BUCRYLATE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C8H11NO2
Molecular Weight	153.1784
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)COC(=O)C(=C)C#N

InChI

InChIKey=QRWOVIRDHQJFDB-UHFFFAOYSA-N

InChI=1S/C8H11NO2/c1-6(2)5-11-8(10)7(3)4-9/h6H,3,5H2,1-2H3

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/30788517 | https://www.ncbi.nlm.nih.gov/pubmed/10917182 | https://www.ncbi.nlm.nih.gov/pubmed/3511383 | https://www.ncbi.nlm.nih.gov/pubmed/3512261

Bucrylate (isobutyl cyanoacrylate) is a liquid tissue adhesive for transcatheter embolization. It is used in radiological and endoscopic interventions to occlude vessels and to stop bleedings. In comparison with sponges, coils and plugs, bucrylate is inexpensive and achieves immediate, irreversible and complete occlusion of the vessel irrespective of coagulation deficiencies.

Originator

Approval Year

PubMed

Title	Date	PubMed
Use of isobutyl cyanoacrylate tissue adhesive to stabilize external eyelid weights in temporary treatment of facial palsies.	2001 May	11388381
Scaffold-enhanced albumin and n-butyl-cyanoacrylate adhesives for tissue repair: ex vivo evaluation in a porcine model.	2003	12724912
Embolization of type 2 endoleaks after endovascular repair of abdominal aortic aneurysms with use of cyanoacrylate with or without coils.	2005 Jun	15947050
Preparation and characterization of carbonyl iron/poly(butylcyanoacrylate) core/shell nanoparticles.	2006 Jul 15	16580009
Percutaneous protective coil occlusion of the proximal inferior mesenteric artery before N-butyl cyanoacrylate embolization of type II endoleaks after endovascular repair of abdominal aortic aneurysms.	2006 Nov	17142714
Percutaneous transportal sclerotherapy with N-butyl-2-cyanoacrylate for gastric varices: technique and clinical efficacy.	2008 Nov-Dec	19039269
[Case of repeated hemoptysis successfully treated with bronchial artery embolization with N-butyl cyanoacrylate].	2009 May	19514507
Editorial comment on: Reducing laparoscopic radical prostatectomy false-positive margin rates using cyanoacrylate tissue glue.	2009 Oct	19091456
Evaluation of therapeutic effects and serious complications following endoscopic obliterative therapy with Histoacryl.	2010	21694852
Spontaneous rupture of a giant hepatic hemangioma - sequential management with transcatheter arterial embolization and resection.	2010 Apr-Jun	20339183
Secondary cytotoxicity mediated by alveolar macrophages: a contribution to the total efficacy of nanoparticles in lung cancer therapy?	2010 Sep	20452423

Patents

Name

Type

Language

BUCRYLATE

Official Name

English

2-PROPENOIC ACID, 2-CYANO-, 2-METHYLPROPYL ESTER

Common Name

English

Bucrilate [WHO-DD]

Common Name

English

ISOBUTYL CYANOACRYLATE [MI]

Common Name

English

BUCRILATE [MART.]

Common Name

English

BUCRYLATE [USAN]

Common Name

English

ISOBUTYL CYANOACRYLATE

Systematic Name

English

Isobutyl 2-cyanoacrylate

Systematic Name

English

IBC

Code

English

BUCRILATE

Official Name

English

bucrilate [INN]

Common Name

English

Code System Code Type Description

ChEMBL

CHEMBL2103950