OA10839A - Improvements in or relating to contrast agents - Google Patents
Improvements in or relating to contrast agents Download PDFInfo
- Publication number
- OA10839A OA10839A OA9800144A OA9800144A OA10839A OA 10839 A OA10839 A OA 10839A OA 9800144 A OA9800144 A OA 9800144A OA 9800144 A OA9800144 A OA 9800144A OA 10839 A OA10839 A OA 10839A
- Authority
- OA
- OAPI
- Prior art keywords
- phospholipid
- gas
- microbubble
- hâve
- daims
- Prior art date
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- 239000002872 contrast media Substances 0.000 title claims abstract description 56
- 239000006185 dispersion Substances 0.000 claims abstract description 97
- 150000003904 phospholipids Chemical class 0.000 claims abstract description 73
- 150000002632 lipids Chemical class 0.000 claims abstract description 19
- 239000007788 liquid Substances 0.000 claims abstract description 11
- 239000007789 gas Substances 0.000 claims description 118
- 238000000034 method Methods 0.000 claims description 49
- 239000000203 mixture Substances 0.000 claims description 37
- KAVGMUDTWQVPDF-UHFFFAOYSA-N perflubutane Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)F KAVGMUDTWQVPDF-UHFFFAOYSA-N 0.000 claims description 28
- TZCPCKNHXULUIY-RGULYWFUSA-N 1,2-distearoyl-sn-glycero-3-phosphoserine Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OC[C@H](N)C(O)=O)OC(=O)CCCCCCCCCCCCCCCCC TZCPCKNHXULUIY-RGULYWFUSA-N 0.000 claims description 25
- 230000008569 process Effects 0.000 claims description 25
- ZWZWYGMENQVNFU-UHFFFAOYSA-N Glycerophosphorylserin Natural products OC(=O)C(N)COP(O)(=O)OCC(O)CO ZWZWYGMENQVNFU-UHFFFAOYSA-N 0.000 claims description 23
- 229930195733 hydrocarbon Natural products 0.000 claims description 21
- 150000002430 hydrocarbons Chemical class 0.000 claims description 21
- 239000000463 material Substances 0.000 claims description 21
- 229950003332 perflubutane Drugs 0.000 claims description 20
- 239000011159 matrix material Substances 0.000 claims description 16
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 15
- 238000009826 distribution Methods 0.000 claims description 15
- 238000003384 imaging method Methods 0.000 claims description 15
- 239000004215 Carbon black (E152) Substances 0.000 claims description 14
- 238000002604 ultrasonography Methods 0.000 claims description 14
- SFZCNBIFKDRMGX-UHFFFAOYSA-N sulfur hexafluoride Chemical compound FS(F)(F)(F)(F)F SFZCNBIFKDRMGX-UHFFFAOYSA-N 0.000 claims description 11
- 229960000909 sulfur hexafluoride Drugs 0.000 claims description 11
- GQPLMRYTRLFLPF-UHFFFAOYSA-N Nitrous Oxide Chemical compound [O-][N+]#N GQPLMRYTRLFLPF-UHFFFAOYSA-N 0.000 claims description 10
- 239000012736 aqueous medium Substances 0.000 claims description 9
- 150000004756 silanes Chemical class 0.000 claims description 9
- 239000000725 suspension Substances 0.000 claims description 9
- 239000000654 additive Substances 0.000 claims description 8
- 150000008106 phosphatidylserines Chemical class 0.000 claims description 8
- 229910052757 nitrogen Inorganic materials 0.000 claims description 7
- 150000008103 phosphatidic acids Chemical class 0.000 claims description 7
- 239000003623 enhancer Substances 0.000 claims description 6
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- 150000002576 ketones Chemical class 0.000 claims description 6
- 235000000346 sugar Nutrition 0.000 claims description 6
- QTJXVIKNLHZIKL-UHFFFAOYSA-N sulfur difluoride Chemical class FSF QTJXVIKNLHZIKL-UHFFFAOYSA-N 0.000 claims description 6
- BUGBHKTXTAQXES-UHFFFAOYSA-N Selenium Chemical compound [Se] BUGBHKTXTAQXES-UHFFFAOYSA-N 0.000 claims description 5
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- 150000002170 ethers Chemical class 0.000 claims description 5
- 150000002321 glycerophosphoglycerophosphoglycerols Chemical class 0.000 claims description 5
- 239000001257 hydrogen Substances 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 5
- 239000011261 inert gas Substances 0.000 claims description 5
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- 229960004692 perflenapent Drugs 0.000 claims description 5
- NJCBUSHGCBERSK-UHFFFAOYSA-N perfluoropentane Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F NJCBUSHGCBERSK-UHFFFAOYSA-N 0.000 claims description 5
- 229940067626 phosphatidylinositols Drugs 0.000 claims description 5
- 150000003905 phosphatidylinositols Chemical class 0.000 claims description 5
- -1 sulphur fluorides Chemical class 0.000 claims description 5
- KLFKZIQAIPDJCW-HTIIIDOHSA-N Dipalmitoylphosphatidylserine Chemical compound CCCCCCCCCCCCCCCC(=O)OCC(COP(O)(=O)OC[C@H](N)C(O)=O)OC(=O)CCCCCCCCCCCCCCC KLFKZIQAIPDJCW-HTIIIDOHSA-N 0.000 claims description 4
- 125000004429 atom Chemical group 0.000 claims description 4
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- QYSGYZVSCZSLHT-UHFFFAOYSA-N octafluoropropane Chemical compound FC(F)(F)C(F)(F)C(F)(F)F QYSGYZVSCZSLHT-UHFFFAOYSA-N 0.000 claims description 2
- 238000003860 storage Methods 0.000 claims description 2
- SGPGESCZOCHFCL-UHFFFAOYSA-N Tilisolol hydrochloride Chemical compound [Cl-].C1=CC=C2C(=O)N(C)C=C(OCC(O)C[NH2+]C(C)(C)C)C2=C1 SGPGESCZOCHFCL-UHFFFAOYSA-N 0.000 claims 4
- 239000003570 air Substances 0.000 claims 4
- UBAZGMLMVVQSCD-UHFFFAOYSA-N carbon dioxide;molecular oxygen Chemical compound O=O.O=C=O UBAZGMLMVVQSCD-UHFFFAOYSA-N 0.000 claims 4
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 4
- 229960001730 nitrous oxide Drugs 0.000 claims 4
- 125000002252 acyl group Chemical group 0.000 claims 3
- AJFWREUFUPEYII-UHFFFAOYSA-N Phosphatidylserin Natural products CCCCCCCCCCCCCCCCCC(=O)OCC(COP(O)(=O)OCC([NH3+])C([O-])=O)OC(=O)CCCCCCCC=CCCCCCCCC AJFWREUFUPEYII-UHFFFAOYSA-N 0.000 claims 1
- 229960004065 perflutren Drugs 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 abstract description 3
- 238000009877 rendering Methods 0.000 abstract 1
- 239000000047 product Substances 0.000 description 27
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 24
- 238000004108 freeze drying Methods 0.000 description 22
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 21
- 239000000243 solution Substances 0.000 description 16
- 239000003795 chemical substances by application Substances 0.000 description 15
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 10
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical class CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 10
- 239000008280 blood Substances 0.000 description 10
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- 239000002961 echo contrast media Substances 0.000 description 9
- 230000000694 effects Effects 0.000 description 8
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- NRJAVPSFFCBXDT-HUESYALOSA-N 1,2-distearoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCC NRJAVPSFFCBXDT-HUESYALOSA-N 0.000 description 7
- 239000012530 fluid Substances 0.000 description 7
- 239000002502 liposome Substances 0.000 description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- 101001000212 Rattus norvegicus Decorin Proteins 0.000 description 6
- 230000008901 benefit Effects 0.000 description 6
- FVJZSBGHRPJMMA-UHFFFAOYSA-N distearoyl phosphatidylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(COP(O)(=O)OCC(O)CO)OC(=O)CCCCCCCCCCCCCCCCC FVJZSBGHRPJMMA-UHFFFAOYSA-N 0.000 description 6
- 235000013601 eggs Nutrition 0.000 description 6
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- 238000012360 testing method Methods 0.000 description 6
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 5
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 5
- 229930006000 Sucrose Natural products 0.000 description 5
- SORGEQQSQGNZFI-UHFFFAOYSA-N [azido(phenoxy)phosphoryl]oxybenzene Chemical compound C=1C=CC=CC=1OP(=O)(N=[N+]=[N-])OC1=CC=CC=C1 SORGEQQSQGNZFI-UHFFFAOYSA-N 0.000 description 5
- 239000001569 carbon dioxide Substances 0.000 description 5
- 229910002092 carbon dioxide Inorganic materials 0.000 description 5
- 238000002347 injection Methods 0.000 description 5
- 239000007924 injection Substances 0.000 description 5
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- 235000010445 lecithin Nutrition 0.000 description 5
- 239000012528 membrane Substances 0.000 description 5
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- 239000011780 sodium chloride Substances 0.000 description 5
- 239000005720 sucrose Substances 0.000 description 5
- PORPENFLTBBHSG-MGBGTMOVSA-N 1,2-dihexadecanoyl-sn-glycerol-3-phosphate Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCC PORPENFLTBBHSG-MGBGTMOVSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
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- QIYZKVMAFMDRTP-UHFFFAOYSA-N pentafluoro(trifluoromethyl)-$l^{6}-sulfane Chemical compound FC(F)(F)S(F)(F)(F)(F)F QIYZKVMAFMDRTP-UHFFFAOYSA-N 0.000 description 4
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- KILNVBDSWZSGLL-KXQOOQHDSA-N 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCC KILNVBDSWZSGLL-KXQOOQHDSA-N 0.000 description 3
- TXLHNFOLHRXMAU-UHFFFAOYSA-N 2-(4-benzylphenoxy)-n,n-diethylethanamine;hydron;chloride Chemical compound Cl.C1=CC(OCCN(CC)CC)=CC=C1CC1=CC=CC=C1 TXLHNFOLHRXMAU-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
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- CZDYPVPMEAXLPK-UHFFFAOYSA-N tetramethylsilane Chemical compound C[Si](C)(C)C CZDYPVPMEAXLPK-UHFFFAOYSA-N 0.000 description 3
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- HDTRYLNUVZCQOY-UHFFFAOYSA-N α-D-glucopyranosyl-α-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OC1C(O)C(O)C(O)C(CO)O1 HDTRYLNUVZCQOY-UHFFFAOYSA-N 0.000 description 2
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- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 2
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- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 2
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Classifications
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K49/00—Preparations for testing in vivo
- A61K49/22—Echographic preparations; Ultrasound imaging preparations ; Optoacoustic imaging preparations
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K49/00—Preparations for testing in vivo
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K49/00—Preparations for testing in vivo
- A61K49/22—Echographic preparations; Ultrasound imaging preparations ; Optoacoustic imaging preparations
- A61K49/222—Echographic preparations; Ultrasound imaging preparations ; Optoacoustic imaging preparations characterised by a special physical form, e.g. emulsions, liposomes
- A61K49/223—Microbubbles, hollow microspheres, free gas bubbles, gas microspheres
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K49/00—Preparations for testing in vivo
- A61K49/22—Echographic preparations; Ultrasound imaging preparations ; Optoacoustic imaging preparations
- A61K49/222—Echographic preparations; Ultrasound imaging preparations ; Optoacoustic imaging preparations characterised by a special physical form, e.g. emulsions, liposomes
- A61K49/227—Liposomes, lipoprotein vesicles, e.g. LDL or HDL lipoproteins, micelles, e.g. phospholipidic or polymeric
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
- Y10T428/2982—Particulate matter [e.g., sphere, flake, etc.]
Landscapes
- Health & Medical Sciences (AREA)
- Public Health (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Acoustics & Sound (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Radiology & Medical Imaging (AREA)
- Physics & Mathematics (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
- Medicinal Preparation (AREA)
Applications Claiming Priority (3)
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GBGB9611894.8A GB9611894D0 (en) | 1996-06-07 | 1996-06-07 | Improvements in or relating to contrast agents |
GBGB9625663.1A GB9625663D0 (en) | 1996-12-11 | 1996-12-11 | Improvements in or relating to contrast agents |
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OA10839A true OA10839A (en) | 2001-08-13 |
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OA9800144A OA10839A (en) | 1996-02-19 | 1998-08-14 | Improvements in or relating to contrast agents |
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EP (2) | EP0881915B1 (fr) |
JP (1) | JP4418033B2 (fr) |
KR (1) | KR100500334B1 (fr) |
CN (1) | CN1278740C (fr) |
AP (1) | AP890A (fr) |
AT (1) | ATE238072T1 (fr) |
AU (1) | AU726503B2 (fr) |
BG (1) | BG102758A (fr) |
CA (1) | CA2246779C (fr) |
CZ (1) | CZ293986B6 (fr) |
DE (1) | DE69721235T2 (fr) |
EA (1) | EA001135B1 (fr) |
EE (1) | EE04224B1 (fr) |
ES (1) | ES2197986T3 (fr) |
HK (1) | HK1014872A1 (fr) |
HU (1) | HU229090B1 (fr) |
IL (1) | IL125748A (fr) |
NZ (1) | NZ331509A (fr) |
OA (1) | OA10839A (fr) |
PL (1) | PL328406A1 (fr) |
PT (1) | PT881915E (fr) |
SK (1) | SK284200B6 (fr) |
TR (1) | TR199801613T2 (fr) |
WO (1) | WO1997029783A1 (fr) |
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AU784367B2 (en) * | 1996-08-02 | 2006-03-16 | Ge Healthcare As | Improvements in or relating to contrast agents |
CA2262908A1 (fr) * | 1996-08-02 | 1998-02-12 | David Johnson | Agents de contraste pour l'imagerie par ultrasons du foie |
ES2209167T3 (es) * | 1997-08-12 | 2004-06-16 | Bracco Research S.A. | Composiciones administrables y metodo para produccion de imagenes por resonancia magnetica. |
GB9717476D0 (en) * | 1997-08-18 | 1997-10-22 | Nycomed Imaging As | Process |
GB9717588D0 (en) * | 1997-08-19 | 1997-10-22 | Nycomed Imaging As | Improvements in or relating to contrast agents |
GB9717589D0 (en) * | 1997-08-19 | 1997-10-22 | Nycomed Imaging As | Improvements in or relating to contrast agents |
GB9717542D0 (en) | 1997-08-19 | 1997-10-22 | Nycomed Imaging As | Process |
GB9726773D0 (en) | 1997-12-18 | 1998-02-18 | Nycomed Imaging As | Improvements in or relating to ultrasonagraphy |
WO1999055837A2 (fr) * | 1998-04-28 | 1999-11-04 | Nycomed Imaging As | Procedes de separation ameliores |
GB9813568D0 (en) | 1998-06-23 | 1998-08-19 | Nycomed Imaging As | Improvements in or relating to cardiac imaging |
US6514209B1 (en) | 1999-06-07 | 2003-02-04 | Drexel University | Method of enhancing ultrasonic techniques via measurement of ultraharmonic signals |
US20030103960A1 (en) * | 1999-12-22 | 2003-06-05 | Pierre Philippart | Sealant and bone generating product |
EP2286843A3 (fr) | 2000-06-02 | 2011-08-03 | Bracco Suisse SA | Composés pour le ciblage de cellules endothéliales |
NO20004795D0 (no) | 2000-09-26 | 2000-09-26 | Nycomed Imaging As | Peptidbaserte forbindelser |
KR100373712B1 (ko) * | 2000-12-23 | 2003-02-25 | 사회복지법인삼성생명공익재단(삼성서울병원) | 초음파 조영제 및 그의 제조방법 |
US6984373B2 (en) | 2000-12-23 | 2006-01-10 | Dyax Corp. | Fibrin binding moieties useful as imaging agents |
US6962071B2 (en) | 2001-04-06 | 2005-11-08 | Bracco Research S.A. | Method for improved measurement of local physical parameters in a fluid-filled cavity |
US20050239746A1 (en) * | 2002-02-01 | 2005-10-27 | Penkler Lawrence J | Pharmaceutical composition |
US7794693B2 (en) | 2002-03-01 | 2010-09-14 | Bracco International B.V. | Targeting vector-phospholipid conjugates |
US7261876B2 (en) | 2002-03-01 | 2007-08-28 | Bracco International Bv | Multivalent constructs for therapeutic and diagnostic applications |
CA2513044A1 (fr) | 2002-03-01 | 2004-08-05 | Dyax Corp. | Peptides de liaison kdr et vegf/kdr et leur utilisation a des fins diagnostiques et therapeutiques |
US8623822B2 (en) | 2002-03-01 | 2014-01-07 | Bracco Suisse Sa | KDR and VEGF/KDR binding peptides and their use in diagnosis and therapy |
US7211240B2 (en) | 2002-03-01 | 2007-05-01 | Bracco International B.V. | Multivalent constructs for therapeutic and diagnostic applications |
EP2014310B8 (fr) | 2002-03-01 | 2012-12-26 | Dyax Corp. | Peptides de liaison KDR et VEGF/KDR et leur utilisation pour le diagnostic et la thérapie |
NO20024755D0 (no) * | 2002-10-03 | 2002-10-03 | Amersham Health As | Metode |
KR20050072496A (ko) | 2002-11-29 | 2005-07-11 | 아머샴 헬스 에이에스 | 초음파 촬영 방법 |
MXPA05007730A (es) * | 2003-02-04 | 2006-01-31 | Bracco Int Bv | Agentes de contraste para ultrasonido y proceso para la preparacion de los mismos. |
US20070128117A1 (en) * | 2003-02-04 | 2007-06-07 | Bracco International B.V. | Ultrasound contrast agents and process for the preparation thereof |
ES2557286T3 (es) | 2003-03-03 | 2016-01-25 | Dyax Corp. | Usos de péptidos que se unen específicamente al receptor del HGF (cMet) |
US20060222694A1 (en) * | 2003-06-27 | 2006-10-05 | Oh Choon K | Stabilized topotecan liposomal composition and methods |
US20050019379A1 (en) | 2003-07-22 | 2005-01-27 | Kimberly-Clark Worldwide, Inc. | Wipe and methods for improving skin health |
NO20035401D0 (no) * | 2003-12-04 | 2003-12-04 | Amersham Health As | Metode |
WO2005063306A1 (fr) * | 2003-12-22 | 2005-07-14 | Bracco Research Sa | Systeme de microvesicule remplie de gaz a constituant actif pour l'imagerie de contraste |
US9750821B2 (en) * | 2003-12-22 | 2017-09-05 | Bracco Suisse S.A. | Gas-filled microvesicle assembly for contrast imaging |
US7025726B2 (en) | 2004-01-22 | 2006-04-11 | The Regents Of The University Of Nebraska | Detection of endothelial dysfunction by ultrasonic imaging |
CN101005858A (zh) | 2004-08-18 | 2007-07-25 | 伯拉考开发股份有限公司 | 用于反差成像的充气微泡组合物 |
WO2006044997A2 (fr) * | 2004-10-15 | 2006-04-27 | The Trustees Of Columbia University In The City Of New York | Systeme et procede de mesure localisee et d'imagerie de la viscosite de tissus |
WO2006044996A2 (fr) * | 2004-10-15 | 2006-04-27 | The Trustees Of Columbia University In The City Of New York | Systeme et procede pour la detection automatisee d'une frontiere de structures corporelles |
CN100427142C (zh) * | 2005-01-10 | 2008-10-22 | 重庆海扶(Hifu)技术有限公司 | 一种高强度聚焦超声治疗用助剂及其筛选方法 |
CN100574809C (zh) * | 2005-01-10 | 2009-12-30 | 重庆海扶(Hifu)技术有限公司 | 一种高强度聚焦超声治疗用氟碳乳剂类助剂及其应用 |
US10687785B2 (en) | 2005-05-12 | 2020-06-23 | The Trustees Of Columbia Univeristy In The City Of New York | System and method for electromechanical activation of arrhythmias |
WO2007035721A2 (fr) * | 2005-09-19 | 2007-03-29 | The Trustees Of Columbia University In The City Of New York | Systemes et procedes permettant d'ouvrir la barriere sang-cerveau d'un sujet par ultrasons |
DK2359864T3 (da) | 2005-12-09 | 2019-07-08 | Bracco Suisse Sa | Målrettende vektor-phospholipid-konjugater |
EP1797919A1 (fr) | 2005-12-16 | 2007-06-20 | Bracco Research S.A. | Dispositif pour le transfert de liquides pour récipient de distribution de médicaments |
WO2007088051A2 (fr) | 2006-01-31 | 2007-08-09 | Bayer Schering Pharma Aktiengesellschaft | Modulation de l'activite mdl-1 pour le traitement de maladies inflammatoires |
US7967753B2 (en) | 2006-08-01 | 2011-06-28 | Stichting Voor de Technische Wetenschappen of Van Vollenhovenlaan | Pulse inversion sequences for nonlinear imaging |
WO2008027520A2 (fr) * | 2006-08-30 | 2008-03-06 | The Trustees Of Columbia University In The City Of New York | Systèmes et procédés d'élastographie composite et d'imagerie d'ondes |
ATE469660T1 (de) | 2006-09-05 | 2010-06-15 | Bracco Research Sa | Gasgefüllte mikrovesikel mit polymer- modifizierten lipiden |
EP2005970A1 (fr) | 2007-06-22 | 2008-12-24 | Berlin Science Partners GmbH i.V. | Imagerie Diagnostique par combinaison de moyens de contraste |
WO2011035312A1 (fr) | 2009-09-21 | 2011-03-24 | The Trustees Of Culumbia University In The City Of New York | Systèmes et procédés pour ouvrir une barrière tissulaire |
JP2010005512A (ja) * | 2008-06-25 | 2010-01-14 | Kao Corp | 微細気泡前駆体組成物 |
GB0811856D0 (en) * | 2008-06-27 | 2008-07-30 | Ucl Business Plc | Magnetic microbubbles, methods of preparing them and their uses |
WO2010014977A1 (fr) * | 2008-08-01 | 2010-02-04 | The Trustees Of Columbia University In The City Of New York | Systèmes et procédés de mise en correspondance et d'imagerie de caractéristiques tissulaires |
WO2010030779A1 (fr) * | 2008-09-10 | 2010-03-18 | The Trustees Of Columbia University In The City Of New York | Isolement de microbulles à plage de dimension sélectionnée à partir de microbulles polydispersées |
WO2010030819A1 (fr) | 2008-09-10 | 2010-03-18 | The Trustees Of Columbia University In The City Of New York | Systèmes et procédés d'ouverture d'un tissu |
US10058837B2 (en) | 2009-08-28 | 2018-08-28 | The Trustees Of Columbia University In The City Of New York | Systems, methods, and devices for production of gas-filled microbubbles |
EP2477550A4 (fr) * | 2009-09-15 | 2013-12-04 | Univ Columbia | Systèmes, procédés et dispositifs pour microbulles |
US9700640B2 (en) * | 2009-09-21 | 2017-07-11 | Drexel University | Stabilized ultrasound contrast agent |
US8834846B2 (en) | 2010-05-06 | 2014-09-16 | Bruker Biospin Corporation | Fluorescent NIRF activatable probes for disease detection |
EP2600771A1 (fr) | 2010-08-06 | 2013-06-12 | The Trustees of Columbia University in the City of New York | Dispositifs, procédés et systèmes de contraste d'imagerie médicale |
WO2012136813A2 (fr) | 2011-04-07 | 2012-10-11 | Universitetet I Oslo | Agents pour un diagnostic par radar médical |
WO2012162664A1 (fr) | 2011-05-26 | 2012-11-29 | The Trustees Of Columbia University In The City Of New York | Systèmes et procédés d'ouverture de barrière tissulaire chez des primates |
WO2013164269A1 (fr) | 2012-04-30 | 2013-11-07 | Ge Healthcare As | Procédé pour le remplissage d'un récipient avec une composition moussable |
AU2013283409B2 (en) | 2012-06-26 | 2017-06-08 | Ge Healthcare As | Preparation of composition comprising gas microbubbles |
WO2014059170A1 (fr) | 2012-10-10 | 2014-04-17 | The Trustees Of Columbia University In The City Of New York | Systèmes et procédés de cartographique mécanique de rythme cardiaque |
US10010630B2 (en) | 2012-12-21 | 2018-07-03 | Bracco Suisse S.A. | Gas-filled microvesicles |
US9255907B2 (en) | 2013-03-14 | 2016-02-09 | Empire Technology Development Llc | Identification of surgical smoke |
WO2014144708A1 (fr) | 2013-03-15 | 2014-09-18 | The Regents Of The University Of California | Peptides à toxicité réduite stimulant un écoulement de cholestérol |
US9247921B2 (en) | 2013-06-07 | 2016-02-02 | The Trustees Of Columbia University In The City Of New York | Systems and methods of high frame rate streaming for treatment monitoring |
US10322178B2 (en) | 2013-08-09 | 2019-06-18 | The Trustees Of Columbia University In The City Of New York | Systems and methods for targeted drug delivery |
US10028723B2 (en) | 2013-09-03 | 2018-07-24 | The Trustees Of Columbia University In The City Of New York | Systems and methods for real-time, transcranial monitoring of blood-brain barrier opening |
GB201405735D0 (en) * | 2014-03-31 | 2014-05-14 | Ge Healthcare As | Ultrasound precursor preparation method |
DK3233136T3 (da) | 2014-12-18 | 2019-05-20 | Bracco Suisse Sa | Formulering med målrettede gasfyldte mikrovesikler |
WO2016199430A1 (fr) * | 2015-06-10 | 2016-12-15 | 学校法人帝京大学 | Préparation de bulles théranostiques (tb), et son procédé d'utilisation |
CN107233583B (zh) * | 2016-03-29 | 2020-04-24 | 北京飞锐达医疗科技有限公司 | 一种具有超长持续时间的超声造影剂及其制备方法 |
GB201821049D0 (en) * | 2018-12-21 | 2019-02-06 | Ge Healthcare As | Ultrasound contrast agent and methods for use therof |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5585112A (en) * | 1989-12-22 | 1996-12-17 | Imarx Pharmaceutical Corp. | Method of preparing gas and gaseous precursor-filled microspheres |
US5445813A (en) * | 1992-11-02 | 1995-08-29 | Bracco International B.V. | Stable microbubble suspensions as enhancement agents for ultrasound echography |
IN172208B (fr) * | 1990-04-02 | 1993-05-01 | Sint Sa | |
DE4100470A1 (de) * | 1991-01-09 | 1992-07-16 | Byk Gulden Lomberg Chem Fab | Echokontrastmittel |
GB9106673D0 (en) * | 1991-03-28 | 1991-05-15 | Hafslund Nycomed As | Improvements in or relating to contrast agents |
DE4328642A1 (de) * | 1993-08-26 | 1995-03-02 | Byk Gulden Lomberg Chem Fab | Ultraschallkontrastmittel |
GB9511488D0 (en) * | 1995-06-07 | 1995-08-02 | Nycomed Imaging As | Improvements in or relating to contrast agents |
US5846517A (en) * | 1996-09-11 | 1998-12-08 | Imarx Pharmaceutical Corp. | Methods for diagnostic imaging using a renal contrast agent and a vasodilator |
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1997
- 1997-02-19 NZ NZ331509A patent/NZ331509A/xx unknown
- 1997-02-19 CN CNB971931895A patent/CN1278740C/zh not_active Expired - Lifetime
- 1997-02-19 CA CA002246779A patent/CA2246779C/fr not_active Expired - Lifetime
- 1997-02-19 JP JP52913197A patent/JP4418033B2/ja not_active Expired - Lifetime
- 1997-02-19 PT PT97905222T patent/PT881915E/pt unknown
- 1997-02-19 AP APAP/P/1998/001319A patent/AP890A/en active
- 1997-02-19 KR KR10-1998-0706415A patent/KR100500334B1/ko active IP Right Grant
- 1997-02-19 EA EA199800745A patent/EA001135B1/ru active IP Right Revival
- 1997-02-19 EE EE9800249A patent/EE04224B1/xx not_active IP Right Cessation
- 1997-02-19 TR TR1998/01613T patent/TR199801613T2/xx unknown
- 1997-02-19 WO PCT/GB1997/000459 patent/WO1997029783A1/fr not_active Application Discontinuation
- 1997-02-19 AU AU18847/97A patent/AU726503B2/en not_active Ceased
- 1997-02-19 PL PL97328406A patent/PL328406A1/xx unknown
- 1997-02-19 ES ES97905222T patent/ES2197986T3/es not_active Expired - Lifetime
- 1997-02-19 SK SK1126-98A patent/SK284200B6/sk unknown
- 1997-02-19 EP EP97905222A patent/EP0881915B1/fr not_active Expired - Lifetime
- 1997-02-19 AT AT97905222T patent/ATE238072T1/de not_active IP Right Cessation
- 1997-02-19 HU HU9900813A patent/HU229090B1/hu unknown
- 1997-02-19 IL IL12574897A patent/IL125748A/en not_active IP Right Cessation
- 1997-02-19 EP EP03008699A patent/EP1331013A3/fr not_active Withdrawn
- 1997-02-19 CZ CZ19982625A patent/CZ293986B6/cs not_active IP Right Cessation
- 1997-02-19 DE DE69721235T patent/DE69721235T2/de not_active Expired - Lifetime
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1998
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- 1998-08-19 US US09/136,410 patent/US6221337B1/en not_active Expired - Lifetime
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1999
- 1999-01-08 HK HK99100075A patent/HK1014872A1/xx unknown
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2001
- 2001-02-15 US US09/783,793 patent/US20010010811A1/en not_active Abandoned
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2002
- 2002-11-22 US US10/302,800 patent/US20030202942A1/en not_active Abandoned
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