HRP20040486A2 - Controlled release polymeric compositions of bone growth promoting compounds - Google Patents
Controlled release polymeric compositions of bone growth promoting compounds Download PDFInfo
- Publication number
- HRP20040486A2 HRP20040486A2 HR20040486A HRP20040486A HRP20040486A2 HR P20040486 A2 HRP20040486 A2 HR P20040486A2 HR 20040486 A HR20040486 A HR 20040486A HR P20040486 A HRP20040486 A HR P20040486A HR P20040486 A2 HRP20040486 A2 HR P20040486A2
- Authority
- HR
- Croatia
- Prior art keywords
- compound
- polymer
- approximately
- methyl
- butylbenzyl
- Prior art date
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- 150000001875 compounds Chemical class 0.000 title claims description 132
- 239000000203 mixture Substances 0.000 title claims description 90
- 230000008468 bone growth Effects 0.000 title description 54
- 230000001737 promoting effect Effects 0.000 title description 24
- 238000013270 controlled release Methods 0.000 title description 13
- 229920000642 polymer Polymers 0.000 claims description 131
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical group CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 106
- 239000012530 fluid Substances 0.000 claims description 55
- 229920001577 copolymer Polymers 0.000 claims description 42
- 238000002360 preparation method Methods 0.000 claims description 42
- 239000002904 solvent Substances 0.000 claims description 38
- 229920001169 thermoplastic Polymers 0.000 claims description 31
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 claims description 26
- 210000001124 body fluid Anatomy 0.000 claims description 25
- 239000010839 body fluid Substances 0.000 claims description 25
- WOHRHWDYFNWPNG-UHFFFAOYSA-N evatanepag Chemical compound C1=CC(C(C)(C)C)=CC=C1CN(S(=O)(=O)C=1C=NC=CC=1)CC1=CC=CC(OCC(O)=O)=C1 WOHRHWDYFNWPNG-UHFFFAOYSA-N 0.000 claims description 24
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 23
- 159000000000 sodium salts Chemical class 0.000 claims description 22
- 238000000034 method Methods 0.000 claims description 21
- 239000007787 solid Substances 0.000 claims description 20
- 239000007943 implant Substances 0.000 claims description 18
- 239000002253 acid Substances 0.000 claims description 17
- 230000015572 biosynthetic process Effects 0.000 claims description 17
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims description 16
- 239000003960 organic solvent Substances 0.000 claims description 16
- 150000003839 salts Chemical class 0.000 claims description 13
- 238000011065 in-situ storage Methods 0.000 claims description 11
- 229920000747 poly(lactic acid) Polymers 0.000 claims description 10
- LMIHDKFZOCIOPZ-UHFFFAOYSA-N 7-[(4-butylphenyl)methyl-methylsulfonylamino]heptanoic acid Chemical compound CCCCC1=CC=C(CN(CCCCCCC(O)=O)S(C)(=O)=O)C=C1 LMIHDKFZOCIOPZ-UHFFFAOYSA-N 0.000 claims description 8
- DWLYPVVWVSFAEO-UHFFFAOYSA-N 7-[2-(3,5-dichlorophenoxy)ethyl-methylsulfonylamino]heptanoic acid Chemical compound OC(=O)CCCCCCN(S(=O)(=O)C)CCOC1=CC(Cl)=CC(Cl)=C1 DWLYPVVWVSFAEO-UHFFFAOYSA-N 0.000 claims description 8
- 238000009792 diffusion process Methods 0.000 claims description 7
- 239000004310 lactic acid Substances 0.000 claims description 7
- 235000014655 lactic acid Nutrition 0.000 claims description 7
- RKDVKSZUMVYZHH-UHFFFAOYSA-N 1,4-dioxane-2,5-dione Chemical compound O=C1COC(=O)CO1 RKDVKSZUMVYZHH-UHFFFAOYSA-N 0.000 claims description 5
- 229920000954 Polyglycolide Polymers 0.000 claims description 5
- 230000003628 erosive effect Effects 0.000 claims description 5
- 239000000825 pharmaceutical preparation Substances 0.000 claims description 5
- 230000008569 process Effects 0.000 claims description 5
- 239000008194 pharmaceutical composition Substances 0.000 claims description 2
- 238000010952 in-situ formation Methods 0.000 claims 1
- 229920003176 water-insoluble polymer Polymers 0.000 claims 1
- 239000011159 matrix material Substances 0.000 description 29
- 210000000988 bone and bone Anatomy 0.000 description 23
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- 239000000243 solution Substances 0.000 description 22
- 238000009472 formulation Methods 0.000 description 21
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- 238000002347 injection Methods 0.000 description 16
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- 229920001223 polyethylene glycol Polymers 0.000 description 12
- 210000000689 upper leg Anatomy 0.000 description 12
- 230000035876 healing Effects 0.000 description 11
- 230000007547 defect Effects 0.000 description 10
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
- 208000027418 Wounds and injury Diseases 0.000 description 9
- 230000006378 damage Effects 0.000 description 8
- 239000000499 gel Substances 0.000 description 8
- 208000014674 injury Diseases 0.000 description 8
- 210000001519 tissue Anatomy 0.000 description 8
- 239000003981 vehicle Substances 0.000 description 8
- 239000002202 Polyethylene glycol Substances 0.000 description 7
- 239000006185 dispersion Substances 0.000 description 7
- 239000002552 dosage form Substances 0.000 description 7
- 230000000694 effects Effects 0.000 description 7
- SVNBMCJEDANCKY-UHFFFAOYSA-M sodium;2-[3-[[(4-tert-butylphenyl)methyl-pyridin-3-ylsulfonylamino]methyl]phenoxy]acetate Chemical compound [Na+].C1=CC(C(C)(C)C)=CC=C1CN(S(=O)(=O)C=1C=NC=CC=1)CC1=CC=CC(OCC([O-])=O)=C1 SVNBMCJEDANCKY-UHFFFAOYSA-M 0.000 description 7
- 238000001356 surgical procedure Methods 0.000 description 7
- 238000013268 sustained release Methods 0.000 description 7
- 239000012730 sustained-release form Substances 0.000 description 7
- 230000001225 therapeutic effect Effects 0.000 description 7
- 229920002988 biodegradable polymer Polymers 0.000 description 6
- 239000004621 biodegradable polymer Substances 0.000 description 6
- 210000002449 bone cell Anatomy 0.000 description 6
- 206010061363 Skeletal injury Diseases 0.000 description 5
- 230000015556 catabolic process Effects 0.000 description 5
- 238000006731 degradation reaction Methods 0.000 description 5
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- 238000002601 radiography Methods 0.000 description 5
- 241000282412 Homo Species 0.000 description 4
- 239000004480 active ingredient Substances 0.000 description 4
- 229940079593 drug Drugs 0.000 description 4
- 230000012010 growth Effects 0.000 description 4
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- 238000001727 in vivo Methods 0.000 description 4
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- 238000011156 evaluation Methods 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 230000017074 necrotic cell death Effects 0.000 description 3
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- -1 pyridine-3-sulfonyl Chemical group 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- 206010020649 Hyperkeratosis Diseases 0.000 description 2
- 229920001244 Poly(D,L-lactide) Polymers 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- 239000012736 aqueous medium Substances 0.000 description 2
- 230000004071 biological effect Effects 0.000 description 2
- 210000001185 bone marrow Anatomy 0.000 description 2
- 210000004027 cell Anatomy 0.000 description 2
- 210000003275 diaphysis Anatomy 0.000 description 2
- 238000009547 dual-energy X-ray absorptiometry Methods 0.000 description 2
- 239000012634 fragment Substances 0.000 description 2
- 238000002695 general anesthesia Methods 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 238000003780 insertion Methods 0.000 description 2
- 230000037431 insertion Effects 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 230000007246 mechanism Effects 0.000 description 2
- 239000002609 medium Substances 0.000 description 2
- 239000012528 membrane Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 210000003205 muscle Anatomy 0.000 description 2
- 210000003460 periosteum Anatomy 0.000 description 2
- 239000011148 porous material Substances 0.000 description 2
- 238000001556 precipitation Methods 0.000 description 2
- 239000011780 sodium chloride Substances 0.000 description 2
- 210000004872 soft tissue Anatomy 0.000 description 2
- 230000004083 survival effect Effects 0.000 description 2
- 239000004416 thermosoftening plastic Substances 0.000 description 2
- 210000002303 tibia Anatomy 0.000 description 2
- 210000001364 upper extremity Anatomy 0.000 description 2
- 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
- XBBVURRQGJPTHH-UHFFFAOYSA-N 2-hydroxyacetic acid;2-hydroxypropanoic acid Chemical compound OCC(O)=O.CC(O)C(O)=O XBBVURRQGJPTHH-UHFFFAOYSA-N 0.000 description 1
- LCSKNASZPVZHEG-UHFFFAOYSA-N 3,6-dimethyl-1,4-dioxane-2,5-dione;1,4-dioxane-2,5-dione Chemical group O=C1COC(=O)CO1.CC1OC(=O)C(C)OC1=O LCSKNASZPVZHEG-UHFFFAOYSA-N 0.000 description 1
- PTNZGHXUZDHMIQ-UHFFFAOYSA-N 4-(dimethylamino)-1,5,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4a,5,5a,6-tetrahydro-4h-tetracene-2-carboxamide;hydrochloride Chemical compound Cl.C1=CC=C2C(C)C(C(O)C3C(C(O)=C(C(N)=O)C(=O)C3N(C)C)(O)C3=O)C3=C(O)C2=C1O PTNZGHXUZDHMIQ-UHFFFAOYSA-N 0.000 description 1
- 206010002091 Anaesthesia Diseases 0.000 description 1
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- 241000282326 Felis catus Species 0.000 description 1
- 206010061218 Inflammation Diseases 0.000 description 1
- PIWKPBJCKXDKJR-UHFFFAOYSA-N Isoflurane Chemical compound FC(F)OC(Cl)C(F)(F)F PIWKPBJCKXDKJR-UHFFFAOYSA-N 0.000 description 1
- YQEZLKZALYSWHR-UHFFFAOYSA-N Ketamine Chemical compound C=1C=CC=C(Cl)C=1C1(NC)CCCCC1=O YQEZLKZALYSWHR-UHFFFAOYSA-N 0.000 description 1
- 241000283973 Oryctolagus cuniculus Species 0.000 description 1
- 241001494479 Pecora Species 0.000 description 1
- 208000006735 Periostitis Diseases 0.000 description 1
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- 241000282887 Suidae Species 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 230000037005 anaesthesia Effects 0.000 description 1
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- 230000003115 biocidal effect Effects 0.000 description 1
- 238000006065 biodegradation reaction Methods 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 230000022159 cartilage development Effects 0.000 description 1
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- 230000007423 decrease Effects 0.000 description 1
- 230000000593 degrading effect Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 229960003722 doxycycline Drugs 0.000 description 1
- 229960001172 doxycycline hyclate Drugs 0.000 description 1
- HALQELOKLVRWRI-VDBOFHIQSA-N doxycycline hyclate Chemical compound O.[Cl-].[Cl-].CCO.O=C1C2=C(O)C=CC=C2[C@H](C)[C@@H]2C1=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@@H]([NH+](C)C)[C@@H]1[C@H]2O.O=C1C2=C(O)C=CC=C2[C@H](C)[C@@H]2C1=C(O)[C@]1(O)C(=O)C(C(N)=O)=C(O)[C@@H]([NH+](C)C)[C@@H]1[C@H]2O HALQELOKLVRWRI-VDBOFHIQSA-N 0.000 description 1
- 229960004082 doxycycline hydrochloride Drugs 0.000 description 1
- 239000003937 drug carrier Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 238000013265 extended release Methods 0.000 description 1
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- 229910052739 hydrogen Inorganic materials 0.000 description 1
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- 238000010348 incorporation Methods 0.000 description 1
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- 230000003993 interaction Effects 0.000 description 1
- 238000007918 intramuscular administration Methods 0.000 description 1
- 238000001990 intravenous administration Methods 0.000 description 1
- 229960002725 isoflurane Drugs 0.000 description 1
- 229960003299 ketamine Drugs 0.000 description 1
- 244000144972 livestock Species 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
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- 150000002894 organic compounds Chemical class 0.000 description 1
- 230000000399 orthopedic effect Effects 0.000 description 1
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- 238000013001 point bending Methods 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000013557 residual solvent Substances 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 210000000513 rotator cuff Anatomy 0.000 description 1
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- 230000006641 stabilisation Effects 0.000 description 1
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- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 238000011146 sterile filtration Methods 0.000 description 1
- 230000004936 stimulating effect Effects 0.000 description 1
- 238000007920 subcutaneous administration Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 238000013269 sustained drug release Methods 0.000 description 1
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- 210000003813 thumb Anatomy 0.000 description 1
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- 230000001131 transforming effect Effects 0.000 description 1
- 239000003021 water soluble solvent Substances 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- BPICBUSOMSTKRF-UHFFFAOYSA-N xylazine Chemical compound CC1=CC=CC(C)=C1NC1=NCCCS1 BPICBUSOMSTKRF-UHFFFAOYSA-N 0.000 description 1
- 229960001600 xylazine Drugs 0.000 description 1
Classifications
-
- 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
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0019—Injectable compositions; Intramuscular, intravenous, arterial, subcutaneous administration; Compositions to be administered through the skin in an invasive manner
- A61K9/0024—Solid, semi-solid or solidifying implants, which are implanted or injected in body tissue
-
- 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
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
- A61K31/195—Carboxylic acids, e.g. valproic acid having an amino group
-
- 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
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
- A61K31/20—Carboxylic acids, e.g. valproic acid having a carboxyl group bound to a chain of seven or more carbon atoms, e.g. stearic, palmitic, arachidic acids
-
- 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/08—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease
- A61P19/10—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease for osteoporosis
Landscapes
- Health & Medical Sciences (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Epidemiology (AREA)
- Engineering & Computer Science (AREA)
- Physical Education & Sports Medicine (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Rheumatology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Dermatology (AREA)
- Medicinal Preparation (AREA)
- Materials For Medical Uses (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US33725501P | 2001-11-30 | 2001-11-30 | |
| PCT/IB2002/004965 WO2003045351A1 (en) | 2001-11-30 | 2002-11-20 | Controlled release polymeric compositions of bone growth promoting compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| HRP20040486A2 true HRP20040486A2 (en) | 2004-10-31 |
Family
ID=23319774
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HR20040486A HRP20040486A2 (en) | 2001-11-30 | 2004-05-31 | Controlled release polymeric compositions of bone growth promoting compounds |
Country Status (34)
| Country | Link |
|---|---|
| US (2) | US20030104031A1 (xx) |
| EP (1) | EP1448166A1 (xx) |
| JP (1) | JP4903985B2 (xx) |
| KR (1) | KR100629380B1 (xx) |
| CN (1) | CN1599598A (xx) |
| AP (1) | AP1781A (xx) |
| AR (1) | AR037462A1 (xx) |
| AU (2) | AU2002347502A1 (xx) |
| BR (1) | BR0214610A (xx) |
| CA (1) | CA2468703C (xx) |
| DO (1) | DOP2002000534A (xx) |
| EA (1) | EA011350B1 (xx) |
| EC (1) | ECSP045124A (xx) |
| GE (1) | GEP20063951B (xx) |
| GT (1) | GT200200242A (xx) |
| HR (1) | HRP20040486A2 (xx) |
| HU (1) | HUP0402135A3 (xx) |
| IL (1) | IL161835A0 (xx) |
| IS (1) | IS7217A (xx) |
| MA (1) | MA27084A1 (xx) |
| MX (1) | MXPA04003723A (xx) |
| NO (1) | NO20042273L (xx) |
| NZ (1) | NZ533115A (xx) |
| OA (1) | OA12731A (xx) |
| PA (1) | PA8559001A1 (xx) |
| PE (1) | PE20030581A1 (xx) |
| PL (1) | PL370085A1 (xx) |
| SV (1) | SV2004001421A (xx) |
| TN (1) | TNSN04096A1 (xx) |
| TW (1) | TW200300695A (xx) |
| UA (1) | UA76792C2 (xx) |
| WO (1) | WO2003045351A1 (xx) |
| YU (1) | YU35004A (xx) |
| ZA (1) | ZA200402755B (xx) |
Families Citing this family (29)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7074425B2 (en) * | 2002-09-26 | 2006-07-11 | Bonewax, Llc | Hemostatic compositions and methods |
| US20040260398A1 (en) * | 2003-02-10 | 2004-12-23 | Kelman David C. | Resorbable devices |
| GB0307011D0 (en) | 2003-03-27 | 2003-04-30 | Regentec Ltd | Porous matrix |
| CA2540586A1 (en) * | 2003-10-01 | 2005-04-21 | Optimer Pharmaceuticals, Inc. | Treatment of a condition in a mammal with administration of aminosugar and uses thereof |
| GB0329654D0 (en) | 2003-12-23 | 2004-01-28 | Smith & Nephew | Tunable segmented polyacetal |
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