5-氟-2-(甲基磺酰基)苯甲酸 | 773873-55-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 5-氟-2-(甲基磺酰基)苯甲酸
• 英文名称: 5-fluoro-2-(methylsulfonyl)benzoic acid
• 英文别名: 5-fluoro-2-methylsulfonylbenzoic acid
• CAS: 773873-55-5
• 化学式: C₈H₇FO₄S
• 分子量: 218.206
• InChiKey: UYODNSHQTPLEAS-UHFFFAOYSA-N

物化性质

• 熔点：
  147-149°C

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  79.8
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 海关编码：
  2916399090

反应信息

• 作为反应物：
  描述：

  5-氟-2-(甲基磺酰基)苯甲酸 在 4-二甲氨基吡啶 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 甲醇 为溶剂， 反应 3.2h， 生成 N-cyclopropyl-N-[1-(5-fluoro-2-methylsulfonylbenzoyl)piperidin-4-yl]-4-(trifluoromethyl)benzenesulfonamide
  参考文献：
  名称：

  Aminopiperidine Sulfonamide Ca_v2.2 Channel Inhibitors for the Treatment of Chronic Pain

  摘要：

  The voltage-gated calcium channel Ca(v)2.2 (N-type calcium channel) is a critical regulator of Synaptic transmission and has emerged as an attractive target for the treatment of chronic pain. We report here the discovery. of sulfonamide derived, state-dependent inhibitors of Ca(v)2.2. In particular,. 19 is an inhibitor of Ca(v)2.2 that is selective over cardiac ion channels, with a good preclinical PK and biodistribution profile. This compound exhibits dose dependent. efficacy in preclinical Models of inflammatory hyperalgesia and neuropathic allodynia and is devoid of ancillary cardiovascular or CNS pharmacology at the doses tested. Importantly, 19 exhibited no efficacy in Ca(v)2.2 gene-deleted mice. The discovery of metabolite 26 confounds further development of members. of this aminopiperidine sulfonamide series. This discovery also Suggests specific structural-liabilities of this class of compounds that Must be addressed.

  DOI：

  10.1021/jm301056k

文献信息

• [EN] SUBSTITUTED ARYL SULFONE DERIVATIVES AS CALCIUM CHANNEL BLOCKERS<br/>[FR] DÉRIVÉ D'ARYLSULFONE SUBSTITUÉE COMME BLOQUEURS DES CANAUX CALCIQUES
  申请人：MERCK & CO INC

  公开号：WO2009045382A1

  公开（公告）日：2009-04-09

  A series of substituted aryl sulfone derivatives represented by Formula I, or pharmaceutically acceptable salts thereof. Pharmaceutical compositions comprise an effective amount of the instant compounds, either alone, or in combination with one or more other therapeutically active compounds, and a pharmaceutically acceptable carrier. Methods of treating conditions associated with, or caused by, calcium channel activity, including, for example, acute pain, chronic pain, visceral pain, inflammatory pain, neuropathic pain, urinary incontinence, itchiness, allergic dermatitis, epilepsy, diabetic neuropathy, irritable bowel syndrome, depression, anxiety, multiple sclerosis, sleep disorder, bipolar disorder and stroke, comprise administering an effective amount of the present compounds, either alone, or in combination with one or more other therapeutically active compounds.

  一系列以化学式I表示的取代芳基磺酮衍生物，或其药用盐。药物组合物包括即时化合物的有效量，可以单独使用，也可以与一个或多个其他治疗活性化合物结合使用，并含有药用可接受载体。治疗与或由钙通道活性相关的疾病的方法，包括例如急性疼痛、慢性疼痛、内脏疼痛、炎症性疼痛、神经病性疼痛、尿失禁、瘙痒、过敏性皮炎、癫痫、糖尿病神经病、肠易激综合征、抑郁症、焦虑症、多发性硬化、睡眠障碍、躁郁症和中风，包括给予现有化合物的有效量，可以单独使用，也可以与一个或多个其他治疗活性化合物结合使用。
• Substituted Aryl Sulfone Derivatives as Calcium Channel Blockers
  申请人：Chakravarty Prasun K.

  公开号：US20100210620A1

  公开（公告）日：2010-08-19

  A series of substituted aryl sulfone derivatives represented by Formula I, or pharmaceutically acceptable salts thereof. Pharmaceutical compositions comprise an effective amount of the instant compounds, either alone, or in combination with one or more other therapeutically active compounds, and a pharmaceutically acceptable carrier. Methods of treating conditions associated with, or caused by, calcium channel activity, including, for example, acute pain, chronic pain, visceral pain, inflammatory pain, neuropathic pain, urinary incontinence, itchiness, allergic dermatitis, epilepsy, diabetic neuropathy, irritable bowel syndrome, depression, anxiety, multiple sclerosis, sleep disorder, bipolar disorder and stroke, comprise administering an effective amount of the present compounds, either alone, or in combination with one or more other therapeutically active compounds.

  一系列以式I表示的取代芳基磺酰衍生物，或其药学上可接受的盐。制药组合物包括即时化合物的有效量，单独使用或与一个或多个其他治疗活性化合物结合，并且药学上可接受的载体。治疗与钙通道活性相关或由其引起的病症的方法，包括例如急性疼痛，慢性疼痛，内脏疼痛，炎症性疼痛，神经病性疼痛，尿失禁，瘙痒，过敏性皮炎，癫痫，糖尿病神经病变，肠易激综合症，抑郁症，焦虑症，多发性硬化，睡眠障碍，躁症和中风，包括单独或与一个或多个其他治疗活性化合物结合的即时化合物的有效量的给药。
• Substituted aryl sulfone derivatives as calcium channel blockers
  申请人：Merck Sharp & Dohme Corp.

  公开号：US08304434B2

  公开（公告）日：2012-11-06

  A series of substituted aryl sulfone derivatives represented by Formula I, or pharmaceutically acceptable salts thereof. Pharmaceutical compositions comprise an effective amount of the instant compounds, either alone, or in combination with one or more other therapeutically active compounds, and a pharmaceutically acceptable carrier. Methods of treating conditions associated with, or caused by, calcium channel activity, including, for example, acute pain, chronic pain, visceral pain, inflammatory pain, neuropathic pain, urinary incontinence, itchiness, allergic dermatitis, epilepsy, diabetic neuropathy, irritable bowel syndrome, depression, anxiety, multiple sclerosis, sleep disorder, bipolar disorder and stroke, comprise administering an effective amount of the present compounds, either alone, or in combination with one or more other therapeutically active compounds.

  一系列代表为I式的取代芳基磺酰衍生物，或其药学上可接受的盐。制药组合物包括有效量的此类化合物，单独使用或与一个或多个其他治疗活性化合物结合，并且药学上可接受的载体。治疗与钙通道活性相关或由此引起的病症的方法，包括例如急性疼痛、慢性疼痛、内脏疼痛、炎症性疼痛、神经病性疼痛、尿失禁、瘙痒、过敏性皮炎、癫痫、糖尿病神经病变、肠易激综合征、抑郁症、焦虑症、多发性硬化、睡眠障碍、躁郁症和中风，包括单独或与一个或多个其他治疗活性化合物结合的现有化合物的有效量的给药。
• ARYL CARBOXAMIDE DERIVATIVES AS TTX-S BLOCKERS
  申请人：Yamagishi Tatsuya

  公开号：US20120232052A1

  公开（公告）日：2012-09-13

  The present invention relates to aryl carboxamide derivatives of formula (I), wherein Ar 1 is phenyl; Ar 2 is aryl; n is 1-4; X is —O—, —S—, —SO— or —SO 2 —, a prodrug thereof or a pharmaceutically acceptable salt thereof, which have blocking activities of voltage gated sodium channels as the TTX-S channels, and which are useful in the treatment or prevention of such disorders and diseases as pain in which voltage gated sodium channels are involved. The invention also relates to pharmaceutical compositions comprising these compounds and the use of these compounds and compositions in the prevention or treatment of such diseases as pain in which voltage gated sodium channels are involved.

  本发明涉及公式（I）的芳基羧酰胺衍生物，其中Ar1是苯基；Ar2是芳基；n为1-4；X为—O—、—S—、—SO—或—SO2—，其前体药物或其药学上可接受的盐，具有阻断电压门控钠通道如TTX-S通道的活性，并在治疗或预防涉及电压门控钠通道的疾病和疾病，如疼痛方面中有用。本发明还涉及包含这些化合物的制药组合物以及这些化合物和组合物在预防或治疗涉及电压门控钠通道的疾病和疾病，如疼痛方面的使用。
• SUBSTITUTED ARYL SULFONE DERIVATIVES AS CALCIUM CHANNEL BLOCKERS
  申请人：Merck Sharp & Dohme Corp.

  公开号：US20130040932A1

  公开（公告）日：2013-02-14

  A series of substituted aryl sulfone derivatives represented by Formula I, or pharmaceutically acceptable salts thereof. Pharmaceutical compositions comprise an effective amount of the instant compounds, either alone, or in combination with one or more other therapeutically active compounds, and a pharmaceutically acceptable carrier. Methods of treating conditions associated with, or caused by, calcium channel activity, including, for example, acute pain, chronic pain, visceral pain, inflammatory pain, neuropathic pain, urinary incontinence, itchiness, allergic dermatitis, epilepsy, diabetic neuropathy, irritable bowel syndrome, depression, anxiety, multiple sclerosis, sleep disorder, bipolar disorder and stroke, comprise administering an effective amount of the present compounds, either alone, or in combination with one or more other therapeutically active compounds.

  一系列由式I所代表的取代芳基磺酰衍生物或其药学上可接受的盐。制药组合物包括有效量的该化合物，单独或与一个或多个其他治疗活性化合物结合，并且药学上可接受的载体。治疗与钙通道活性相关或由此引起的疾病的方法，包括但不限于急性疼痛、慢性疼痛、内脏疼痛、炎症性疼痛、神经病性疼痛、尿失禁、瘙痒、过敏性皮炎、癫痫、糖尿病神经病变、肠易激综合征、抑郁症、焦虑症、多发性硬化、睡眠障碍、躁郁症和中风，包括单独或与一个或多个其他治疗活性化合物结合，给予有效量的该化合物。