1-(2-氟-4-羟基苯基)-2-甲基丙烷-1-酮 | 1208078-35-6

• 物质功能分类: 有机原料 - 酮类化合物
• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-(2-氟-4-羟基苯基)-2-甲基丙烷-1-酮
• 英文名称: 1-(2-fluoro-4-hydroxyphenyl)-2-methylpropan-1-one
• CAS: 1208078-35-6
• 化学式: C₁₀H₁₁FO₂
• 分子量: 182.195
• InChiKey: OXTNGONZGVZSEC-UHFFFAOYSA-N

物化性质

• 沸点：
  307.5±22.0 °C(Predicted)
• 密度：
  1.160±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(2-氟-4-羟基苯基)-2-甲基丙烷-1-酮 在 盐酸 、 4-二甲氨基吡啶 、 偶氮二甲酰胺 、 palladium 10% on activated carbon 、 四丁基氟化铵 、 氢气 、 sodium acetate 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 5,5-dimethyl-1,3-cyclohexadiene 、 乙醇 、 甲苯 、 乙腈 为溶剂， 反应 2.5h， 生成 N-(3-((1R)-1-hydroxy-2-(2-((3-isopropyl-1H-indazol-6-yl)oxy)ethylamino)ethyl)phenyl)methanesulfonamide dihydrochloride
  参考文献：
  名称：

  Discovery of Novel Indazole Derivatives as Highly Potent and Selective Human β₃-Adrenergic Receptor Agonists with the Possibility of Having No Cardiovascular Side Effects

  摘要：

  Novel indazole derivatives were prepared and evaluated for their biological activity and cardiovascular safety profile as human A-adrenergic receptor (AR) agonists. Although the initial hit compound 5 exhibited significant beta(3)-AR agonistic activity (EC50 = 21 nM), it also exhibited agonistic activity at the alpha(1A)-AR (EC50 = 219 nM, selectivity: alpha(1A)/beta(3) = 10-fold). The major metabolite of 5, which was an oxidative product at the indazole 3-methyl moiety, gave a clue to a strategy for improvement of the selectivity for beta(3)-AR agonistic activity versus au-AR agonistic activity. Thus, modification of the 3-substituent of the indazole moiety effectively improved the selectivity to develop compound 11 with potent beta(3)-AR agonistic activity (EC50 = 13 nM) and high selectivity (alpha(1A)/beta(3) = >769-fold). Compound 11 was also inactive toward beta(1) and beta(2)-ARs and showed dose dependent beta(3)-AR mediated relaxation of marmoset urinary bladder smooth muscle, while it did not obviously affect heart rate or blood pressure (iv, 3 mg/kg) in anesthetized rats.

  DOI：

  10.1021/acs.jmedchem.5b00638
• 作为产物：
  描述：

  2-氟-4-羟基苯腈 在 咪唑 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 21.83h， 生成 1-(2-氟-4-羟基苯基)-2-甲基丙烷-1-酮
  参考文献：
  名称：

  EP2484668

  摘要：

  公开号：

文献信息

• INDAZOLE COMPOUNDS
  申请人：Nakano Seiji

  公开号：US20100160256A1

  公开（公告）日：2010-06-24

  Provided are compounds represented by the following formula (A-1) and formula (1), or salts thereof. The compounds of formula (A-1) and formula (1) or salts thereof have 133 adrenergic receptor agonist activity, and thus are useful as therapeutic and prophylactic agent for diabetes mellitus, obesity, hyperlipidemia, depression, diseases caused by gallstones or hypermotility of the biliary tract, diseases caused by hyperactivity of the digestive tract, interstitial cystitis, overactive bladder or urinary incontinence, or as therapeutic and prophylactic agents for diseases concomitant with decreased tears.

  提供的是以下公式（A-1）和公式（1）所代表的化合物，或其盐。公式（A-1）和公式（1）的化合物或其盐具有133肾上腺素受体激动剂活性，因此可作为治疗和预防糖尿病、肥胖、高脂血症、抑郁症、胆石症或胆道高动力性疾病、消化系统过度活动引起的疾病、间质性膀胱炎、膀胱过度活动或尿失禁的药物，或作为治疗和预防伴随眼泪减少的疾病的药物。
• HETEROCYCLIC DERIVATIVES OF PYRAZOL-4-YL-PYRROLO[2,3-d]PYRIMIDINES AS JANUS KINASE INHIBITORS
  申请人：Rodgers James D.

  公开号：US20110059951A1

  公开（公告）日：2011-03-10

  The present invention provides heterocyclic derivatives of pyrazol-4-yl-pyrrolo[2,3-d]pyrimidines, as well as their compositions and methods of use, that modulate the activity of Janus kinases (JAKs) and are useful in the treatment of diseases related to the activity of JAKs including, for example, inflammatory disorders, autoimmune disorders, cancer, and other diseases.

  本发明提供了吡唑-4-基-吡咯[2,3-d]嘧啶的杂环衍生物，以及它们的组合物和使用方法，可以调节Janus激酶（JAKs）的活性，并且在治疗与JAKs活性相关的疾病方面有用，例如炎症性疾病、自身免疫性疾病、癌症和其他疾病。
• Indazole compounds
  申请人：Asahi Kasei Pharma Corporation

  公开号：US08008506B2

  公开（公告）日：2011-08-30

  Provided are compounds represented by the following formula (A-1) and formula (1), or salts thereof. The compounds of formula (A-1) and formula (1) or salts thereof have β3 adrenergic receptor agonist activity, and thus are useful as therapeutic and prophylactic agent for diabetes mellitus, obesity, hyperlipidemia, depression, diseases caused by gallstones or hypermotility of the biliary tract, diseases caused by hyperactivity of the digestive tract, interstitial cystitis, overactive bladder or urinary incontinence, or as therapeutic and prophylactic agents for diseases concomitant with decreased tears.

  提供的化合物由以下式子(A-1)和式子(1)或其盐所代表。式子(A-1)和式子(1)或其盐具有β3肾上腺素受体激动剂活性，因此可用作治疗和预防糖尿病、肥胖症、高脂血症、抑郁症、胆石或胆道高动力性引起的疾病、消化道高活性引起的疾病、间质性膀胱炎、过度活跃的膀胱或尿失禁的治疗和预防剂，或用作伴随泪液减少的疾病的治疗和预防剂。
• INDAZOLE ANALOG
  申请人：Wada Yasuhiro

  公开号：US20120225909A1

  公开（公告）日：2012-09-06

  [Objective] To provide a drug that selectively stimulates the β3-adrenergic receptors, particularly a drug capable of preferentially stimulating the β3-adrenergic receptors over the α1-adrenergic receptors. This drug can be used in the treatment and prevention of diabetes, obesity, hyperlipidemia, depression, cholelithiasis, diseases caused by biliary hyperkinesia, diseases caused by hyperfunction of the gastrointestinal tract, interstitial cystitis, overactive bladder or urinary incontinence, diseases associated with decreased lacrimation, and the like. [Solution] Indazole analogs represented by the general formula (I) or a salt thereof. Drugs that contains these indazole analogs or a salt thereof as the active ingredient.

  【目的】提供一种选择性刺激β3-肾上腺素能受体的药物，特别是一种能够优先刺激β3-肾上腺素能受体而非α1-肾上腺素能受体的药物。该药可以用于糖尿病、肥胖症、高脂血症、抑郁症、胆石症、胆道高动力症引起的疾病、胃肠道高功能引起的疾病、间质性膀胱炎、过度活动的膀胱或尿失禁、伴有泪液减少的疾病等的治疗和预防。 【解决方案】一般式（I）所代表的吲唑类似物或其盐。包含这些吲唑类似物或其盐作为活性成分的药物。
• INDAZOLE COMPOUND
  申请人：Asahi Kasei Pharma Corporation

  公开号：EP2345644A1

  公开（公告）日：2011-07-20

  Provided are compounds represented by the following formula (A-1) and formula (1), or salts thereof. The compounds of formula (A-1) and formula (1) or salts thereof have β3 adrenergic receptor agonist activity, and thus are useful as therapeutic and prophylactic agent for diabetes mellitus, obesity, hyperlipidemia, depression, diseases caused by gallstones or hypermotility of the biliary tract, diseases caused by hyperactivity of the digestive tract, interstitial cystitis, overactive bladder or urinary incontinence, or as therapeutic and prophylactic agents for diseases concomitant with decreased tears.

  本发明提供了由下式（A-1）和式（1）代表的化合物或其盐。式（A-1）和式（1）的化合物或其盐具有 β3肾上腺素能受体激动剂活性，因此可用作糖尿病、肥胖症、高脂血症、抑郁症、胆结石或胆道蠕动亢进引起的疾病、活动过多引起的疾病、间歇性抑郁症的治疗剂和预防剂、胆结石或胆道过度活动引起的疾病、消化道过度活动引起的疾病、间质性膀胱炎、膀胱过度活动症或尿失禁，或作为伴随泪液减少的疾病的治疗和预防药物。