Ozagrel tromethamine, compound, preparation method and application thereof

A technology of tromethamine and tromethamine salt, which is applied in the field of ozagrel tromethamine and compositions thereof, can solve the problems of water-soluble ozagrel salt purity defects, decreased stability and the like, and achieves The synthesis process is simple and feasible, with high stability and high anti-platelet aggregation effect.

Active Publication Date: 2010-03-03
徐华
View PDF2 Cites 8 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] Although the above-mentioned ozagrel salt has improved the stability of the ozagrel salt, the long-term storage stability has decreased, and there are still defects in water solubility and the purit...

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
  • Ozagrel tromethamine, compound, preparation method and application thereof
  • Ozagrel tromethamine, compound, preparation method and application thereof
  • Ozagrel tromethamine, compound, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041] Preparation of ozagrel tromethamine

[0042]Dissolve 250.7 g (2.072 mol) of tromethamine in 1125 ml of distilled water, add 450 g (1.974 mol) of ozagrel under stirring at a temperature of 45° C., and keep the reaction for 2 hours after the addition is complete. After cooling to room temperature, a large number of crystals were precipitated, and the crude product was obtained by filtration. Add the crude product to 1125ml of absolute ethanol, heat to reflux for 3 hours, stop the reaction, stir at a temperature of 5°C for 6 hours, filter with suction, rinse with absolute ethanol, and dry to obtain 598g of white powder with a yield of 86.8%. 99.8%, mp: 175-176°C (decomposes on melting). Elemental analysis measured value % (theoretical value %): C58.41 (58.44), H 6.65 (6.64), N12.02 (12.03%). 1 H-NMR (600MHz, DMSO-d 6 )δ: 3.41 (6H, s, 3×CH 2 ), 5.17 (2H, s, CH 2 ), 6.39~6.42 (1H, d, -CH=CHCOOH), 6.89 (1H, s, -N=CH-N), 7.18 (1H, s, N-CH=CH-N-CH 2 ), 7.22~7.23 (2H, d, p...

Embodiment 2

[0044] Preparation of ozagrel tromethamine

[0045] Dissolve 145.2 g (1.2 mol) of tromethamine in 570 ml of distilled water, add 228 g (1 mol) of ozagrel under stirring at a temperature of 35° C., complete the addition, and keep the reaction for 2 hours. Cooling and crystallization, suction filtration to obtain the crude product. Add the crude product to 600ml of absolute ethanol, heat to reflux for 3 hours, stir for 6 hours at a temperature of 10°C, filter with suction, wash with a small amount of absolute ethanol, and dry to obtain 305.3g of white powder with a yield of 87.5% and a content of 99.6% .

Embodiment 3

[0047] Preparation of ozagrel tromethamine

[0048] Dissolve 12.7 g (0.105 mol) of tromethamine in 32 ml of distilled water, add 22.8 g (0.1 mol) of ozagrel under stirring at a temperature of 40° C., complete the addition, and keep the reaction for 2 hours. Cooling and crystallization, suction filtration to obtain the crude product. Add the crude product to 80ml of acetone, stir at 50-60°C for 5 hours, cool, continue to crystallize below 10°C, filter with suction, wash the filter cake with a small amount of acetone, and dry to obtain 30.3g of white powder with a yield of 86.9% and a content of 99.7%.

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

No PUM Login to view more

Abstract

The invention provides an ozagrel salt which is stable, has functions of inhibiting platelet aggregation and removing blood-vessel convulsion, has good water solubility, and is prepared into a compound suitable for clinical application. The new compound is ozagrel tromethamine; and the ozagrel and the tromethamine are prepared by reaction in a solvent. The compound has good water solubility, strong and long-term stability, and the functions of inhibiting platelet aggregation and removing blood-vessel convulsion.

Description

technical field [0001] The invention relates to a medicine with anti-platelet aggregation effect, in particular to an ozagrel salt, more specifically to ozagrel tromethamine and its composition, and a preparation method of the salt. It belongs to the field of medicinal chemistry and pharmaceutical preparation. Background technique [0002] Ozagrel is a thromboxane synthase inhibitor, which can specifically inhibit thromboxane synthase, has anti-platelet aggregation and relieves vasospasm, can inhibit cerebral thrombosis and cerebral vasospasm, and can be used in subarachnoid space Improvement of cerebral ischemic symptoms after hemorrhagic surgery. [0003] Due to the poor water solubility of ozagrel, the injection of ozagrel sodium salt is currently used more clinically, but ozagrel is unstable in aqueous solution and can be isomerized to generate cis-imidazole methyl cinnamon acid, and the long-term placement of the aqueous solution of sodium ozagrel in a glass container...

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
no application Login to view more
IPC IPC(8): C07D233/56C07C215/10A61K31/4174A61P7/02A61P9/00
Inventor 徐华
Owner 徐华
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap