2,3-dicarboxy-5,6,8-trimethylanthraquinone

FIELD: organic chemistry.

SUBSTANCE: invention relates to 2,3-dicarboxy-5,6,8-trimethylanthraquinone of the formula (I):

. This compound can be used in synthesis of metal complexes of tetra-(tri-5,6,8-carboxy)-anthraquinonoporphyrazine used as dyes and catalysts. Compound of the formula (I) is characterized by melting point value (Tm) 207°C. Also, invention describes methods for synthesis and using compound of the formula (I).

EFFECT: valuable properties of compound.

4 cl, 6 ex

 

The invention relates to the chemical industry, namely, to obtain a new derivative of 2,3-dicarboxaldehyde as starting compound for the synthesis of metal complexes of Tetra-(three-5,6,8-carboxy)intrahemispheric that can be used as dyes, catalysts, and other fields of science and technology.

The level of technology

The richest possibility of chemical modification of the compounds porphyrinogen series allows you to use them as:

- lightfastness of dyes and pigments [B. I. Stepanov introduction to the chemistry and technology of organic dyes. Educational. for universities. 3rd ed. Rev. and ext. M.: Chemistry, 1984. 592 S.];

- highly efficient catalysts [M. R. Tarasevich, Radyushkin K.A. Catalysis and electrolysis by metalloporphyrins. M.: Nauka, 1982. 168 C.; A.L. Thomas, The phthalocyanines. Research and Application. Boce Exploration: CRC Press. 1990. 321 p.];

organic semiconductor materials [Simon J., Andre, J. J. Molecular semiconductors. Photoelectrical properties and solar cells. M.: Mir, 1988. 342 S.];

- medicinal and analytical reagents [A.F. Mironov Photodynamic therapy of cancer // In the book: The success of the chemistry of porphyrins, Ed. Golubchikov O.A. SPb.: Publishing house of Institute of Chemistry, St. Petersburg state University, 1997. T.1. S-374; Moser F.H:, Thomas A.L. Phthalocyanines compounds. N.-Y.: Reinhold Publ., 1963. 365 p.];

- gas sensors [Correlation between structure of copper phthalocyanine thin films and their general performance characeristics for gas sensors / O. Berger Fischer, W.-J., M. Plotner et. al. // ICCP. Dijon, France, 25-30 June 2000. P.350];

in some other branches of science and technology [The phthalocyanines: Properties and Applications / Eds. Leznoff C.C., Lever A.B.P. N.-Y.: VCH Publishers. 1989. Vol.1. 436 R.; 1993. Vol.2. 436 R.; 1993. Vol.3. 303 R.; 1996. Vol.4. 524 R.].

By varying the peripheral environment porphyrinogen ligand, it is possible to significantly expand the range of compounds of this class with a variety of useful application properties.

One of the areas of chemical modification is the use of different starting materials. To one of the groups of the original substances include compounds to synthesize a variety of porphyrazines - ortho-dicarboxylic acids of the aromatic series and their derivatives. The other group consists of compounds that already have porphyrazines structure that allows you to get porphyrazines with different substituents.

Known 2,3-dicarboxaldehyde, a structural analogue [K.Sakamoto, E.Ohno. Synthesis of Cobalt Phmalocyanine Derivatives and their Cyclic Voltammograms // Dyes and Pigments. 1997. Vol.35. # 4. P.375-386].

However, when using this compound as the source can be obtained only tetranitroaniline that do not have coloring properties. Therefore, they cannot be used as a pigment or dye in the solutions.

The invention

Inventive task consisted of p is the lawsuit a new connection, a derivative of 2,3-dicarboxaldehyde that when using it as a source of product would give the opportunity to synthesize substituted tetranitroaniline possessing properties of dyes cotton and viscose materials, as well as catalysts of oxidation-reduction processes.

The problem is solved 2,3-dicarboxy-5,6,8-trimethylxanthine formula:

The structure of this compound proved by data of elemental analysis and IR spectroscopy.

Thus, the IR spectrum of the inventive compound (1) it is possible to allocate a number of common absorption bands with anthraquinone [.Pecile, .Lunelli. Polarized Infrared Spectra of Single Crystals of 9,10-Anthraquinone and 9,10-Anthraquinone-ds// J. Chem. Phys. 1967. Vol.46. N6. P.2109-2118].

The invention provides the following advantages:

the use of 2,3-dicarboxy-5,6,8-trimethylxanthine gives you the ability to synthesize metal complexes of Tetra-(three-5,6,8-carboxy)intrahemispheric with the ability to paint in water-alkaline environments cotton and viscose materials, as well as the wool when using them as an acid dye, exhibiting to the same catalytic activity in oxidation-reduction reactions.

Information confirming the possibility of carrying out the invention

Declare the e connection can be obtained, for example, the following method.

To implement the method using the following ingredients:

dianhydride pyromellitic acid - TU 6-14-786-72;

anhydrous aluminium chloride - OST 6-01-300-74;

concentrated sulfuric acid (monohydrate) - GOST 4204-77;

pseudotumor - TU 6-09-785-76.

The method is implemented in two stages:

1. The acylation of pseudocumene the dianhydride pyromellitic acid in the presence of anhydrous aluminum chloride according to the scheme:

In a flask equipped with stirrer, thermometer and reflux condenser, was placed 10.0 g (0.046 mole) of the dianhydride pyromellitic acid, 20 ml of pseudocumene and under vigorous stirring was added 18.4 g (0.138 mol) of anhydrous aluminum chloride. Slowly the reaction mixture is heated to 75-80°C and maintained at this temperature for 8 hours. After cooling, to the reaction mass is added 50 ml of water and after soaking for 30 minutes, add hot soda solution and separating the precipitated precipitate aluminum hydroxide. To the aqueous layer of the filtrate add hydrochloric acid to pH 3-4 and filtered the precipitate obtained product (5-(2,3,5-trimethyl)benzoyltartaric acid), which is washed with water until neutral environment and dried at a temperature of 75-80°C.

Obtained 5-(2,3,5-trimethyl)benzoylthiourea acid.

2. Intramolecular cyclize the Oia by treating 5-(2,3,5-trimethyl)-benzoyltartaric acid concentrated sulfuric acid (monohydrate) according to the scheme:

In a flask with a volume of 200 ml equipped with a stirrer and thermometer, was placed 10 ml monohydrate and heated to 130°C. and Then for 15 minutes with vigorous stirring, add 5 g obtained in the first stage, 5-(2,3,5-trimethyl)benzoyltartaric acid, the temperature was raised to 150°C and maintained for 5 hours. The mass after cooling with stirring, poured into 200 ml of water, filtered, washed with a large amount of ice-cold water, dissolve in soda solution and acidified with hydrochloric acid. The precipitate is filtered off and washed with water until the disappearance of the chloride ions. Such processing is repeated twice. Dried at 100°C.

Found, %: 68.2; H 4.3; C19H14About6.

Calculated, %: 67.5; H 4.2.

Yield: 6.7 g (43 %). Melting point 207°C.

The obtained target product - 2,3-dicarboxy-5,6,8-trimethylxanthine - solid white, soluble in aqueous-alkaline solutions, hot water, DMF.

Example 1. The use of 2,3-dicarboxy-5,6,8-dimethylanthracene as a starting compound for the synthesis of copper complex of Tetra-(three-5,6,8-carboxy)intrahemispheric.

The method is carried out in two stages:

1 stage. In a test tube made of quartz glass place the pounded mixture of 0.2 g (0.6 mmol) of 2,3-dicarboxy-5,6,8-trimethylxanthine, 0.24 g (4.0 mmol) of urea, 0.036 is (0.18 mmol) of copper acetate, 0.02 g (0.4 mmol) of ammonium chloride and 0.002 g (0.01 mmol) of ammonium molybdate. The mass is slowly heated to 180°C for one hour and incubated for 3 hours. Purification of the resulting product is consistently washing with 5%hydrochloric acid, acetone and presidenial of sulphuric acid.

The output of Tetra-(three-5,6,8-methyl)intrahemispheric copper 0.06 g (32%).

Dark blue substance has a solubility in concentrated sulfuric acid.

Found, %: C 72.1; H 3.9; N, 8.8. C76H48N8O8Cu.

Calculated, %: C 72.2; H 3.8; N, 8.9.

stage 2. In dvuhhodovoy flask containing 10 ml of water, add a solution of 0.2 g of Tetra-(three-5,6,8-methyl)intrahemispheric copper in 3 ml of concentrated sulfuric acid, heated to 55-60°and with stirring, add 0.3 g of potassium permanganate in units of 0.05 g as the disappearance of its color. Adding lead to the emergence of sustainable staining solution. The hot suspension is filtered. The precipitate is washed with hot sodium hydroxide solution and after cooling, acidified with hydrochloric acid to pH 3-4. The precipitation Tetra-(three-5,6,8-carboxy)intrahemispheric copper is filtered off, washed with water until neutral. Then the product is dissolved in soda solution and acidified with hydrochloric acid. The precipitate is filtered off and washed with water before and is eznoveniya chloride ions. Such processing is repeated twice. Dried at 75-80°C.

The output of Tetra-(three-5,6,8-carboxy)intrahemispheric copper: 0.13 g (49%).

Dark blue substance has a solubility in aqueous-alkaline solutions, DMF, concentrated sulfuric acid.

ESP in aqueous-alkaline solution, λmaxnm: 681 (figure 2).

Found, %: 55.4; H 1.6; N, 7.0. With76N8H24O32Cu.

Calculated, %: 56.2; H 1.5; N, 6.9.

Example 2. The use of 2,3-dicarboxy-5,6,8-trimethylxanthine as a starting compound for the synthesis of cobalt complex of Tetra-(three-5,6,8-carboxy)intrahemispheric.

Synthesis is carried out analogously to example 1. In the first stage instead of copper acetate is used 0.038 g (0.18 mmol) of cobalt acetate.

The output of Tetra-(three-5,6,8-methyl)intrahemispheric cobalt: 0.10 g (52%).

Dark blue substance has a solubility in concentrated sulfuric acid.

Found, %: C 73.2; H 3.9; N, 9.1. C76N8H48O8Co.

Calculated, %: 72.4; H 3.8; N, 8.9.

In the second stage instead of the Tetra-(three-5,6,8-methyl)intrahemispheric copper using 0.2 g of Tetra-(three-5,6,8-methyl)intrahemispheric cobalt.

The output of Tetra-(three-5,6,8-carboxy)intrahemispheric cobalt: 0.11 g (45 %).

Dark blue substance has a solubility in aqueous-alkaline solutions, DMF,concentrated sulfuric acid.

ESP in aqueous-alkaline solution, λmaxnm: 676 (figure 3).

Found, %: C 57.0; H 1.6; N, 7.1. With76N8H24O32With.

Calculated, %: 56.4; H 1.5; N, 6.9.

Example 3. The use of Tetra-(three-5,6,8-carboxy)intrahemispheric copper as a dye cotton fabrics. Dyeing conducted according to the methodology [Laboratory workshop on the application of dyes./Edited by Melnikov B.N. M.: Chemistry - 1972. 342 S.].

A sample of cotton fabric weighing 1 g moisten within 0.5 min, squeezed to 100% gain and is placed in a dye bath composition (g/l):

Tetra-(three-5,6,8-carboxy)intrahemispheric copper2
Sulfacid - 310.5
Sodium chloride5
Module baths50.

Within 15-30 min heat the bath to the boil and maintain for 1 hour. The sample was then drained, washed thoroughly with warm, then cold water, and dried.

Example 4. The use of Tetra-(three-5,6,8-carboxy)intrahemispheric copper as a dye viscose fabrics. Dyeing conducted according to the methodology [Laboratory workshop on the application of dyes./ Edited by Melnikov B.N. M.: Chemistry - 1972. 342 S.].

Sample viscose fabric weighing 1 g was soaked in a period of 0.5 minutes at a temperature of 40 With a squeeze to 100% gain and is placed in a dye bath composition (g/l):

Tetra-(three-5,6,8-carboxy)intrahemispheric copper2
Sulfacid - 310.5
Sodium chloride10
Sodium carbonate0.5
Module baths50.

Within 15-30 min heat the bath to the boil and incubated for 40 min at this temperature and another 20 minutes in the cooling up to 30°With tub. The sample was then drained, washed thoroughly with warm, then cold water, and dried.

Example 5. The use of Tetra-(three-5,6,8-carboxy)intrahemispheric copper as an acid dye.

A sample of wool weighing 1 g is placed in a dye bath composition (g/l):

Tetra-(three-5,6,8-carboxy)intrahemispheric copper6
Glauber's salt40
Module baths50.

Within 15-30 min heat the tub up to 60°C and maintained at this temperature for 40 minutes and 20 minutes in the cooling up to 30°With tub.

The sample was then drained, washed thoroughly with warm, then cold water and treated with a solution of sulfuric acid composition (ml):

sulfuric acid1
water50

The sample is drained, washed thoroughly with warm, then cold water, and dried.

Samples of the color charts according to examples 3, 4, 5 shown in figure 4.

Example 6. The use of Tetra-(di-6,7-carboxy)intrahemispheric cobalt as a catalyst in the reaction liquid-phase oxidation of cysteine. Catalytic activity was determined by the method of [Shikova CT Study of the effect of chemical modification of the phthalocyanine ligand on the catalytic properties of metal complexes. Dis... Kida. chem. Sciences. Ivanovo. 1999. 156 C.].

The experiments were carried out in the liquid phase in the reaction vessel, mounted on a high-speed shaker (350 qual/min), temperature-controlled with an accuracy of ±0.2°C. the reaction Rate was measured volumetric, accuracy of measurement ±0.05 ml. Processes were carried out at 298 K. the reaction vessel connected to a Gasometer, was loaded with 10 ml of substrate solution and an accurately weighed sample of the catalyst placed in the boat. The kinetic experiments were carried out in the field, when the reaction rate is observed linear dependence on the number of swings.

The activity of Tetra-(di-6,7-carboxy)intrahemispheric cobalt (A) in the reaction liquid-phase oxidation of cysteine was

A=126 g-mol O2×(g-mol cat-RA)-1×min-1.

2,3-dicarboxy-5,6,8-dimethylanthracene formula



 

Same patents:

FIELD: organic chemistry, chemical technology.

SUBSTANCE: invention relates to 2,3-dicarboxy-6,7-dimethylanthraquinone of the formula (I):

that is characterized by melting point value Tm 207°C. This compound can be used as the parent substance in synthesis of metal complexes tetra(-di-6,7-carboxy)-anthraquinonoporphyrazine used as dyes and catalysts. Also, invention describes methods for synthesis and using compound of the formula (I).

EFFECT: value properties of compound and complexes.

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FIELD: organic chemistry, medicine, oncology.

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. Compounds of the formula (I) are used as an agent in treatment of malignant neoplasm. Invention expands assortment of sensitizing agents used in carrying out the photodynamic therapy.

EFFECT: valuable medicinal properties of agent.

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FIELD: chemistry of metalloorganic compounds.

SUBSTANCE: invention relates to new derivatives of metalloporphyrazines of the general formula (I):

wherein M means Cu, Co. These compounds can be used as dyes, catalysts of different processes and material for sensitive members of gas pickups.

EFFECT: valuable properties of complexes.

4 fig, 1 dwg, 5 ex

FIELD: microbiology.

SUBSTANCE: invention relates to method for production of porphyrinopeptides satisfying the formula I , wherein R1 and R2 independently from one another represent amino acids or peptides comprising 2-15 of amino acid residues, wherein α-carboxylic groups of amino acids or peptides may be modified by C1-C8-alkyl ester and side functional groups of amino acids or peptides may be protected; in particular R1 is ArgOMe; R2 is -OH (III); R1 is LeuHisOMe; R2 is -OH (IV); R1 is LeuLeuValPheOMe; R2 is -OH (V); porphyrin carboxylic group may be modified by methyl or other C1-C9-ester or pharmaceutically acceptable salt; Y- represents Cl-; Me represents Zn, Cu, Fe, Mn. Claimed method includes activation of porphyrin carboxylic group with N-oxy-5-norbornene-2,3-dicarboxyimede in molar ratio of 1:1 in presence of N,N'-dicyclohexylcarbodiinide; or with diphenylphosphorylazide (DPPA) in equimolar ratio of porphyrin/DPPA in presence of base. Then porphyrin with activated carboxylic group is brought into reaction with amino component (amino acid or peptide) in form of mineral acid salt, which is neutralized with base. Also disclosed are methods for application of compounds (I) as nucleotic agents.

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FIELD: biochemistry.

SUBSTANCE: invention relates to method for production of synthetic chlorophyll (Chl) or bacteriochlorophyll (Bchl) derivatives of general formula I , wherein X is O;. Claimed method includes interaction under anaerobic conditions of Chl, Bchl derivatives containing COOCH3-group in C-132-position and COOR3-group in C-172-position in presence of tetraethyl orthotitanate. Further compounds of formula I wherein R1 and R2 are different radicals are obtained in aproton solvent such as peroxide-free tetrahydrofurane and dimethyl formamide, and compounds of formula I wherein R1 and R2 are the same ones are produced by using R1OH as a solvent. Derivatives of present invention are useful as stabilizers, linkage/spacer for binding another acceptable molecules to Chl/Bchl macrocycle.

EFFECT: simplified method for production of various chlorophyll or bacteriochlorophyll derivatives.

13 cl, 3 ex, 2 tbl, 8 dwg

FIELD: organic chemistry.

SUBSTANCE: invention relates to new derivatives of metalloporphyrazine of the general formula (I): wherein M means Cu, Co. These compounds can be used as dyes, catalysts in different processes and materials of sensitive members of gas sensor.

EFFECT: valuable properties of compounds.

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The invention relates to new derivatives of metalloporphyrins that can primeneniia as pigments, catalysts, materials sensitive elements gases

The invention relates to the preparation of metal complexes of meso-tetraallylsilane of tetrabenzoporphyrin that can be used as a fat-soluble dyes, and also as a source of compounds for obtaining water-soluble dyes

The invention relates to a derivative of hemin or their pharmaceutically acceptable salts and inhibitors of proteolytic enzymes, which are the compounds of General formula (I)

where R1and R2- substituents, which may represent amino acids, derivatives of amino acids, peptides, consisting of 1-15 amino acid residues, derived peptides consisting of 1-15 amino acid residues, and-carboxyl group of amino acids or peptides and side groups of amino acids or peptides can be modified, and it is possible that R1=R2or R1R2=OH; carboxyl group of the porphyrin can be modified methyl or other C2-C8-ester or a physiologically acceptable salt; Y-represents Cl-CH3SOO-; Me represents Fe, with the exception of compounds where

Me=Fe3+, Y-=Cl-,

R1=-LeuLeuValPheOMe, R2=-OH; R1=-ValPheOMe, R2=-OH; R1=-LeuHisOMe,

R2=-OH; R1=-LeuHisAlaOMe, R2=-OH; R1=-LeuHisNHC10H20COOMe, R22=-LeuHisNHC10H20COOMe; R1=-Lys(Tfa)AlaAlaOMe, R2=-OH;

R1=-ValPheOMe, R2=-LeuHisOMe; R1=-LeuLeuValPheOMe, R2=-LeuHisOMe;

R1=-LeuLys(Tfa)LeuOMe, R2=-OH; R1=-LeuLys(Tfa)LeuOMe, R2=-LeuHisOMe;

R1=-Lys(Tfa)AlaAlaOMe, R2=-AlaHisLys(Cbz)LeuOMe; R1=-GlyOBzl,

R2=-GlyOBzl; R1=-HisOMe, R2=-HisOMe; R1=-LeuHisOMe, R2=-LeuHisOMe;

R1=-LeuHisLeuGlyCys(Bzl)OBzl, R2=-LeuHisLeuGlyCys(Bzl)OBzl;

R1=-LeuHisOMe, R2=-OEt; R1=-LeuHisLeuGlyCys(Bzl)OBzl, R2=-OEt; R1=-OBzl,

R2=-OBzl; R1=-OBzl, R2=-OH; R1=-AlaOMe, R2=-OBzl; R1=-HisOMe, R2=-OBzl;

R1=-LeuHisOMe, R2=-OBzl; R1=-LeuHisLeuGlyCys(Bzl)OBzl, R2=-OBzl;

R1=-LeuHisAlaLys(Cbz)GlyCys(Bzl)OBzl, R2=-OBzl; R1=-LeuHisLys(Cbz)OMe,

R2=-OH; R1=-LeuHis(Bzl)Lys(Cbz)OMe, R2=-OH; R1=-LeuHisOMe, R2=-OMe;

R1=-LeuHis(Bzl)Lys(Cbz)OMe, R2=-OMe; R1=-AlaLeuAlaPheAlaCys(Bzl)OMe,

R2=-LeuHis(Bzl)Lys(Cbz)OMe; R1=-AlaLeuAlaPheAlaCys(Bzl)OBzl,

R2=-LeuHis(Bzl)Lys(Cbz)OMe; R1=-LeuHisAlaLys(Cbz)Cys(Bzl)OBzl,

R2=-LeuHis(Bzl)Lys(Cbz)OMe; R1=-LeuHisOMe, R2=-OMe;

R1=-GlyProArgGlyGlyOMe, R2=-OH;

R1=-ArgProProGlyPheSer(Bzl)PheArgGlyGlyOMe, R2=-OH,

two ways to get hemin derivatives of General formula I, hemin derivatives of the formula I, formerly known above, as inhibitors of proteolytic enzymes: the HIV protease, pepsin, trypsin, chymotrypsin

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FIELD: organic chemistry, chemical technology.

SUBSTANCE: invention relates to 2,3-dicarboxy-6,7-dimethylanthraquinone of the formula (I):

that is characterized by melting point value Tm 207°C. This compound can be used as the parent substance in synthesis of metal complexes tetra(-di-6,7-carboxy)-anthraquinonoporphyrazine used as dyes and catalysts. Also, invention describes methods for synthesis and using compound of the formula (I).

EFFECT: value properties of compound and complexes.

4 dwg, 6 ex

The invention relates to new chemical substances, specifically to arylsubstituted the oil - and anthraquinones of formula I:

< / BR>
where (a)-g) R=H; h) R=OMe; a) X=7-hydroxy-2-methyl-1,4 - naphthoquinone-5-yl; b) X= 7-hydroxy-2-methyl-6-etoxycarbonyl-1,4-naphthoquinone-5-yl; C) X=3-hydroxy-9,10-anthraquinone-1-yl; g) X= 8-hydroxy-3-trimethyl-siloxy-2-etoxycarbonyl-and 1,1, 4,4-Tetra-hydro-9,10-anthraquinone-1-yl; d) X=8-hydroxy-3-oxo-1,2,3,4-tetrahydro-9,10-anthraquinone-1-yl; (e) X=3-hydroxy-2-taxicab-Nile-4,4-dihydro-9,10-anthraquinone-1-yl; g) X= 3,8-dihydroxy-2-etoxycarbonyl-4,4-dihydro-9,10-anthraquinone-1-yl; C) X= 3-hydroxy-2-etoxycarbonyl-4,4-dihydro-9,10-anthraquinone-1-yl, possessing anti-HIV activity

The invention relates to a new process for the preparation of substituted anthraquinones represented by the General formula (I)

< / BR>
in which R denotes H or a linear or branched alkyl with from 1 to 5 carbon atoms, R1means HE or alloctype containing from 1 to 5 carbon atoms, and R2means N, by the Diels-alder reaction between 1,4-naftochinona General formula (II)

< / BR>
in which R1specified above, and X represents H or chlorine, with acyclic diene of the General formula (III) CH2= CR-CH=CH-OR3(III) in which R is specified above, and R3means a group of the formula-Si(R4)3where R4means a linear or branched C1-C5alkyl group, in the presence of catalytic amounts of hydroquinone with obtaining substituted tetrahydrogestrinone General formula IV

< / BR>
where R, R1, R3above, followed by reaction of the oxidative removal of the protective group with Jones reagent to obtain the substituted anthraquinone General formula (I)

FIELD: organic chemistry, chemical technology.

SUBSTANCE: invention relates to 2,3-dicarboxy-6,7-dimethylanthraquinone of the formula (I):

that is characterized by melting point value Tm 207°C. This compound can be used as the parent substance in synthesis of metal complexes tetra(-di-6,7-carboxy)-anthraquinonoporphyrazine used as dyes and catalysts. Also, invention describes methods for synthesis and using compound of the formula (I).

EFFECT: value properties of compound and complexes.

4 dwg, 6 ex

FIELD: organic chemistry.

SUBSTANCE: invention relates to 2,3-dicarboxy-5,6,8-trimethylanthraquinone of the formula (I):

. This compound can be used in synthesis of metal complexes of tetra-(tri-5,6,8-carboxy)-anthraquinonoporphyrazine used as dyes and catalysts. Compound of the formula (I) is characterized by melting point value (Tm) 207°C. Also, invention describes methods for synthesis and using compound of the formula (I).

EFFECT: valuable properties of compound.

4 cl, 6 ex

FIELD: chemistry.

SUBSTANCE: present invention refers to the method for preparation of aloe-emodin, and rein or diacerein used for treatment of the diseases concerned with anomalous dystrophy of connective tissues. The method for preparation of aloe-emodin includes oxidation of aloin dissolved in the polyatomic alcohol with oxygen-containing gas in the presence of acid. The method for preparation of rein or diacerein includes the following stages: a) oxidation of aloin dissolved in the polyatomic alcohol with oxygen-containing gas in the presence of acid to aloe-emodin; b) oxidation of aloe-emodin with chrome-free oxidising media to rein; c) purification of the rein obtained on the stage b) and d) optional acetylation of the rein obtained on the stage c) with acetylation agent to diacerein. The claimed method allows obtaining of aloe-emodin with good yield and purity level without using of toxic or harmful substances and complicated purification methods.

EFFECT: claimed method allows also diacerein obtaining without using of hexavalent; chrome as oxidiser and without complicated purification methods.

17 cl, 1 tbl, 5 ex

FIELD: organic chemistry.

SUBSTANCE: invention relates to new derivatives of metalloporphyrazine of the general formula (I): wherein M means Cu, Co. These compounds can be used as dyes, catalysts in different processes and materials of sensitive members of gas sensor.

EFFECT: valuable properties of compounds.

2 cl, 6 sch, 1 dwg, 5 ex

FIELD: biochemistry.

SUBSTANCE: invention relates to method for production of synthetic chlorophyll (Chl) or bacteriochlorophyll (Bchl) derivatives of general formula I , wherein X is O;. Claimed method includes interaction under anaerobic conditions of Chl, Bchl derivatives containing COOCH3-group in C-132-position and COOR3-group in C-172-position in presence of tetraethyl orthotitanate. Further compounds of formula I wherein R1 and R2 are different radicals are obtained in aproton solvent such as peroxide-free tetrahydrofurane and dimethyl formamide, and compounds of formula I wherein R1 and R2 are the same ones are produced by using R1OH as a solvent. Derivatives of present invention are useful as stabilizers, linkage/spacer for binding another acceptable molecules to Chl/Bchl macrocycle.

EFFECT: simplified method for production of various chlorophyll or bacteriochlorophyll derivatives.

13 cl, 3 ex, 2 tbl, 8 dwg

FIELD: microbiology.

SUBSTANCE: invention relates to method for production of porphyrinopeptides satisfying the formula I , wherein R1 and R2 independently from one another represent amino acids or peptides comprising 2-15 of amino acid residues, wherein α-carboxylic groups of amino acids or peptides may be modified by C1-C8-alkyl ester and side functional groups of amino acids or peptides may be protected; in particular R1 is ArgOMe; R2 is -OH (III); R1 is LeuHisOMe; R2 is -OH (IV); R1 is LeuLeuValPheOMe; R2 is -OH (V); porphyrin carboxylic group may be modified by methyl or other C1-C9-ester or pharmaceutically acceptable salt; Y- represents Cl-; Me represents Zn, Cu, Fe, Mn. Claimed method includes activation of porphyrin carboxylic group with N-oxy-5-norbornene-2,3-dicarboxyimede in molar ratio of 1:1 in presence of N,N'-dicyclohexylcarbodiinide; or with diphenylphosphorylazide (DPPA) in equimolar ratio of porphyrin/DPPA in presence of base. Then porphyrin with activated carboxylic group is brought into reaction with amino component (amino acid or peptide) in form of mineral acid salt, which is neutralized with base. Also disclosed are methods for application of compounds (I) as nucleotic agents.

EFFECT: new nucleotic agents.

4 cl, 7 ex, 1 tbl

FIELD: chemistry of metalloorganic compounds.

SUBSTANCE: invention relates to new derivatives of metalloporphyrazines of the general formula (I):

wherein M means Cu, Co. These compounds can be used as dyes, catalysts of different processes and material for sensitive members of gas pickups.

EFFECT: valuable properties of complexes.

4 fig, 1 dwg, 5 ex

FIELD: organic chemistry, medicine, oncology.

SUBSTANCE: sensitizing agent for photodynamic disruption of malignant neoplasm cells represents a new compound - 18-hydroxy-substituted cycloimide of chlorine p6 or 7,8-dihydroxybacteriochlorine of the formula (I):

. Compounds of the formula (I) are used as an agent in treatment of malignant neoplasm. Invention expands assortment of sensitizing agents used in carrying out the photodynamic therapy.

EFFECT: valuable medicinal properties of agent.

6 cl, 1 dwg

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