3-(butylamino)-5-(methylsulfonyl)-4-phenoxybenzoic acid | 32548-16-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-(butylamino)-5-(methylsulfonyl)-4-phenoxybenzoic acid
• 英文别名: 3-(butylamino)-5-methylsulfonyl-4-phenoxybenzoic acid
• CAS: 32548-16-6
• 化学式: C₁₈H₂₁NO₅S
• 分子量: 363.434
• InChiKey: GHXPJMRSAKBOOI-UHFFFAOYSA-N

物化性质

• 熔点：
  222-224 °C(Solv: water (7732-18-5); ethanol (64-17-5))
• 沸点：
  564.3±50.0 °C(Predicted)
• 密度：
  1.282±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  101
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-(butylamino)-5-(methylsulfonyl)-4-phenoxybenzoic acid 在 氨 、 sodium hydride 、 N,N-二异丙基乙胺 、 三氟乙酸 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 N,N-二甲基甲酰胺 、 乙腈 、 mineral oil 为溶剂， 反应 2.5h， 生成 3-(dibutylamino)-N,5-bis(methylsulfonyl)-4-phenoxybenzamide
  参考文献：
  名称：

  [EN] 2,3,5 TRISUBSTITUTED ARYL AND HETEROARYL AMINO DERIVATIVES, COMPOSITIONS, AND METHODS OF USE
  [FR] DÉRIVÉS AMINÉS D'HÉTÉROARYLE ET D'ARYLE 2,3,5 TRISUBSTITUÉS, COMPOSITIONS ET PROCÉDÉS D'UTILISATION ASSOCIÉS

  摘要：

  已披露具有以下表示的化合物的公式：(I)，其中Cy、L1、R1、R2a、R2b、R3、R4、n和L2如本文所述。这些化合物可以制备为药物组合物，并可用于预防和治疗包括人类在内的哺乳动物的各种疾病，例如成瘾障碍、阿尔茨海默病、焦虑障碍、腹水、自闭症、躁郁症、癌症、抑郁症、内皮角膜营养不良、水肿、癫痫、青光眼、亨廷顿病、炎症性疼痛、失眠、缺血、偏头痛、伴有先兆的偏头痛、无先兆的偏头痛、神经病性疼痛、伤害性神经痛、伤害性疼痛、眼部疾病、疼痛、瘙痒、过度瘙痒、瘙痒、神经性瘙痒、帕金森病、人格障碍、带状疱疹后神经痛、精神病、精神分裂症、癫痫障碍、耳鸣和戒断综合症等。

  公开号：

  WO2013059648A1
• 作为产物：
  描述：

  布美他尼 在 2-均三甲苯基-2,5,6,7-四氢吡咯并[2,1-C][1,2,4]三唑-4-鎓氯化物 、 potassium carbonate 、 苯甲醛 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 23.0h， 生成 3-(butylamino)-5-(methylsulfonyl)-4-phenoxybenzoic acid
  参考文献：
  名称：

  NHC 催化的伯磺酰胺脱氨基：后期功能化的平台

  摘要：

  在此，我们描述了一种将初级磺胺类药物温和、后期转化为其他几个官能团的方法的开发和应用。这些反应通过磺酰胺的初始还原脱氨基作用发生，通过 NHC 催化的瞬时形成的 N-磺酰亚胺反应生成亚磺酸盐。这里描述的方法几乎可以容忍所有常见的官能团，例如几种复杂药物化合物的后期衍生化。基于含磺酰胺药物和构建块的流行，我们开发了一种方法，使磺酰胺能够用作合成化学的多功能合成手柄。

  DOI：

  10.1021/jacs.8b11800

文献信息

• TARGETED TREATMENT OF ANEROBIC CANCER
  申请人：UNIVERSITY HOSPITALS CLEVELAND MEDICAL CENTER

  公开号：US20160279084A1

  公开（公告）日：2016-09-29

  The present invention relates to a pharmaceutical cocktail and methods of cancer treatment. In particular, one such cocktail comprises a combination of effective amounts of a lactate transporter inhibitor, a carbonic anhydrase inhibitor, a sodium potassium chloride cofactor (NKCC) transporter inhibitor, a member of the hydroxycinnamate class of drugs or a derivative thereof, and/or an angiogenesis inhibitor, including a vascular endothelial growth factor (VEGF) inhibitor such as bevacizumab in combination with blood vessel occlusion. As most cancers in an untreated state uses both aerobic and anaerobic/glycolytic pathways treatments contemplated herein can affect both metabolic pathways.

  本发明涉及一种药物鸡尾酒和癌症治疗方法。具体而言，其中一种鸡尾酒包括有效量的乳酸转运抑制剂、碳酸酐酶抑制剂、钠钾氯共转运体抑制剂、羟基肉桂酸类药物或其衍生物以及/或抗血管生成剂，包括一种血管内皮生长因子（VEGF）抑制剂，如贝伐单抗，与血管阻塞相结合。由于大多数未经治疗的癌症同时使用有氧和无氧/糖酵解途径，本文所考虑的治疗方法可以影响两种代谢途径。
• BUMETANIDE, FUROSEMIDE, PIRETANIDE, AZOSEMIDE, AND TORSEMIDE ANALOGS, COMPOSITIONS AND METHODS OF USE
  申请人：Wanaski Stephen

  公开号：US20120004225A1

  公开（公告）日：2012-01-05

  The present invention provides bumetanide, furosemide, piretanide, azosemide, and torsemide analogs and compositions comprising such analogs. The present invention also provides pharmaceutical compositions containing these bumetanide, furosemide, piretanide, azosemide, and torsemide analogs and methods for their use. All of these analogs are particularly useful for the treatment and/or prophylaxis of conditions that involve the Na + K + Cl − co-transporter or GABA A receptor including but not limited to addictive disorders, Alzheimer's Disease, anxiety disorders, ascites, autism, bipolar disorder, cancer, depression, endothelial corneal dystrophy, edema, epilepsy, glaucoma, Huntington's Disease, insomnia, ischemia, migraine, migraine with aura, neuropathic pain, nociceptive neuralgia, nociceptive pain, ocular diseases, pain, Parkinson's disease, personality disorders, postherpetic neuralgia, psychosis, schizophrenia, seizure disorders, tinnitus, and withdrawal syndromes.

  本发明提供了丁苯噻唑、呋塞米、匹利他酯、氮杂呋喃硫脲和托瑞米特的类似物以及包含这些类似物的组合物。本发明还提供了含有这些丁苯噻唑、呋塞米、匹利他酯、氮杂呋喃硫脲和托瑞米特类似物的药物组合物以及它们的使用方法。所有这些类似物特别适用于治疗和/或预防涉及Na+K+Cl−共转运体或GABAA受体的疾病，包括但不限于成瘾障碍、阿尔茨海默病、焦虑障碍、腹水、自闭症、躁郁症、癌症、抑郁症、内皮角膜营养不良、水肿、癫痫、青光眼、亨廷顿病、失眠、缺血、偏头痛、带前兆的偏头痛、神经痛、伤害性神经痛、眼部疾病、疼痛、帕金森病、人格障碍、带状疱疹后神经痛、精神病、精神分裂症、癫痫、耳鸣和戒断综合症。
• BUMETANIDE ANALOGS, COMPOSITIONS AND METHODS OF USE
  申请人：NeuroPro Therapeutics, Inc.

  公开号：US20150080350A1

  公开（公告）日：2015-03-19

  The present invention provides bumetanide, analogs and compositions comprising such analogs. The present invention also provides pharmaceutical compositions containing these bumetanide, analogs and methods for their use. These analogs are particularly useful for the treatment and/or prophylaxis of conditions that involve the Na + K + Cl − co-transporter or GABA A receptor including but not limited to addictive disorders, Alzheimer's Disease, anxiety disorders, ascites, autism, bipolar disorder, cancer, depression, endothelial corneal dystrophy, edema, epilepsy, glaucoma. Huntington's Disease, insomnia, ischemia, migraine, migraine with aura, neuropathic pain, nociceptive neuralgia, nociceptive pain, ocular diseases, pain, Parkinson's disease, personality disorders, postherpetic neuralgia, psychosis, schizophrenia, seizure disorders, tinnitus, and withdrawal syndromes.

  本发明提供了丁苯酞、类似物和包含这些类似物的组合物。本发明还提供了含有这些丁苯酞、类似物的药物组合物以及它们的使用方法。这些类似物特别适用于治疗和/或预防涉及Na+K+Cl−共转运体或GABAA受体的疾病，包括但不限于成瘾性障碍、阿尔茨海默病、焦虑症、腹水、自闭症、双相情感障碍、癌症、抑郁症、内皮角膜营养不良、水肿、癫痫、青光眼、亨廷顿病、失眠症、缺血、偏头痛、伴有先兆的偏头痛、神经痛、痛觉性神经痛、眼部疾病、疼痛、帕金森病、人格障碍、带状疱疹后神经痛、精神病、精神分裂症、癫痫、耳鸣和戒断综合征。
• FEIT P. W.; NIELSEN O. B. T., J. MED. CHEM. <JMCM-AR>, 1976, 19, NO 3, 402-406
  作者：FEIT P. W.、 NIELSEN O. B. T.

  DOI：——

  日期：——
• Targeted Treatment of Anerobic Cancer
  申请人：University Hospitals Cleveland Medical Center

  公开号：US20170056350A1

  公开（公告）日：2017-03-02

  The present invention relates to a pharmaceutical cocktail and methods of treatment involving said cocktail, in particular, a combination of effective amounts of a carbonic anhydrase inhibitor, in combination with effective amounts of an angiogenesis inhibitor, including a vascular endothelial growth factor (VEGF) inhibitor such as bevacizumab for the treatment of cancer. In other embodiments, it relates to compositions and methods of treating cancer involving effective amounts of a carbonic anhydrase inhibitor. Pharmaceutical compositions and methods of treating cancer (eliminating the tumor, shrinking the tumor, prolonging the life of the patient, increasing quality of life by decreasing the grade of adverse events seen with other cancer treatments, and/or preventing/reducing the likelihood of the tumor's metastases) are additional aspects of the present invention. In addition, the present invention may be used to favorably impact the therapeutic result of patients who have not responded to alternative, traditional anti-cancer therapy.