5-phenyl-imidazo[2,1-b][1,3,4]thiadiazole-2-sulfonic acid amide | 63735-73-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-phenyl-imidazo[2,1-b][1,3,4]thiadiazole-2-sulfonic acid amide
• 英文别名: 5-phenylimidazo[2,1-b]-1,3,4-thiadiazole-2-sulfonamide；5-Phenylimidazo[2,1-b][1,3,4]thiadiazole-2-sulfonamide
• CAS: 63735-73-9
• 化学式: C₁₀H₈N₄O₂S₂
• 分子量: 280.331
• InChiKey: WDIUSGXNGXNKKG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  127
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  5-氨基-1,3,4-噻二唑-2-磺酰胺 、 2-溴-2-苯基乙醛 以 乙醇 为溶剂， 反应 12.0h， 以28%的产率得到5-phenyl-imidazo[2,1-b][1,3,4]thiadiazole-2-sulfonic acid amide
  参考文献：
  名称：

  Cerebrovasodilatation through selective inhibition of the enzyme carbonic anhydrase. 2. Imidazo[2,1-b]thiadiazole and imidazo[2,1-b]thiazolesulfonamides

  摘要：

  A series of imidazo[2,1-b]thiadiazole and imidazo[2,1-b]thiazolesulfonamide carbonic anhydrase inhibitors is described and their anticonvulsant activities are listed. Many of the compounds have the same degree of ionization as acetazolamide and methazolamide, but their higher lipophilicity means that they are more able to penetrate into the central nervous system. One compound, 6-tert-butyl-2-sulfamoylimidazo[2,1-b]-1,3,4-thiadiazole (8, UK-15,454) had an anticonvulsant ED50 of 2.6 mg/kg when administered orally to mice. 8 selectively increased cerebral blood flow in animals without producing a high level of metabolic acidosis.

  DOI：

  10.1021/jm00176a003

文献信息

• Imidazo [2,1-b]-1,3,4-thiadiazole suflonamides
  申请人：Jaquith B. James

  公开号：US20050069492A1

  公开（公告）日：2005-03-31

  This invention relates to compounds of Formula (I) and the use of compounds of Formula (I) as neuroprotective agents in the treatment of neuronal disorders of the central and peripheral nervous systems.

  本发明涉及公式（I）的化合物以及在治疗中枢和周围神经系统的神经元疾病中使用公式（I）化合物作为神经保护剂的用途。
• Imidazo[2,1-b]-1,3,4-thiadiazole sulfonamides
  申请人：Jaquith B. James

  公开号：US20070088059A1

  公开（公告）日：2007-04-19

  This invention relates to compounds of Formula I and the use of compounds of Formula I as neuroprotective agents in the treatment of neuronal disorders of the central and peripheral nervous systems. Formula I:

  本发明涉及I式化合物及其在治疗中枢和周围神经系统神经元疾病中作为神经保护剂的应用。I式：
• IMIDAZO [2,1,-b]-1,3,4-THIADIAZOLE SULFONAMIDES
  申请人：JAQUITH James B.

  公开号：US20090042953A1

  公开（公告）日：2009-02-12

  This invention relates to compounds of Formula I and the use of compounds of Formula I as neuroprotective agents in the treatment of neuronal disorders of the central and peripheral nervous systems. Formula I:

  本发明涉及公式I化合物及其作为神经保护剂用于治疗中枢和外周神经系统的神经元疾病的用途。公式I：
• JAK INHIBITORS FOR USE IN THE PREVENTION OR TREATMENT OF VIRAL INFECTION
  申请人：Emory University

  公开号：EP3750544A2

  公开（公告）日：2020-12-16

  Compounds for use in the treatment or prevention of viral disease caused by a virus selected from the group consisting of an adenovirus, an Alphaviridae, an Arbovirus, an Astro virus, a Bunyaviridae, a Coronaviridae, a Filoviridae, a Flaviviridae, a Hepadnaviridae, a Herpesviridae (such as HSV-1, HSV-2, EBV, CMV), an Alphaherpesvirinae, a Betaherpesvirinae, a Gammaherpesvirinae, a Norwalk Virus, an Astroviridae, a Caliciviridae, an Orthomyxoviridae, a Paramyxoviridae, a Paramyxoviruses, a Rubulavirus, a Morbillivirus, a Papovaviridae, a Parvoviridae, a Picornaviridae, an Aphthoviridae, a Cardioviridae, an Enteroviridae, a Coxsackie virus, a Polio Virus, a Rhinoviridae, a Phycodnaviridae, a Poxviridae, a Reoviridae, a Rotavirus, a Retroviridae, an A-Type Retrovirus, an Immunodeficiency Virus, a Leukemia Viruses, an Avian Sarcoma Viruses, a Rhabdoviruses, a Rubiviridae and a Togaviridae are disclosed. Also disclosed are compounds for use in the treatment or prevention of AIDS-related neurological disorder, AIDS-related complex (ARC), persistent generalized lymphadenopathy (PGL), anti-HIV antibody positive and HIV-positive conditions, Kaposi's sarcoma, thrombocytopenia purpurea or HIV-1-related opportunistic infections. The compounds are pyrrolo[2,3-b]pyridines and pyrrolo[2,3-b]pyrimidine JAK inhibitors.

  用于治疗或预防由选自以下组别的病毒引起的病毒性疾病的化合物：腺病毒、阿尔法病毒科、阿博病毒科、阿斯特罗病毒科、布尼亚病毒科、冠状病毒科、丝状病毒科、弗拉维病毒科、肝病病毒科、疱疹病毒科（如 HSV-1、HSV-2、EBV、CMV）、α-疱疹病毒科、疱疹病毒属（如 HSV-1、HSV-2、EBV、CMV）、疱疹病毒科（如 HSV-1、HSV-2、EBV、CMV）、α疱疹病毒科、β疱疹病毒科、γ疱疹病毒科、诺沃克病毒科、天花病毒科、钙病毒科、正粘病毒科、副粘病毒科副黏液病毒科（Paramyxoviridae）、副黏液病毒属（Paramyxoviruses）、鲁布拉病毒科（Rubulavirus）、莫比利病毒科（Morbillivirus）、巴氏病毒科（Papovaviridae）、副黏液病毒科（Parvoviridae）、皮科病毒科（Picornaviridae）、蚜虫病毒科（Aphthoviridae）、心肌病毒科（Cardioviridae）、肠道病毒科（Enteroviridae）、柯萨奇病毒（Coxsackie virus）、脊髓灰质炎病毒（Polio Virus）、鼻病毒科（Rhinoviridae公开了脊髓灰质炎病毒、鼻病毒科、痘病毒科、脊髓灰质炎病毒科、轮状病毒科、逆转录病毒科、A 型逆转录病毒、免疫缺陷病毒、白血病病毒、禽肉毒瘤病毒、Rhabdoviruses、Rubiviridae 和 Togaviridae。还公开了用于治疗或预防艾滋病相关神经紊乱、艾滋病相关综合征（ARC）、持续性全身淋巴结病（PGL）、抗 HIV 抗体阳性和 HIV 阳性病症、卡波西肉瘤、紫癜性血小板减少症或 HIV-1 相关机会性感染的化合物。这些化合物是吡咯并[2,3-b]吡啶和吡咯并[2,3-b]嘧啶 JAK 抑制剂。
• Antiviral JAK inhibitors useful in treating or preventing retroviral and other viral infections
  申请人：Emory University

  公开号：US10022378B2

  公开（公告）日：2018-07-17

  Compounds, compositions, and methods of treatment and prevention of HIV infection are disclosed. The compounds are pyrrolo[2,3-b]pyridines and pyrrolo[2,3-b]pyrimidine JAK inhibitors. Combinations of these JAK inhibitors and additional antiretroviral compounds, such as NRTI, NNRTI, integrase inhibitors, entry inhibitors, protease inhibitors, and the like, are also disclosed. In one embodiment, the combinations include a combination of adenine, cytosine, thymidine, and guanine nucleoside antiviral agents, optionally in further combination with at least one additional antiviral agent that works via a different mechanism than a nucleoside analog. This combination has the potential to eliminate the presence of HIV in an infected patient.

  本研究公开了治疗和预防艾滋病毒感染的化合物、组合物和方法。这些化合物是吡咯并[2,3-b]吡啶和吡咯并[2,3-b]嘧啶 JAK 抑制剂。还公开了这些 JAK 抑制剂与其他抗逆转录病毒化合物（如 NRTI、NNRTI、整合酶抑制剂、入口抑制剂、蛋白酶抑制剂等）的组合。在一个实施方案中，组合物包括腺嘌呤、胞嘧啶、胸腺嘧啶和鸟嘌呤核苷类抗病毒剂的组合，可选择与至少一种通过与核苷类似物不同的机制起作用的额外抗病毒剂进一步组合。这种组合有可能消除感染病人体内的艾滋病毒。