4-[(2E)-2-fluoro-5-iodopent-2-enyl]-3-methyl-1,2,4-oxadiazol-5(4H)-one | 404385-26-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-[(2E)-2-fluoro-5-iodopent-2-enyl]-3-methyl-1,2,4-oxadiazol-5(4H)-one
• 英文别名: 4-[(2E)-2-fluoro-5-iodo-2-pentenyl]-3-methyl-1,2,4-oxadiazol-5(4H)-one；4-[(E)-2-fluoro-5-iodopent-2-enyl]-3-methyl-1,2,4-oxadiazol-5-one
• CAS: 404385-26-8
• 化学式: C₈H₁₀FIN₂O₂
• 分子量: 312.083
• InChiKey: JPSAADJBNOSJRA-XVNBXDOJSA-N

物化性质

• 沸点：
  287.1±50.0 °C(Predicted)
• 密度：
  1.81±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  41.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-[(2E)-2-fluoro-5-iodopent-2-enyl]-3-methyl-1,2,4-oxadiazol-5(4H)-one 、 methyl N-[(3,4-dichlorophenyl)-methylene]-alaninate 在 N-甲基吡咯烷酮 、 lithium iodide 、 (叔丁基亚氨基)三(吡咯烷)膦 作用下， 反应 2.25h， 生成
  参考文献：
  名称：

  [EN] METHODS FOR TREATMENT AND PREVENTION OF GASTROINTESTINAL CONDITIONS
  [FR] PROCEDES DESTINES AU TRAITEMENT ET A LA PREVENTION DE TROUBLES GASTRO-INTESTINAUX

  摘要：

  公开号：

  WO2004012726A3
• 作为产物：
  描述：

  (2E)-2-fluoropent-2-ene-1,5-diol 在 三乙胺 、 sodium iodide 作用下， 以 二氯甲烷 、 丁酮 为溶剂， 反应 26.25h， 生成 4-[(2E)-2-fluoro-5-iodopent-2-enyl]-3-methyl-1,2,4-oxadiazol-5(4H)-one
  参考文献：
  名称：

  3-Methyl-4H-[1,2,4]-oxadiazol-5-one: a versatile synthon for protecting monosubstituted acetamidines

  摘要：

  The utilization of 3-methyl-4H-[1,2,4]-oxadiazol-5-one as a versatile protected acetamidine is demonstrated through employment in a variety of synthetic sequences. The potassium salt (2a) or the neutral form (2b) is alternatively shown to be superior for various synthetic reactions (i.e., alkylation, Michael addition, Mitsunobu) to incorporate side chains for further synthesis. The 3-methyl-4H-[1,2,4]-oxadiazol-5-one moiety was found to be stable to acid or base under non-aqueous conditions. It was also found to be stable to many reagents commonly used for organic synthesis. Despite this stability, the free acetamidine may be released by mild reduction including Lindlar hydrogenation or dissolving metal reductions. Alternatively, the hydroxyl amidine may be formed via alkaline hydrolysis. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.09.030

文献信息

• Neuroprotective treatment methods using selective iNOS inhibitors
  申请人：Pharmacia Corporation

  公开号：US20030119826A1

  公开（公告）日：2003-06-26

  Therapeutic methods for the prevention and treatment of neurodegenerative conditions are described, the methods including administering to a subject in need thereof a neuroprotective effective amount of a selective inhibitor of inducible nitric oxide synthase.

  描述了预防和治疗神经退行性疾病的治疗方法，其中包括向需要的对象施用一种选择性抑制诱导型一氧化氮合酶的神经保护有效量。
• Agents and methods for treatment of cancer
  申请人：——

  公开号：US20030013702A1

  公开（公告）日：2003-01-16

  Agents and methods for chemoprevention and treatment of neoplasia are described, the agents including a selective inhibitor of inducible nitric oxide synthase and a combination of a selective inhibitor of inducible nitric oxide synthase and an inhibitor of cylcooxygenase-2 in a pharmaceutical composition. The agents and methods are used for chemoprevention and treatment of neoplasia including colorectal cancer and other cancers affecting epithelial cells throughout the body. The agents can also be used to treat the fibrosis that occurs with radiation therapy, as well as adenomatous polyps, including those with familial adenomatous polyposis (FAP).

  描述了用于化学预防和治疗肿瘤的药剂和方法，其中药剂包括一种选择性抑制诱导型一氧化氮合酶的药剂，以及一种选择性抑制诱导型一氧化氮合酶和环氧合酶-2的抑制剂的组合物在制药组合物中。这些药剂和方法用于化学预防和治疗包括结直肠癌和其他影响全身上皮细胞的肿瘤，还可用于治疗放射治疗引起的纤维化，以及腺瘤性息肉，包括家族性腺瘤性息肉症（FAP）的腺瘤。
• Ophthalmologic treatment methods using selective iNOS inhibitors
  申请人：——

  公开号：US20030109522A1

  公开（公告）日：2003-06-12

  Therapeutic methods for the prevention and treatment of ophthalmologic conditions are described, the methods including administering to a subject in need thereof a selective inhibitor of inducible nitric oxide synthase.

  描述了用于预防和治疗眼科疾病的治疗方法，其中包括向需要的受试者施用可选择的诱导型一氧化氮合酶抑制剂。
• 2-Amino-2-alkyl-5 heptenoic and heptynoic acid derivatives useful as nitric oxide synthase inhibitors
  申请人：——

  公开号：US20020132849A1

  公开（公告）日：2002-09-19

  The present invention relates to 2-amino-2-alkyl-5 heptenoic and heptynoic acid derivatives and their use in therapy, in particular their use as nitric oxide synthase inhibitors.

  本发明涉及2-氨基-2-烷基-5-庚烯酸和庚炔酸衍生物及其在治疗中的应用，特别是它们作为一氧化氮合酶抑制剂的用途。
• Methods for the treatment of respiratory diseases and conditions using a selective iNOS inhibitor
  申请人：——

  公开号：US20040077639A1

  公开（公告）日：2004-04-22

  Therapeutic methods for the prevention and treatment of respiratory diseases or conditions are described, the methods including administering to a subject in need thereof a respiratory disease or condition effective amount of a selective inhibitor of inducible nitric oxide synthase.

  本文描述了用于预防和治疗呼吸系统疾病或状况的治疗方法，该方法包括向需要治疗的受试者施用一种选择性抑制诱导型一氧化氮合酶的有效剂量。