6-[4-(3-aminophenyl)-1-methyl-1H-imidazol-5-yl]thieno[2,3-d]pyrimidin-4-amine | 655256-45-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 6-[4-(3-aminophenyl)-1-methyl-1H-imidazol-5-yl]thieno[2,3-d]pyrimidin-4-amine
• 英文别名: 6-[5-(3-aminophenyl)-3-methylimidazol-4-yl]thieno[2,3-d]pyrimidin-4-amine
• CAS: 655256-45-4
• 化学式: C₁₆H₁₄N₆S
• 分子量: 322.393
• InChiKey: LWYADZIIOIERMM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  124
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  6-[4-(3-aminophenyl)-1-methyl-1H-imidazol-5-yl]thieno[2,3-d]pyrimidin-4-amine 、 2-氟-5-三氟甲基苯基异氰酸酯 以 四氢呋喃 为溶剂， 生成 N-{3-[5-(4-aminothieno[2,3-d]pyrimidin-6-yl)-1-methyl-1H-imidazol-4-yl]phenyl}-N'-[2-fluoro-5-(trifluoromethyl)phenyl]urea
  参考文献：
  名称：

  Novel thienopyrimidine and thiazolopyrimidine kinase inhibitors with activity against Tie-2 in vitro and in vivo

  摘要：

  The SAR and improvement in potency against Tie2 of novel thienopyrimidine and thiazolopyrimidine kinase inhibitors are reported. The crystal structure of one of these compounds bound to the Tie-2 kinase domain is consistent with the SAR. These compounds have moderate potency in cellular assays of Tie-2 inhibition, good physical properties, DMPK, and show evidence of in vivo inhibition of Tie-2.

  DOI：

  10.1016/j.bmcl.2009.10.001
• 作为产物：
  描述：

  6-(4-{3-[(diphenylmethylene)amino]phenyl}-1-methyl-1H-imidazol-5-yl)thieno[2,3-d]pyrimidin-4-amine 在 盐酸 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 0.17h， 以100%的产率得到6-[4-(3-aminophenyl)-1-methyl-1H-imidazol-5-yl]thieno[2,3-d]pyrimidin-4-amine
  参考文献：
  名称：

  [EN] CONDENSED PYRIDINES AND PYRIMIDINES WITH TIE2 (TEK) ACTIVITY
  [FR] PYRIDINES CONDENSEES ET PYRIMIDINES A ACTIVITE TIE2 (TEK)

  摘要：

  化合物的公式（I），其中A与其连接的碳原子一起形成一个融合的5-成员杂环芳烃环，其中所述的杂环芳烃环包含1个或2个从O、N和S中选择的杂原子，并且包含G的5-成员环与在公式（I）中标记为桥头碳#的A形成的环在间位连接；G从O、S和NR5中选择；Z从N和CR6中选择；Q1从可选择的取代芳基和杂环芳基中选择，取代基R1到R6如文本中所定义，用于在温血动物（如人）中产生抗血管生成作用。

  公开号：

  WO2004013141A1

文献信息

• [EN] SUBSTITUTED THIENO - AND THIAZOLO - [2, 3-D] PYRIDINES AS INHIBITORS OF TIE2<br/>[FR] THIENO' 2, 3-D! PYRIMIDINES SUBSTITUES UTILISES EN TANT QU'INHIBITEURS DE TIE2
  申请人：ASTRAZENECA AB

  公开号：WO2005075483A1

  公开（公告）日：2005-08-18

  A compound of the formula(I); wherein the substituents are as defined in the text for use in the production of an anti-angiogenic effect in a warm blooded animal such as man. The compounds are inhibitors Tie2 receptor tyrosine kinase (TEK).

  公式（I）的化合物；其中取代基如文本中定义的那样，用于在温血动物（如人类）中产生抗血管生成效果。这些化合物是抑制Tie2受体酪氨酸激酶（TEK）的抑制剂。
• Condensed pyridines and pyrimidines with tie2 (tek) activity
  申请人：Luke Arthur Richard William

  公开号：US20050256140A1

  公开（公告）日：2005-11-17

  A compound of the Formula (I), wherein A together with the carbon atoms to which it is attached forms a fused 5-membered heteroaryl ring, wherein said heteroaryl ring contains 1 or 2 heteroatoms selected from O, N and S, and wherein the 5-membered ring containing G is linked to the ring formed by A in the meta position to the bridgehead carbon marked # in Formula (I): G is selected from O, S and NR 5 ; Z is selected from N and CR 6 ; Q 1 is selected from optionally substituted aryl and heteroaryl, and the substituents R 1 to R 6 are as defined in the text for use in the production of an anti-angiogenic effect in a warm blooded animal such as man.

  化合物的式子（I），其中A与其连接的碳原子一起形成一个融合的5元杂环芳基环，其中该杂环芳基环含有1或2个从O，N和S中选择的杂原子，并且含有G的5元环与在式子（I）中被标记为#的桥头碳上的A形成的环在间位连接：G从O，S和NR5中选择；Z从N和CR6中选择；Q1从可选取代的芳基和杂环基中选择，取代基R1到R6如文本中所定义，用于在温血动物如人中产生抗血管生成效应的制备。
• Substituted thieno- and thiazolo- [2,3-d]pyrimidines and [2,3-c]pyridines as inhibitors of tie2
  申请人：Jones Clifford

  公开号：US20070135455A1

  公开（公告）日：2007-06-14

  A compound of the formula(I); wherein the substituents are as defined in the text for use in the production of an anti-angiogenic effect in a warm blooded animal such as man. The compounds are inhibitors Tie2 receptor tyrosine kinase (TEK).

  一种化合物，其化学式为(I)；其中取代基如文本中所定义，用于在温血动物（如人）中产生抗血管生成效应。这些化合物是Tie2受体酪氨酸激酶（TEK）的抑制剂。
• Condensed pyridines and pyrimidines with tie2 (TEK) activity
  申请人：AstraZeneca AB

  公开号：US07427616B2

  公开（公告）日：2008-09-23

  A compound of the Formula (I), wherein A together with the carbon atoms to which it is attached forms a fused 5-membered heteroaryl ring, wherein said heteroaryl ring contains 1 or 2 heteroatoms selected from O, N and S, and wherein the 5-membered ring containing G is linked to the ring formed by A in the meta position to the bridgehead carbon marked # in Formula (I): G is selected from O, S and NR5; Z is selected from N and CR6; Q1 is selected from optionally substituted aryl and heteroaryl, and the substituents R1 to R6 are as defined in the text for use in the production of an anti-angiogenic effect in a warm blooded animal such as man.

  化合物的公式（I），其中A与其连接的碳原子共同形成一个融合的五元杂环芳基环，其中所述杂环芳基环包含从O、N和S中选择的1或2个杂原子，且含有G的五元环与在公式（I）中由A形成的环在桥头碳标记#的间位相连：G从O、S和NR5中选择；Z从N和CR6中选择；Q1从可选取代的芳基和杂芳基中选择，取代基R1至R6在文本中定义，用于在温血动物如人体中产生抗血管生成效应。
• Substituted thieno- and thiazolo- [2,3-d]pyrimidines and [2,3-c]pyridines as inhibitors of Tie2
  申请人：AstraZeneca AB

  公开号：US07476677B2

  公开（公告）日：2009-01-13

  A compound of the formula(I); wherein the substituents are as defined in the text for use in the production of an anti-angiogenic effect in a warm blooded animal such as man. The compounds are inhibitors Tie2 receptor tyrosine kinase (TEK).

  公式（I）的化合物；其中取代基如文本中定义的用于在温血动物（如人）中产生抗血管生成效应。这些化合物是抑制Tie2受体酪氨酸激酶（TEK）的抑制剂。