2-octyl cyanoacrylate
- Product Name
- 2-octyl cyanoacrylate
- CAS No.
- 133978-15-1
- Chemical Name
- 2-octyl cyanoacrylate
- Synonyms
- Dermabond;Liquid Bandage;RiteLok CON 895;2-OCTYL CYANOACRYLATE;2-Octyl α-Cyanoacrylate;2-Octyl 2-cyanoacrylate;Ethyl Acetate Impurity 44;Octan-2-yl 2-cyanoacrylate;Octane-2-yl?2-cyanoacrylate;Octan-2-yl 2-cyanoprop-2-enoate
- CBNumber
- CB52514829
- Molecular Formula
- C12H19NO2
- Formula Weight
- 209.28476
- MOL File
- 133978-15-1.mol
2-octyl cyanoacrylate Property
- Boiling point:
- 297.6±23.0 °C(Predicted)
- Density
- 0.956±0.06 g/cm3(Predicted)
- vapor pressure
- 3.7Pa at 20℃
- form
- Liquid
- color
- Colorless to light yellow
- InChI
- InChI=1S/C12H19NO2/c1-4-5-6-7-8-11(3)15-12(14)10(2)9-13/h11H,2,4-8H2,1,3H3
- InChIKey
- CQVWXNBVRLKXPE-UHFFFAOYSA-N
- SMILES
- C(OC(C)CCCCCC)(=O)C(C#N)=C
- EPA Substance Registry System
- 2-Propenoic acid, 2-cyano-, 1-methylheptyl ester (133978-15-1)
2-octyl cyanoacrylate Chemical Properties,Usage,Production
Uses
2-octyl cyanoacrylate is one of the most commonly used, commercially available wound adhesives. It received initial approval in 1998 as an alternative to closure of skin wounds with 5-0 or smaller sutures, staples, or adhesive strips by the Federal Drug Administration (FDA) in the United States.
Indications
2-Octyl cyanoacrylate (Dermabond) is a fast-setting topical skin adhesive intended to close easily approximated skin edges of wounds from surgical incisions, including punctures from minimally invasive surgery and simple, thoroughly cleansed, trauma-induced lacerations. It may be used in conjunction with, but not in place of, subcuticular sutures. It is contraindicated for use on any wounds with evidence of active infection, areas under high skin tension, mucocutaneous surfaces, or skin regularly exposed to body fluids. Patients with formaldehyde allergies may react to this topical solution.
References
Saxena AK, Willital GH. Octylcyanoacrylate tissue adhesive in the repair of pediatric extremity lacerations. Am Surg. 1999 May;65(5):470-2. DOI:10.1177/000313489906500520
Kazzi MG, Silverberg M. Pediatric tongue laceration repair using 2-octyl cyanoacrylate (dermabond(R)).J Emerg Med. 2013 Dec;45(6):846-8. DOI:10.1016/j.jemermed.2013.05.004
Rushbrook JL, White G, Kidger L, Marsh P, Taggart TF. The antibacterial effect of 2-octyl cyanoacrylate (Dermabond(R)) skin adhesive. J Infect Prev. 2014 Nov;15(6):236-239. DOI:10.1177/1757177414551562
Reactive Polymers Fundamentals and Applications (Second Edition) Chapter 13 Cyanoacrylates 2013, Pages 317-330 DOI:10.1016/B978-1-4557-3149-7.00013-9