6-chloro-N-[4-(trifluoromethyl)phenyl]pyrimidin-4-amine | 885111-23-9

• 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: 6-chloro-N-[4-(trifluoromethyl)phenyl]pyrimidin-4-amine
• 英文别名: 6-chloro-N-(4-(trifluoromethyl)phenyl)pyrimidin-4-amine
• CAS: 885111-23-9
• 化学式: C₁₁H₇ClF₃N₃
• mdl: MFCD10000661
• 分子量: 273.645
• InChiKey: IECNBQLAQJXRHB-UHFFFAOYSA-N

物化性质

• 沸点：
  351.6±42.0 °C(Predicted)
• 密度：
  1.460±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  37.8
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  6-chloro-N-[4-(trifluoromethyl)phenyl]pyrimidin-4-amine 在 四(三苯基膦)钯 、 caesium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 水 、 乙腈 为溶剂， 反应 72.17h， 生成 6-(4-{[4-(2-fluorobenzoyl)piperazin-1-yl]carbonyl} phenyl)-N-[4-(trifluoromethyl)phenyl]pyrimidin-4-amine
  参考文献：
  名称：

  Discovery of novel Bcr–Abl inhibitors targeting myristoyl pocket and ATP site

  摘要：

  Bcr-Abl plays an essential role in the pathogenesis and development of chronic myeloid leukaemia (CML). Inhibition of Bcr-Abl has great potential for therapeutic intervention in CML. In order to obtain novel and potent Bcr-Abl inhibitors, twenty seven 4,6-disubstituted pyrimidines were synthesized and evaluated herein. The biological results indicated that four compounds of them (C4, C5, C16, and C23) were potent Bcr-Abl inhibitors which were comparable to positive control. Moreover, C4 and C5 displayed promising antiproliferative activity against K562 cells. The results suggested that these 4, 6-disubstituted pyrimidines could serve as promising leads for further optimization of Bcr-Abl inhibitors. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.10.030
• 作为产物：
  描述：

  4,6-二氯嘧啶 、 对三氟甲基苯胺 在 硫酸 作用下， 以 异丙醇 为溶剂， 反应 6.0h， 生成 6-chloro-N-[4-(trifluoromethyl)phenyl]pyrimidin-4-amine
  参考文献：
  名称：

  一种N,6二苯基嘧啶-4-胺类Bcr-Abl抑制剂 及其制备方法和应用

  摘要：

  本发明公开了一种N,6二苯基嘧啶‑4‑胺类Bcr‑Abl抑制剂及其制备方法和应用，该抑制剂的结构式为其中R为单取代基或双取代基，取代基为烷基或卤素；R1为单取代基或双取代基，取代基为烷基或卤素。该系列抑制剂体外对ABL1激酶有一定的抑制作用，且能够抑制肿瘤细胞的增殖，可用于抗肿瘤药物的制备，尤其是CML(慢性粒细胞性白血病)药物。本发明提供的N,6二苯基嘧啶‑4‑胺类Bcr‑Abl抑制剂的制备方法，具有原料易得，反应条件温和，反应过程操作简单，所用试剂便宜的优点。

  公开号：

  CN104262263B

文献信息

• Vanilloid receptor ligands and their use in treatments
  申请人：Norman H. Mark

  公开号：US20060089360A1

  公开（公告）日：2006-04-27

  Substituted nitrogen-containing heterocycles and compositions containing them, for the treatment of acute, inflammatory and neuropathic pain, dental pain, general headache, migraine, cluster headache, mixed-vascular and non-vascular syndromes, tension headache, general inflammation, arthritis, rheumatic diseases, osteoarthritis, inflammatory bowel disorders, inflammatory eye disorders, inflammatory or unstable bladder disorders, psoriasis, skin complaints with inflammatory components, chronic inflammatory conditions, inflammatory pain and associated hyperalgesia and allodynia, neuropathic pain and associated hyperalgesia and allodynia, diabetic neuropathy pain, causalgia, sympathetically maintained pain, deafferentation syndromes, asthma, epithelial tissue damage or dysfunction, herpes simplex, disturbances of visceral motility at respiratory, genitourinary, gastrointestinal or vascular regions, wounds, burns, allergic skin reactions, pruritus, vitiligo, general gastrointestinal disorders, gastric ulceration, duodenal ulcers, diarrhea, gastric lesions induced by necrotising agents, hair growth, vasomotor or allergic rhinitis, bronchial disorders or bladder disorders.

  含有替代氮的杂环化合物及其组成物，用于治疗急性、炎性和神经痛、牙痛、普通头痛、偏头痛、集群头痛、混合血管和非血管综合症、紧张性头痛、普通炎症、关节炎、风湿性疾病、骨关节炎、炎症性肠病、炎症性眼疾、炎症性或不稳定膀胱疾病、牛皮癣、带有炎症成分的皮肤疾病、慢性炎症状况、炎症性疼痛及相关的过敏性疼痛和触痛、神经痛及相关的过敏性疼痛和触痛、糖尿病神经病疼痛、烧灼性疼痛、交感神经维持性疼痛、去神经症候群、哮喘、上皮组织损伤或功能障碍、单纯疱疹、呼吸、泌尿、胃肠或血管区域内脏运动障碍、创伤、烧伤、过敏性皮肤反应、瘙痒、白癜风、普通胃肠疾病、胃溃疡、十二指肠溃疡、腹泻、坏死性剂引起的胃病变、头发生长、血管运动或过敏性鼻炎、支气管疾病或膀胱疾病。
• COMPOUNDS AND METHODS
  申请人：Kallander Lara S.

  公开号：US20120329784A1

  公开（公告）日：2012-12-27

  Disclosed are compounds having the formula: wherein R 1 , R 2 , R 3 , R 4 , R 5 , and R 6 are as defined herein, and methods of making and using the same.

  本发明涉及具有以下式的化合物：其中R1，R2，R3，R4，R5和R6如本文所定义，并且涉及制备和使用该化合物的方法。
• SUBSTITUTED NITROGEN-CONTAINING HETEROCYCLES AS VANILLOID RECEPTOR LIGANDS AND THEIR USES AS MEDICAMENT
  申请人：Amgen, Inc

  公开号：EP1807418A2

  公开（公告）日：2007-07-18
• US7314933B2
  申请人：——

  公开号：US7314933B2

  公开（公告）日：2008-01-01
• [EN] VANILLOID RECEPTOR LIGANDS AND THEIR USE IN TREATMENTS<br/>[FR] LIGANDS DU RECEPTEUR VANILLOIDE ET LEUR UTILISATION DANS DES TRAITEMENTS
  申请人：AMGEN INC

  公开号：WO2006047492A2

  公开（公告）日：2006-05-04

  [EN] Substituted nitrogen-containing heterocycles and compositions containing them, for the treatment of acute, inflammatory and neuropathic pain, dental pain, general headache, migraine, cluster headache, mixed-vascular and non-vascular syndromes, tension headache, general inflammation, arthritis, rheumatic diseases, osteoarthritis, inflammatory bowel disorders, inflammatory eye disorders, inflammatory or unstable bladder disorders, psoriasis, skin complaints with inflammatory components, chronic inflammatory conditions, inflammatory pain and associated hyperalgesia and allodynia, neuropathic pain and associated hyperalgesia and allodynia, diabetic neuropathy pain, causalgia, sympathetically maintained pain, deafferentation syndromes, asthma, epithelial tissue damage or dysfunction, herpes simplex, disturbances of visceral motility at respiratory, genitourinary, gastrointestinal or vascular regions, wounds, burns, allergic skin reactions, pruritus, vitiligo, general gastrointestinal disorders, gastric ulceration, duodenal ulcers, diarrhea, gastric lesions induced by necrotising agents, hair growth, vasomotor or allergic rhinitis, bronchial disorders or bladder disorders.
  [FR] L'invention concerne des hétérocycles contenant de l'azote substitués ainsi que des compositions les comprenant, pour le traitement de douleurs aiguës, inflammatoires et neuropathiques, douleurs dentaires, maux de tête, migraine, algie vasculaire de la face, syndromes mixtes vasculaires et non vasculaires, maux de têtes dus à la tension, inflammations générales, arthrite, maladies rhumatismales, ostéoarthrite, troubles intestinaux inflammatoires, troubles oculaires inflammatoires, troubles de la vessie inflammatoires ou instables, psoriasis, douleurs de la peau avec composantes inflammatoires, conditions inflammatoires chroniques, douleurs inflammatoires et hyperalgésie et allodynie associées, douleurs neuropathiques et hyperalgésie et allodynie associées, douleurs liées à la neuropathie diabétique, causalgie, douleur maintenue de façon sympathique, syndromes de désafférentation, asthme, dégâts ou dysfonctionnement du tissu épithélial, herpès simplex, troubles de la mobilité viscérale au niveau de régions respiratoires, génito-urinaires, gastro-intestinales ou vasculaires, blessures, brûlures, réactions allergiques de la peau, prurit, vitiligo, troubles gastro-intestinaux généraux, ulcération gastrique, ulcères duodénaux, diarrhée, lésions gastriques dues à des agents nécrosants, croissance des cheveux, rhinite vasomotrice ou allergique, troubles des bronches ou troubles de la vessies.