7-氯-5-(甲基磺酰基)咪唑并[1,2-c]嘧啶 | 872059-27-3

• 物质功能分类: 有机原料 - 杂环化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 中文名称: 7-氯-5-(甲基磺酰基)咪唑并[1,2-c]嘧啶
• 英文名称: 7-chloro-5-(methylthio)imidazo[1,2-c]pyrimidine
• 英文别名: 7-chloro-5-methylsulfanylimidazo[1,2-c]pyrimidine
• CAS: 872059-27-3
• 化学式: C₇H₆ClN₃S
• mdl: MFCD09033874
• 分子量: 199.664
• InChiKey: KIXSIGPHKDVKFA-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：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  55.5
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2933990090
• 储存条件：
  储存温度应保持在2-8°C，需密封并确保环境干燥。

反应信息

• 作为反应物：
  描述：

  7-氯-5-(甲基磺酰基)咪唑并[1,2-c]嘧啶 在 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 sodium carbonate 、 potassium hydroxide 、 三氯氧磷 作用下， 以 甲醇 、 乙二醇二甲醚 、 二氯甲烷 、 水 为溶剂， 反应 8.5h， 生成 4-(7-(1H-indol-4-yl)imidazo[1,2-c]pyrimidin-5-yl)morpholine
  参考文献：
  名称：

  Structure-Based Drug Design of Novel, Potent, and Selective Azabenzimidazoles (ABI) as ATR Inhibitors

  摘要：

  Compound 13 was discovered through morphing of the ATR biochemical HTS hit 1. The ABI series was potent and selective for ATR. Incorporation of a 6-azaindole afforded a marked increase in cellular potency but was associated with poor PK and hERG ion channel inhibition. DMPK experiments established that CYP P450 and AO metabolism in conjunction with Pgp and BCRP efflux were major causative mechanisms for the observed PK. The series also harbored the CYP3A4 TDI liability driven by the presence of both a morpholine and an indole moiety. Incorporation of an adjacent fluorine or nitrogen into the 6-azaindole addressed many of the various medicinal chemistry issues encountered.

  DOI：

  10.1021/ml500352s
• 作为产物：
  描述：

  4,6-二氯-二甲硫基嘧啶 在 ammonium hydroxide 作用下， 以 乙醇 、 水 、 异丙醇 为溶剂， 反应 2.5h， 生成 7-氯-5-(甲基磺酰基)咪唑并[1,2-c]嘧啶
  参考文献：
  名称：

  Structure-Based Drug Design of Novel, Potent, and Selective Azabenzimidazoles (ABI) as ATR Inhibitors

  摘要：

  Compound 13 was discovered through morphing of the ATR biochemical HTS hit 1. The ABI series was potent and selective for ATR. Incorporation of a 6-azaindole afforded a marked increase in cellular potency but was associated with poor PK and hERG ion channel inhibition. DMPK experiments established that CYP P450 and AO metabolism in conjunction with Pgp and BCRP efflux were major causative mechanisms for the observed PK. The series also harbored the CYP3A4 TDI liability driven by the presence of both a morpholine and an indole moiety. Incorporation of an adjacent fluorine or nitrogen into the 6-azaindole addressed many of the various medicinal chemistry issues encountered.

  DOI：

  10.1021/ml500352s

文献信息

• SUBSTITUTED IMIDAZOPYRIMIDINES AND TRIAZOLOPYRIMIDINES
  申请人：Siegel Stephan

  公开号：US20100113441A1

  公开（公告）日：2010-05-06

  The invention relates to substituted imidazopyrimidines and triazolopyrimidines, to methods for the production thereof, and to the use of same for producing medicaments for the treatment and/or prophylaxis of diseases, especially haematological diseases, preferably leucopenia and neutropenia.

  本发明涉及取代的咪唑[嘧啶]和三唑[嘧啶]，及其生产方法，以及用于生产用于治疗和/或预防疾病，特别是血液病，尤其是白血球减少症和粒细胞减少症的药物的应用。
• Kinase inhibitors
  申请人：Dong Qing

  公开号：US20060084650A1

  公开（公告）日：2006-04-20

  Compounds, pharmaceutical compositions and kits are provided for use with kinases that comprise a compound selected from the group consisting of: wherein the variables are as defined herein.

  提供用于与激酶结合的化合物、药物组合物和试剂盒，所述化合物是从以下组中选择的： 其中变量如本文所述定义。
• [EN] 5,7-SUBSTITUTED-IMIDAZO[1,2-C]PYRIMIDINES<br/>[FR] IMIDAZO[1,2-C]PYRIMIDINES 5,7-SUBSTITUÉES
  申请人：ARRAY BIOPHARMA INC

  公开号：WO2013055645A1

  公开（公告）日：2013-04-18

  Compounds of Formula I: and stereoisomers and pharmaceutically acceptable salts and solvates thereof in which R1, R2, R3, R4, R5, R6, X1 and X2 have the meanings given in the specification, are inhibitors of one or more JAK kinases and are useful in the treatment of autoimmune diseases, inflammatory diseases, rejection of transplanted organs, tissues and cells, as well as hematologic disorders and malignancies and their co-morbidities.

  公式I的化合物及其立体异构体和药学上可接受的盐和溶剂化合物，其中R1、R2、R3、R4、R5、R6、X1和X2的含义如规范中所述，是一种或多种JAK激酶的抑制剂，并且在治疗自身免疫疾病、炎症性疾病、移植器官、组织和细胞的排斥反应、以及血液学疾病和恶性肿瘤及其共病症方面具有用处。
• Substituted heterocyclic compounds and methods of use
  申请人：Andersen Lyn Denise

  公开号：US20050288502A1

  公开（公告）日：2005-12-29

  The present invention relates to triazolopyrimidines, imidazolopyrimidines and derivatives thereof, and pharmaceutically acceptable salts thereof. Also included is a method of treatment of inflammation, rheumatoid arthritis, Pagets disease, osteoporosis, multiple myeloma, uveititis, acute or chronic myelogenous leukemia, pancreatic B cell destruction, osteoarthritis, rheumatoid spondylitis, gouty arthritis, inflammatory bowel disease, adult respiratory distress syndrome (ARDS), psoriasis, Crohn's disease, allergic rhinitis, ulcerative colitis, anaphylaxis, contact dermatitis, asthma, muscle degeneration, cachexia, Reiter's syndrome, type I diabetes, type II diabetes, bone resorption diseases, graft vs. host reaction, Alzheimer's disease, stroke, myocardial infarction, ischemia reperfusion injury, atherosclerosis, brain trauma, multiple sclerosis, cerebral malaria, sepsis, septic shock, toxic shock syndrome, fever, myalgias due to HIV-1, HIV-2, HIV-3, cytomegalovirus (CMV), influenza, adenovirus, the herpes viruses or herpes zoster infection in a mammal comprising administering an effective amount a compound as described above.

  本发明涉及三唑吡咯啉，咪唑吡咯啉及其衍生物以及其药用可接受盐。还包括一种治疗炎症、类风湿关节炎、帕吉特病、骨质疏松症、多发性骨髓瘤、葡萄膜炎、急性或慢性骨髓性白血病、胰岛B细胞破坏、骨关节炎、类风湿脊柱炎、痛风性关节炎、炎症性肠病、成人呼吸窘迫综合征（ARDS）、牛皮癣、克罗恩病、过敏性鼻炎、溃疡性结肠炎、过敏反应、接触性皮炎、哮喘、肌肉退化、虚弱症、雷特氏综合征、I型糖尿病、II型糖尿病、骨吸收疾病、移植物抗宿主反应、阿尔茨海默病、中风、心肌梗死、缺血再灌注损伤、动脉粥样硬化、脑外伤、多发性硬化、脑疟、败血症、脓毒性休克、中毒性休克综合征、发热、HIV-1、HIV-2、HIV-3、巨细胞病毒（CMV）、流感、腺病毒、单纯疱疹病毒或带状疱疹感染引起的肌肉疼痛的哺乳动物的方法，包括给予上述描述的化合物的有效量。
• Substituted imidazopyrimidines and triazolopyrimidines
  申请人：Bayer Intellectual Property GmbH

  公开号：US08273752B2

  公开（公告）日：2012-09-25

  The invention relates to substituted imidazo- and triazolopyrimidines and processes for their preparation, and their use for the manufacture of medicaments for the treatment and/or prophylaxis of diseases, in particular of haematological disorders, preferably of leucopenias and neutropenias.

  本发明涉及取代的咪唑和三唑嘧啶及其制备过程，以及它们用于制造治疗和/或预防疾病的药物，特别是血液学疾病，优选为白细胞减少症和中性粒细胞减少症。