• Related books

n-Butyl cyanoacrylateIUPAC nameButyl 2-cyanoprop-2-enoateIdentifiersCAS number6606-65-1ChemSpider21607SMILES N#C/C(=C)C(=O)OCCCCInChI 1/C8H11NO2/c1-3-4-5-11-8(10)7(2)6-9/h2-5H2,1H3InChI keyJJJFUHOGVZWXNQ-UHFFFAOYAKPropertiesMolecular formulaC8H11NO2Molar mass153.18 g/molDensity1.4430Boiling point

83-84 °C at 3 mm Hg

Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)Infobox references

n-Butyl cyanoacrylate (n-BCA, NBCA), a cyanoacrylate ester, is a butyl ester of 2-cyano-2-propenoic acid. It is a clear colorless liquid with a sharp, irritating odor. It is insoluble in water. Its chief use is as the main component of medical cyanoacrylate glues. It can be encountered under various trade names, e.g. Xoin, Gesika, Periacryl, GluStitch, GluShield, VetGlu, Vetbond, LiquiVet, Indermil, Histoacryl, and others.

n-butyl-2-cyanoacrylate or butyl cyanoacrylate is also known as Enbucrilate.

In medical and veterinary applications, n-butyl cyanoacrylate, isobutyl cyanoacrylate, and octyl cyanoacrylate are commonly used. They are bacteriostatic and their use is usually painless. Butyl esters provide stronger bond, but are rigid. Octyl ester, while providing weaker bond, are more flexible. n-Butyl cyanoacrylate is also used for embolization of cerebral arteriovenous malformations before their surgical treatment.

Under the name Histoacryl Blue, butyl cyanoacrylate was extensively used in Europe since the 1970s in a variety of surgical applications.

Under the name Xoin (a registered trade mark and brand of Reevax Pharma Private Limited), it is widely available in India.

It is soluble in acetone, methyl ethyl ketone, nitromethane, and methylene chloride.

Butyl cyanoacrylate (in monomer form) polymerizes rapidly in presence of ionic substances like moisture, blood or tissue fluids.

Butyl cyanoacrylate has unique properties compared to other cyanoacrylates like octyl cyanoacryalte or iso amyl cyanoacrylate. Polymerized form has excellent tensile strength and is very effective in closing surgical or wound incisions.

The closure of the wound or cut is quick (about 30 to 45 seconds) and the product has inherently some valuable bacteriostatic properties. The cosmetic outcome of the closure is comparable or generally better than a equivalent suture substitute with least amount of scarring visible after three to six months.

Also important is the in the body degradation properties of polymerized butyl cyanoacryalte. This property of butyl cyanaocrylate has made it a very useful polymer to create various nano particles for delivery of drugs into the body with sustained release profiles.

Heating to higher temperatures causes pyrolysis and depolymerization of the cured glue, producing gaseous products strongly irritant to lungs and eyes.

Medical applications

The medical applications of butyl cyanoacrylate include its use as an adhesive for lacerations of the skin, and in the treatment of bleeding from vascular structures. butyl cyanoacrylate has been used to treat arteriovenous malformations by application of the glue into the abnormality through angiography.

In gastroenterology, butyl cyanoacrylate is used to treat bleeding gastric varices, which are dilated veins that occur in the setting of liver cirrhosis or thrombosis of the splenic vein. The gastric varices are accessed by endoscopy, which uses a flexible fibre-optic camera to enter the stomach. They are injected with a catheter needle inserted into the varix through the endoscope. Other sites of varices, including esophageal varices, duodenal varices and colonic varices. Gastric varices have also been obliterated with recurrent injection treatment with butyl cyanoacrylate.

See also

methyl cyanoacrylate
Ethyl cyanoacrylate
Octyl cyanoacrylate

blocadren ceftriaxone thyroxine pharmacia ilepcimide cytoxan bacitracin clobex antepar motretinide simvastatin nesiritide mitumomab rasburicase layered double hydroxides ecothiopate iodide ceebu melarsomine mitiglinide cleviprex remoxipride almasilate carac amitril nicotinamide adenine dinucleotide adphen dioxadrol trelstar accolate abarelix duoneb triazolam moxidectin cyclazodone risperdal theo 24 troxipide bumadizone meladrazine exelderm cyprodenate omeprazole dichlorvos tessalon lacrisert penlac dilazep treosulfan nafcillin azaserine fenoldopam

• Related news