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Application of drug with adamantane structure, derivative and analogue thereof to preventing new tumor indication

A technology of derivatives and analogues, applied in the application field of disease drugs, to achieve the effect of improving water solubility and bioavailability, and improving anti-tumor activity

Inactive Publication Date: 2009-11-04
LIAONING LIFENG SCI & TECH DEV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In addition, systematically searching domestic and foreign patents and articles, the research on the anti-tumor activity of the above-mentioned drugs and the application of new anti-tumor indications have not been reported yet.

Method used

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  • Application of drug with adamantane structure, derivative and analogue thereof to preventing new tumor indication
  • Application of drug with adamantane structure, derivative and analogue thereof to preventing new tumor indication
  • Application of drug with adamantane structure, derivative and analogue thereof to preventing new tumor indication

Examples

Experimental program
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Effect test

preparation example Construction

[0032] 3. Preparation of salts of test compounds

[0033] ①Take a certain amount of compounds containing amino substituents and dissolve them quantitatively in methanol, acetone, 4-hydrofuran or 1,4-dioxane. solution. Cool in an ice-water bath and stir at this temperature to slowly feed dried hydrogen chloride gas until it is completely saturated, and then keep feeding it for 5 minutes. Keep the salt-forming reaction for 1-2 hours, and detect the reaction by thin-layer chromatography until all the salts are formed. Evaporate the solvent under reduced pressure and dry under reduced pressure.

[0034] ②Take a certain amount of compounds containing acidic substituents and dissolve them quantitatively in methanol, acetone, 4-hydrofuran or 1,4-dioxane. become a true solution. Cool in an ice-water bath, slowly feed an equivalent amount of potassium hydroxide or sodium hydroxide solution (2N) at this temperature with stirring, until the reaction is complete, adjust the pH value to ...

Embodiment 1

[0041] Example 1. Structural Identification of Amantadine

[0042] IR (KBr, cm -1 )3437, 3183, 3033, 2925, 2853, 1599, 1493, 1477, 1453, 1376, 1365, 1312, 1085; 1 H NMR (CDCl 3 ) 8.19 (b, 2H), 2.08 (m, 4H), 1.82 (m, 3H), 1.70 (m, 4H), 1.57 (m, 4H).

Embodiment 2

[0043] Embodiment 2. Structural identification of rimantadine

[0044] IR (KBr, cm -1 )3438, 3031, 2904, 2850, 1602, 1505, 1450, 1392, 1374, 1341, 1263, 1208, 1190, 1077, 984; 1 H NMR (DMSO-d6) δ7.94(b, 2H), 3.40(m, 2H), 2.76(m, 1H), 1.67(m, 4H), 1.57(m, 8H), 1.49(m, 4H) .

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Abstract

The invention discloses a drug with an adamantane structure, a derivative and an analogue thereof with new activities for preventing tumor and the like and new indication and also relates to application of compounds as anti-tumor drugs and the like. The drugs comprise the following structures: the derivatives and the analogue produced by the adamantane structure, a compound with a new structure produced by taking the adamantane structure as a fundamental structure or a structural fragment, various compounds which are obtained by simplifying or augmenting and modifying a parent nucleus structure of the compound with the new structure and have structures the same as or different from the parent nucleus structure and similarity or correlativity with the compound with respect to bioactivity, as well as inorganic acid salts, organic acid salts, inorganic alkali salts, organic alkali salts or a compound salt of the derivatives and the analogue with the structure and prodrugs thereof. The drugs with anti-tumor pharmacological activity and taken as anti-tumor drugs can be applied in combination with other known anti-tumor drugs and also be used for treating tumor associated diseases or other diseases accompanied by tumor diseases in combination with other drugs, including diseases caused by virus, bacteria and fungus, neurological diseases, endocrine system diseases, immunologic system diseases and the like.

Description

field of invention [0001] The present invention relates to drugs with adamantane structure and their derivatives and analogs having new anti-tumor activities and new indications, and also relates to the application of such compounds as anti-tumor and other disease drugs. Background technique [0002] Adamantane drugs, amantadine (Amantadine, chemical structure see chemical structure figure 1 , compound 1), rimantadine (Rimantadine, see chemical structure for chemical structure figure 1 , compound 2), memantine (Memantine, see chemical structure for chemical structure figure 1 , compound 3), Tromantadine (Tromantadine, see Chemical Structure for chemical structure figure 1 , compound 4), adapalene (Adapalene, chemical structure see chemical structure figure 1 , compound 5) and Idramantone (Idramantone, see Chemical Structure for chemical structure figure 1 , compound 6) all have an adamantane structure, and they have been used clinically for many years as antiviral drugs,...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K31/13A61K31/16A61K31/192A61K31/122A61P35/00A61P35/02A61P31/12A61P37/00A61P31/04A61P31/10
CPCC07C235/14C07C49/513A61K31/192C07C2103/74A61K31/13C07C211/38A61K31/27C07C211/19C07C65/26A61K31/122A61K45/06C07C271/24C07C2603/74A61P25/00A61P31/00A61P31/04A61P31/10A61P31/12A61P35/00A61P35/02A61P37/00
Inventor 徐利锋
Owner LIAONING LIFENG SCI & TECH DEV
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