3, 5-disubstituted hydantoin compound as well as preparation method and application thereof
What is Al technical title?
Al technical title is built by PatSnap Al team. It summarizes the technical point description of the patent document.
A compound, hydrate technology, applied in the field of medicine, to achieve the effect of high safety
Active Publication Date: 2018-10-02
TSINGHUA UNIV
View PDF4 Cites 3 Cited by
Summary
Abstract
Description
Claims
Application Information
AI Technical Summary
This helps you quickly interpret patents by identifying the three key elements:
Problems solved by technology
Method used
Benefits of technology
Problems solved by technology
Based on this hypothesis, pharmaceutical companies have developed various vaccines against the Abeta protein and phosphorylation inhibitors of various enzymes involved in the protein's formation, but so far these efforts have been unsuccessful
Method used
the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more
Image
Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
Click on the blue label to locate the original text in one second.
Reading with bidirectional positioning of images and text.
Smart Image
Examples
Experimental program
Comparison scheme
Effect test
Embodiment 1
[0081] Example 1: preparation of
[0082] Intermediate 3 (190mg, 1.0mmol) was dissolved in 4mL DMF, potassium carbonate (207mg, 1.5mmol) and benzyl bromide (205mg, 1.2mmol) were added successively, and the reaction was stirred at room temperature for 5 hours. After the reaction was completed, the reaction solution was poured into 100 mL of ethyl acetate, washed three times with water and once with saturated brine. The solvent was evaporated to dryness under reduced pressure and purified by silica gel column chromatography to obtain product 50661, a white solid, 220 mg, with a yield of 79%. 1 H NMR (400MHz, CDCl 3 )δ7.24(m,8H),7.13(m,2H),5.90(s,1H),4.56(m,2H),4.24(dd,J=8.3,3.9Hz,1H),3.23(dd,J =14.0,3.9Hz,1H),2.87(dd,J=14.0,8.2Hz,1H).
Embodiment 2
[0083] Example 2: preparation of
[0084] Using the same method as in Example 1, substituting o-fluorobenzyl bromide for benzyl bromide, compound 51231 was prepared as a white solid, 213 mg, with a yield of 71%. 1 H NMR (400MHz, CDCl 3 )δ7.23(m,4H),7.14(m,2H),6.99(m,2H),6.82(m,2H),6.57(s,1H),4.65(m,2H),4.28(dd,J =7.4,3.9Hz,1H),3.18(dd,J=14.1,4.0Hz,1H),2.95(dd,J=14.0,7.2Hz,1H).
Embodiment 3
[0085] Embodiment 3: preparation of
[0086] Using the same method as in Example 1, m-fluorobenzyl bromide was used instead of benzyl bromide to prepare compound 51241, a white solid, 205 mg, with a yield of 69%. 1 H NMR (400MHz, CDCl 3 )δ7.22(m,4H),7.12(m,2H),6.92(m,3H),6.36(s,1H),4.52(m,2H),4.27(dd,J=7.6,4.0Hz,1H ),3.19(dd,J=14.0,4.0Hz,1H),2.92(dd,J=14.0,7.5Hz,1H).
the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more
PUM
Login to view more
Abstract
The invention provides a 3, 5-disubstituted hydantoin compound as well as a preparation method and an application thereof. The structure of the compound is shown in formula I in the description. The application of the 3, 5-disubstituted hydantoin compound shown in the formula I or solvates, hydrates or salts of the compound in preparation of medicines for treating Alzheimer's disease, vascular dementia and other dementia diseases with memory impairment also belongs to the protection scope. Animal experiments prove that the compound has the effect of saving memory of animal models, has high safety, does not have mutagenicity, can stay in blood for several hours after oral administration and intravenous injection, and can enter the brain.
Description
technical field [0001] The invention relates to the field of medicine, in particular to a class of 3,5-disubstituted hydantoin compounds and a preparation method and application thereof. Background technique [0002] Alzheimer's disease (Alzihemer's disease) is a common neurodegenerative disease, accompanied by memory loss, neuron death and other symptoms, the main clinical signs are senile plaques and nerve fiber tangles. Currently, there is a lack of treatments for this disease. More than ten years ago, the US FDA approved a total of five therapeutic compounds in two categories, including cholinesterase inhibitors and NMDA receptor antagonists, but all of them can only temporarily improve the symptoms of the disease, but cannot prevent the course of the disease. As a result, both the scientific and business communities are actively involved in the understanding of disease mechanisms and the development of related drugs. In order to understand diseases and develop drugs, ...
Claims
the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more
Application Information
Patent Timeline
Application Date:The date an application was filed.
Publication Date:The date a patent or application was officially published.
First Publication Date:The earliest publication date of a patent with the same application number.
Issue Date:Publication date of the patent grant document.
PCT Entry Date:The Entry date of PCT National Phase.
Estimated Expiry Date:The statutory expiry date of a patent right according to the Patent Law, and it is the longest term of protection that the patent right can achieve without the termination of the patent right due to other reasons(Term extension factor has been taken into account ).
Invalid Date:Actual expiry date is based on effective date or publication date of legal transaction data of invalid patent.
Login to view more 
Login to view more