4-氯-7-(三氟甲基)喹啉-3-羧酸 | 89524-63-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 中文名称: 4-氯-7-(三氟甲基)喹啉-3-羧酸
• 英文名称: 4-chloro-7-(trifluoromethyl)-3-quinolinecarboxylic acid
• 英文别名: 4-Chloro-7-trifluoromethyl-quinoline-3-carboxylic acid；4-Chloro-7-(trifluoromethyl)quinoline-3-carboxylic acid
• CAS: 89524-63-0
• 化学式: C₁₁H₅ClF₃NO₂
• 分子量: 275.614
• InChiKey: PACCRSUMCGBTBO-UHFFFAOYSA-N

物化性质

• 熔点：
  310 °C
• 沸点：
  354.3±37.0 °C(Predicted)
• 密度：
  1.577±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  50.2
• 氢给体数：
  1
• 氢受体数：
  6

安全信息

• 海关编码：
  2933499090

反应信息

• 作为反应物：
  描述：

  4-氯-7-(三氟甲基)喹啉-3-羧酸 在 盐酸 、 四氯化碳 、 sodium hydride 、 三乙胺 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 2-[2-(dimethylamino)ethyl]-2,3-dihydro-4-methyl-9(trifluoromethyl)-[1,4]oxazepino[6,7-c]quinolin-5(4H)-one
  参考文献：
  名称：

  Benzo- and pyrido-1,4-oxazepin-5-ones and -thiones: synthesis and structure-activity relationships of a new series of H1-antihistamines

  摘要：

  A series of novel benzo- and pyrido-1,4-oxazepinones and -thiones which represents a new structural class of compounds possessing H1 antihistaminic activity was synthesized, and the SARs were evaluated. The antihistaminic activity was determined by blockade of histamine-induced lethality in guinea pigs. The sedative potential was determined by comparison of the EEG profiles of the compounds with those of known sedating and nonsedating antihistamines. Several of the compounds were shown to possess potent H1 antihistaminic activity and to be free of the cortical slowing with synchronized waves and spindling activity found in the EEG of sedative antihistamines. One compound, 2-[2-(dimethylamino)ethyl]-3,4-dihydro-4-methylpyrido[3,2-f]-1,4- oxazepine-5(2H)-thione (rocastine) is currently undergoing clinical evaluation as a nonsedating H1 antihistamine.

  DOI：

  10.1021/jm00129a026
• 作为产物：
  描述：

  4-氯-7-三氟甲基喹啉 、 二氧化碳 在 正丁基锂 、 二异丙胺 作用下， 生成 4-氯-7-(三氟甲基)喹啉-3-羧酸
  参考文献：
  名称：

  Benzo- and pyrido-1,4-oxazepin-5-ones and -thiones: synthesis and structure-activity relationships of a new series of H1-antihistamines

  摘要：

  A series of novel benzo- and pyrido-1,4-oxazepinones and -thiones which represents a new structural class of compounds possessing H1 antihistaminic activity was synthesized, and the SARs were evaluated. The antihistaminic activity was determined by blockade of histamine-induced lethality in guinea pigs. The sedative potential was determined by comparison of the EEG profiles of the compounds with those of known sedating and nonsedating antihistamines. Several of the compounds were shown to possess potent H1 antihistaminic activity and to be free of the cortical slowing with synchronized waves and spindling activity found in the EEG of sedative antihistamines. One compound, 2-[2-(dimethylamino)ethyl]-3,4-dihydro-4-methylpyrido[3,2-f]-1,4- oxazepine-5(2H)-thione (rocastine) is currently undergoing clinical evaluation as a nonsedating H1 antihistamine.

  DOI：

  10.1021/jm00129a026

文献信息

• Fused aromatic oxazepinones, thiazepinones, diazepinones and sulfur
  申请人：A. H. Robins Company, Inc.

  公开号：US04705853A1

  公开（公告）日：1987-11-10

  Aromatic azepinones and thiones having the formula ##STR1## wherein; A is benzene, naphthalene, quinoline or pyridine; B is oxygen or sulfur; E is oxygen, sulfur or ##STR2## n is 1, 2 or 3; Z is an amino or a heterocyclic nitrogen-containing radical; R is hydrogen, loweralkyl, cycloalkyl or phenylloweralkyl; Y is halo, loweralkyl, loweralkoxy, diloweralkylamino, nitro, amino, loweracetylamino, trifluoromethyl, phenyl or phenyl substituted by one to three Y' radicals selected from halo, loweralkyl, loweralkoxy, diloweralkylamino, nitro, amino, loweracylamino or trifluoromethyl; and having antihistaminic utility, a process for the preparation thereof and chemical intermediates therefor are disclosed.

  芳香族氮杂七元酮和硫醚的化学式为##STR1##其中；A为苯、萘、喹啉或吡啶；B为氧或硫；E为氧、硫或##STR2##n为1、2或3；Z为氨基或含氮杂环的基团；R为氢、较低烷基、环烷基或苯基较低烷基；Y为卤素、较低烷基、较低烷氧基、二较低烷基氨基、硝基、氨基、较低乙酰氨基、三氟甲基、苯基或被从卤素、较低烷基、较低烷氧基、二较低烷基氨基、硝基、氨基、较低酰胺基或三氟甲基中选择的一个至三个Y'基团取代的苯基；具有抗组胺作用，公开了其制备方法和化学中间体。
• Vanilloid receptor ligands and their use in treatments
  申请人：Hulme Christopher

  公开号：US20050165046A1

  公开（公告）日：2005-07-28

  bis-Bicyclic amides and derivatives thereof 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.

  双环酰胺及其衍生物以及含有它们的组合物，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、混合血管性和非血管性综合征、紧张性头痛、一般炎症、关节炎、风湿病、骨关节炎、炎症性肠道疾病、炎症性眼部疾病、炎症性或不稳定的膀胱疾病、牛皮癣、伴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痛觉过敏和触痛、神经痛及相关的痛觉过敏和触痛、糖尿病性神经病痛、烧伤性神经痛、交感神经维持性疼痛、感觉缺失综合征、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、由坏死性因子引起的胃溃疡、毛发生长、血管运动或过敏性鼻炎、支气管疾病或膀胱疾病。
• CALE, ALBERT D. (JR)
  作者：CALE, ALBERT D. (JR)

  DOI：——

  日期：——
• BIS BICYCLIC AMIDES AS VANILLOID RECEPTOR LIGANDS AND THEIR USE IN TREATMENTS OF INFLAMMATORY AND NEUROPATIC PAIN
  申请人：AMGEN INC.

  公开号：EP1725529A1

  公开（公告）日：2006-11-29
• US4592866A
  申请人：——

  公开号：US4592866A

  公开（公告）日：1986-06-03