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Substituted organic sulfur compound and application thereof

A compound and organic sulfur technology, applied in organic chemistry, organic active ingredients, medical preparations containing active ingredients, etc., to achieve high application value, simple and easy production method, and high water solubility

Active Publication Date: 2010-01-13
CUREGEN JIANGSU PHARMA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0013] Clinically, allicin injections are solubilized by Tween 80 or clathrated with β-cyclodextrin to dissolve, and its side effects and potential safety are self-evident

Method used

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  • Substituted organic sulfur compound and application thereof
  • Substituted organic sulfur compound and application thereof
  • Substituted organic sulfur compound and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0043] Example 1: Compound I 1 : Preparation of dicrotonic acid trisulfide

[0044] In a 5000ml four-neck flask, an electric stirrer, a reflux condenser, a thermometer and a constant pressure addition funnel were installed, and 248g (1.0mol) of crystalline sodium thiosulfate pentahydrate and 2000ml of 40% (v:v) ethanol solution were added thereto. , after stirring and dissolving, keep the temperature at 15-25°C, add dropwise 200ml of 40% (v:v) ethanol solution containing 153g (0.9mol) 4-bromocrotonic acid, drop it in about 0.5 hours, and heat up after dropping Stir and react at 40-45°C for 5 hours, after the reaction is complete, cool to room temperature, adjust the pH value to about 7.0-7.5 with 2mol / L ammonia water, add dropwise 250ml of aqueous solution containing 78g (1.0mol) of sodium sulfide, after dropping, The reaction was stirred at room temperature for 0.5 h and left to stand overnight. Use 0.1N HCl to adjust the pH value to about 5.0-5.5, remove ethanol under high...

Embodiment 2

[0060] Embodiment 2: Compound I 2 : Preparation of Dicrotonate Disulfide-Oxygen[S]

[0061] 2.1 Preparation of sodium disulfide solution

[0062] In a 5000ml four-necked flask, an electric stirrer, a reflux condenser, and a thermometer are installed, and 78g (1.0mol) Na 2S 9H 2 O and 2000ml deionized water are added thereto, heated and stirred, and after Na 2S 9H 2 O is completely dissolved, rise to At 80°C, 26g (0.8mol) of elemental sulfur was added, and the reaction was continued for 1 hour at reflux temperature to obtain a reddish-brown sodium disulfide solution.

[0063] 2.2 Preparation of dicrotonate disulfide

[0064] In the sodium disulfide solution prepared above, add 25 g of phase transfer catalyst tetrabutylammonium bromide, stir, get 132 g (0.8 mol) of 4-bromocrotonic acid, be dissolved in the ethanol solution of 180 ml 40% (v: v), Add dropwise to the above-mentioned sodium disulfide solution at a rate of 50ml / h, stir and react at reflux temperature for 6 hours, ...

Embodiment 3

[0077] Embodiment 3: Preparation of dicrotonic acid trisulfide tromethamine salt

[0078] In the three-necked round-bottomed flask, according to the molar ratio, dicrotonic acid trisulfide: tromethamine: methanol = 1: 2: 16 was added in turn, heated and stirred until completely dissolved, cooled in the refrigerator, and the precipitated crystals were sucked and filtered. That is, dicrotonic acid trisulfide tromethamine salt powder crystals were obtained, and determined according to the law.

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Abstract

The invention relates to an organic sulfur compound substituted by a general formula (I), medicinal addition salt or ester or hydrate of the organic sulfur compound and a medical composition containing the compound, wherein R1, R2, S1, S2 and n are described as a specification. The invention also discloses a synthetic method and an application for preparing medicines which are used for treating bacterium and fungal infection diseases, neoplastic diseases and platelet aggregation diseases. The substituted organic sulfur compound has better functions for resisting tumors, infections and platelet aggregation and has higher application value in a medical field.

Description

1. Technical field [0001] The present invention relates to organosulfur compounds, specifically a new substituted organosulfur compound and its medical use. 2. Background technology [0002] With the widespread use or even abuse of antibiotics, and the continuous evolution of the drug resistance mechanism of pathogenic bacteria, bacterial drug resistance has become a major clinical problem. Among them, the problem of drug resistance of Gram-positive bacteria is particularly serious, and a large number of drug resistance of Candida and common antifungal drugs have also appeared in clinical practice. At the same time, in recent years, with the wide application of a large number of broad-spectrum antibacterial drugs, immunosuppressants, corticosteroids and interventional examinations, the isolation rate of yeast-like fungi in clinical specimens has increased significantly, and the infection rate caused by yeast-like fungi has gradually increased. High, coupled with the develop...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C323/54C07C381/04A61K31/194A61P35/00A61P31/00A61P7/02
Inventor 徐奎
Owner CUREGEN JIANGSU PHARMA
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