JP4238131B2 - 非シアノアクリレートレオロジー改良剤を有する塞栓用組成物 - Google Patents
非シアノアクリレートレオロジー改良剤を有する塞栓用組成物 Download PDFInfo
- Publication number
- JP4238131B2 JP4238131B2 JP2003521688A JP2003521688A JP4238131B2 JP 4238131 B2 JP4238131 B2 JP 4238131B2 JP 2003521688 A JP2003521688 A JP 2003521688A JP 2003521688 A JP2003521688 A JP 2003521688A JP 4238131 B2 JP4238131 B2 JP 4238131B2
- Authority
- JP
- Japan
- Prior art keywords
- composition
- poly
- composition according
- cyanoacrylate
- alkyl
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired - Lifetime
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 176
- 229920001651 Cyanoacrylate Polymers 0.000 title claims abstract description 68
- 239000006254 rheological additive Substances 0.000 title claims description 31
- MWCLLHOVUTZFKS-UHFFFAOYSA-N Methyl cyanoacrylate Chemical compound COC(=O)C(=C)C#N MWCLLHOVUTZFKS-UHFFFAOYSA-N 0.000 title claims description 28
- 230000010102 embolization Effects 0.000 title abstract description 3
- -1 alkyl cyanoacrylate Chemical compound 0.000 claims abstract description 60
- 239000000463 material Substances 0.000 claims abstract description 56
- 239000000178 monomer Substances 0.000 claims abstract description 42
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 35
- 239000004014 plasticizer Substances 0.000 claims abstract description 31
- 239000003381 stabilizer Substances 0.000 claims abstract description 16
- 229920000642 polymer Polymers 0.000 claims description 46
- 239000007787 solid Substances 0.000 claims description 38
- 150000001875 compounds Chemical class 0.000 claims description 16
- 239000003921 oil Substances 0.000 claims description 13
- 125000000217 alkyl group Chemical group 0.000 claims description 11
- 239000000725 suspension Substances 0.000 claims description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims description 9
- 239000003112 inhibitor Substances 0.000 claims description 7
- 239000011236 particulate material Substances 0.000 claims description 7
- 150000003254 radicals Chemical class 0.000 claims description 7
- 239000003963 antioxidant agent Substances 0.000 claims description 6
- 235000006708 antioxidants Nutrition 0.000 claims description 6
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 claims description 6
- 150000002148 esters Chemical class 0.000 claims description 6
- 229910052737 gold Inorganic materials 0.000 claims description 5
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 4
- 239000001913 cellulose Substances 0.000 claims description 4
- 229920002678 cellulose Polymers 0.000 claims description 4
- 229910052740 iodine Inorganic materials 0.000 claims description 4
- 239000011630 iodine Substances 0.000 claims description 4
- 239000011859 microparticle Substances 0.000 claims description 4
- 150000002895 organic esters Chemical class 0.000 claims description 4
- 230000003078 antioxidant effect Effects 0.000 claims description 3
- 229920001577 copolymer Polymers 0.000 claims description 3
- 150000001993 dienes Chemical class 0.000 claims description 3
- 150000007522 mineralic acids Chemical group 0.000 claims description 3
- 150000007524 organic acids Chemical class 0.000 claims description 3
- 229910052697 platinum Inorganic materials 0.000 claims description 3
- 229910052715 tantalum Inorganic materials 0.000 claims description 3
- 235000019155 vitamin A Nutrition 0.000 claims description 3
- 239000011719 vitamin A Substances 0.000 claims description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 2
- 241001465754 Metazoa Species 0.000 claims description 2
- 229930006000 Sucrose Natural products 0.000 claims description 2
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 claims description 2
- GEIAQOFPUVMAGM-UHFFFAOYSA-N ZrO Inorganic materials [Zr]=O GEIAQOFPUVMAGM-UHFFFAOYSA-N 0.000 claims description 2
- 125000005907 alkyl ester group Chemical group 0.000 claims description 2
- MGLUJXPJRXTKJM-UHFFFAOYSA-L bismuth subcarbonate Chemical compound O=[Bi]OC(=O)O[Bi]=O MGLUJXPJRXTKJM-UHFFFAOYSA-L 0.000 claims description 2
- 230000009477 glass transition Effects 0.000 claims description 2
- 229920000058 polyacrylate Polymers 0.000 claims description 2
- 229920002647 polyamide Polymers 0.000 claims description 2
- 229920000193 polymethacrylate Polymers 0.000 claims description 2
- 229920000098 polyolefin Polymers 0.000 claims description 2
- 229920002223 polystyrene Polymers 0.000 claims description 2
- 229920002635 polyurethane Polymers 0.000 claims description 2
- 239000005720 sucrose Substances 0.000 claims description 2
- 229920001567 vinyl ester resin Polymers 0.000 claims description 2
- 229910000014 Bismuth subcarbonate Inorganic materials 0.000 claims 1
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims 1
- 229910004158 TaO Inorganic materials 0.000 claims 1
- 229940036358 bismuth subcarbonate Drugs 0.000 claims 1
- HBGGXOJOCNVPFY-UHFFFAOYSA-N diisononyl phthalate Chemical group CC(C)CCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCC(C)C HBGGXOJOCNVPFY-UHFFFAOYSA-N 0.000 claims 1
- 235000011187 glycerol Nutrition 0.000 claims 1
- 239000010703 silicon Substances 0.000 claims 1
- 229910052710 silicon Inorganic materials 0.000 claims 1
- 239000011782 vitamin Substances 0.000 claims 1
- 235000013343 vitamin Nutrition 0.000 claims 1
- 229940088594 vitamin Drugs 0.000 claims 1
- 229930003231 vitamin Natural products 0.000 claims 1
- 229910052726 zirconium Inorganic materials 0.000 claims 1
- 238000000034 method Methods 0.000 abstract description 25
- 239000008280 blood Substances 0.000 abstract description 9
- 210000004369 blood Anatomy 0.000 abstract description 9
- 238000000518 rheometry Methods 0.000 abstract description 7
- 230000005856 abnormality Effects 0.000 abstract description 3
- 210000005166 vasculature Anatomy 0.000 abstract 1
- 230000003073 embolic effect Effects 0.000 description 37
- 239000007788 liquid Substances 0.000 description 22
- 239000002245 particle Substances 0.000 description 22
- 206010002329 Aneurysm Diseases 0.000 description 14
- 238000006116 polymerization reaction Methods 0.000 description 13
- 210000001519 tissue Anatomy 0.000 description 12
- MLIREBYILWEBDM-UHFFFAOYSA-N cyanoacetic acid Chemical compound OC(=O)CC#N MLIREBYILWEBDM-UHFFFAOYSA-N 0.000 description 11
- 210000004204 blood vessel Anatomy 0.000 description 10
- 238000011282 treatment Methods 0.000 description 10
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 8
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 8
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 7
- 206010028980 Neoplasm Diseases 0.000 description 7
- 230000002792 vascular Effects 0.000 description 7
- 230000006496 vascular abnormality Effects 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- 208000022211 Arteriovenous Malformations Diseases 0.000 description 6
- 239000002253 acid Substances 0.000 description 6
- 230000005744 arteriovenous malformation Effects 0.000 description 6
- 239000010931 gold Substances 0.000 description 6
- 239000011159 matrix material Substances 0.000 description 6
- 206010016717 Fistula Diseases 0.000 description 5
- 210000004027 cell Anatomy 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 238000011049 filling Methods 0.000 description 5
- 230000003890 fistula Effects 0.000 description 5
- 239000012530 fluid Substances 0.000 description 5
- 239000007972 injectable composition Substances 0.000 description 5
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 5
- 239000000843 powder Substances 0.000 description 5
- 238000012545 processing Methods 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 4
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 4
- 239000003814 drug Substances 0.000 description 4
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 4
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 4
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 4
- 230000000087 stabilizing effect Effects 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 208000005189 Embolism Diseases 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 201000008450 Intracranial aneurysm Diseases 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 125000005233 alkylalcohol group Chemical group 0.000 description 3
- 125000004429 atom Chemical group 0.000 description 3
- 230000000740 bleeding effect Effects 0.000 description 3
- 230000036770 blood supply Effects 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 230000008878 coupling Effects 0.000 description 3
- 238000010168 coupling process Methods 0.000 description 3
- 238000005859 coupling reaction Methods 0.000 description 3
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 239000010419 fine particle Substances 0.000 description 3
- 238000003384 imaging method Methods 0.000 description 3
- 150000002500 ions Chemical class 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 241000894007 species Species 0.000 description 3
- 230000009974 thixotropic effect Effects 0.000 description 3
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 description 2
- 239000004830 Super Glue Substances 0.000 description 2
- 208000027418 Wounds and injury Diseases 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 229960000583 acetic acid Drugs 0.000 description 2
- 235000011054 acetic acid Nutrition 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 150000001721 carbon Chemical group 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- NLCKLZIHJQEMCU-UHFFFAOYSA-N cyano prop-2-enoate Chemical class C=CC(=O)OC#N NLCKLZIHJQEMCU-UHFFFAOYSA-N 0.000 description 2
- 230000006378 damage Effects 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 201000010099 disease Diseases 0.000 description 2
- JJJFUHOGVZWXNQ-UHFFFAOYSA-N enbucrilate Chemical compound CCCCOC(=O)C(=C)C#N JJJFUHOGVZWXNQ-UHFFFAOYSA-N 0.000 description 2
- 229950010048 enbucrilate Drugs 0.000 description 2
- MMKRHZKQPFCLLS-UHFFFAOYSA-N ethyl myristate Chemical compound CCCCCCCCCCCCCC(=O)OCC MMKRHZKQPFCLLS-UHFFFAOYSA-N 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 239000000945 filler Substances 0.000 description 2
- 229910021485 fumed silica Inorganic materials 0.000 description 2
- 239000008103 glucose Substances 0.000 description 2
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 230000006872 improvement Effects 0.000 description 2
- 238000001802 infusion Methods 0.000 description 2
- 208000014674 injury Diseases 0.000 description 2
- 230000003993 interaction Effects 0.000 description 2
- 229910052741 iridium Inorganic materials 0.000 description 2
- GKOZUEZYRPOHIO-UHFFFAOYSA-N iridium atom Chemical compound [Ir] GKOZUEZYRPOHIO-UHFFFAOYSA-N 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 210000003205 muscle Anatomy 0.000 description 2
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 230000005855 radiation Effects 0.000 description 2
- 239000008247 solid mixture Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- GUVRBAGPIYLISA-UHFFFAOYSA-N tantalum atom Chemical compound [Ta] GUVRBAGPIYLISA-UHFFFAOYSA-N 0.000 description 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 2
- 208000019553 vascular disease Diseases 0.000 description 2
- 238000012800 visualization Methods 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- WGVKWNUPNGFDFJ-DQCZWYHMSA-N β-tocopherol Chemical compound OC1=CC(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C WGVKWNUPNGFDFJ-DQCZWYHMSA-N 0.000 description 2
- GZIFEOYASATJEH-VHFRWLAGSA-N δ-tocopherol Chemical compound OC1=CC(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1 GZIFEOYASATJEH-VHFRWLAGSA-N 0.000 description 2
- GVJHHUAWPYXKBD-IEOSBIPESA-N (R)-alpha-Tocopherol Natural products OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 description 1
- IFPMZBBHBZQTOV-UHFFFAOYSA-N 1,3,5-trinitro-2-(2,4,6-trinitrophenyl)-4-[2,4,6-trinitro-3-(2,4,6-trinitrophenyl)phenyl]benzene Chemical compound [O-][N+](=O)C1=CC([N+](=O)[O-])=CC([N+]([O-])=O)=C1C1=C([N+]([O-])=O)C=C([N+]([O-])=O)C(C=2C(=C(C=3C(=CC(=CC=3[N+]([O-])=O)[N+]([O-])=O)[N+]([O-])=O)C(=CC=2[N+]([O-])=O)[N+]([O-])=O)[N+]([O-])=O)=C1[N+]([O-])=O IFPMZBBHBZQTOV-UHFFFAOYSA-N 0.000 description 1
- FPIPGXGPPPQFEQ-UHFFFAOYSA-N 13-cis retinol Natural products OCC=C(C)C=CC=C(C)C=CC1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-UHFFFAOYSA-N 0.000 description 1
- WWZKQHOCKIZLMA-UHFFFAOYSA-N Caprylic acid Natural products CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 1
- GZIFEOYASATJEH-UHFFFAOYSA-N D-delta tocopherol Natural products OC1=CC(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1 GZIFEOYASATJEH-UHFFFAOYSA-N 0.000 description 1
- 241000047703 Nonion Species 0.000 description 1
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 1
- 241000283973 Oryctolagus cuniculus Species 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- 208000004717 Ruptured Aneurysm Diseases 0.000 description 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- FNYLWPVRPXGIIP-UHFFFAOYSA-N Triamterene Chemical compound NC1=NC2=NC(N)=NC(N)=C2N=C1C1=CC=CC=C1 FNYLWPVRPXGIIP-UHFFFAOYSA-N 0.000 description 1
- FPIPGXGPPPQFEQ-BOOMUCAASA-N Vitamin A Natural products OC/C=C(/C)\C=C\C=C(\C)/C=C/C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-BOOMUCAASA-N 0.000 description 1
- 238000002679 ablation Methods 0.000 description 1
- 239000000370 acceptor Substances 0.000 description 1
- 150000001242 acetic acid derivatives Chemical class 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 210000000577 adipose tissue Anatomy 0.000 description 1
- FPIPGXGPPPQFEQ-OVSJKPMPSA-N all-trans-retinol Chemical compound OC\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C FPIPGXGPPPQFEQ-OVSJKPMPSA-N 0.000 description 1
- 229940087168 alpha tocopherol Drugs 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 235000010323 ascorbic acid Nutrition 0.000 description 1
- 239000011668 ascorbic acid Substances 0.000 description 1
- 229960005070 ascorbic acid Drugs 0.000 description 1
- 239000000440 bentonite Substances 0.000 description 1
- 229910000278 bentonite Inorganic materials 0.000 description 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 description 1
- AUYFHLCJKFSVOG-UHFFFAOYSA-N benzene-1,4-diol;phosphoric acid Chemical compound OP(O)(O)=O.OC1=CC=C(O)C=C1 AUYFHLCJKFSVOG-UHFFFAOYSA-N 0.000 description 1
- GONOPSZTUGRENK-UHFFFAOYSA-N benzyl(trichloro)silane Chemical compound Cl[Si](Cl)(Cl)CC1=CC=CC=C1 GONOPSZTUGRENK-UHFFFAOYSA-N 0.000 description 1
- 229940066595 beta tocopherol Drugs 0.000 description 1
- 229920000249 biocompatible polymer Polymers 0.000 description 1
- 230000017531 blood circulation Effects 0.000 description 1
- 210000004556 brain Anatomy 0.000 description 1
- 210000000133 brain stem Anatomy 0.000 description 1
- 235000021466 carotenoid Nutrition 0.000 description 1
- 150000001747 carotenoids Chemical class 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 230000002490 cerebral effect Effects 0.000 description 1
- 239000013043 chemical agent Substances 0.000 description 1
- 238000001311 chemical methods and process Methods 0.000 description 1
- 238000002512 chemotherapy Methods 0.000 description 1
- 150000001860 citric acid derivatives Chemical class 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 239000002872 contrast media Substances 0.000 description 1
- 230000003013 cytotoxicity Effects 0.000 description 1
- 231100000135 cytotoxicity Toxicity 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 235000010389 delta-tocopherol Nutrition 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000018109 developmental process Effects 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 1
- 230000008034 disappearance Effects 0.000 description 1
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 1
- 208000035475 disorder Diseases 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- FGBJXOREULPLGL-UHFFFAOYSA-N ethyl cyanoacrylate Chemical compound CCOC(=O)C(=C)C#N FGBJXOREULPLGL-UHFFFAOYSA-N 0.000 description 1
- 239000008098 formaldehyde solution Substances 0.000 description 1
- 235000010382 gamma-tocopherol Nutrition 0.000 description 1
- WIGCFUFOHFEKBI-UHFFFAOYSA-N gamma-tocopherol Natural products CC(C)CCCC(C)CCCC(C)CCCC1CCC2C(C)C(O)C(C)C(C)C2O1 WIGCFUFOHFEKBI-UHFFFAOYSA-N 0.000 description 1
- 238000001415 gene therapy Methods 0.000 description 1
- 150000002314 glycerols Chemical class 0.000 description 1
- 229940093915 gynecological organic acid Drugs 0.000 description 1
- QNVRIHYSUZMSGM-UHFFFAOYSA-N hexan-2-ol Chemical compound CCCCC(C)O QNVRIHYSUZMSGM-UHFFFAOYSA-N 0.000 description 1
- RKVIEVIJBJXOFV-UHFFFAOYSA-N hexan-2-yl 2-cyanoprop-2-enoate Chemical compound CCCCC(C)OC(=O)C(=C)C#N RKVIEVIJBJXOFV-UHFFFAOYSA-N 0.000 description 1
- 239000011796 hollow space material Substances 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 239000012051 hydrophobic carrier Substances 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- LAYLQVBQIBQVLL-UHFFFAOYSA-N iofendylate Chemical compound CCOC(=O)CCCCCCCCC(C)C1=CC=C(I)C=C1 LAYLQVBQIBQVLL-UHFFFAOYSA-N 0.000 description 1
- 229920000831 ionic polymer Polymers 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 230000005012 migration Effects 0.000 description 1
- 238000013508 migration Methods 0.000 description 1
- 230000002794 monomerizing effect Effects 0.000 description 1
- DUWWHGPELOTTOE-UHFFFAOYSA-N n-(5-chloro-2,4-dimethoxyphenyl)-3-oxobutanamide Chemical compound COC1=CC(OC)=C(NC(=O)CC(C)=O)C=C1Cl DUWWHGPELOTTOE-UHFFFAOYSA-N 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- 125000003136 n-heptyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N n-hexanoic acid Natural products CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- JMOHEPRYPIIZQU-UHFFFAOYSA-N oxygen(2-);tantalum(2+) Chemical compound [O-2].[Ta+2] JMOHEPRYPIIZQU-UHFFFAOYSA-N 0.000 description 1
- BPUBBGLMJRNUCC-UHFFFAOYSA-N oxygen(2-);tantalum(5+) Chemical compound [O-2].[O-2].[O-2].[O-2].[O-2].[Ta+5].[Ta+5] BPUBBGLMJRNUCC-UHFFFAOYSA-N 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical class OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- 230000002285 radioactive effect Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- VSZWPYCFIRKVQL-UHFFFAOYSA-N selanylidenegallium;selenium Chemical compound [Se].[Se]=[Ga].[Se]=[Ga] VSZWPYCFIRKVQL-UHFFFAOYSA-N 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 210000002460 smooth muscle Anatomy 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 210000005070 sphincter Anatomy 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000001356 surgical procedure Methods 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 229910001936 tantalum oxide Inorganic materials 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 238000011285 therapeutic regimen Methods 0.000 description 1
- 150000003573 thiols Chemical class 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- AOBORMOPSGHCAX-DGHZZKTQSA-N tocofersolan Chemical compound OCCOC(=O)CCC(=O)OC1=C(C)C(C)=C2O[C@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C AOBORMOPSGHCAX-DGHZZKTQSA-N 0.000 description 1
- 229960000984 tocofersolan Drugs 0.000 description 1
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
- 239000010937 tungsten Substances 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 201000011531 vascular cancer Diseases 0.000 description 1
- 210000005167 vascular cell Anatomy 0.000 description 1
- 206010055031 vascular neoplasm Diseases 0.000 description 1
- 239000004034 viscosity adjusting agent Substances 0.000 description 1
- 235000019154 vitamin C Nutrition 0.000 description 1
- 239000011718 vitamin C Substances 0.000 description 1
- 235000019165 vitamin E Nutrition 0.000 description 1
- 239000011709 vitamin E Substances 0.000 description 1
- 229940045997 vitamin a Drugs 0.000 description 1
- 235000004835 α-tocopherol Nutrition 0.000 description 1
- 239000002076 α-tocopherol Substances 0.000 description 1
- 239000011590 β-tocopherol Substances 0.000 description 1
- 235000007680 β-tocopherol Nutrition 0.000 description 1
- 239000002478 γ-tocopherol Substances 0.000 description 1
- QUEDXNHFTDJVIY-DQCZWYHMSA-N γ-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1 QUEDXNHFTDJVIY-DQCZWYHMSA-N 0.000 description 1
- 239000002446 δ-tocopherol Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F20/00—Homopolymers and copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
- C08F20/02—Monocarboxylic acids having less than ten carbon atoms, Derivatives thereof
- C08F20/10—Esters
- C08F20/26—Esters containing oxygen in addition to the carboxy oxygen
- C08F20/32—Esters containing oxygen in addition to the carboxy oxygen containing epoxy radicals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L24/00—Surgical adhesives or cements; Adhesives for colostomy devices
- A61L24/04—Surgical adhesives or cements; Adhesives for colostomy devices containing macromolecular materials
- A61L24/06—Surgical adhesives or cements; Adhesives for colostomy devices containing macromolecular materials obtained by reactions only involving carbon-to-carbon unsaturated bonds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L2430/00—Materials or treatment for tissue regeneration
- A61L2430/36—Materials or treatment for tissue regeneration for embolization or occlusion, e.g. vaso-occlusive compositions or devices
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Surgery (AREA)
- Polymers & Plastics (AREA)
- Epidemiology (AREA)
- Materials For Medical Uses (AREA)
- Polymerisation Methods In General (AREA)
- Graft Or Block Polymers (AREA)
- Dental Preparations (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Surgical Instruments (AREA)
Description
酸化防止剤の例は、限定されず、ビタミンA、C及びE(例えば、カロテノイド、アスコル
ビン酸、アルファ−トコフェロール、ベータ−トコフェロール、デルタ−トコフェロール、ガンマ−トコフェロール、それらのエステル及び同種のもの、或いは、それらの混合物)が含まれる。
レオロジー改良剤は、放射線不透過剤と異なり、塞栓用組成物で流体力学特性及び結合性のある特性を変更する。無機微粒子材料は、典型的に放射線不透過剤及び可塑剤の両方に組み入れられる。無機微粒子材料は、フュームドシリカ、ケイ酸土壌、例えば、ベントナイト、或いは、チキソトロピー、疑似塑性、又は塑性の流動性の特性を有するために塞栓性組成物のレオロジーを変更することができる他の無機微粒子ゲル化材料又は懸濁液材料からなる群から選択される。微粒子材料が塞栓用組成物へチキソトロピーの性質を与えれば、レオロジー改良剤のサイズ及び濃度は、適切な微粒子材料の広範囲から選択される。適切な材料は、例えば、直径で約10ナノメータ(0.1ミクロン)のフュームドシリカ粒子を含有しており、一般的に選択される粒子の性質により、直径で約5ミクロン以下の粒子を含有されてもよい。無機微粒子のレオロジー改良剤を含有する塞栓用組成物は、最初の流体力学の剪断速度の環境から別の流体力学の剪断速度の環境まで変化することで外見上の粘度の変化を示す。求められる効力は、典型的に「貧弱な剪断の挙動」として引用される。例えば、マイクロカテーテルによって流動するとき、塞栓用組成物は、低い外見上の粘度を有し、マイクロカテーテルを出て、もはや流動していないとき、比較的高い外見上の粘度を有している。粘度の変化は、アルキルシアノアクリレート単量体の重合に関係していないが、任意の化学反応がない状態で液体の塞栓用組成物の特性である。
Claims (19)
- アルキルシアノアクリレート単量体、安定剤及び可塑剤を含有しているマトリックス形成成分と、
放射線不透過剤を含有する固体凝集物材料と、
平均分子量が200,000より大きい高分子非シアノアクリレートレオロジー改良剤とを含有し、
前記非シアノアクリレートレオロジー改良剤は、ポリ(アクリレート)、ポリ(アルケン)、ポリ(アルキルオキシド)、ポリ(アミド)、ポリ(カーボネート)、セルロースポリマー、セルロース共重合体、ポリ(ジエン)、ポリ(エステル)、ポリ(メタクリレート)、ポリ(蔗糖エステル)、ポリ(シロキサン)、ポリ(スチレン)、ポリ(ウレタン)、ポリ(ビニルエーテル)、ポリ(ビニルエステル)、ヨウ素成分を有するポリマー、ヨウ素成分を有する共重合体、及び、それらの混合物からなる群から選択されるものである、組成物。 - 前記固体凝集物材料は、無機微粒子材料を含有する第2の非シアノアクリレートレオロジー改良剤を含有している請求項1記載の組成物。
- 前記非シアノアクリレートレオロジー改良剤は、アルキルシアノアクリレート単量体又は可塑剤中に可溶である請求項1記載の組成物。
- 前記非シアノアクリレートレオロジー改良剤は、マトリックス形成成分の重量に対して、1%以上10%以下で含有しているポリマーである請求項1記載の組成物。
- 前記非シアノアクリレートレオロジー改良剤は、マトリックス形成成分の重量に対して、1%以上5%以下で含有しているポリマーである請求項1記載の組成物。
- 前記アルキルシアノアクリレート単量体は、構造式H2C=C(CN)−C(O)ORの化合物であり、
前記Rは炭素数1〜18のアルキル基である請求項1記載の組成物。 - 前記Rは炭素数4〜10のアルキル基である請求項6記載の組成物。
- 前記アルキルシアノアクリレート単量体は、マトリックス形成成分の重量に対して、20%以上75%以下で有している請求項1記載の組成物。
- 前記アルキルシアノアクリレート単量体は、マトリックス形成成分の重量に対して、30%以上70%以下で有している請求項1記載の組成物。
- 前記安定剤は、無機酸、有機酸、遊離基抑制剤、酸化防止剤又はそれらの混合物である請求項1記載の組成物。
- 前記安定剤は、50ppm以上500ppm以下で有している請求項1記載の組成物。
- 放射線不透過剤は、Ta、TaO、Au、Pt、Zr、ZrO、ビスマスサブカーボネート及び硫酸バリウムからなる群から選択される請求項1記載の組成物。
- 放射線不透過剤は、前記組成物中の前記微粒子の懸濁液の安定性を改善するために、前記微粒子の表面に吸着する又は結合する表面改良分子を有する放射線不透過性微粒子を含有している請求項1記載の組成物。
- 前記放射線不透過剤は、固体凝集物材料の体積に対して、25%以上100%以下で含有している請求項1記載の組成物。
- 前記放射線不透過剤は、固体凝集物材料の体積に対して、60%以上100%以下で含有している請求項1記載の組成物。
- 前記可塑剤は、10以上の炭素原子の有機エステル及び20℃未満のガラス転移温度を有しているポリマー化合物からなる群から選択される請求項1記載の組成物。
- 前記可塑剤は、芳香族エステル、アルキルエステル、フタル酸エステル、クエン酸エステル、グリセリンエステル、植物由来油、動物由来油、シリコン油、ヨウ素化油、ビタミンA、C、E、それらのビタミンのエステル、およびそれらの混合物からなる群から選択される請求項1記載の組成物。
- 前記可塑剤は、マトリックス形成成分の重量に対して、10%以上75%以下で含有している請求項1記載の組成物。
- 前記可塑剤は、マトリックス形成成分の重量に対して、30%以上60%以下で含有している請求項1記載の組成物。
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US09/933,316 US7687053B2 (en) | 2001-08-20 | 2001-08-20 | Embolic compositions with non-cyanoacrylate rheology modifying agents |
PCT/US2002/021532 WO2003016364A1 (en) | 2001-08-20 | 2002-07-09 | Embolic compositions with non-cyanoacrylate rheology modifying agents |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2008288650A Division JP2009072610A (ja) | 2001-08-20 | 2008-11-11 | 非シアノアクリレートレオロジー改良剤を有する塞栓用組成物の使用 |
Publications (3)
Publication Number | Publication Date |
---|---|
JP2005500414A JP2005500414A (ja) | 2005-01-06 |
JP2005500414A5 JP2005500414A5 (ja) | 2006-01-05 |
JP4238131B2 true JP4238131B2 (ja) | 2009-03-11 |
Family
ID=25463727
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2003521688A Expired - Lifetime JP4238131B2 (ja) | 2001-08-20 | 2002-07-09 | 非シアノアクリレートレオロジー改良剤を有する塞栓用組成物 |
JP2008288650A Pending JP2009072610A (ja) | 2001-08-20 | 2008-11-11 | 非シアノアクリレートレオロジー改良剤を有する塞栓用組成物の使用 |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2008288650A Pending JP2009072610A (ja) | 2001-08-20 | 2008-11-11 | 非シアノアクリレートレオロジー改良剤を有する塞栓用組成物の使用 |
Country Status (7)
Country | Link |
---|---|
US (2) | US7687053B2 (ja) |
EP (1) | EP1425319B1 (ja) |
JP (2) | JP4238131B2 (ja) |
AT (1) | ATE374219T1 (ja) |
CA (1) | CA2452505A1 (ja) |
DE (1) | DE60222680T2 (ja) |
WO (1) | WO2003016364A1 (ja) |
Families Citing this family (63)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20070032853A1 (en) * | 2002-03-27 | 2007-02-08 | Hossainy Syed F | 40-O-(2-hydroxy)ethyl-rapamycin coated stent |
DE60239528D1 (de) * | 2001-05-01 | 2011-05-05 | Corium International Redwood City | Zweiphasige, wasserabsorbierende bioadhäsive zusammenstezung |
US7687053B2 (en) * | 2001-08-20 | 2010-03-30 | Boston Scientific Scimed, Inc. | Embolic compositions with non-cyanoacrylate rheology modifying agents |
US7459142B2 (en) * | 2002-06-06 | 2008-12-02 | Micro Therapeutics, Inc. | High viscosity embolizing compositions comprising prepolymers |
US8425549B2 (en) | 2002-07-23 | 2013-04-23 | Reverse Medical Corporation | Systems and methods for removing obstructive matter from body lumens and treating vascular defects |
DE602004015574D1 (de) * | 2003-02-26 | 2008-09-18 | Micro Therapeutics Inc | Emboliezusammensetzungen enthaltend pyrogenes silicium |
US20050025707A1 (en) * | 2003-02-27 | 2005-02-03 | Patterson William R. | Fumed silica embolic compositions |
WO2005067990A1 (en) * | 2004-01-07 | 2005-07-28 | Boston Scientific Santa Rosa Corporation | Methods, compositions, and devices for embolizing body lumens |
US8173176B2 (en) | 2004-03-30 | 2012-05-08 | Boston Scientific Scimed, Inc. | Embolization |
AU2005247490B2 (en) | 2004-05-25 | 2011-05-19 | Covidien Lp | Flexible vascular occluding device |
US9675476B2 (en) | 2004-05-25 | 2017-06-13 | Covidien Lp | Vascular stenting for aneurysms |
KR101300437B1 (ko) | 2004-05-25 | 2013-08-26 | 코비디엔 엘피 | 동맥류용 혈관 스텐트 |
US7963287B2 (en) | 2005-04-28 | 2011-06-21 | Boston Scientific Scimed, Inc. | Tissue-treatment methods |
US9463426B2 (en) | 2005-06-24 | 2016-10-11 | Boston Scientific Scimed, Inc. | Methods and systems for coating particles |
US20070078207A1 (en) * | 2005-09-30 | 2007-04-05 | Jonn Jerry Y | Stabilizer cyanoacrylate formulations |
US20070184087A1 (en) * | 2006-02-06 | 2007-08-09 | Bioform Medical, Inc. | Polysaccharide compositions for use in tissue augmentation |
US8152833B2 (en) | 2006-02-22 | 2012-04-10 | Tyco Healthcare Group Lp | Embolic protection systems having radiopaque filter mesh |
US9320837B2 (en) * | 2006-05-12 | 2016-04-26 | CARDINAL HEALTH SWITZERLAND 515 GmbH | Balloon expandable bioabsorbable drug eluting flexible stent |
WO2007134222A2 (en) * | 2006-05-12 | 2007-11-22 | Cordis Corporation | Baloon expandable bioabsorbable drug eluting stent |
WO2009064698A1 (en) * | 2007-11-12 | 2009-05-22 | Valor Medical, Inc. | Single vial formulation for medical grade cyanoacrylate |
US7972373B2 (en) * | 2007-12-19 | 2011-07-05 | Advanced Technologies And Regenerative Medicine, Llc | Balloon expandable bioabsorbable stent with a single stress concentration region interconnecting adjacent struts |
SG189809A1 (en) | 2008-04-21 | 2013-05-31 | Nfocus Neuromedical Inc | Braid-ball embolic devices and delivery systems |
US9675482B2 (en) | 2008-05-13 | 2017-06-13 | Covidien Lp | Braid implant delivery systems |
CN105212984B (zh) | 2009-02-20 | 2017-12-22 | 柯惠有限合伙公司 | 用于治疗静脉机能不全的静脉闭塞的方法和装置 |
US8409269B2 (en) | 2009-12-21 | 2013-04-02 | Covidien Lp | Procedures for vascular occlusion |
JP6087281B2 (ja) | 2010-09-10 | 2017-03-01 | メディナ メディカル,インコーポレイテッド | 血管異常を治療するデバイス及び方法 |
US8998947B2 (en) | 2010-09-10 | 2015-04-07 | Medina Medical, Inc. | Devices and methods for the treatment of vascular defects |
US9351859B2 (en) | 2010-12-06 | 2016-05-31 | Covidien Lp | Vascular remodeling device |
WO2012134990A1 (en) | 2011-03-25 | 2012-10-04 | Tyco Healthcare Group Lp | Vascular remodeling device |
US10196543B2 (en) | 2011-03-31 | 2019-02-05 | Adhezion Biomedical, Llc | Fast bonding hair/eyelash extension adhesive compositions based on medical grade high viscosity cyanoacrylates |
CN103547222B (zh) | 2011-05-11 | 2016-02-10 | 柯惠有限合伙公司 | 脉管重塑装置 |
WO2013013080A1 (en) | 2011-07-20 | 2013-01-24 | Sapheon, Inc. | Enhanced ultrasound visualization of intravascular devices |
US9060886B2 (en) | 2011-09-29 | 2015-06-23 | Covidien Lp | Vascular remodeling device |
US9072620B2 (en) | 2011-11-04 | 2015-07-07 | Covidien Lp | Protuberant aneurysm bridging device deployment method |
US9011480B2 (en) | 2012-01-20 | 2015-04-21 | Covidien Lp | Aneurysm treatment coils |
US8808620B1 (en) | 2012-02-22 | 2014-08-19 | Sapheon, Inc. | Sterilization process design for a medical adhesive |
US9452070B2 (en) | 2012-10-31 | 2016-09-27 | Covidien Lp | Methods and systems for increasing a density of a region of a vascular device |
US20140135811A1 (en) | 2012-11-13 | 2014-05-15 | Covidien Lp | Occlusive devices |
US10736758B2 (en) | 2013-03-15 | 2020-08-11 | Covidien | Occlusive device |
CN110169802B (zh) | 2013-03-15 | 2022-07-08 | 柯惠有限合伙公司 | 血管植入物的输送与分离机构 |
EP3068337B1 (en) | 2013-11-13 | 2022-10-05 | Covidien LP | Galvanically assisted attachment of medical devices to thrombus |
WO2015105878A1 (en) | 2014-01-07 | 2015-07-16 | Covidien Lp | Cyanoacrylate compositions including non-agglomerating radiopaque nanoparticles |
AU2015243218B2 (en) * | 2014-04-11 | 2019-03-21 | Covidien Lp | Tagged surgical instruments and methods therefor |
US9713475B2 (en) | 2014-04-18 | 2017-07-25 | Covidien Lp | Embolic medical devices |
US9814466B2 (en) | 2014-08-08 | 2017-11-14 | Covidien Lp | Electrolytic and mechanical detachment for implant delivery systems |
US10314593B2 (en) | 2015-09-23 | 2019-06-11 | Covidien Lp | Occlusive devices |
US10478194B2 (en) | 2015-09-23 | 2019-11-19 | Covidien Lp | Occlusive devices |
WO2017165833A1 (en) | 2016-03-24 | 2017-09-28 | Covidien Lp | Thin wall constructions for vascular flow diversion |
US10828039B2 (en) | 2016-06-27 | 2020-11-10 | Covidien Lp | Electrolytic detachment for implantable devices |
US10828037B2 (en) | 2016-06-27 | 2020-11-10 | Covidien Lp | Electrolytic detachment with fluid electrical connection |
US11051822B2 (en) | 2016-06-28 | 2021-07-06 | Covidien Lp | Implant detachment with thermal activation |
US10478195B2 (en) | 2016-08-04 | 2019-11-19 | Covidien Lp | Devices, systems, and methods for the treatment of vascular defects |
US10576099B2 (en) | 2016-10-21 | 2020-03-03 | Covidien Lp | Injectable scaffold for treatment of intracranial aneurysms and related technology |
US10675036B2 (en) | 2017-08-22 | 2020-06-09 | Covidien Lp | Devices, systems, and methods for the treatment of vascular defects |
US11065009B2 (en) | 2018-02-08 | 2021-07-20 | Covidien Lp | Vascular expandable devices |
US11065136B2 (en) | 2018-02-08 | 2021-07-20 | Covidien Lp | Vascular expandable devices |
US10905432B2 (en) | 2018-08-22 | 2021-02-02 | Covidien Lp | Aneurysm treatment coils and associated systems and methods of use |
US10912569B2 (en) | 2018-08-22 | 2021-02-09 | Covidien Lp | Aneurysm treatment coils and associated systems and methods of use |
US11678887B2 (en) | 2018-12-17 | 2023-06-20 | Covidien Lp | Devices, systems, and methods for the treatment of vascular defects |
US11826863B2 (en) | 2019-11-04 | 2023-11-28 | Covidien Lp | Systems and methods for treating aneurysms |
US11931041B2 (en) | 2020-05-12 | 2024-03-19 | Covidien Lp | Devices, systems, and methods for the treatment of vascular defects |
CN112870428B (zh) * | 2021-01-21 | 2022-05-27 | 北京冠合医疗科技有限公司 | 一种显影清晰的栓塞材料及其制备方法 |
CN115364272B (zh) * | 2022-09-09 | 2023-08-08 | 江西博恩锐尔生物科技有限公司 | 柔软度可调的血管栓塞剂及其制备方法 |
Family Cites Families (32)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
NL277423A (ja) | 1961-04-20 | |||
US3896077A (en) * | 1966-10-10 | 1975-07-22 | Fred Leonard | Underwater adhesive |
US3728375A (en) | 1971-05-12 | 1973-04-17 | Eastman Kodak Co | Cyanoacrylate adhesive compositions |
US4406878A (en) * | 1978-08-02 | 1983-09-27 | Eastman Kodak Company | Iodinated contrast agent for radiography |
DE2850918A1 (de) * | 1978-11-24 | 1980-06-04 | Bayer Ag | Roentgenopake dentalwerkstoffe auf basis von organischen kunststoffen in pastoeser form |
IL63876A0 (en) | 1980-10-20 | 1981-12-31 | Population Res Inc | Radiopaque cyanoacrylates |
US4713235A (en) | 1981-05-26 | 1987-12-15 | Crx Medical, Inc. | Radiopaque cyanoacrylates |
CA1225585A (en) * | 1983-06-30 | 1987-08-18 | Maria T. Litvinova | Composition for embolization of blood vessels |
US5322499A (en) | 1985-09-20 | 1994-06-21 | Liprie Sam F | Continuous sheated low dose radioactive core adapted for cutting into short sealed segments |
GB8729140D0 (en) | 1987-12-14 | 1988-01-27 | Lingner & Fischer Gmbh | Adhesive |
US5326552A (en) * | 1992-12-17 | 1994-07-05 | Sterling Winthrop Inc. | Formulations for nanoparticulate x-ray blood pool contrast agents using high molecular weight nonionic surfactants |
AU7655194A (en) | 1993-09-09 | 1995-03-27 | Schering Aktiengesellschaft | Active principles and gas containing microparticles |
US5795331A (en) | 1994-01-24 | 1998-08-18 | Micro Therapeutics, Inc. | Balloon catheter for occluding aneurysms of branch vessels |
US5739205A (en) | 1994-06-08 | 1998-04-14 | Taoka Chemical Company, Limited | α-cyanoacrylate adhesive composition |
DE69503844T2 (de) | 1994-06-08 | 1999-04-22 | Taoka Chemical Co Ltd | Klebemittelzusammensetzung auf Alphacyanoacrylat Basis |
JPH08259899A (ja) * | 1995-03-23 | 1996-10-08 | Three Bond Co Ltd | シアノアクリレート系接着剤組成物 |
US5795922A (en) * | 1995-06-06 | 1998-08-18 | Clemson University | Bone cement composistion containing microencapsulated radiopacifier and method of making same |
US5591195A (en) | 1995-10-30 | 1997-01-07 | Taheri; Syde | Apparatus and method for engrafting a blood vessel |
US5882334A (en) | 1995-12-04 | 1999-03-16 | Target Therapeutics, Inc. | Balloon/delivery catheter assembly with adjustable balloon positioning |
US5702361A (en) | 1996-01-31 | 1997-12-30 | Micro Therapeutics, Inc. | Method for embolizing blood vessels |
US5817343A (en) | 1996-05-14 | 1998-10-06 | Alkermes, Inc. | Method for fabricating polymer-based controlled-release devices |
EP0928195B1 (en) * | 1996-05-31 | 2003-01-02 | Micro Therapeutics, Inc. | Compositions for use in embolizing blood vessels |
US5925683A (en) * | 1996-10-17 | 1999-07-20 | Target Therapeutics, Inc. | Liquid embolic agents |
US6020004A (en) | 1997-04-17 | 2000-02-01 | Amgen Inc. | Biodegradable microparticles for the sustained delivery of therapeutic drugs |
US6476070B2 (en) * | 1997-09-11 | 2002-11-05 | Provasis Therapeutics Inc. | Compositions useful for remodeling body spaces |
US6037366A (en) | 1997-09-11 | 2000-03-14 | Prohold Medical Technologies, Inc. | Composition for creating vascular occlusions |
US6538026B1 (en) * | 1997-09-11 | 2003-03-25 | Provasis Therapeutics, Inc. | Compositions useful for remodeling body spaces |
US6476069B2 (en) * | 1997-09-11 | 2002-11-05 | Provasis Therapeutics Inc. | Compositions for creating embolic agents and uses thereof |
US6015541A (en) | 1997-11-03 | 2000-01-18 | Micro Therapeutics, Inc. | Radioactive embolizing compositions |
US6015424A (en) | 1998-04-28 | 2000-01-18 | Microvention, Inc. | Apparatus and method for vascular embolization |
US6203779B1 (en) * | 1999-03-19 | 2001-03-20 | Charlie Ricci | Methods for treating endoleaks during endovascular repair of abdominal aortic aneurysms |
US7687053B2 (en) * | 2001-08-20 | 2010-03-30 | Boston Scientific Scimed, Inc. | Embolic compositions with non-cyanoacrylate rheology modifying agents |
-
2001
- 2001-08-20 US US09/933,316 patent/US7687053B2/en active Active
-
2002
- 2002-07-09 EP EP02746922A patent/EP1425319B1/en not_active Expired - Lifetime
- 2002-07-09 DE DE60222680T patent/DE60222680T2/de not_active Expired - Lifetime
- 2002-07-09 WO PCT/US2002/021532 patent/WO2003016364A1/en active IP Right Grant
- 2002-07-09 AT AT02746922T patent/ATE374219T1/de not_active IP Right Cessation
- 2002-07-09 JP JP2003521688A patent/JP4238131B2/ja not_active Expired - Lifetime
- 2002-07-09 CA CA002452505A patent/CA2452505A1/en not_active Abandoned
-
2008
- 2008-11-11 JP JP2008288650A patent/JP2009072610A/ja active Pending
-
2010
- 2010-02-17 US US12/707,373 patent/US20100144895A1/en not_active Abandoned
Also Published As
Publication number | Publication date |
---|---|
EP1425319A1 (en) | 2004-06-09 |
US20030039696A1 (en) | 2003-02-27 |
JP2009072610A (ja) | 2009-04-09 |
CA2452505A1 (en) | 2003-02-27 |
EP1425319B1 (en) | 2007-09-26 |
JP2005500414A (ja) | 2005-01-06 |
ATE374219T1 (de) | 2007-10-15 |
US20100144895A1 (en) | 2010-06-10 |
WO2003016364A1 (en) | 2003-02-27 |
DE60222680D1 (de) | 2007-11-08 |
US7687053B2 (en) | 2010-03-30 |
DE60222680T2 (de) | 2008-06-12 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP4238131B2 (ja) | 非シアノアクリレートレオロジー改良剤を有する塞栓用組成物 | |
JP6710746B2 (ja) | ポリマー治療組成物 | |
CA2481365C (en) | Occlusive composition comprising a poly (2-cyanoacrylate) monomer | |
AU778078B2 (en) | Cyanoacrylates comprising inhibitors and an opacifying agent as adhesives | |
JP2003534406A (ja) | 重合可能な組成物および使用法 | |
US20040197302A1 (en) | Prepolymeric materials for site specific delivery to the body |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A711 | Notification of change in applicant |
Free format text: JAPANESE INTERMEDIATE CODE: A711 Effective date: 20041025 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A821 Effective date: 20041025 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20050630 |
|
A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20050630 |
|
A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20071116 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20071204 |
|
A601 | Written request for extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A601 Effective date: 20080229 |
|
A602 | Written permission of extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A602 Effective date: 20080307 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20080403 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20080513 |
|
A601 | Written request for extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A601 Effective date: 20080811 |
|
A602 | Written permission of extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A602 Effective date: 20080821 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20081111 |
|
TRDD | Decision of grant or rejection written | ||
A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20081209 |
|
A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 |
|
A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20081219 |
|
R150 | Certificate of patent or registration of utility model |
Ref document number: 4238131 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20111226 Year of fee payment: 3 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20111226 Year of fee payment: 3 |
|
RD02 | Notification of acceptance of power of attorney |
Free format text: JAPANESE INTERMEDIATE CODE: R3D02 |
|
RD04 | Notification of resignation of power of attorney |
Free format text: JAPANESE INTERMEDIATE CODE: R3D04 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20111226 Year of fee payment: 3 |
|
RD04 | Notification of resignation of power of attorney |
Free format text: JAPANESE INTERMEDIATE CODE: R3D04 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20111226 Year of fee payment: 3 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20121226 Year of fee payment: 4 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20121226 Year of fee payment: 4 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20131226 Year of fee payment: 5 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
S111 | Request for change of ownership or part of ownership |
Free format text: JAPANESE INTERMEDIATE CODE: R313113 |
|
S531 | Written request for registration of change of domicile |
Free format text: JAPANESE INTERMEDIATE CODE: R313531 |
|
S111 | Request for change of ownership or part of ownership |
Free format text: JAPANESE INTERMEDIATE CODE: R313117 |
|
R350 | Written notification of registration of transfer |
Free format text: JAPANESE INTERMEDIATE CODE: R350 |
|
R371 | Transfer withdrawn |
Free format text: JAPANESE INTERMEDIATE CODE: R371 |
|
S111 | Request for change of ownership or part of ownership |
Free format text: JAPANESE INTERMEDIATE CODE: R313117 |
|
R350 | Written notification of registration of transfer |
Free format text: JAPANESE INTERMEDIATE CODE: R350 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
S111 | Request for change of ownership or part of ownership |
Free format text: JAPANESE INTERMEDIATE CODE: R313117 |
|
S531 | Written request for registration of change of domicile |
Free format text: JAPANESE INTERMEDIATE CODE: R313531 |
|
S533 | Written request for registration of change of name |
Free format text: JAPANESE INTERMEDIATE CODE: R313533 |
|
R371 | Transfer withdrawn |
Free format text: JAPANESE INTERMEDIATE CODE: R371 |
|
S111 | Request for change of ownership or part of ownership |
Free format text: JAPANESE INTERMEDIATE CODE: R313117 |
|
R360 | Written notification for declining of transfer of rights |
Free format text: JAPANESE INTERMEDIATE CODE: R360 |
|
R360 | Written notification for declining of transfer of rights |
Free format text: JAPANESE INTERMEDIATE CODE: R360 |
|
R371 | Transfer withdrawn |
Free format text: JAPANESE INTERMEDIATE CODE: R371 |
|
R360 | Written notification for declining of transfer of rights |
Free format text: JAPANESE INTERMEDIATE CODE: R360 |
|
R360 | Written notification for declining of transfer of rights |
Free format text: JAPANESE INTERMEDIATE CODE: R360 |
|
R371 | Transfer withdrawn |
Free format text: JAPANESE INTERMEDIATE CODE: R371 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
EXPY | Cancellation because of completion of term |