5-chloro-6-fluoro-2-methyl-1H-benzimidazole | 871223-81-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 5-chloro-6-fluoro-2-methyl-1H-benzimidazole
• CAS: 871223-81-3
• 化学式: C₈H₆ClFN₂
• mdl: MFCD11054314
• 分子量: 184.6
• InChiKey: JYLLWXNVYCWUMU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.125
• 拓扑面积：
  28.7
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  原乙酸三乙酯 、 4-氯-5-氟邻苯二胺 以 乙醇 为溶剂， 反应 4.0h， 以39%的产率得到5-chloro-6-fluoro-2-methyl-1H-benzimidazole
  参考文献：
  名称：

  EP1752452

  摘要：

  公开号：

文献信息

• Propane-1,3-Dione Derivative or Salt Thereof
  申请人：Hirano Masaaki

  公开号：US20090018177A1

  公开（公告）日：2009-01-15

  Compounds useful as GnRH receptor antagonists are provided. The present inventors have further examined propane-1,3-dione derivatives and confirmed as a result that a propane-1,3-dione having 2-(1,3-dihydro-2H-benzimidazol-2-ylidene), or a compound which has benzene or thiophene ring substituted with a group derived from 1-hydroxymethyl, shows excellent availability, in addition to its excellent GnRH receptor antagonism, thereby accomplishing the invention. Since the compound of the invention shows excellent availability, in addition to its strong GnRH receptor antagonism, it can be expected that it exerts superior drug effect in the living body, and it is useful for the treatment of sex hormone dependent diseases such as prostate cancer, breast cancer, endometriosis, uterine leiomyoma, benign prostatic hypertrophy and the like. In addition, since the compound of the invention is excellent in metabolic stability in human and also is less in drug interaction, it has more desirable properties as a medicament to be used for the aforementioned diseases.

  本发明提供了作为GnRH受体拮抗剂有用的化合物。本发明人进一步研究了丙酮酸-1,3衍生物，并确认结果为具有2-（1,3-二氢-2H-苯并咪唑-2-基）的丙酮酸-1,3或具有苯环或噻吩环，其被1-羟甲基衍生物取代的化合物，除了具有优异的GnRH受体拮抗作用外，还具有出色的可用性，从而完成了该发明。由于该发明的化合物除了具有强大的GnRH受体拮抗作用外，还具有出色的可用性，因此可以预期它在生物体内发挥出卓越的药效，并且对于治疗性激素依赖性疾病，例如前列腺癌，乳腺癌，子宫内膜异位症，子宫肌瘤，良性前列腺增生等，具有用处。此外，由于该发明的化合物在人体内具有优异的代谢稳定性并且药物相互作用较少，因此作为用于上述疾病的药物具有更理想的性质。
• Benzimidazole derivatives and their use as protein kinases inhibitors
  申请人：Berdini Valerio

  公开号：US20070135477A1

  公开（公告）日：2007-06-14

  The invention provides compounds of the formula (1): The compounds have activity against cyclin depdenent kinases, glycogen synthase kinase and Auroa kinases and are therefore useful to treat cancer and viral diseases.

  该发明提供了式（1）的化合物： 这些化合物具有对环素依赖性激酶、糖原合成酶激酶和Auroa激酶的活性，因此可用于治疗癌症和病毒性疾病。
• HETEROCYCLIC CETP INHIBITORS
  申请人：Wang Yufeng

  公开号：US20070135467A1

  公开（公告）日：2007-06-14

  Compounds of formula Ia and Ib wherein A, B, C and R 1 are described herein.

  本文描述的是化学式Ia和Ib的化合物，其中A、B、C和R1被定义。
• Thiazole And Isothiazole Derivatives That Modulate The Activity Of CDK, GSK And Aurora Kinases
  申请人：Berdini Valerio

  公开号：US20080312223A1

  公开（公告）日：2008-12-18

  The invention provides a compound of the formula (I): or a salt, N-oxide, tautomer or solvate thereof, wherein X is CR 5 or N; each of Q 1 and Q 2 is a carbon atom; Q 3 is selected from S and CH; Q 4 is selected from CR 2 and S; provided that one of Q 3 and Q 4 is S and the other of Q 3 and Q 4 is not S; wherein when Q 3 is S, there is a double bond between Q 1 and Q 4 and a double bond between Q 2 and the adjacent ring nitrogen atom N; and when Q 4 is S, there is a double bond between Q 1 and Q 2 , and a double bond between Q 3 and the adjacent ring nitrogen atom N; A is a bond or —(CH 2 ) m —(B) n —; B is C═O, NR 8 (C═O) or O(C═O) wherein R 1 is hydrogen or C1_4 hydrocarbyl optionally substituted by hydroxy or C 1-4 alkoxy; m is 0, 1 or 2; n is 0 or 1; R o is hydrogen or, together with NR g when present, forms a group —(CH 2 ) p — wherein p is 2 to 4; R 1 is hydrogen, a carbocyclic or heterocyclic group having from 3 to 12 ring members, or an optionally substituted C 1-8 hydrocarbyl group; R 2 is hydrogen, halogen, methoxy, or a C 1-4 hydrocarbyl group optionally substituted by halogen, hydroxyl or methoxy; R 3 and R 4 together with the carbon atoms to which they are attached form an optionally substituted fused carbocyclic or heterocyclic ring having from 5 to 7 ring members of which up to 3 can be heteroatoms selected from N, O and S; and R 5 is hydrogen, a group R 2 or a group R 10 wherein R 10 is as defined in the claims. The compounds have activity as inhibitors of cyclin dependent kinases, glycogen synthase kinases and Aurora kinases.

  本发明提供一种化合物，其化学式为（I）或其盐，N-氧化物，互变异构体或溶剂化物，其中X为CR5或N; Q1和Q2中的每一个都是碳原子; Q3从S和CH中选择; Q4从CR2和S中选择; 假设Q3和Q4中的一个是S，而另一个不是S; 当Q3为S时，Q1和Q4之间有一个双键，Q2和相邻的环氮原子N之间有一个双键; 当Q4为S时，Q1和Q2之间有一个双键，并且Q3和相邻的环氮原子N之间有一个双键; A是键或-(CH2)m-(B)n-; B为C═O，NR8（C═O）或O（C═O），其中R1为氢或C1_4烃基，可选择地被羟基或C1-4烷氧基取代; m为0、1或2; n为0或1; Ro为氢或与NRg一起形成一个群体-(CH2)p-，其中p为2至4; R1为氢，具有3至12个环成员的碳环或杂环基，或可选择地被取代的C1-8烃基基团; R2为氢、卤素、甲氧基或可选择地被卤素、羟基或甲氧基取代的C1-4烃基基团; R3和R4与它们所连接的碳原子一起形成一个可选择地取代的融合碳环或杂环环，其具有5至7个环成员，其中最多可有3个异原子，选择自N、O和S; R5为氢、R2基团或R10基团，其中R10如权利要求所定义。该化合物具有作为细胞周期依赖性激酶、糖原合成酶激酶和极化子激酶的抑制剂的活性。
• Benzimidazolylidene propane-1,3-dione derivative or salt thereof
  申请人：Astellas Pharma Inc.

  公开号：US08076367B2

  公开（公告）日：2011-12-13

  Compounds useful as GnRH receptor antagonists are provided. The present inventors have further examined propane-1,3-dione derivatives and confirmed as a result that a propane-1,3-dione having 2-(1,3-dihydro-2H-benzimidazol-2-ylidene), or a compound which has benzene or thiophene ring substituted with a group derived from 1-hydroxymethyl, shows excellent availability, in addition to its excellent GnRH receptor antagonism, thereby accomplishing the invention. Since the compound of the invention shows excellent availability, in addition to its strong GnRH receptor antagonism, it can be expected that it exerts superior drug effect in the living body, and it is useful for the treatment of sex hormone dependent diseases such as prostate cancer, breast cancer, endometriosis, uterine leiomyoma, benign prostatic hypertrophy and the like. In addition, since the compound of the invention is excellent in metabolic stability in human and also is less in drug interaction, it has more desirable properties as a medicament to be used for the aforementioned diseases.

  提供了作为GnRH受体拮抗剂有用的化合物。本发明人进一步研究了丙酮酸-1,3二酮衍生物，并确认了一种具有2-(1,3-二氢-2H-苯并咪唑-2-基)的丙酮酸-1,3二酮，或者具有苯环或噻吩环被1-羟甲基衍生物取代的化合物，除了其优异的GnRH受体拮抗作用外，还表现出优异的可用性，从而完成了本发明。由于本发明的化合物除了具有强大的GnRH受体拮抗作用外，还表现出优异的可用性，因此可以预期它在生物体内具有卓越的药效，并且对于治疗性激素依赖性疾病如前列腺癌、乳腺癌、子宫内膜异位症、子宫肌瘤、良性前列腺增生等是非常有用的。此外，由于本发明的化合物在人体内代谢稳定性优异并且药物相互作用较少，因此作为上述疾病的药物使用更具有理想的特性。