(R)-3-甲基-1-[3-(三氟甲基)吡啶-2-基]哌嗪 | 582325-05-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 中文名称: (R)-3-甲基-1-[3-(三氟甲基)吡啶-2-基]哌嗪
• 英文名称: (R)-3-methyl-1-(3-(trifluoromethyl)pyridin-2-yl)piperazine
• 英文别名: (3R)-3-Methyl-1-(3-(trifluoromethyl)pyridin-2-yl)piperazine；3-methyl-1-(3-trifluoromethyl-pyridin-2-yl)-piperazine；(3R)-3-methyl-1-[3-(trifluoromethyl)pyridin-2-yl]piperazine
• CAS: 582325-05-1
• 化学式: C₁₁H₁₄F₃N₃
• mdl: MFCD11043078
• 分子量: 245.247
• InChiKey: JEAHPTUMWGWDOJ-MRVPVSSYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.545
• 拓扑面积：
  28.2
• 氢给体数：
  1
• 氢受体数：
  6

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  (R)-3-甲基-1-[3-(三氟甲基)吡啶-2-基]哌嗪 在 sodium hydroxide 、 溴 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 tert-butyl (R)-4-(5-bromo-3-(trifluoromethyl)pyridin-2-yl)-2-methylpiperazine-1-carboxylate
  参考文献：
  名称：

  Design of Potent, Orally Available Antagonists of the Transient Receptor Potential Vanilloid 1. Structure−Activity Relationships of 2-Piperazin-1-yl-1H-benzimidazoles

  摘要：

  The vanilloid receptor-1 ( VR1 or TRPV1) is a membrane-bound, nonselective cation channel that is predominantly expressed by peripheral neurons sensing painful stimuli. TRPV1 antagonists produce antihyperalgesic effects in animal models of inflammatory and neuropathic pain. Herein, we describe the synthesis and the structure-activity relationships of a series of 2-(4-pyridin-2-ylpiperazin-1-yl)-1H-benzo-[ d] imidazoles as novel TRPV1 antagonists. Compound 46ad was among the most potent analogues in this series. This compound was orally bioavailable in rats and was efficacious in blocking capsaicin-induced flinch in rats in a dose-dependent manner. Compound 46ad also reversed thermal hyperalgesia in a model of inflammatory pain, which was induced by complete Freund's adjuvant ( CFA).

  DOI：

  10.1021/jm060065y
• 作为产物：
  描述：

  (R)-(-)-2-甲基哌嗪 、 2-氯-3-三氟甲基吡啶 生成 (R)-3-甲基-1-[3-(三氟甲基)吡啶-2-基]哌嗪
  参考文献：
  名称：

  Vanilloid receptor ligands and their use in treatments

  摘要：

  治疗苯并咪唑类药物及其组合物，用于治疗急性、炎症性和神经痛、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、一般炎症、关节炎、风湿性疾病、骨关节炎、炎症性肠病、炎症性眼病、炎症性或不稳定的膀胱疾病、牛皮癣、伴有炎症成分的皮肤问题、慢性炎症病症、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，糖尿病神经病性疼痛、烧灼痛、交感神经维持的疼痛、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、一般胃肠疾病、胃溃疡、十二指肠溃疡、腹泻、坏死性剂引起的胃病变、毛发生长、血管运动性或过敏性鼻炎、支气管疾病或膀胱疾病。

  公开号：

  US08026241B2

文献信息

• [EN] BENZIMIDAZOLE DERIVATIVES AND THEIR USE AS VANILLOID RECEPTOR LIGANDS<br/>[FR] DERIVES DE BENZIMIDAZOLES ET UTILISATION DE CEUX-CI EN TANT QUE LIGANDS DU RECEPTEUR VANILLOIDE
  申请人：AMGEN INC

  公开号：WO2004035549A1

  公开（公告）日：2004-04-29

  Compounds of formula (I) are useful in the treatment of vanilloid-receptor-meditated diseases, such as inflammatory or neuropathic pain and diseases involving sensory nerve function such as asthma, rheumatoid arthritis, osteoarthritis, inflammatory bowel disorders, urinary incontinence, migraine and psoriasis.

  式（I）的化合物在治疗辣椒素受体介导的疾病方面很有用，如炎症性或神经病痛以及涉及感觉神经功能的疾病，如哮喘、类风湿性关节炎、骨关节炎、炎症性肠道疾病、尿失禁、偏头痛和牛皮癣。
• IMIDAZOLIDINONE DERIVATIVES
  申请人：Dehmlow Henrietta

  公开号：US20080242677A1

  公开（公告）日：2008-10-02

  The invention is concerned with novel imidazolidinone derivatives of formula (I): wherein R 1 to R 11 and X are as defined in the description and in the claims, as well as physiologically acceptable salts thereof. These compounds bind to LXR alpha and LXR beta and can be used in pharmaceutical compositions.

  这项发明涉及式(I)的新型咪唑烷酮衍生物：其中R1到R11和X如描述和索取中定义的那样，以及其生理学上可接受的盐。这些化合物与LXRα和LXRβ结合，可用于制备药物组合物。
• Vanilloid receptor modulators
  申请人：MacDonald James Gregor

  公开号：US20060142333A1

  公开（公告）日：2006-06-29

  Certain compounds of formula (I), or a pharmaceutically acceptable salt or solvate thereof, wherein R 1 , R 2 , R 3 , P, X, Y, q, r ans s are as defined in the specification, a process for preparing such compounds, a pharmaceutical composition comprising such compounds and the use of such compounds in medicine.

  具有公式（I）的某些化合物，或其药学上可接受的盐或溶剂化物，其中R1、R2、R3、P、X、Y、q、r和s的定义如规范所述，一种制备这种化合物的方法，包括这种化合物的制药组合物以及在医学中使用这种化合物的用途。
• Use of capsaicin receptor antagonists to treat symptoms of tear gas exposure
  申请人：Bakthavatchalam Rajagopal

  公开号：US20090082362A1

  公开（公告）日：2009-03-26

  Disclosed are diaryl piperazines and related compounds. These compounds are selective modulators of capsaicin receptors, including human capsaicin receptors, that are, therefore, useful in the treatment of a chronic and acute pain conditions, itch and urinary incontinence. Methods of treatment of such disorders and well as packaged pharmaceutical compositions are also provided. Compounds of the invention are also useful as probes for the localization of capsaicin receptors and as standards in assays for capsaicin receptor binding and capsaicin receptor mediated cation conductance. Methods of using the compounds in receptor localization studies are given.

  本发明涉及二芳基哌嗪和相关化合物。这些化合物是辣椒素受体的选择性调节剂，包括人类辣椒素受体，因此在治疗慢性和急性疼痛、瘙痒和尿失禁等疾病方面非常有用。本发明还提供了治疗这些疾病的方法以及药物组合物的包装。本发明的化合物还可用作辣椒素受体定位的探针和辣椒素受体结合和辣椒素受体介导的阳离子传导的测定标准。给出了使用这些化合物进行受体定位研究的方法。
• Biaryl piperazinyl-pyridine analogues
  申请人：Bakthavatchalam Rajagopal

  公开号：US20070027155A1

  公开（公告）日：2007-02-01

  Biaryl piperazinyl-pyridine analogues are provided, of the Formula: wherein variables are as described herein. Such compounds are ligands that may be used to modulate specific receptor activity in vivo or in vitro, and are particularly useful in the treatment of conditions associated with pathological receptor activation in humans, domesticated companion animals and livestock animals. Pharmaceutical compositions and methods for using such compounds to treat such disorders are provided, as are methods for using such ligands for receptor localization studies.

  提供了公式为：其中变量如此处所述的Biaryl piperazinyl-pyridine类似物。这些化合物是配体，可用于调节体内或体外特定受体活性，并且在治疗与人类、家养伴侣动物和家畜动物的病理性受体激活相关的疾病方面特别有用。提供了用于治疗此类疾病的制药组合物和方法，以及用于受体定位研究的这些配体的方法。