5140. Isobutyl Cyanoacrylate

Nomenclature

CAS number: 1069-55-2
2-Cyano-2-propenoic acid 2-methylpropyl ester; 2-cyanoacrylic acid isobutyl ester; bucrilate; bucrylate; IBC; IBCA.
C8H11NO2; mol wt 153.18.
C 62.73%, H 7.24%, N 9.14%, O 20.89%.

Description and references

Monomer rapidly polymerizes upon contact with fluid or tissue. Preparative method: A. E. Ardis, US 2467926 (1949 to B. F. Goodrich). Development of polymer nanoparticles as a magnetic drug carrier: A. Ibrahim et al., J. Pharm. Pharmacol. 35, 59 (1983). Clinical experience in treatment of varicocele-associated infertility by transcatheter embolization: F. H. Comhaire, M. Kunnen, Fertil. Steril. 43, 781 (1985); in treatment of arteriovenous malformations: H. V. Vinters et al., N. Engl. J. Med. 314, 477 (1986). Review of 2-cyanoacrylic ester polymers: J. T. O'Connor in Kirk-Othmer Encyclopedia of Chemical Technology vol. 1 (Wiley-Interscience, New York, 4th ed., 1991) pp 344-352; of use in treatment of bleeding gastric varices: R. Kind et al., Endoscopy 32, 512-519 (2000).

Chemical structure

Properties

Liquid, bp 71-73°. d 0.99. nD20 1.4352. Viscosity: 2.0 cP. Flash pt: 199°F (93°C). Heat of polymerization: 66.9 kJ/mol.

Derivative

Polymer.

Nomenclature

CAS number: 26809-38-1
Poly(isobutyl 2-cyanoacrylate); PIBCA.

Properties

LD50 i.v. in mice (mg/kg): 242 (Ibrahim).

Use

Adhesive; polymer nanoparticles as pharmaceutic aid for controlled release drug delivery.

Therapeutic Category

Tissue adhesive.

Keywords

Tissue Adhesive