Furo[2,3-h] chromene compound and use for preventing platelet aggregation
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 platelet aggregation and compound technology, applied in the field of medicine, can solve the problems of poor stability and low content of natural flavonoids, and achieve the effect of a simple synthesis method
Inactive Publication Date: 2009-07-22
SHENYANG PHARMA UNIVERSITY
View PDF0 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
[0006] However, the content of natural flavonoids is low, and the stability of 4-chromanone Mannich bases is poor. We modified the structures of flavonoids and 4-chromanones, designed and synthesized a series of furo[2,3- h] chromene compounds to overcome the above-mentioned shortcomings of natural flavonoids and 4-chromanones
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
[0022] Example 1: 8-benzoyl-9-methylfuro[2,3-h]-4-chromanone
[0023] Mix 3mmol 7-hydroxy-8-acetyl-4-chromanone, 3mmol α-chloroacetophenone, 30mmol anhydrous potassium carbonate, 50mL dry acetone, and stir and reflux for 7 hours. After cooling, suction filtration, rotary evaporation to evaporate the acetone, 30 mL of ethyl acetate was added, followed by washing with 10 mL of water and 10 mL of saturated sodium chloride aqueous solution, drying, and rotary evaporation to remove ethyl acetate. Column chromatography separation (oil ether: ethyl acetate = 8:1) to obtain a white solid. The yield was 42%, MS m / z(M): 306.31. 1 H-NMR(d 6 -DMSO): δ 1.94 (3H, s), 2.97 (2H, t), 4.13 (2H, t), 7.06 (1H, d, J = 8.88 Hz), 7.45-7.54 (3H, m), 7.71 (1H , D, J = 8.91 Hz), 7.81 (2H, m).
Embodiment 2
[0024] Example 2: 8-(4-Methylbenzoyl)-9-methylfuro[2,3-h]-4-chromanone
[0025] According to the method of Example 1, reacted with 7-hydroxy-8-acetyl-4-chromanone and 4-methyl-α-chloroacetophenone to obtain a white solid with a yield of 38%. MS m / z(M): 320.34. 1 H-NMR(d 6 -DMSO): δ 1.95 (3H, s), 2.35 (3H, s), 2.97 (2H, t), 4.13 (2H, t), 7.06 (1H, d, J = 8.92 Hz), 7.25 (2H, dd) , J=1.80, 8.88 Hz), 7.69-7.71 (3H, m).
Embodiment 3
[0026] Example 3: 8-(4-Chlorobenzoyl)-9-methylfuro[2,3-h]-4-chromanone
[0027] According to the method of Example 1, reacted with 7-hydroxy-8-acetyl-4-chromanone and 4-chloro-α-chloroacetophenone to obtain a white solid with a yield of 32%. MS m / z(M): 340.76. 1 H-NMR(d 6 -DMSO): δ 1.94 (3H, s), 2.97 (2H, t), 4.13 (2H, t), 7.06 (1H, d, J = 8.91 Hz), 7.46 (2H, dd, J = 1.80, 8.88 Hz ), 7.71-7.75 (3H, m).
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 pertains to the field of medical technology and relates to a furo [2, 3-h] chromene compound and an application thereof for inhibiting platelet aggregation; the furo [2, 3-h] chromene compound, pharmaceutically-acceptable salt, or stereo-isomers and pre-drugs of the furo [2, 3-h] chromene compound, as well as pharmaceutical compatibility acceptable carriers or diluents of the furo [2, 3-h] chromene compound can be used as platelet aggregation inhibitors. The structural formula of the furo [2, 3-h] chromene compound is as shown above, wherein, X can be chosen from CH2 or C=O, R1 can be independently chosen from H or a substituted or un-substituted aromatic base, R2 can be independently chosen from H or a substituted or un-substituted aromatic base, and R can be independently chosen from H, alkyl group with one to four carbon atoms, chlorine, bromine, fluorin, methoxyl, nitryl or hydroxyl. The furo [2, 3-h] chromene compound has simple synthetic method, adapts to industrialized production and is more stable compared with natural analogues. Shown by biological activity assay, the furo [2, 3-h] chromene compound has antithrombin activity and is a platelet aggregation inhibiting drug.
Description
Technical field [0001] The invention belongs to the technical field of medicine, and relates to furo[2,3-h]chromene compounds and their use in anti-platelet aggregation. Background technique [0002] Clinical studies have shown that common clinical cardiovascular and cerebrovascular diseases such as hypertension, diabetes, angina pectoris, myocardial infarction, cerebral infarction and cerebral hemorrhage are all related to changes in platelet function and abnormal hemorheology (Tianjin Medicine, 1992, 20 (11): 684). Therefore, preventing platelet aggregation is of great significance. [0003] Platelets are produced by the lysis of mature megakaryocytes in the bone marrow. The newly formed platelets are large in size, have the ability to synthesize proteins, have strong adhesion, are prone to aggregation and release reactions, and have hemostatic function. It is currently believed that the physiological activities of platelets mainly include adhesion, aggregation and release reac...
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.