(3S)-6,7-dihydroxy-1,1-dimethyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: (3S)-6,7-dihydroxy-1,1-dimethyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid
• 英文别名: 3S-6,7-dihydroxy-1,1-dimethyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid；(-)-3-carboxy-1,1-dimethyl-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline；(S)-6,7-dihydroxy-1,1-dimethyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid；(3S)-6,7-dihydroxy-1,1-dimethyl-3,4-dihydro-2H-isoquinoline-3-carboxylic acid
• 化学式: C₁₂H₁₅NO₄
• 分子量: 237.255
• InChiKey: FFRYJJHJNRQBMO-QMMMGPOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  89.8
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (3S)-6,7-dihydroxy-1,1-dimethyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid 在 N-甲基吗啉 、 盐酸 、 palladium on activated charcoal 、 氢气 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 乙醇 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 26.0h， 生成 N-[(3S)-6,7-dihydroxy-1,1-dimethyl-1,2,3,4-tetrahydroisoquinoline-3-carbonyl]-L-Lys(Pro-Ala-Lys)
  参考文献：
  名称：

  DHDMIQK(KAP): a novel nano-delivery system of dihydroxyl-tetrahydro-isoquinoline-3-carboxylic acid and KPAK towards the thrombus

  摘要：

  首次提出一种新型纳米递送体，即N-[(S)-6,7-二羟基-1,1-二甲基-1,2,3,4-四氢异喹啉-3-羧酰基]-Lys(Pro-Ala-Lys)，用于传递(S)-6,7-二羟基-1,1-二甲基-1,2,3,4-四氢异喹啉-3-羧酸和Lys-Pro-Ala-Lys至血栓。

  DOI：

  10.1039/c6tb00874g
• 作为产物：
  描述：

  左旋多巴 、 丙酮 在 magnesium sulfate 、 三氟乙酸 作用下， 反应 96.0h， 以95%的产率得到(3S)-6,7-dihydroxy-1,1-dimethyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid
  参考文献：
  名称：

  DHDMIQK(KAP): a novel nano-delivery system of dihydroxyl-tetrahydro-isoquinoline-3-carboxylic acid and KPAK towards the thrombus

  摘要：

  首次提出一种新型纳米递送体，即N-[(S)-6,7-二羟基-1,1-二甲基-1,2,3,4-四氢异喹啉-3-羧酰基]-Lys(Pro-Ala-Lys)，用于传递(S)-6,7-二羟基-1,1-二甲基-1,2,3,4-四氢异喹啉-3-羧酸和Lys-Pro-Ala-Lys至血栓。

  DOI：

  10.1039/c6tb00874g

文献信息

• NEW COMPOUNDS HAVING TRIPLE ACTIVITIES OF THROMBOLYSIS, ANTITHROMBOTIC AND RADICAL SCAVENGING, AND SYNTHESIS, NANO-STRUCTURE AND USE THEREOF
  申请人：Shanghai Lumosa Therapeutics Co., Ltd.

  公开号：US20160083423A1

  公开（公告）日：2016-03-24

  The present invention relates to a compound simultaneously having triple activities of thrombolysis, antithrombosis and free radical scavenging, as well as the preparation method, composition, and applications thereof. The compound is represented by the formula I shown below: wherein the definitions of T, Q, R 1 and R 2 are described herein. The compound of the present invention simultaneously has triple functions of thrombolysis, free radical scavenging and thrombus-targeting/antithrombosis. The present invention also relates to a pharmaceutical composition comprising the compound, and a preparation method and a nanostructure of the compound.

  本发明涉及一种具有溶栓、抗血栓和自由基清除三重活性的化合物，以及其制备方法、组成和应用。该化合物由下式I所示：其中T、Q、R1和R2的定义在此描述。本发明的化合物同时具有溶栓、自由基清除和靶向/抗血栓三重功能。本发明还涉及一种包含该化合物的制药组合物，以及化合物的制备方法和纳米结构。
• Process for preparing compounds having triple activities of thrombolysis, antithrombosis, and radical scavenging
  申请人：Shanghai Lumosa Therapeutics Co., Ltd.

  公开号：US10351594B2

  公开（公告）日：2019-07-16

  The present invention relates to a compound simultaneously having triple activities of thrombolysis, antithrombosis and free radical scavenging, as well as the preparation method, composition, and applications thereof. The compound is represented by the formula I shown below: wherein the definitions of T, Q, R1 and R2 are described herein. The compound of the present invention simultaneously has triple functions of thrombolysis, free radical scavenging and thrombus-targeting/antithrombosis. The present invention also relates to a pharmaceutical composition comprising the compound, and a preparation method and a nanostructure of the compound.

  本发明涉及一种同时具有溶栓、抗血栓和清除自由基三重活性的化合物及其制备方法、组成和应用。该化合物由下式 I 表示： 其中 T、Q、R1 和 R2 的定义如本文所述。本发明的化合物同时具有溶栓、清除自由基和血栓靶向/抗血栓形成三重功能。本发明还涉及一种包含该化合物的药物组合物，以及该化合物的制备方法和纳米结构。
• MIYAKE, AKIO;ITOH, KATSUMI;AONO, TETSUYA;KISHIMOTO, SHOJI;MATSUSHITA, YOS+, J. TAKEDA RES. LAB., 1984, 43, N 3-4, 53-76
  作者：MIYAKE, AKIO、ITOH, KATSUMI、AONO, TETSUYA、KISHIMOTO, SHOJI、MATSUSHITA, YOS+

  DOI：——

  日期：——
• PROCESS FOR PREPARING COMPOUNDS HAVING TRIPLE ACTIVITIES OF THROMBOLYSIS, ANTITHROMBOTIC AND RADICAL SCAVENGING
  申请人：Shanghai Lumosa Therapeutics Co., Ltd.

  公开号：US20180134748A1

  公开（公告）日：2018-05-17

  The present invention relates to a compound simultaneously having triple activities of thrombolysis, antithrombosis and free radical scavenging, as well as the preparation method, composition, and applications thereof. The compound is represented by the formula I shown below: wherein the definitions of T, Q, R 1 and R 2 are described herein. The compound of the present invention simultaneously has triple functions of thrombolysis, free radical scavenging and thrombus-targeting/antithrombosis. The present invention also relates to a pharmaceutical composition comprising the compound, and a preparation method and a nanostructure of the compound.
• COMPOUNDS HAVING TRIPLE ACTIVITIES OF THROMBOLYSIS, ANTITHROMBOTIC AND RADICAL SCAVENGING
  申请人：Shanghai Lumosa Therapeutics Co., Ltd.

  公开号：US20200055895A1

  公开（公告）日：2020-02-20

  The present invention relates to a compound simultaneously having triple activities of thrombolysis, antithrombosis and free radical scavenging, as well as the preparation method, composition, and applications thereof. The compound is represented by the formula I shown below: wherein the definitions of T, Q, R 1 and R 2 are described herein. The compound of the present invention simultaneously has triple functions of thrombolysis, free radical scavenging and thrombus-targeting/antithrombosis. The present invention also relates to a pharmaceutical composition comprising the compound, and a preparation method and a nanostructure of the compound.