4-(三氟甲基)-环己-1-烯基三氟甲磺酸酯 | 865869-25-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 中文名称: 4-(三氟甲基)-环己-1-烯基三氟甲磺酸酯
• 英文名称: 4-(trifluoromethyl)cyclohex-1-en-1-yl trifluoromethanesulfonate
• 英文别名: 4-(trifluoromethyl)-cyclohex-1-enyl trifluoromethanesulfonate；4-(trifluoromethyl)cyclohex-1-enyl trifluoromethanesulfonate；trifluoro-methanesulfonic acid 4-trifluoromethyl-cyclohex-1-enyl ester；trifluoromethanesulfonic acid 4-trifluoromethyl-cyclohex-1-enyl ester；4-(trifluoromethyl)cyclohex-1-en-1-yl trifluoro methanesulfonate；4-(trifluoromethyl)-1-cyclohexen-1-yl trifluoromethanesulfonate；[4-(trifluoromethyl)cyclohexen-1-yl] trifluoromethanesulfonate
• CAS: 865869-25-6
• 化学式: C₈H₈F₆O₃S
• 分子量: 298.206
• InChiKey: XVRIZNBATJKPER-UHFFFAOYSA-N

物化性质

• 沸点：
  247.7±40.0 °C(Predicted)
• 密度：
  1.53±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  4-(三氟甲基)-环己-1-烯基三氟甲磺酸酯 在 1,1'-双(二苯基膦)二茂铁 、 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 四(三苯基膦)钯 、 potassium acetate 、 sodium carbonate 作用下， 以 1,4-二氧六环 、 乙二醇二甲醚 为溶剂， 反应 0.67h， 生成 6-(trifluoromethyl)-4-(4-(trifluoromethyl)cyclohex-1-enyl)-2-(4-(3-(trifluoromethyl)pyridin-2-yl)piperazin-1-yl)-1H-benzo[d]imidazole
  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：

  N-苯基双(三氟甲烷磺酰)亚胺 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 10.0h， 生成 4-(三氟甲基)-环己-1-烯基三氟甲磺酸酯
  参考文献：
  名称：

  Vanilloid receptor ligands and their use in treatments

  摘要：

  具有一般结构和组成的化合物，用于治疗急性、炎症性和神经性疼痛、牙痛、普通头痛、偏头痛、集群头痛、混合血管和非血管综合征、紧张性头痛、一般炎症、关节炎、风湿性疾病、骨关节炎、炎症性肠道疾病、炎症性眼部疾病、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、慢性炎症症状、炎症性疼痛及相关的过敏性疼痛和触痛、神经性疼痛及相关的过敏性疼痛和触痛、糖尿病性神经病疼痛、烧伤性神经痛、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、消化或血管区域内脏运动障碍、伤口、烧伤、过敏性皮肤反应、瘙痒、白癜风、一般胃肠道疾病、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、血管运动或过敏性鼻炎、支气管疾病或膀胱疾病。

  公开号：

  US20050182067A1

文献信息

• Multimetallic Ni- and Pd-Catalyzed Cross-Electrophile Coupling To Form Highly Substituted 1,3-Dienes
  作者：Astrid M. Olivares、Daniel J. Weix

  DOI：10.1021/jacs.7b13601

  日期：2018.2.21

  synthesis of highly substituted 1,3-dienes from the coupling of vinyl bromides with vinyl triflates is reported for the first time. The coupling is catalyzed by a combination of (5,5'-bis(trifluoromethyl)-2,2'-bipyridine)NiBr2 and (1,3-bis(diphenylphosphino)propane)PdCl2 in the presence of a zinc reductant. This method affords tetra- and penta-substituted 1,3-dienes that would otherwise be difficult

  首次报道了由溴乙烯与三氟甲磺酸乙烯酯偶联合成高度取代的1,3-二烯。该偶联反应由 (5,5'-双(三氟甲基)-2,2'-联吡啶)NiBr2 和 (1,3-双(二苯基膦)丙烷)PdCl2 在锌还原剂存在下的组合催化。该方法提供了四取代和五取代的1,3-二烯，否则这些1,3-二烯很难获得，并且可以耐受富电子和贫电子取代基、杂环、芳基溴和频哪醇硼酸酯。从机理上讲，该反应似乎是通过镍和钯中心之间异常的锌介导的乙烯基转移来进行的。
• [EN] SUBSTITUTED SULFONAMIDE COMPOUNDS<br/>[FR] COMPOSÉS DE SULFONAMIDE SUBSTITUÉS
  申请人：HOFFMANN LA ROCHE

  公开号：WO2014049047A1

  公开（公告）日：2014-04-03

  The invention is concerned with the compounds of formula (I), and salts thereof, wherein X, Y, Z, R1, R2, R3, R3, R4, R5 and R6 are defined in the detailed description and claims. In addition, the present invention relates to methods of manufacturing and using the compounds of Formula (I) as well as pharmaceutical compositions containing such compounds. The compounds may be useful in treating diseases and conditions mediated by TRPA1, such as pain.

  本发明涉及公式(I)的化合物及其盐，其中X、Y、Z、R1、R2、R3、R3、R4、R5和R6在详细描述和权利要求中定义。此外，本发明还涉及制造和使用公式(I)化合物的方法，以及含有此类化合物的药物组合物。这些化合物可能对治疗由TRPA1介导的疾病和状况，如疼痛，有益。
• [EN] INHIBITORS OF VIRAL REPLICATION, THEIR PROCESS OF PREPARATION AND THEIR THERAPEUTICAL USES<br/>[FR] INHIBITEURS DE RÉPLICATION VIRALE, LEUR PROCÉDÉ DE SYNTHÈSE ET LEURS APPLICATIONS THÉRAPEUTIQUES
  申请人：BIODIM LAB

  公开号：WO2012137181A1

  公开（公告）日：2012-10-11

  The present invention relates to compounds of formula (1) as claimed in claim 1, their use in the treatment or the prevention of viral disorders, including HIV. (Formula I)

  本发明涉及权利要求1中所述的式(1)化合物，及其用于治疗或预防病毒疾病，包括HIV。
• SOLUBLE GUANYLATE CYCLASE ACTIVATORS
  申请人：Bittner Amy R.

  公开号：US20090209556A1

  公开（公告）日：2009-08-20

  A compound having the structure useful for treatment or prevention of cardiovascular diseases, endothelial dysfunction, diastolic dysfunction, atherosclerosis, hypertension, angina pectoris, thromboses, restenoses, myocardial infarction, strokes, cardiac insufficiency, pulmonary hypertonia, erectile dysfunction, asthma bronchiale, chronic kidney insufficiency, diabetes, or cirrhosis of the liver in a human or animal patient.

  具有治疗或预防心血管疾病、内皮功能障碍、舒张功能障碍、动脉硬化、高血压、心绞痛、血栓形成、再狭窄、心肌梗死、中风、心脏衰竭、肺动脉高压、勃起功能障碍、支气管哮喘、慢性肾功能不全、糖尿病或人或动物患者肝硬化的化合物的结构。
• [EN] 1-(HET)ARYLSULFONYL-(PYRROLIDINE OR PIPERIDINE)-2-CARBOXAMIDE DERIVATIVES AND THEIR USE AS TRPA1 ANTAGONISTS<br/>[FR] DÉRIVÉS DE 1-(HET)ARYLSULFONYLE- (PYRROLIDINE OU PIPÉRIDINE)-2-CARBOXAMIDE ET LEUR UTILISATION COMME ANTAGONISTES DE TRPA1
  申请人：HOFFMANN LA ROCHE

  公开号：WO2016128529A1

  公开（公告）日：2016-08-18

  The invention is concerned with the compounds of formula I and salts thereof and other compounds of formulas II-IX as disclosed herein. In addition, the present invention relates to methods of manufacturing and methods of using the compounds of formulas I-IX as well as pharmaceutical compositions containing such compounds. The compounds may be useful in treating diseases and conditions mediated by TRPA1, such as pain or asthma.

  本发明涉及公式I的化合物及其盐，以及如本文所述的公式II-IX的其他化合物。此外，本发明还涉及制造和使用公式I-IX化合物的方法，以及含有这些化合物的药物组合物。这些化合物可能对治疗由TRPA1介导的疾病和状况，如疼痛或哮喘等有帮助。