CA2481365C - Occlusive composition comprising a poly (2-cyanoacrylate) monomer - Google Patents
Occlusive composition comprising a poly (2-cyanoacrylate) monomer Download PDFInfo
- Publication number
- CA2481365C CA2481365C CA2481365A CA2481365A CA2481365C CA 2481365 C CA2481365 C CA 2481365C CA 2481365 A CA2481365 A CA 2481365A CA 2481365 A CA2481365 A CA 2481365A CA 2481365 C CA2481365 C CA 2481365C
- Authority
- CA
- Canada
- Prior art keywords
- cyanoacrylate
- occlusive composition
- poly
- monomer
- group
- 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 - Fee Related
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- 239000000203 mixture Substances 0.000 title claims abstract description 95
- 239000000178 monomer Substances 0.000 title claims abstract description 82
- IJVRPNIWWODHHA-UHFFFAOYSA-N 2-cyanoprop-2-enoic acid Chemical compound OC(=O)C(=C)C#N IJVRPNIWWODHHA-UHFFFAOYSA-N 0.000 title claims description 22
- -1 poly(2-cyanoacrylate) Polymers 0.000 claims abstract description 70
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 58
- 238000012800 visualization Methods 0.000 claims abstract description 31
- 229920000642 polymer Polymers 0.000 claims description 25
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 21
- 125000000524 functional group Chemical group 0.000 claims description 19
- 238000006116 polymerization reaction Methods 0.000 claims description 15
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 12
- 239000000654 additive Substances 0.000 claims description 11
- 239000012867 bioactive agent Substances 0.000 claims description 11
- 239000004014 plasticizer Substances 0.000 claims description 11
- 239000003112 inhibitor Substances 0.000 claims description 9
- 239000000969 carrier Substances 0.000 claims description 8
- 229920001223 polyethylene glycol Polymers 0.000 claims description 7
- 239000002202 Polyethylene glycol Substances 0.000 claims description 5
- 229920002367 Polyisobutene Polymers 0.000 claims description 5
- 229920001577 copolymer Polymers 0.000 claims description 5
- 239000007788 liquid Substances 0.000 claims description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 4
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 claims description 3
- 229920001451 polypropylene glycol Polymers 0.000 claims description 3
- 239000005977 Ethylene Substances 0.000 claims description 2
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- 239000007787 solid Substances 0.000 abstract description 22
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- 125000004432 carbon atom Chemical group C* 0.000 description 9
- MWCLLHOVUTZFKS-UHFFFAOYSA-N Methyl cyanoacrylate Chemical compound COC(=O)C(=C)C#N MWCLLHOVUTZFKS-UHFFFAOYSA-N 0.000 description 8
- 125000000217 alkyl group Chemical group 0.000 description 8
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- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 2
- VCRVQFFAKUROKA-UHFFFAOYSA-N 2,2-dibromo-1,1,1,3,3,3-hexafluoropropane Chemical compound FC(F)(F)C(Br)(Br)C(F)(F)F VCRVQFFAKUROKA-UHFFFAOYSA-N 0.000 description 2
- IQDPHMACOQAPBQ-UHFFFAOYSA-N 2-ethoxyethyl 2-cyanoprop-2-enoate Chemical compound CCOCCOC(=O)C(=C)C#N IQDPHMACOQAPBQ-UHFFFAOYSA-N 0.000 description 2
- 108020004491 Antisense DNA Proteins 0.000 description 2
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- AMDBBAQNWSUWGN-UHFFFAOYSA-N Ioversol Chemical compound OCCN(C(=O)CO)C1=C(I)C(C(=O)NCC(O)CO)=C(I)C(C(=O)NCC(O)CO)=C1I AMDBBAQNWSUWGN-UHFFFAOYSA-N 0.000 description 2
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
- C07C255/23—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms containing cyano groups and carboxyl groups, other than cyano groups, bound to the same unsaturated acyclic carbon skeleton
-
- 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
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
- A61P15/18—Feminine contraceptives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/04—Antihaemorrhagics; Procoagulants; Haemostatic agents; Antifibrinolytic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
-
- 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)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Epidemiology (AREA)
- Surgery (AREA)
- Endocrinology (AREA)
- Gynecology & Obstetrics (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Reproductive Health (AREA)
- Materials For Medical Uses (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Adhesives Or Adhesive Processes (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/121,634 | 2002-04-12 | ||
| US10/121,634 US7341716B2 (en) | 2002-04-12 | 2002-04-12 | Occlusive composition |
| PCT/US2003/011404 WO2003087042A1 (en) | 2002-04-12 | 2003-04-10 | Occlusive composition comprising a poly (2-cyanoacrylate) monomer |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2481365A1 CA2481365A1 (en) | 2003-10-23 |
| CA2481365C true CA2481365C (en) | 2010-07-13 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2481365A Expired - Fee Related CA2481365C (en) | 2002-04-12 | 2003-04-10 | Occlusive composition comprising a poly (2-cyanoacrylate) monomer |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US7341716B2 (enExample) |
| EP (1) | EP1494999B1 (enExample) |
| JP (1) | JP4504026B2 (enExample) |
| AT (1) | ATE328865T1 (enExample) |
| AU (1) | AU2003228516A1 (enExample) |
| CA (1) | CA2481365C (enExample) |
| DE (1) | DE60305906T2 (enExample) |
| ES (1) | ES2261934T3 (enExample) |
| WO (1) | WO2003087042A1 (enExample) |
Families Citing this family (33)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6037366A (en) * | 1997-09-11 | 2000-03-14 | Prohold Medical Technologies, Inc. | Composition for creating vascular occlusions |
| AU2002316053A1 (en) * | 2001-05-01 | 2002-11-11 | A.V. Topchiev Institute Of Petrochemical Synthesis | Two-phase, water-absorbent bioadhesive composition |
| WO2004035022A2 (en) * | 2002-10-15 | 2004-04-29 | Microtherapeutics, Inc. | Prepolymeric materials for site specific delivery to the body |
| ES2311803T3 (es) * | 2003-02-26 | 2009-02-16 | Micro Therapeutics Inc | Composiciones embolicas de silicie pirogena. |
| EP1708763A4 (en) * | 2004-01-07 | 2011-03-23 | Trivascular Inc | METHODS, COMPOSITIONS, AND DEVICES FOR EMBOLIZING BODY LIGHTS |
| US9238127B2 (en) | 2004-02-25 | 2016-01-19 | Femasys Inc. | Methods and devices for delivering to conduit |
| US8048086B2 (en) | 2004-02-25 | 2011-11-01 | Femasys Inc. | Methods and devices for conduit occlusion |
| US8052669B2 (en) | 2004-02-25 | 2011-11-08 | Femasys Inc. | Methods and devices for delivery of compositions to conduits |
| US8048101B2 (en) | 2004-02-25 | 2011-11-01 | Femasys Inc. | Methods and devices for conduit occlusion |
| US20050287216A1 (en) * | 2004-06-29 | 2005-12-29 | Loomis Gary L | Medical imaging agents for injectable compositions |
| US7201918B2 (en) * | 2004-11-16 | 2007-04-10 | Microvention, Inc. | Compositions, systems and methods for treatment of defects in blood vessels |
| US7341392B2 (en) * | 2005-04-22 | 2008-03-11 | Dofair Co., Ltd. | Lock device in an articulated joint for a foldable ladder |
| CA2619886C (en) | 2005-08-17 | 2016-01-19 | Ann Beal Salamone | Conformable solvent-based bandage and coating material |
| PL2021043T3 (pl) * | 2006-05-26 | 2011-06-30 | Baxter Int | Wstrzykiwalny wypełniacz pustych przestrzeni w kościach |
| JP5298010B2 (ja) * | 2006-05-26 | 2013-09-25 | バクスター・インターナショナル・インコーポレイテッド | 骨造成のための注射用フィブリン組成物 |
| ES2381448T3 (es) * | 2007-03-26 | 2012-05-28 | Baxter International Inc. | Material de relleno de huecos inyectable par el aumento de tejidos blandos |
| EP2155107B1 (en) * | 2007-04-12 | 2016-04-13 | The University of Akron | Injectible cyanoacrylate-functionalized polyisobutylenes |
| EP2326255B1 (en) * | 2008-05-19 | 2020-05-06 | Anaesthetic Care Limited | Varicose vein treatment |
| US12171463B2 (en) | 2008-10-03 | 2024-12-24 | Femasys Inc. | Contrast agent generation and injection system for sonographic imaging |
| US10070888B2 (en) | 2008-10-03 | 2018-09-11 | Femasys, Inc. | Methods and devices for sonographic imaging |
| US9554826B2 (en) | 2008-10-03 | 2017-01-31 | Femasys, Inc. | Contrast agent injection system for sonographic imaging |
| JP5820815B2 (ja) | 2009-12-15 | 2015-11-24 | インセプト・リミテッド・ライアビリティ・カンパニーＩｎｃｅｐｔ，Ｌｌｃ | インプラントおよび生体分解性基準マーカー |
| US8871512B2 (en) | 2010-10-27 | 2014-10-28 | Empire Technology Development Llc | Biocompatible polymerizable acrylate products and methods |
| CN103443138A (zh) * | 2011-02-11 | 2013-12-11 | 阿克伦大学 | 聚（辛基氰基丙烯酸酯）-聚异丁烯聚合物共网络及其制备方法和应用 |
| EP2656822B1 (en) * | 2012-04-24 | 2014-12-03 | Urogyn B.V. | Applicator for delivering an occluding compound in a fallopian tube |
| NL2008860C2 (en) * | 2012-05-23 | 2013-11-26 | Urogyn B V | Composition for use in occluding a body duct in a living creature. |
| WO2015175014A1 (en) * | 2014-05-14 | 2015-11-19 | The University Of Akron | Method for the production of poly(2-octyl cyanoacrylate)-polyisobutylene co-network, and super initiators therefor |
| US9782433B2 (en) | 2015-11-13 | 2017-10-10 | The University Of Akron | Co-network of high and low molecular weight 3-arm star cyanoacrylate-telechelic polyisobutylene and 2-octyl cyanoacrylate |
| US9603868B1 (en) | 2015-11-13 | 2017-03-28 | The University Of Akron | Polymer adhesives comprising a low boiling point biocompatible solvent, high molecular weight multi-arm star cyanoacrylate-telechelic polyisobutylene and 2-octyl cyanoacrylate |
| CN106755267A (zh) * | 2017-01-16 | 2017-05-31 | 电子科技大学 | 一种a‑氰基丙烯酸酯细胞毒性检测方法 |
| EP4086294A1 (en) | 2021-05-07 | 2022-11-09 | Bostik SA | Two-part curable composition |
| CN114392386A (zh) * | 2022-02-11 | 2022-04-26 | 上海益思妙医疗器械有限公司 | 一种用于治疗静脉曲张的血管闭合组合物 |
| CN116549708A (zh) * | 2023-05-25 | 2023-08-08 | 卫纳塞德(北京)医疗科技有限公司 | 一种抗弯折医用胶及其制备方法 |
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-
2002
- 2002-04-12 US US10/121,634 patent/US7341716B2/en not_active Expired - Lifetime
-
2003
- 2003-04-10 EP EP03726270A patent/EP1494999B1/en not_active Expired - Lifetime
- 2003-04-10 CA CA2481365A patent/CA2481365C/en not_active Expired - Fee Related
- 2003-04-10 AU AU2003228516A patent/AU2003228516A1/en not_active Abandoned
- 2003-04-10 WO PCT/US2003/011404 patent/WO2003087042A1/en not_active Ceased
- 2003-04-10 AT AT03726270T patent/ATE328865T1/de not_active IP Right Cessation
- 2003-04-10 ES ES03726270T patent/ES2261934T3/es not_active Expired - Lifetime
- 2003-04-10 DE DE60305906T patent/DE60305906T2/de not_active Expired - Lifetime
- 2003-04-10 JP JP2003583998A patent/JP4504026B2/ja not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| DE60305906D1 (de) | 2006-07-20 |
| EP1494999B1 (en) | 2006-06-07 |
| DE60305906T2 (de) | 2007-01-18 |
| ATE328865T1 (de) | 2006-06-15 |
| JP4504026B2 (ja) | 2010-07-14 |
| AU2003228516A1 (en) | 2003-10-27 |
| WO2003087042A1 (en) | 2003-10-23 |
| CA2481365A1 (en) | 2003-10-23 |
| US20030194389A1 (en) | 2003-10-16 |
| JP2005522505A (ja) | 2005-07-28 |
| EP1494999A1 (en) | 2005-01-12 |
| ES2261934T3 (es) | 2006-11-16 |
| US7341716B2 (en) | 2008-03-11 |
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