UA71992C2 - Method for producing antibiotic composites - Google Patents

Method for producing antibiotic composites Download PDF

Info

Publication number: UA71992C2
Authority: UA; Ukraine
Prior art keywords: salt; sulfates; composites according; sulfate; fact
Prior art date: 2001-03-22

Application number

UA2002032261A

Other languages

English (en)

Ukrainian (uk)

Original Assignee

Heraeus Kulzer Gmbx & Co Kg De

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

2001-03-22

Filing date

2002-03-21

Publication date

2005-01-17

2002-03-21 Application filed by Heraeus Kulzer Gmbx & Co Kg De filed Critical Heraeus Kulzer Gmbx & Co Kg De

2005-01-17 Publication of UA71992C2 publication Critical patent/UA71992C2/uk

Links

239000002131 composite material Substances 0.000 title claims abstract description 67
230000003115 biocidal effect Effects 0.000 title claims abstract description 39
238000004519 manufacturing process Methods 0.000 title claims abstract description 34
-1 fatty acid esters Chemical class 0.000 claims abstract description 58
150000003839 salts Chemical class 0.000 claims abstract description 44
239000003242 anti bacterial agent Substances 0.000 claims abstract description 31
229940088710 antibiotic agent Drugs 0.000 claims abstract description 31
229920003023 plastic Polymers 0.000 claims abstract description 14
239000004033 plastic Substances 0.000 claims abstract description 14
150000008051 alkyl sulfates Chemical class 0.000 claims abstract description 12
239000011230 binding agent Substances 0.000 claims abstract description 11
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 11
125000000129 anionic group Chemical group 0.000 claims abstract description 10
229940045714 alkyl sulfonate alkylating agent Drugs 0.000 claims abstract description 7
150000008052 alkyl sulfonates Chemical class 0.000 claims abstract description 7
235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 7
239000000194 fatty acid Substances 0.000 claims abstract description 7
229930195729 fatty acid Natural products 0.000 claims abstract description 7
238000000034 method Methods 0.000 claims abstract description 7
238000003825 pressing Methods 0.000 claims abstract description 6
150000008055 alkyl aryl sulfonates Chemical class 0.000 claims abstract description 5
150000004665 fatty acids Chemical class 0.000 claims abstract description 5
238000000227 grinding Methods 0.000 claims abstract description 5
238000000465 moulding Methods 0.000 claims abstract description 5
125000005228 aryl sulfonate group Chemical group 0.000 claims abstract description 3
238000003490 calendering Methods 0.000 claims abstract description 3
125000002091 cationic group Chemical group 0.000 claims abstract description 3
238000001125 extrusion Methods 0.000 claims abstract description 3
238000005096 rolling process Methods 0.000 claims abstract description 3
OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 claims description 19
239000000203 mixture Substances 0.000 claims description 16
239000004098 Tetracycline Substances 0.000 claims description 9
229940126575 aminoglycoside Drugs 0.000 claims description 9
235000019364 tetracycline Nutrition 0.000 claims description 9
239000007943 implant Substances 0.000 claims description 8
239000000047 product Substances 0.000 claims description 8
150000003522 tetracyclines Chemical class 0.000 claims description 8
235000019700 dicalcium phosphate Nutrition 0.000 claims description 5
239000008187 granular material Substances 0.000 claims description 5
229940041028 lincosamides Drugs 0.000 claims description 5
239000000843 powder Substances 0.000 claims description 5
VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims description 4
102000008186 Collagen Human genes 0.000 claims description 4
108010035532 Collagen Proteins 0.000 claims description 4
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 4
229920001436 collagen Polymers 0.000 claims description 4
MOTZDAYCYVMXPC-UHFFFAOYSA-N dodecyl hydrogen sulfate Chemical compound CCCCCCCCCCCCOS(O)(=O)=O MOTZDAYCYVMXPC-UHFFFAOYSA-N 0.000 claims description 4
229940043264 dodecyl sulfate Drugs 0.000 claims description 4
150000002148 esters Chemical class 0.000 claims description 4
CACRRXGTWZXOAU-UHFFFAOYSA-N octadecane-1-sulfonic acid Chemical compound CCCCCCCCCCCCCCCCCCS(O)(=O)=O CACRRXGTWZXOAU-UHFFFAOYSA-N 0.000 claims description 4
229960000776 sodium tetradecyl sulfate Drugs 0.000 claims description 4
150000003871 sulfonates Chemical class 0.000 claims description 4
229940040944 tetracyclines Drugs 0.000 claims description 4
229910019142 PO4 Inorganic materials 0.000 claims description 3
DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 claims description 3
QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 3
FUFJGUQYACFECW-UHFFFAOYSA-L calcium hydrogenphosphate Chemical compound [Ca+2].OP([O-])([O-])=O FUFJGUQYACFECW-UHFFFAOYSA-L 0.000 claims description 3
ZOMBKNNSYQHRCA-UHFFFAOYSA-J calcium sulfate hemihydrate Chemical compound O.[Ca+2].[Ca+2].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O ZOMBKNNSYQHRCA-UHFFFAOYSA-J 0.000 claims description 3
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 3
LDMOEFOXLIZJOW-UHFFFAOYSA-N 1-dodecanesulfonic acid Chemical compound CCCCCCCCCCCCS(O)(=O)=O LDMOEFOXLIZJOW-UHFFFAOYSA-N 0.000 claims description 2
229920002101 Chitin Polymers 0.000 claims description 2
229920001661 Chitosan Polymers 0.000 claims description 2
108010010803 Gelatin Proteins 0.000 claims description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 2
CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 claims description 2
229920002845 Poly(methacrylic acid) Polymers 0.000 claims description 2
239000004372 Polyvinyl alcohol Substances 0.000 claims description 2
229920001328 Polyvinylidene chloride Polymers 0.000 claims description 2
229920002472 Starch Polymers 0.000 claims description 2
150000003863 ammonium salts Chemical class 0.000 claims description 2
229910000019 calcium carbonate Inorganic materials 0.000 claims description 2
AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 claims description 2
XAAHAAMILDNBPS-UHFFFAOYSA-L calcium hydrogenphosphate dihydrate Chemical compound O.O.[Ca+2].OP([O-])([O-])=O XAAHAAMILDNBPS-UHFFFAOYSA-L 0.000 claims description 2
239000000920 calcium hydroxide Substances 0.000 claims description 2
229910001861 calcium hydroxide Inorganic materials 0.000 claims description 2
239000001506 calcium phosphate Substances 0.000 claims description 2
125000004432 carbon atom Chemical group C* 0.000 claims description 2
239000001913 cellulose Substances 0.000 claims description 2
229920002678 cellulose Polymers 0.000 claims description 2
239000011248 coating agent Substances 0.000 claims description 2
238000000576 coating method Methods 0.000 claims description 2
125000005131 dialkylammonium group Chemical class 0.000 claims description 2
CGMRCMMOCQYHAD-UHFFFAOYSA-J dicalcium hydroxide phosphate Chemical compound [OH-].[Ca++].[Ca++].[O-]P([O-])([O-])=O CGMRCMMOCQYHAD-UHFFFAOYSA-J 0.000 claims description 2
LGFIRJFZBSYRDL-UHFFFAOYSA-N docosyl hydrogen sulfate Chemical compound CCCCCCCCCCCCCCCCCCCCCCOS(O)(=O)=O LGFIRJFZBSYRDL-UHFFFAOYSA-N 0.000 claims description 2
COHIUILBPQNABR-UHFFFAOYSA-N dodecyl phenylmethanesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)CC1=CC=CC=C1 COHIUILBPQNABR-UHFFFAOYSA-N 0.000 claims description 2
229910052587 fluorapatite Inorganic materials 0.000 claims description 2
229940077441 fluorapatite Drugs 0.000 claims description 2
229920000159 gelatin Polymers 0.000 claims description 2
239000008273 gelatin Substances 0.000 claims description 2
235000019322 gelatine Nutrition 0.000 claims description 2
235000011852 gelatine desserts Nutrition 0.000 claims description 2
239000011521 glass Substances 0.000 claims description 2
239000002241 glass-ceramic Substances 0.000 claims description 2
SSILHZFTFWOUJR-UHFFFAOYSA-N hexadecane-1-sulfonic acid Chemical compound CCCCCCCCCCCCCCCCS(O)(=O)=O SSILHZFTFWOUJR-UHFFFAOYSA-N 0.000 claims description 2
IPCSVZSSVZVIGE-UHFFFAOYSA-M hexadecanoate Chemical compound CCCCCCCCCCCCCCCC([O-])=O IPCSVZSSVZVIGE-UHFFFAOYSA-M 0.000 claims description 2
LPTIRUACFKQDHZ-UHFFFAOYSA-N hexadecyl sulfate;hydron Chemical compound CCCCCCCCCCCCCCCCOS(O)(=O)=O LPTIRUACFKQDHZ-UHFFFAOYSA-N 0.000 claims description 2
ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical compound [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 claims description 2
239000001095 magnesium carbonate Substances 0.000 claims description 2
229910000021 magnesium carbonate Inorganic materials 0.000 claims description 2
VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 claims description 2
239000000347 magnesium hydroxide Substances 0.000 claims description 2
229910001862 magnesium hydroxide Inorganic materials 0.000 claims description 2
239000000395 magnesium oxide Substances 0.000 claims description 2
CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 claims description 2
AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 claims description 2
VSIIXMUUUJUKCM-UHFFFAOYSA-D pentacalcium;fluoride;triphosphate Chemical compound [F-].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O VSIIXMUUUJUKCM-UHFFFAOYSA-D 0.000 claims description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 2
239000010452 phosphate Substances 0.000 claims description 2
229920001343 polytetrafluoroethylene Polymers 0.000 claims description 2
239000004810 polytetrafluoroethylene Substances 0.000 claims description 2
229920002451 polyvinyl alcohol Polymers 0.000 claims description 2
229920000915 polyvinyl chloride Polymers 0.000 claims description 2
239000004800 polyvinyl chloride Substances 0.000 claims description 2
239000005033 polyvinylidene chloride Substances 0.000 claims description 2
159000000001 potassium salts Chemical class 0.000 claims description 2
URLJMZWTXZTZRR-UHFFFAOYSA-N sodium myristyl sulfate Chemical compound CCCCCCCCCCCCCCOS(O)(=O)=O URLJMZWTXZTZRR-UHFFFAOYSA-N 0.000 claims description 2
159000000000 sodium salts Chemical class 0.000 claims description 2
DAJSVUQLFFJUSX-UHFFFAOYSA-M sodium;dodecane-1-sulfonate Chemical compound [Na+].CCCCCCCCCCCCS([O-])(=O)=O DAJSVUQLFFJUSX-UHFFFAOYSA-M 0.000 claims description 2
PNGBYKXZVCIZRN-UHFFFAOYSA-M sodium;hexadecane-1-sulfonate Chemical compound [Na+].CCCCCCCCCCCCCCCCS([O-])(=O)=O PNGBYKXZVCIZRN-UHFFFAOYSA-M 0.000 claims description 2
GGHPAKFFUZUEKL-UHFFFAOYSA-M sodium;hexadecyl sulfate Chemical compound [Na+].CCCCCCCCCCCCCCCCOS([O-])(=O)=O GGHPAKFFUZUEKL-UHFFFAOYSA-M 0.000 claims description 2
KBAFDSIZQYCDPK-UHFFFAOYSA-M sodium;octadecane-1-sulfonate Chemical compound [Na+].CCCCCCCCCCCCCCCCCCS([O-])(=O)=O KBAFDSIZQYCDPK-UHFFFAOYSA-M 0.000 claims description 2
NWZBFJYXRGSRGD-UHFFFAOYSA-M sodium;octadecyl sulfate Chemical compound [Na+].CCCCCCCCCCCCCCCCCCOS([O-])(=O)=O NWZBFJYXRGSRGD-UHFFFAOYSA-M 0.000 claims description 2
UPUIQOIQVMNQAP-UHFFFAOYSA-M sodium;tetradecyl sulfate Chemical compound [Na+].CCCCCCCCCCCCCCOS([O-])(=O)=O UPUIQOIQVMNQAP-UHFFFAOYSA-M 0.000 claims description 2
239000008107 starch Substances 0.000 claims description 2
235000019698 starch Nutrition 0.000 claims description 2
GBNXLQPMFAUCOI-UHFFFAOYSA-H tetracalcium;oxygen(2-);diphosphate Chemical compound [O-2].[Ca+2].[Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O GBNXLQPMFAUCOI-UHFFFAOYSA-H 0.000 claims description 2
125000005208 trialkylammonium group Chemical class 0.000 claims description 2
QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 claims description 2
235000019731 tricalcium phosphate Nutrition 0.000 claims description 2
229940078499 tricalcium phosphate Drugs 0.000 claims description 2
229910000391 tricalcium phosphate Inorganic materials 0.000 claims description 2
238000007493 shaping process Methods 0.000 claims 2
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims 1
229920002125 Sokalan® Polymers 0.000 claims 1
235000013871 bee wax Nutrition 0.000 claims 1
239000012166 beeswax Substances 0.000 claims 1
239000011575 calcium Substances 0.000 claims 1
229910052791 calcium Inorganic materials 0.000 claims 1
235000013869 carnauba wax Nutrition 0.000 claims 1
239000004203 carnauba wax Substances 0.000 claims 1
VCSZKSHWUBFOOE-UHFFFAOYSA-N dioxidanium;sulfate Chemical compound O.O.OS(O)(=O)=O VCSZKSHWUBFOOE-UHFFFAOYSA-N 0.000 claims 1
239000004584 polyacrylic acid Substances 0.000 claims 1
238000012876 topography Methods 0.000 claims 1
150000003626 triacylglycerols Chemical class 0.000 claims 1
150000004028 organic sulfates Chemical class 0.000 abstract description 4
125000000217 alkyl group Chemical group 0.000 abstract description 2
239000002647 aminoglycoside antibiotic agent Substances 0.000 abstract description 2
125000003118 aryl group Chemical group 0.000 abstract description 2
125000002877 alkyl aryl group Chemical group 0.000 abstract 2
125000001273 sulfonato group Chemical class [O-]S(*)(=O)=O 0.000 abstract 1
229940072172 tetracycline antibiotic Drugs 0.000 abstract 1
CEAZRRDELHUEMR-URQXQFDESA-N Gentamicin Chemical compound O1[C@H](C(C)NC)CC[C@@H](N)[C@H]1O[C@H]1[C@H](O)[C@@H](O[C@@H]2[C@@H]([C@@H](NC)[C@@](C)(O)CO2)O)[C@H](N)C[C@@H]1N CEAZRRDELHUEMR-URQXQFDESA-N 0.000 description 18
229930182566 Gentamicin Natural products 0.000 description 17
229960002518 gentamicin Drugs 0.000 description 17
239000003814 drug Substances 0.000 description 10
239000000126 substance Substances 0.000 description 9
RDEIXVOBVLKYNT-VQBXQJRRSA-N (2r,3r,4r,5r)-2-[(1s,2s,3r,4s,6r)-4,6-diamino-3-[(2r,3r,6s)-3-amino-6-(1-aminoethyl)oxan-2-yl]oxy-2-hydroxycyclohexyl]oxy-5-methyl-4-(methylamino)oxane-3,5-diol;(2r,3r,4r,5r)-2-[(1s,2s,3r,4s,6r)-4,6-diamino-3-[(2r,3r,6s)-3-amino-6-(aminomethyl)oxan-2-yl]o Chemical compound OS(O)(=O)=O.O1C[C@@](O)(C)[C@H](NC)[C@@H](O)[C@H]1O[C@@H]1[C@@H](O)[C@H](O[C@@H]2[C@@H](CC[C@@H](CN)O2)N)[C@@H](N)C[C@H]1N.O1C[C@@](O)(C)[C@H](NC)[C@@H](O)[C@H]1O[C@@H]1[C@@H](O)[C@H](O[C@@H]2[C@@H](CC[C@H](O2)C(C)N)N)[C@@H](N)C[C@H]1N.O1[C@H](C(C)NC)CC[C@@H](N)[C@H]1O[C@H]1[C@H](O)[C@@H](O[C@@H]2[C@@H]([C@@H](NC)[C@@](C)(O)CO2)O)[C@H](N)C[C@@H]1N RDEIXVOBVLKYNT-VQBXQJRRSA-N 0.000 description 8
230000015572 biosynthetic process Effects 0.000 description 7
239000013543 active substance Substances 0.000 description 5
208000015181 infectious disease Diseases 0.000 description 5
229960002180 tetracycline Drugs 0.000 description 5
229930101283 tetracycline Natural products 0.000 description 5
239000002253 acid Substances 0.000 description 4
210000004872 soft tissue Anatomy 0.000 description 3
239000007787 solid Substances 0.000 description 3
229920002994 synthetic fiber Polymers 0.000 description 3
LNETULKMXZVUST-UHFFFAOYSA-N 1-naphthoic acid Chemical compound C1=CC=C2C(C(=O)O)=CC=CC2=C1 LNETULKMXZVUST-UHFFFAOYSA-N 0.000 description 2
HDNVYHWHCVTDIV-UHFFFAOYSA-N 4-[(2-amino-3-hydroxy-2-methylpropanoyl)amino]-n-[1-[5-[5-(dimethylamino)-3,4-dihydroxy-6-methyloxan-2-yl]oxy-6-methyloxan-2-yl]-2-oxopyrimidin-4-yl]benzamide Chemical compound CC1OC(N2C(N=C(NC(=O)C=3C=CC(NC(=O)C(C)(N)CO)=CC=3)C=C2)=O)CCC1OC1OC(C)C(N(C)C)C(O)C1O HDNVYHWHCVTDIV-UHFFFAOYSA-N 0.000 description 2
FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
150000007513 acids Chemical class 0.000 description 2
210000000988 bone and bone Anatomy 0.000 description 2
229920001577 copolymer Polymers 0.000 description 2
230000007547 defect Effects 0.000 description 2
239000003405 delayed action preparation Substances 0.000 description 2
230000008021 deposition Effects 0.000 description 2
POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical class CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
229940079593 drug Drugs 0.000 description 2
210000003709 heart valve Anatomy 0.000 description 2
IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
230000002209 hydrophobic effect Effects 0.000 description 2
230000000813 microbial effect Effects 0.000 description 2
239000004005 microsphere Substances 0.000 description 2
229920000058 polyacrylate Polymers 0.000 description 2
229920000193 polymethacrylate Polymers 0.000 description 2
238000002360 preparation method Methods 0.000 description 2
238000003860 storage Methods 0.000 description 2
UCSJYZPVAKXKNQ-HZYVHMACSA-N streptomycin Chemical compound CN[C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@H]1O[C@@H]1[C@](C=O)(O)[C@H](C)O[C@H]1O[C@@H]1[C@@H](NC(N)=N)[C@H](O)[C@@H](NC(N)=N)[C@H](O)[C@H]1O UCSJYZPVAKXKNQ-HZYVHMACSA-N 0.000 description 2
238000003786 synthesis reaction Methods 0.000 description 2
230000009885 systemic effect Effects 0.000 description 2
239000003826 tablet Substances 0.000 description 2
238000012360 testing method Methods 0.000 description 2
210000001519 tissue Anatomy 0.000 description 2
229960000707 tobramycin Drugs 0.000 description 2
NLVFBUXFDBBNBW-PBSUHMDJSA-N tobramycin Chemical compound N[C@@H]1C[C@H](O)[C@@H](CN)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O[C@@H]2[C@@H]([C@@H](N)[C@H](O)[C@@H](CO)O2)O)[C@H](N)C[C@@H]1N NLVFBUXFDBBNBW-PBSUHMDJSA-N 0.000 description 2
238000012546 transfer Methods 0.000 description 2
XUSXOPRDIDWMFO-CTMSJIKGSA-N (2r,3r,4r,5r)-2-[(1s,2s,3r,4s,6r)-4,6-diamino-3-[[(2s,3r)-3-amino-6-[(1s)-1-aminoethyl]-3,4-dihydro-2h-pyran-2-yl]oxy]-2-hydroxycyclohexyl]oxy-5-methyl-4-(methylamino)oxane-3,5-diol Chemical compound O1C[C@@](O)(C)[C@H](NC)[C@@H](O)[C@H]1O[C@@H]1[C@@H](O)[C@H](O[C@@H]2[C@@H](CC=C(O2)[C@H](C)N)N)[C@@H](N)C[C@H]1N XUSXOPRDIDWMFO-CTMSJIKGSA-N 0.000 description 1
WPJRFCZKZXBUNI-JKUQZMGJSA-N (3r,4r,5s)-3-amino-4,5-dihydroxyhexanal Chemical compound C[C@H](O)[C@H](O)[C@H](N)CC=O WPJRFCZKZXBUNI-JKUQZMGJSA-N 0.000 description 1
XIYOPDCBBDCGOE-IWVLMIASSA-N (4s,4ar,5s,5ar,12ar)-4-(dimethylamino)-1,5,10,11,12a-pentahydroxy-6-methylidene-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide Chemical compound C=C1C2=CC=CC(O)=C2C(O)=C2[C@@H]1[C@H](O)[C@H]1[C@H](N(C)C)C(=O)C(C(N)=O)=C(O)[C@@]1(O)C2=O XIYOPDCBBDCGOE-IWVLMIASSA-N 0.000 description 1
SGKRLCUYIXIAHR-AKNGSSGZSA-N (4s,4ar,5s,5ar,6r,12ar)-4-(dimethylamino)-1,5,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4a,5,5a,6-tetrahydro-4h-tetracene-2-carboxamide Chemical compound C1=CC=C2[C@H](C)[C@@H]([C@H](O)[C@@H]3[C@](C(O)=C(C(N)=O)C(=O)[C@H]3N(C)C)(O)C3=O)C3=C(O)C2=C1O SGKRLCUYIXIAHR-AKNGSSGZSA-N 0.000 description 1
FFTVPQUHLQBXQZ-KVUCHLLUSA-N (4s,4as,5ar,12ar)-4,7-bis(dimethylamino)-1,10,11,12a-tetrahydroxy-3,12-dioxo-4a,5,5a,6-tetrahydro-4h-tetracene-2-carboxamide Chemical compound C1C2=C(N(C)C)C=CC(O)=C2C(O)=C2[C@@H]1C[C@H]1[C@H](N(C)C)C(=O)C(C(N)=O)=C(O)[C@@]1(O)C2=O FFTVPQUHLQBXQZ-KVUCHLLUSA-N 0.000 description 1
UKSNPQPAROIFBP-NDHCZCPUSA-N (z)-2-amino-n-[(2s,3s,4r,5r)-5-[6-(dimethylamino)purin-9-yl]-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]-3-(3-hydroxy-4-methoxyphenyl)prop-2-enamide Chemical compound C1=C(O)C(OC)=CC=C1\C=C(/N)C(=O)N[C@H]1[C@@H](O)[C@H](N2C3=NC=NC(=C3N=C2)N(C)C)O[C@@H]1CO UKSNPQPAROIFBP-NDHCZCPUSA-N 0.000 description 1
WBIQQQGBSDOWNP-UHFFFAOYSA-N 2-dodecylbenzenesulfonic acid Chemical compound CCCCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O WBIQQQGBSDOWNP-UHFFFAOYSA-N 0.000 description 1
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ZHSGGJXRNHWHRS-VIDYELAYSA-N tunicamycin Chemical compound O([C@H]1[C@@H]([C@H]([C@@H](O)[C@@H](CC(O)[C@@H]2[C@H]([C@@H](O)[C@@H](O2)N2C(NC(=O)C=C2)=O)O)O1)O)NC(=O)/C=C/CC(C)C)[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1NC(C)=O ZHSGGJXRNHWHRS-VIDYELAYSA-N 0.000 description 1
MEYZYGMYMLNUHJ-UHFFFAOYSA-N tunicamycin Natural products CC(C)CCCCCCCCCC=CC(=O)NC1C(O)C(O)C(CC(O)C2OC(C(O)C2O)N3C=CC(=O)NC3=O)OC1OC4OC(CO)C(O)C(O)C4NC(=O)C MEYZYGMYMLNUHJ-UHFFFAOYSA-N 0.000 description 1

Classifications

- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/7028—Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages
- A61K31/7034—Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages attached to a carbocyclic compound, e.g. phloridzin
- A61K31/7036—Compounds having saccharide radicals attached to non-saccharide compounds by glycosidic linkages attached to a carbocyclic compound, e.g. phloridzin having at least one amino group directly attached to the carbocyclic ring, e.g. streptomycin, gentamycin, amikacin, validamycin, fortimicins
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/20—Pills, tablets, discs, rods
- A61K9/2004—Excipients; Inactive ingredients
- A61K9/2009—Inorganic compounds
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/02—Local antiseptics
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents

Landscapes

Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Chemical & Material Sciences (AREA)
Veterinary Medicine (AREA)
Public Health (AREA)
General Health & Medical Sciences (AREA)
Medicinal Chemistry (AREA)
Animal Behavior & Ethology (AREA)
Pharmacology & Pharmacy (AREA)
Epidemiology (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
General Chemical & Material Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Oncology (AREA)
Communicable Diseases (AREA)
Organic Chemistry (AREA)
Molecular Biology (AREA)
Inorganic Chemistry (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Medicinal Preparation (AREA)
Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Compounds Of Unknown Constitution (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Saccharide Compounds (AREA)
Medicines Containing Material From Animals Or Micro-Organisms (AREA)
Preparation Of Compounds By Using Micro-Organisms (AREA)
Glanulating (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

UA2002032261A 2001-03-22 2002-03-21 Method for producing antibiotic composites UA71992C2 (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DE10114364A DE10114364A1 (de)	2001-03-22	2001-03-22	Verfahren zur Herstellung von antibiotischen Kompositen

Publications (1)

Publication Number	Publication Date
UA71992C2 true UA71992C2 (en)	2005-01-17

Family

ID=7678771

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
UA2002032261A UA71992C2 (en)	2001-03-22	2002-03-21	Method for producing antibiotic composites

Country Status (29)

Country	Link
US (1)	US6942877B2 (pt)
EP (1)	EP1243255B1 (pt)
JP (1)	JP3950721B2 (pt)
CN (1)	CN1221248C (pt)
AT (1)	ATE311860T1 (pt)
AU (1)	AU766912B2 (pt)
BG (1)	BG65499B1 (pt)
BR (1)	BR0201224A (pt)
CA (1)	CA2378436C (pt)
CZ (1)	CZ2002869A3 (pt)
DE (2)	DE10114364A1 (pt)
DK (1)	DK1243255T3 (pt)
EE (1)	EE200200156A (pt)
ES (1)	ES2249502T3 (pt)
GE (1)	GEP20053449B (pt)
HR (1)	HRP20020239B1 (pt)
HU (1)	HUP0201044A2 (pt)
IL (1)	IL148637A (pt)
MD (1)	MD2517C2 (pt)
MX (1)	MXPA02003004A (pt)
NO (1)	NO20021391L (pt)
NZ (1)	NZ517919A (pt)
PL (1)	PL204984B1 (pt)
RU (1)	RU2241490C2 (pt)
SA (1)	SA02230035B1 (pt)
SK (1)	SK286868B6 (pt)
UA (1)	UA71992C2 (pt)
YU (1)	YU18002A (pt)
ZA (1)	ZA200202256B (pt)

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DE10318991A1 (de) *	2003-04-25	2004-11-18	Heraeus Kulzer Gmbh & Co. Kg	Poröser Körper mit antibiotischer Beschichtung, Verfahren zur Herstellung sowie Verwendung
DE102004060666B3 (de)	2004-12-15	2006-03-30	Heraeus Kulzer Gmbh	Antibiotikum/Antibiotika enthaltendes Knochenersatzmaterial mit retardierender Wirkstofffreisetzung
DE102005002703C5 (de) *	2005-01-19	2013-07-04	Heraeus Kulzer Gmbh	Antibiotische Beschichtung von Implantaten sowie Verfahren zur antibiotischen Beschichtung
DE102005061290B4 (de) *	2005-12-20	2021-03-18	Heraeus Medical Gmbh	Verfahren zur Herstellung von Antibiotikum-/Antibiotika-Partikeln und deren Verwendung
US9603941B2 (en) *	2006-01-24	2017-03-28	Minghui Chai	Method of preparing dendritic drugs
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BRPI0602372B8 (pt)	2006-05-18	2021-06-22	Einco Biomaterial Ltda	processo de preparação de compósitos em base de biocerâmicas e polímeros biodegradáveis e produto derivado
WO2008006083A2 (en)	2006-07-07	2008-01-10	Surmodics, Inc.	Beaded wound spacer device
US20080063681A1 (en) *	2006-09-11	2008-03-13	Ebi, L.P.	Therapeutic bone replacement material
EP1908754B1 (en) *	2006-09-19	2009-01-28	Leibniz-Institut für Naturstoff-Forschung und Infektionsbiologie e.V. Hans-Knöll-Institut	Antibiotic maduraphthalazin salts with delayed release of the active substance and their use
DE102006060938A1 (de) *	2006-12-20	2008-06-26	Wolter, Dietmar F., Prof. Dr.	Materialdepot zur Abgabe eines antibakteriellen Wirkstoffmaterials
DE102007039871A1 (de)	2007-08-21	2009-02-26	Friedrich-Baur-Gmbh	Weichgewebe-Implantat mit antibakterieller Wirkung
WO2014062839A1 (en)	2012-10-16	2014-04-24	Surmodics, Inc.	Wound packing device and methods
RU2535067C1 (ru) *	2013-08-19	2014-12-10	Федеральное государственное бюджетное образовательное учреждение высшего профессионального образования "Саратовский государственный аграрный университет имени Н.И. Вавилова"	Биоинтегрируемый композитный материал и способ формирования покрытия на изделиях медицинского назначения с использованием биоинтегрируемого композитного материала
US10201457B2 (en)	2014-08-01	2019-02-12	Surmodics, Inc.	Wound packing device with nanotextured surface
CN106721083A (zh) *	2016-12-21	2017-05-31	驻马店华中正大有限公司	一种土霉素预混剂及其制备方法
RU2729025C1 (ru) *	2019-07-19	2020-08-03	Федеральное государственное бюджетное учреждение "Национальный медицинский исследовательский центр травматологии и ортопедии имени Н.Н. Приорова" Министерства здравоохранения Российской Федерации (ФГБУ "НМИЦ ТО им. Н.Н. Приорова" Минздрава России)	Способ хирургического лечения гнойно-воспалительных процессов костных и мягкотканых структур опорно-двигательной системы пациента с использованием мягких спейсеров, импрегнированных антибактериальными средствами

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2001
- 2001-03-22 DE DE10114364A patent/DE10114364A1/de not_active Withdrawn
2002
- 2002-02-13 MD MDA20020074A patent/MD2517C2/ro not_active IP Right Cessation
- 2002-02-19 GE GE4982A patent/GEP20053449B/en unknown
- 2002-02-27 BG BG106457A patent/BG65499B1/bg unknown
- 2002-03-06 EP EP02005025A patent/EP1243255B1/de not_active Expired - Lifetime
- 2002-03-06 AT AT02005025T patent/ATE311860T1/de not_active IP Right Cessation
- 2002-03-06 DK DK02005025T patent/DK1243255T3/da active
- 2002-03-06 ES ES02005025T patent/ES2249502T3/es not_active Expired - Lifetime
- 2002-03-06 DE DE50205147T patent/DE50205147D1/de not_active Expired - Lifetime
- 2002-03-08 CZ CZ2002869A patent/CZ2002869A3/cs unknown
- 2002-03-12 IL IL148637A patent/IL148637A/en not_active IP Right Cessation
- 2002-03-13 YU YU18002A patent/YU18002A/sh unknown
- 2002-03-19 JP JP2002076627A patent/JP3950721B2/ja not_active Expired - Fee Related
- 2002-03-19 SK SK394-2002A patent/SK286868B6/sk not_active IP Right Cessation
- 2002-03-19 US US10/100,843 patent/US6942877B2/en not_active Expired - Fee Related
- 2002-03-20 MX MXPA02003004A patent/MXPA02003004A/es active IP Right Grant
- 2002-03-20 NO NO20021391A patent/NO20021391L/no not_active Application Discontinuation
- 2002-03-20 ZA ZA200202256A patent/ZA200202256B/xx unknown
- 2002-03-21 RU RU2002107211/15A patent/RU2241490C2/ru not_active IP Right Cessation
- 2002-03-21 AU AU27557/02A patent/AU766912B2/en not_active Ceased
- 2002-03-21 UA UA2002032261A patent/UA71992C2/uk unknown
- 2002-03-21 PL PL352923A patent/PL204984B1/pl not_active IP Right Cessation
- 2002-03-21 NZ NZ517919A patent/NZ517919A/en unknown
- 2002-03-21 HR HR20020239A patent/HRP20020239B1/xx not_active IP Right Cessation
- 2002-03-21 HU HU0201044A patent/HUP0201044A2/hu unknown
- 2002-03-22 BR BR0201224-3A patent/BR0201224A/pt not_active IP Right Cessation
- 2002-03-22 CA CA002378436A patent/CA2378436C/en not_active Expired - Fee Related
- 2002-03-22 CN CNB021079765A patent/CN1221248C/zh not_active Expired - Fee Related
- 2002-03-22 EE EEP200200156A patent/EE200200156A/xx unknown
- 2002-04-02 SA SA02230035A patent/SA02230035B1/ar unknown

Also Published As

Publication number	Publication date
CN1221248C (zh)	2005-10-05
DE50205147D1 (de)	2006-01-12
JP3950721B2 (ja)	2007-08-01
ZA200202256B (en)	2002-10-11
CA2378436C (en)	2007-12-18
US6942877B2 (en)	2005-09-13
MD2517C2 (ro)	2005-03-31
EP1243255A3 (de)	2002-12-18
IL148637A0 (en)	2002-09-12
PL352923A1 (en)	2002-09-23
YU18002A (sh)	2004-11-25
HRP20020239A2 (en)	2002-12-31
CZ2002869A3 (cs)	2002-11-13
HRP20020239B1 (en)	2006-12-31
BG106457A (bg)	2002-10-31
ES2249502T3 (es)	2006-04-01
NZ517919A (en)	2003-08-29
EP1243255A2 (de)	2002-09-25
SK3942002A3 (en)	2002-10-08
IL148637A (en)	2006-10-31
MD20020074A (en)	2002-11-30
DE10114364A1 (de)	2002-10-02
HU0201044D0 (pt)	2002-05-29
EE200200156A (et)	2002-12-16
AU2755702A (en)	2002-09-26
BR0201224A (pt)	2002-12-10
DK1243255T3 (da)	2006-03-27
HUP0201044A2 (hu)	2003-02-28
SA02230035B1 (ar)	2007-04-15
US20020192279A1 (en)	2002-12-19
MXPA02003004A (es)	2003-08-20
NO20021391L (no)	2002-09-23
AU766912B2 (en)	2003-10-23
PL204984B1 (pl)	2010-02-26
JP2002338472A (ja)	2002-11-27
ATE311860T1 (de)	2005-12-15
SK286868B6 (sk)	2009-06-05
MD2517B2 (ro)	2004-08-31
EP1243255B1 (de)	2005-12-07
GEP20053449B (en)	2005-02-25
NO20021391D0 (no)	2002-03-20
RU2241490C2 (ru)	2004-12-10
CA2378436A1 (en)	2002-09-22
CN1376459A (zh)	2002-10-30
BG65499B1 (bg)	2008-10-31

Publication	Publication Date	Title
UA71992C2 (en)	2005-01-17	Method for producing antibiotic composites
EP1243258B1 (de)	2004-02-18	Herstellung und Verwendung einer Antibiotikum-/Antibiotika-Zubereitung
RU2264230C2 (ru)	2005-11-20	Препарат антибиотика/антибиотиков с замедленным высвобождением активного вещества
HRP20020679A2 (en)	2003-06-30	Process for antibiotic coating of bodies
JP4076154B2 (ja)	2008-04-16	製薬的調剤、該製薬的調剤の製造法および該製薬的調剤の使用