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Synthetic method for taurolidine and pharmaceutical preparations

A technology of taurolidine and a synthesis method, which is applied in the field of medicinal chemistry, can solve the problems affecting the quality of medicines, many chemical raw materials, and many reaction steps, and achieves the effects of exact curative effect, high purity and stable preparation

Active Publication Date: 2008-10-01
CHANGCHUN MAILING BIOLOGICAL ENG CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

In this new method for producing taurenolic acid (TCA) from citrullin), it uses an intermediate called CysLTI which can be made without multiple stages or complicated chemistry involved. By reacting certain substances together at specific points within these processes, TCA becomes pure and consistently effective over time.

Problems solved by technology

This patented technical problem addressed by this patents relates to producing high purity taurolamines that can effectively treat various types of microorganisms caused by different medical procedures or diseases like sepsis without causing any harmful effects on other parts of the body such as kidneys.

Method used

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  • Synthetic method for taurolidine and pharmaceutical preparations
  • Synthetic method for taurolidine and pharmaceutical preparations
  • Synthetic method for taurolidine and pharmaceutical preparations

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] Taurolidine synthesis operation steps:

[0036] 1. Preparation of taurine chloride hydrochloride

[0037]

[0038] Add 25g of cysteamine hydrochloride, 200ml of dichloromethane and 32ml of absolute ethanol into a 300ml four-necked bottle equipped with a ventilation tube, a gas outlet tube, a thermometer and a mechanical stirrer. Under mechanical stirring in an ice-water bath (below 10°C), pass Add dry moderate chlorine gas, the reaction starts immediately and exothermic, a white viscous solid is formed, keep the temperature below 50°C and stir for 5 hours. The whole process uses lye to absorb HCl gas and ethyl chloride gas in the reaction process. After the reaction, the chlorine gas flow was stopped to obtain a yellow precipitate, which was filtered by suction, washed four times with dichloromethane, and dried in vacuo to obtain 50 g of a white solid with a melting point of 152-154°C.

[0039] 2. Preparation of tauryl azide hydrochloride

[0040]

[0041] Cool...

Embodiment 2

[0050] Refining of taurolidine:

[0051] Add 50-200ml of acetonitrile to 5-10g of the white taurolidine powder obtained above, heat to dissolve, filter to remove a small amount of insoluble matter, concentrate, and cool below 10°C to obtain 5-10g of white powder with a melting point of 172-174°C.

Embodiment 3

[0053] H NMR spectrum ( 1 H-NMR) data are as follows:

[0054] 1 HNMR (DMSO-D6, TMS7.26-7.28 (t, 2H, NH), 4.09-4.10 (d, 4H, N-CH 2 ), 3.53 (s, 2H, N-CH 2 -N), 3.28-3.29(t, 4H, N-CH 2 -CH 2 ), 2.96-2.97 (t, 4H, S-CH 2 -CH 2 ).

[0055] The infrared absorption spectrum data are as follows:

[0056] IR (KBr tablet cm -1): 3425, 3263, 1633, 1450, 1404, 1317, 1278, 1228, 1160, 1134, 1073, 1026, 993, 958, 924, 830, 757, 667, 532, 511. See Figure 3.

[0057] Elemental analysis analysis value:

[0058] C, 29.04%, N, 18.55%, H, 5.85%; Calculated: C, 29.57%, N, 19.71%, H, 5.67%

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Abstract

The invention provides a synthetic method for taurolidine and a medicinal preparation thereof. The method comprises the preparing steps: adopting cysteamine hydrochloride as raw material to carry out the reaction of chloridization, azide and hydrogenization, preparing the target product taurolidine by condensation reaction with formaldehyde. The synthetic route avoids the shortages of multistep process of the original synthetic route which consumes large amount of and complex chemical materials and is easy to cause side effect. By adopting the technique of the invention, the prepared taurolidine has higher purity, and the preparation made is more stable and has exacter healing effect.

Description

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Claims

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Application Information

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Owner CHANGCHUN MAILING BIOLOGICAL ENG CO LTD
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