Self-sterilizing products

A product and selected technology, applied in the field of phthalocyanine derivatives, can solve the problem that sterilization is not permanent

Active Publication Date: 2008-07-02
MOLTENI THERAPEUTICS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In other words, the sterilization provided by the known methods is not permanent, and a new cycle of sterilization must be carried out after the material has been used for the first time before it can be used again

Method used

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Examples

Experimental program
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Effect test

example 1

[0076] Preparation of diiodides of phthalocyanine derivatives of structural formula (I), wherein M is Zn, R 1 = R 2 = R 3 =H, and R=1,3-bis-(trimethylamine)-2-propoxy in position 2 [compound 1]

[0077] 0.272 g of 4-[1,3-bis-(dimethylammonia)-2-propoxyl]-1,2-phthalonitrile (1 mmol) and 0.384 g of 1,2-phthalonitrile (3 mmol) was dissolved in a small amount of methanol; to the resulting solution was added to Zn(AcO) 2 (0.176g; 0.96mmol) and DBU (0.66ml; 0.42mmol). The mixture was heated to 150°C for 3 hours and 30 minutes under an inert atmosphere. The blue mixture was dissolved in DMF and reprecipitated several times with basic water, then purified by flash chromatography on silica gel with Et 2 O / DMF (4:1), EtOAc / DMF (4:1), EtOAc / DMF (1:1), EtOAc / DMF (1:2), and DMF eluted.

[0078] The resulting product is a compound of structural formula (I), wherein M is Zn, R 1 = R 2 = R 3 = H and R = 1,3-bis-(dimethylamino)-2-propoxy in position 2 [compound 1bis]; 10 mg of this pr...

example 2

[0083] Preparation of the phthalocyanine derivative octaiodide of structural formula (I), wherein M is Zn, R 1 = R 2 =H, and R=R 3 = 1,3-bis-(dimethyl-ethyl acetate-amine)-2-propoxy in position 2, 9(10), 16(17), 23(24) [compound 2]

[0084] The title compound was prepared by the following procedure as described in Example 1 starting from 4-[1,3-bis-(dimethylamino)-2-propoxy]-1,2-phthalonitrile to obtain the formula The compound of (I), wherein M is Zn, R 1 = R 2 =H, and R=R 3 = 1,3-bis-(dimethylamino)-2-propoxy in position 2, 9(10), 16(17), 23(24) [compound 2bis].

[0085] 0.5ml of ICH 2 COOEt was added to a solution obtained by dissolving 5 mg of the amino derivative in 1 ml of N-methylpyrrolidone, and the mixture was stirred for 3 days. Product from Et 2 O was precipitated, and the solid phase was washed several times with ether to remove residual solvents and impurities.

[0086] The product is finally absorbed by DMF, by Et 2 O is precipitated, and by Et 2 O and...

example 3

[0090] Preparation of structural formula (I) phthalocyanine derivative diiodide, wherein M is Zn, R 1 = R 2 = R 3 = H, and R = 1,3-bis-(dimethyl-ethyl acetate-ammonium)-2-propoxy in position 2 [Compound 3]

[0091] With the same method described in Example 2, the title compound was prepared, and the NMR analysis results of the gained compound were as follows:

[0092] 1 H-NMR (300MHz, DMSO-d 6 )δ (ppm) 9.5-9.3 (m, 6H), 9.1 (s, 2H), 8.1-8.3 (m, 7H), 6.2 (m, 1H), 4.75 (m, 4H), 4.5 (b.d.2H, J =12Hz), 4.3(b.d.2H, J=12Hz), 4.05(q, 4H, J=10Hz), 3.5(s, 12H), 1.0(t, 6H, J=10Hz). 13 C-NMR (300MHz, DMSO-d 6 )δ (ppm) 1 65.4 1 55.9 1 54.2 1 54.0 1 53.8 153.4 140.9 138.6 134.3 130.6 124.9 123.2 120.9 112.1 69.3 65.6 62.853.5 39.3 14.2.

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Abstract

Self-sterilising products, and in particular novel products comprising phthaloeyanine derivatives bound to polymers, a process for the preparation of said products and their use for preparing self-sterilising industrial and medical articles or devices, are described.

Description

Technical field: [0001] The present invention relates to phthalocyanine derivatives, especially new products with antibacterial properties, wherein the phthalocyanine derivatives of the following general formula (I) are bound to polymers. Background technique: [0002] In humans, many infections are spread by contact. This is even more true for infections associated with the use of medical devices such as urinary catheters, implants, plastic contact lenses, and the like. In fact, in almost all cases the infection is caused by microorganisms which have grown on foreign materials of the equipment which are particularly lethal and resistant to standard inactivation treatments as well as current standard antibiotics. [0003] Resistance to antibiotics is known to have developed in many microorganisms, and there is anxiety in both the medical community and people. In addition, this involves whether there are new antibiotics that can quickly and effectively combat problems that ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K47/48A61K31/409A61K33/08A61K33/24A61K33/30A61P31/04A61L2/232A61K47/58
Inventor 加布瑞奥·罗恩古奇莉亚·梵特尼加高莫·奇迪多纳塔·德卡莫拉·阿隆奇安娜莉萨·古奇瓦伦蒂娜·帕斯切塔
Owner MOLTENI THERAPEUTICS CO LTD
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