6766. Octyl Cyanoacrylate

Nomenclature

CAS number: 6701-17-3
2-Cyano-2-propenoic acid octyl ester; ocrilate; ocrylate; n-octyl α-cyanoacrylate; capryl α-cyanoacrylate; octyl 2-cyanoacrylate; Dermabond (Ethicon); Nexaband (Closure Medical); Soothe-N-Seal (Colgate-Palmolive).
C12H19NO2; mol wt 209.28.
C 68.87%, H 9.15%, N 6.69%, O 15.29%.

Description and references

Biodegradable, topical surgical glue; upon contact with tissue anions, monomer rapidly polymerizes to form a strong adhesive. Preparative method: A. E. Ardis, US 2467927 (1949 to B. F. Goodrich). Prepn, polymerization and degradation: F. Leonard et al., J. Appl. Polym. Sci. 10, 259 (1966). Biocompatibility, histomorphology, and clinical characteristics: A. Nitsch et al., Aesthetic Plast. Surg. 29, 53 (2005). Clinical trial for closure of lacerations: J. Quinn et al, J. Am. Med. Assoc. 277, 1527 (1997); of lacerations and incisions: A. J. Singer et al., Surgery 131, 270 (2002); for repair of inguinal hernia: G. Miyano et al., J. Pediatr. Surg. 39, 1867 (2004).

Chemical structure

Properties

bp1.8 117°; d20 0.931; n20D 1.4489. Surface tension: 29.18 dynes/cm.

Derivative

Polymer.

Nomenclature

CAS number: 26877-34-9
Poly(octyl cyanoacrylate).

Therapeutic Category

Tissue adhesive.

Therapeutic Category (Veterinary)

Tissue adhesive.

Keywords

Tissue Adhesive