411 REFERENCE · Wikipedia
2-Octyl cyanoacrylate
Reference material by Wikipedia contributors. This retains its source identity and is not 411 news reporting.
Octyl cyanoacrylate changed changed 477215083 2-Octyl cyanoacrylate.svg 200px Octan-2-yl 2-cyanoprop-2-enoate 2-Octyl 2-cyanoacrylate; 1-Methylheptyl cyanoacrylate changed chemspider 7991439 1/C12H19NO2/c1-4-5-6-7-8-11(3)15-12(14)10(2)9-13/h11H,2,4-8H2,1,3H3 CQVWXNBVRLKXPE-UHFFFAOYAO C=C(C#N)C(OC(C)CCCCCC)=O changed chemspider 1S/C12H19NO2/c1-4-5-6-7-8-11(3)15-12(14)10(2)9-13/h11H,2,4-8H2,1,3H3 changed chemspider CQVWXNBVRLKXPE-UHFFFAOYSA-N correct PubChem 133978-15-1 9815689 700-845-1 DB12040 DTXSID30888954 L23GHX71SK 11343617
12 19 1 2
2-Octyl cyanoacrylate is a cyanoacrylate ester typically used as a wound closure adhesive (under the brand name Dermabond).http://www.accessdata.fda.gov/cdrh_docs/pdf/P960052b.pdf https://web.archive.org/web/20151118095205/http://www.accessdata.fda.gov/cdrh_docs/pdf/P960052b.pdf dead November 18, 2015 Summary of Safety and Effectiveness Data Food and Drug Administration 1998 It is closely related to octyl cyanoacrylate. The use of 2-octyl cyanoacrylate was approved in 1998; offered as an alternative to stitches, sutures, and or adhesive strips.Perera AG Nuwan 2-Octyl Cyanoacrylate 2022 https://www.ncbi.nlm.nih.gov/books/NBK532293/ StatPearls Treasure Island (FL) StatPearls Publishing 30335326 2022-08-19 Tavarez Melissa M.
Adhesion mechanism
When the 2-octyl cyanoacrylate monomers are exposed to anions, provided either by moisture from the skin or exudate they quickly polymerize causing an exothermic reaction binding to the most superficial layer of epithelium. The seal formed by the cyanoacrylate is water tight allowing for the wound to heal uninterrupted.
Anti-microbial properties
Anti-microbial properties have been observed against gram-positive and non-pseudomonas gram-negative bacteria, but are not fully understood. It is believed that the interaction between the positively charged bacterial capsule and the negatively charged 8-octyl cyanoacrylate destabilizes the cell capsule of the bacteria, killing it.
See also
Methyl cyanoacrylate
Ethyl cyanoacrylate
Butyl cyanoacrylate
Octyl cyanoacrylate
References
Category:Cyanoacrylate esters
Category:Monomers
Category:Surgical suture material