5-[2-(4-Hydroxyanilino)pyrimidin-4-yl]-3,4-dimethyl-1,3-thiazol-2-one

• 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: 5-[2-(4-Hydroxyanilino)pyrimidin-4-yl]-3,4-dimethyl-1,3-thiazol-2-one
• 化学式: C₁₅H₁₄N₄O₂S
• 分子量: 314.4
• InChiKey: VUYRXJYZQGIGFA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  104
• 氢给体数：
  2
• 氢受体数：
  6

文献信息

• [EN] PYRIMIDIN-4-YL-3, 4-THIONE COMPOUNDS AND THEIR USE IN THERAPY<br/>[FR] COMPOSES DE PYRIMIDIN-4-YL-3, 4-THIONE ET LEUR UTILISATION A DES FINS THERAPEUTIQUES
  申请人：CYCLACEL LTD

  公开号：WO2005042525A1

  公开（公告）日：2005-05-12

  The present invention relates to compounds of formula: (I), or pharmaceutically acceptable salts thereof, wherein R1 and R5 are each independently H, C(ORj’) or a hydrocarbyl group optionally substituted by one or more R6 groups; R2, R3, and R4 are each independently H, alkyl or alkenyl, each of which may be optionally substituted with one or more R7 groups; R6 and R7 are each independently halogen, NO2, CN, (CH2)mORa, O(CH2)nORb, (CH2)pNRcRd, CF3, COORe, CONRfRg, CORh, SO3H, SO2Ri, SO2NRjRk, (CH2)qNRa’CORg’, Rf’, (CH2)rNRb’SO2Rh’, SO2NRd’Ri’, SO2NRe'(CH2)s,ORc', heterocycloalkyl or heteroaryl, wherein said heterocycloalkyl and heteroaryl may be optionally substituted by one or more substituents selected from aralkyl, sulfonyl, Rm and CORn; Rg', Rh', Ri' and Rj' are each independently selected from alkyl, aryl, aralkyl and heteroaryl, each of which may be optionally substituted with one or more substituents selected from halogen, OH, NO2, NH2 CF3 and COOH; m, p, q and r are each independently 0, 1, 2 or 3; n and s are each independently 1, 2, or 3; and Ra-n and Ra'-f' are each independently H or alkyl. Further aspects of the invention relate to pharmaceutical compositions comprising such compounds, and their use in the preparation of a medicament for treating one or more of the following: a proliferative disorder, a viral disorder, a CNS disorder, a stroke, alopecia and diabetes.

  本发明涉及以下结构的化合物：(I)，或其药学上可接受的盐，其中R1和R5分别独立地为H、C(ORj’)或一个或多个R6基团取代的烃基团；R2、R3和R4分别独立地为H、烷基或烯基，每个基团可能选择性地用一个或多个R7基团取代；R6和R7分别独立地为卤素、NO2、CN、(CH2)mORa、O(CH2)nORb、(CH2)pNRcRd、CF3、COORe、CONRfRg、CORh、SO3H、SO2Ri、SO2NRjRk、(CH2)qNRa’CORg’、Rf’、(CH2)rNRb’SO2Rh’、SO2NRd’Ri’、SO2NRe'(CH2)s、ORc'、杂环烷基或杂芳基，其中所述的杂环烷基和杂芳基可以选择性地用一个或多个从芳基烷基、磺酰基、Rm和CORn中选择的取代基团取代；Rg'、Rh'、Ri'和Rj'分别独立地选择自烷基、芳基、芳基烷基和杂芳基，每个基团可能选择性地用一个或多个从卤素、OH、NO2、NH2、CF3和COOH中选择的取代基团取代；m、p、q和r分别独立地为0、1、2或3；n和s分别独立地为1、2或3；以及Ra-n和Ra'-f'分别独立地为H或烷基。本发明的进一步方面涉及包含这种化合物的药物组合物，以及它们在制备治疗以下一种或多种疾病的药物中的用途：增生性疾病、病毒性疾病、中枢神经系统疾病、中风、脱发和糖尿病。
• Therapeutic applications of 2-substituted 4-heteroarylpyrimidines
  申请人：Wang Shudong

  公开号：US20050282843A1

  公开（公告）日：2005-12-22

  The present invention relates to the use of a compound of formula I, or a pharmaceutically acceptable salt thereof, wherein (A) one of X and Y is S, and the other is N; or one of X and Y is NH or N—R 5 , and the other is C—R 6 ; “a” is a single bond; “b”, “c”, “d”, “e” and “f” are single or double bonds so as to form a heteroaryl ring; R 1 is is R 7 with the proviso that R 1 is other than H or Me; or (B) one of X and Y is S, and the other is NH or N—R 5 ; “a” and “d” are each double bonds; “b”, “c”, “e” and “f” are each single bonds; R 1 is oxo; and R 2 , R 3 , R 4 , R 5 , and R 6 are each independently H or R 7 ; R 7 is a group (CH 2 ) n —R 8 , wherein n is 0, 1, 2, 3 or 4 and wherein R 8 is selected from alkyl, aryl, heteroaryl, heterocycloalkyl, F, Cl, Br, I, CF 3 , NO 2 , CN, OH, O-alkyl, O-aryl, O-heteroaryl, O-heterocycloalkyl, CO-alkyl, CO-aryl, CO-heteroaryl, CO-heterocycloalkyl, COO-alkyl, NH 2 , NH-alkyl, NH-aryl, N(alkyl) 2 , NH-heteroaryl, NH-heterocycloalkyl, COOH, CONH 2 , CONH-alkyl, CON(alkyl) 2 , CONH-aryl, CONH-heteroaryl, CONH-heterocycloalkyl, SO 3 H, SO 2 -alkyl, SO 2 -aryl, SO 2 -heteroaryl, SO 2 -heterocycloalkyl, SO 2 NH 2 , SO 2 NH-alkyl, SO 2 N(alkyl) 2 , SO 2 NH-aryl, SO 2 NH-heteroaryl, or SO 2 NH-heterocycloalkyl, wherein said alkyl, aryl, heteroaryl, and heterocycloalkyl groups are optionally substituted with one or more groups selected from halogeno, NO 2 , OH, O-methyl, NH 2 , COOH, CONH 2 and CF 3 ; in the preparation of a medicament for treating diabetes. The compounds of the invention also have applications in the treatment of CNS disorders, alopecia, cardiovascular disorders and stroke.

  本发明涉及使用公式I的化合物或其药学上可接受的盐，其中(A) X和Y中的一个是S，另一个是N；或者X和Y中的一个是NH或N-R5，另一个是C-R6；“a”是单键；“b”，“c”，“d”，“e”和“f”是单键或双键，以形成杂环芳基环；R1是R7，但R1不是H或Me；或(B) X和Y中的一个是S，另一个是NH或N-R5；“a”和“d”均为双键；“b”，“c”，“e”和“f”均为单键；R1是氧代；R2，R3，R4，R5和R6均独立地为H或R7；R7是(CH2)n-R8基团，其中n为0、1、2、3或4，而R8是选自烷基、芳基、杂芳基、杂环烷基、F、Cl、Br、I、CF3、NO2、CN、OH、O-烷基、O-芳基、O-杂芳基、O-杂环烷基、CO-烷基、CO-芳基、CO-杂芳基、CO-杂环烷基、COO-烷基、NH2、NH-烷基、NH-芳基、N(烷基)2、NH-杂芳基、NH-杂环烷基、COOH、CONH2、CONH-烷基、CON(烷基)2、CONH-芳基、CONH-杂芳基、CONH-杂环烷基、SO3H、SO2-烷基、SO2-芳基、SO2-杂芳基、SO2-杂环烷基、SO2NH2、SO2NH-烷基、SO2N(烷基)2、SO2NH-芳基、SO2NH-杂芳基或SO2NH-杂环烷基的基团，其中所述的烷基、芳基、杂芳基和杂环烷基基团可以选择地用一种或多种从卤代、NO2、OH、O-甲基、NH2、COOH、CONH2和CF3中选择的基团进行取代；用于制备治疗糖尿病的药物。本发明的化合物还可用于治疗中枢神经系统疾病、脱发、心血管疾病和中风。
• Anti-viral compounds
  申请人：Wang Shudong

  公开号：US20050288307A1

  公开（公告）日：2005-12-29

  The present invention relates to the use of 2-substituted 4-heteroaryl-pyrimidines and related compounds in the treatment of viral disorders.

  本发明涉及使用2-取代的4-杂环基嘧啶和相关化合物治疗病毒性疾病。
• N-(4-(4-methylthiazol-5-yl) pyrimidin-2-yl)-N-phenylamines as antiproliferative compounds
  申请人：Wang Shudong

  公开号：US20060199830A1

  公开（公告）日：2006-09-07

  The present invention relates to 2-substituted 4-heteroaryl-pyrimidines, their preparation, pharmaceutical compositions containing them and their use as inhibitors of cyclin-dependent kinases (CDKs) and hence their use in the treatment of proliferative disorders such as cancer, leukaemia, psoriasis and the like.

  本发明涉及2-取代的4-杂环芳基嘧啶，它们的制备，含有它们的药物组合物以及它们作为细胞周期蛋白依赖性激酶（CDKs）抑制剂的用途，因此可用于治疗增殖性疾病，如癌症、白血病、银屑病等。
• Pyrimidin-4-YL-3, 4-thione compounds and their use in therapy
  申请人：Wang Shudong

  公开号：US20070021452A1

  公开（公告）日：2007-01-25

  The present invention relates to compounds of formula I, or pharmaceutically acceptable salts thereof, wherein R 1 and R 5 are each independently H, C(OR j′ ) or a hydrocarbyl group optionally substituted by one or more R 6 groups; R 2 , R 3 , and R 4 are each independently H, alkyl or alkenyl, each of which may be optionally substituted with one or more R 7 groups; R 6 and R 7 are each independently halogen, NO 2 , CN, (CH 2 ) m OR a , O(CH 2 ) n OR b , (CH 2 ) p NR c R d , CF 3 , COOR e , CONR f R g , COR h , SO 3 H, SO 2 R i , SO 2 NR j R k , (CH 2 ) q NR a′ COR g′ , R f′ , (CH 2 ) r NR b′ SO 2 R h′ , SO 2 NR d′ R i′ , SO 2 NR e′ (CH 2 ) s OR c′ , heterocycloalkyl or heteroaryl, wherein said heterocycloalkyl and heteroaryl may be optionally substituted by one or more substituents selected from aralkyl, sulfonyl, R m and COR n ; R g′ , R h′ , R i′ and R j′ are each independently selected from alkyl, aryl, aralkyl and heteroaryl, each of which may be optionally substituted with one or more substituents selected from halogen, OH, NO 2 , NH 2 CF 3 and COOH; m, p, q and r are each independently 0, 1, 2 or 3; n and s are each independently 1, 2, or 3; and R a-n and R a′-f′ are each independently H or alkyl. Further aspects of the invention relate to pharmaceutical compositions comprising such compounds, and their use in the preparation of a medicament for treating one or more of the following: a proliferative disorder, a viral disorder, a CNS disorder, a stroke, alopecia and diabetes.

  本发明涉及公式I的化合物或其药学上可接受的盐，其中R1和R5各自独立地为H，C（ORj'）或一种或多种R6基团选择性取代的烃基基团；R2，R3和R4各自独立地为H，烷基或烯基，每个基团都可以选择性地用一种或多种R7基团取代；R6和R7各自独立地为卤素，NO2，CN，（CH2）mORa，O（CH2）nORb，（CH2）pNRcRd，CF3，COORe，CONRfRg，CORh，SO3H，SO2Ri，SO2NRjRk，（CH2）qNRa′CORg′，Rf′，（CH2）rNRb′SO2Rh′，SO2NRd′Ri′，SO2NRe′（CH2）sORc′，杂环烷基或杂环芳基，其中所述杂环烷基和杂环芳基可以选择性地用一种或多种取代基选自芳基烷基，磺酰基，Rm和CORn取代；Rg'，Rh'，Ri'和Rj'各自独立地选择自烷基，芳基，芳基烷基和杂环芳基，每个基团都可以选择性地用一种或多种取代基选自卤素，OH，NO2，NH2，CF3和COOH；m，p，q和r各自独立地为0，1，2或3；n和s各自独立地为1，2或3；以及Ra-n和Ra′-f′各自独立地为H或烷基。本发明的另一方面涉及包含这种化合物的制药组合物，以及它们在制备用于治疗增殖性疾病、病毒性疾病、中枢神经系统疾病、中风、脱发和糖尿病的药物的过程中的应用。