt thereof, or a pharmaceutically acceptable solvate thereof, wherein: A 1 represents a substituted or unsubstituted aromatic heterocyclyl group; R 1 represents a hydrocarbon atom, an alkyl group, an acyl grup, an aralkyl group, wherein the aryl moiety may be substituted or unsubstituted, or a substituted or unsubstituted aryl group; R 2 and R 3 each represent hydrogen, or R 2 and R 3 together represent a bond; A 2 represents a benzene ring having a total up to five substituents; and n represents an integer in the range of from 2 to 6; pharmaceutical compositions containing such compounds and the use of such compounds and compositions in medicine.

  化合物的式子（I）：其中1或其互变异构体，或其药学上可接受的盐，或其药学上可接受的溶剂盐，其中：A1代表取代或未取代的芳香杂环基团；R1代表碳氢原子，烷基，酰基，苯基烷基，其中芳基部分可能被取代或未取代，或者是取代或未取代的芳基基团；R2和R3分别代表氢，或者R2和R3一起代表一个键；A2代表苯环，具有最多五个取代基；n代表在2到6之间的整数；包含这种化合物的药物组合物以及这种化合物和组合物在医学上的用途。
• 2,4-thiazolidinediones
  申请人：Beecham Group p.l.c.

  公开号：US05260445A1

  公开（公告）日：1993-11-09

  Compounds of formula (I): ##STR1## or a tautomeric form thereof, or a pharmaceutically acceptable salt thereof, or a pharmaceutically acceptable solvate thereof, wherein: A.sup.1 represents a substituted or unsubstituted aromatic heterocyclyl group; R.sup.1 represents a hydrogen atom, an alkyl group, an acyl group, an aralkyl group, wherein the aryl moiety may be substituted or unsubstituted, or a substituted or unsubstituted aryl group; R.sup.2 and R.sup.3 each represent hydrogen, or R.sup.2 and R.sup.3 together represent a bond; A.sup.2 represents a benzene ring having in total up to five substituents; and n represents an integer in the range of from 2 to 6; pharmaceutical compositions containing such compounds and the use of such compounds and compositions in medicine.

  化合物的式子(I): ## STR1 ## 或其互变异构体，或其药学上可接受的盐，或其药学上可接受的溶剂，其中：A.sup.1代表取代或未取代的芳香杂环基团；R.sup.1代表氢原子，烷基团，酰基团，芳基烷基团，其中芳基部分可能取代或未取代，或取代或未取代的芳基基团；R.sup.2和R.sup.3各代表氢，或R.sup.2和R.sup.3一起代表键；A.sup.2代表苯环，其总共有多达五个取代基；n代表在2到6之间的整数；包含这种化合物的药物组合物以及这种化合物和组合物在医学上的应用。