N-((3s,4r)-6-氰基-3-羟基-2,2-二甲基苯并二氢吡喃-4-基)-n-羟基乙酰胺 | 127408-31-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 中文名称: N-((3s,4r)-6-氰基-3-羟基-2,2-二甲基苯并二氢吡喃-4-基)-n-羟基乙酰胺
• 英文名称: N-[(3S,4R)-6-Cyano-3,4-dihydro-3-hydroxy-2,2-dimethyl-2H-1-benzopyran-4-YL]-N-hydroxyacetamide
• 英文别名: N-[(3S,4R)-6-cyano-3-hydroxy-2,2-dimethyl-3,4-dihydrochromen-4-yl]-N-hydroxyacetamide
• CAS: 127408-31-5
• 化学式: C₁₄H₁₆N₂O₄
• mdl: MFCD00888284
• 分子量: 276.29
• InChiKey: IWTCFIIOUXJOOV-OLZOCXBDSA-N

物化性质

• 沸点：
  455.4±55.0 °C(Predicted)
• 密度：
  1.36±0.1 g/cm3(Predicted)
• 溶解度：
  1eq 中可溶解至 100 毫升氢氧化钠

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.428
• 拓扑面积：
  93.8
• 氢给体数：
  2
• 氢受体数：
  5

制备方法与用途

生物活性方面，Y-26763 是一种钾（K+）通道开放剂。它实际上是 Y-27152 的活性代谢物，并且能够激活 ATP 敏感的 K+（KATP）通道。

反应信息

• 作为产物：
  描述：

  Acetamide, N-(6-cyano-3,4-dihydro-3-hydroxy-2,2-dimethyl-2H-1-benzopyran-4-yl)-N-(phenylmethoxy)-, (3S-trans)- 生成 N-((3s,4r)-6-氰基-3-羟基-2,2-二甲基苯并二氢吡喃-4-基)-n-羟基乙酰胺
  参考文献：
  名称：

  Benzopyran compound and its pharmaceutical use

  摘要：

  一种苯并吡喃化合物，其通式为（I）##STR1##其中A表示--OR.sup.1或--NH--COR.sup.2; R.sup.3表示氢，低碳基，低烷氧基，氨基，一种单一或双重低烷基氨基，氨基低烷基，羟基低烷基，卤代低烷基，低烷氧基低烷基，酰氧基低烷基，低烷氧羰基低烷基，芳基或杂环芳基，或R.sup.2和R.sup.3结合在一起形成具有1到2个碳原子的烷基; R.sup.4和R.sup.5相同或不同，分别表示氢或低碳基，或结合在一起形成具有2到5个碳原子的烷基; R.sup.6表示羟基，甲酰氧基，烷酰氧基，卤代烷酰氧基，低烷氧羰基氧基，芳酰氧基，杂环芳酰氧基，氨基甲酰氧基，一种单一或双重低烷基氨基甲酰氧基，R.sup.7表示氢，或R.sup.6和R.sup.7结合在一起形成键，X和Y相同或不同，分别表示氢，卤素，硝基，氰基，低碳基，低烷氧基，卤代低烷基，羧基，甲酰基，烷酰基，芳酰基，卤代烷酰基，氨基甲酰基，低烷基磺酰基，芳基磺酰基，低烷基磺酰基，芳基磺酰基，磺酰胺基或一种单一或双重低烷基磺酰胺基，或它们的药学上可接受的盐及其制药用途。

  公开号：

  US05318969A1

文献信息

• INTRAESOPHAGEAL ADMINISTRATION OF TARGETED NITROXIDE AGENTS FOR PROTECTION AGAINST IONIZING IRRADIATION-INDUCED ESOPHAGITIS
  申请人：University of Pittsburgh - Of the Commonwealth System of Higher Education

  公开号：US20190210969A1

  公开（公告）日：2019-07-11

  Provided herein are compositions and related methods useful for prevention or mitigation of ionizing radiation-induced esophagitis. The compositions comprise compounds comprising a nitroxide-containing group attached to a mitochondria-targeting group. The compounds can be cross-linked into dimers without loss of activity. The method comprises delivering a compound, as described herein, to a patient in an amount and dosage regimen effective to prevent or mitigate esophageal damage caused by radiation.

  本文提供了一种用于预防或缓解电离辐射诱导的食管炎的组合物和相关方法。这些组合物包括含有与线粒体靶向基团相连的亚硝基含有基团的化合物。这些化合物可以交联成二聚体而不丧失活性。该方法包括向患者输送本文所述的化合物，以有效预防或缓解由辐射引起的食道损伤。
• TOPICAL FORMULATIONS OF TARGETED NITROXIDE AGENTS
  申请人：Falo, JR. Louis D.

  公开号：US20120207687A1

  公开（公告）日：2012-08-16

  A method for preventing or treating skin damage in a radiotherapy subject, comprising topically administering to the subject a composition that includes a therapeutically effective amount at least one targeted nitroxide agent and at least one additional ingredient.

  一种用于预防或治疗放疗受试者皮肤损伤的方法，包括将至少一种靶向亚硝酰胺试剂和至少一种其他成分的治疗有效剂量的组合物局部施用于受试者的皮肤。
• Benzopyran compound and its pharmaceutical use
  申请人：Yoshitomi Pharmaceutical Industries, Ltd.

  公开号：US05318969A1

  公开（公告）日：1994-06-07

  A benzopyran compound of the general formula (I) ##STR1## wherein A represents --OR.sup.1 or --NH--COR.sup.2 ; R.sup.3 represents hydrogen, a lower alkyl, a lower alkoxy, amino, a mono- or di-lower alkylamino, an amino-lower alkyl, a hydroxy-lower alkyl, a halo-lower alkyl, a lower alkoxy-lower alkyl, an acyloxy-lower alkyl, a lower alkoxycarbonyl-lower alkyl, an aryl or a heteroaryl, or R.sup.2 and R.sup.3 combinedly together form an alkylene having 1 to 2 carbon atoms; R.sup.4 and R.sup.5 are the same or different, and respectively represent hydrogen or a lower alkyl, or combinedly together form an alkylene having 2 to 5 carbon atoms; R.sup.6 represents hydroxyl group, formyloxy, an alkanoyloxy, a haloalkanoyloxy, a lower alkoxycarbonyloxy, an aroyloxy, a heteroaroyloxy, carbamoyloxy, a mono- or di-lower alkylcarbamoyloxy and R.sup.7 represents hydrogen, or R.sup.6 and R.sup.7 combinedly together form a bond and X and Y are the same or different, and respectively represent hydrogen, halogen, nitro, cyano, a lower alkyl, a lower alkoxy, a halo-lower alkyl, carboxyl, formyl, an alkanoyl, an aroyl, a halo-alkanoyl, carbamoyl, a lower alkylsulfinyl, an arylsulfinyl, a lower alkylsulfonyl, an arylsulfonyl, sulfonamido or a mono- or di-lower alkylsulfonamido, or their pharmaceutically acceptable salts and its pharmaceutical use.

  一种苯并吡喃化合物，其通式为（I）##STR1##其中A表示--OR.sup.1或--NH--COR.sup.2; R.sup.3表示氢，低碳基，低烷氧基，氨基，一种单一或双重低烷基氨基，氨基低烷基，羟基低烷基，卤代低烷基，低烷氧基低烷基，酰氧基低烷基，低烷氧羰基低烷基，芳基或杂环芳基，或R.sup.2和R.sup.3结合在一起形成具有1到2个碳原子的烷基; R.sup.4和R.sup.5相同或不同，分别表示氢或低碳基，或结合在一起形成具有2到5个碳原子的烷基; R.sup.6表示羟基，甲酰氧基，烷酰氧基，卤代烷酰氧基，低烷氧羰基氧基，芳酰氧基，杂环芳酰氧基，氨基甲酰氧基，一种单一或双重低烷基氨基甲酰氧基，R.sup.7表示氢，或R.sup.6和R.sup.7结合在一起形成键，X和Y相同或不同，分别表示氢，卤素，硝基，氰基，低碳基，低烷氧基，卤代低烷基，羧基，甲酰基，烷酰基，芳酰基，卤代烷酰基，氨基甲酰基，低烷基磺酰基，芳基磺酰基，低烷基磺酰基，芳基磺酰基，磺酰胺基或一种单一或双重低烷基磺酰胺基，或它们的药学上可接受的盐及其制药用途。
• USE OF TARGETED NITROXIDE AGENTS IN PREVENTING, MITIGATING AND TREATING RADIATION INJURY
  申请人：Wipf Peter

  公开号：US20110172214A1

  公开（公告）日：2011-07-14

  Provided herein are compositions and related methods useful for free radical scavenging, with particular selectivity for mitochondria. The compounds comprise a nitroxide-containing group attached to a mitochondria-targeting group. The compounds can be cross-linked into dimers without loss of activity. Also provided herein are methods, for preventing, mitigating and treating damage caused by radiation. The method comprises delivering a compound, as described herein, to a patient in an amount and dosage regimen effective to prevent, mitigate or treat damage caused by radiation.

  本文提供了一种有用于自由基清除的组合物和相关方法，特别是对线粒体的选择性。该化合物包括连接到线粒体靶向基团的亚硝基含有基团。该化合物可以交联成二聚体而不失去活性。本文还提供了一种方法，用于预防、缓解和治疗放射性损伤。该方法包括将上述所述的化合物以有效的剂量和用药方案输送给患者，以预防、缓解或治疗放射性损伤。
• USE OF TARGETED NITROXIDE AGENTS IN BONE HEALING
  申请人：Epperly Michael W.

  公开号：US20120252733A1

  公开（公告）日：2012-10-04

  Provided herein are compositions and related methods useful for accelerating bone healing and growth. The compounds comprise a nitroxide-containing group attached to a mitochondria-targeting group. The compounds can be cross-linked into dimers without loss of activity.

  本文提供了一种促进骨愈合和生长的组合物及相关方法。这些化合物包含一个连接到线粒体靶向基团的亚硝基含有基团。这些化合物可以交联成二聚体而不失去活性。