U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C6H7NO2
Molecular Weight 125.1253
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ETHYL CYANOACRYLATE

SMILES

CCOC(=O)C(=C)C#N

InChI

InChIKey=FGBJXOREULPLGL-UHFFFAOYSA-N
InChI=1S/C6H7NO2/c1-3-9-6(8)5(2)4-7/h2-3H2,1H3

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
[Occupational asthma due to cyanoacrylate: a case-report].
2004 Nov-Dec
In vitro toxicity test of ethyl 2-cyanoacrylate, a tissue adhesive used in cardiovascular surgery, by fibroblast cell culture method.
2005
Using different structure types of microemulsions for the preparation of poly(alkylcyanoacrylate) nanoparticles by interfacial polymerization.
2005 Aug 18
Screening for contact allergy to artificial nails.
2005 Feb
The detection and enhancement of latent fingermarks using infrared chemical imaging.
2005 Jan
Cellular, histomorphologic, and clinical characteristics of a new octyl-2-cyanoacrylate skin adhesive.
2005 Jan-Feb
Characterization of the low-energy electronic excited states of benzoyl-substituted ruthenocenes.
2005 May 2
Endoscopic sealing of a pancreatic fistula using ethyl-2-cyanoacrylate.
2006
Long-term results of peripheral nerve repair: a comparison of nerve anastomosis with ethyl-cyanoacrylate and epineural sutures.
2006
Antibacterial analysis in vitro of ethyl-cyanoacrylate against ocular pathogens.
2006 Apr
Preparation of poly (alkylcyanoacrylate) nanoparticles by polymerization of water-free microemulsions.
2006 Aug
Dissecting aneurysm of the vertebral artery developed after microvascular decompression for hemifacial spasm.
2006 Jan 20
Histologic evaluation of pulpotomy performed with ethyl-cyanoacrylate and calcium hydroxide.
2006 Jul-Sep
Magnetic PECA nanoparticles as drug carriers for targeted delivery: synthesis and release characteristics.
2006 Mar
Occupational exposure to airborne solvents during nail sculpturing.
2006 May
Busulfan loading into poly(alkyl cyanoacrylate) nanoparticles: physico-chemistry and molecular modeling.
2006 Nov
Polymeric nanoparticles, nanospheres and nanocapsules, for cutaneous applications.
2007
Sensitization to acrylates is a common adverse reaction to artificial fingernails.
2007 Feb
Monomer conversion and hardness of novel dental cements based on ethyl cyanoacrylate.
2007 Jul
Reduction of astrogliosis and microgliosis by cerebrospinal fluid shunting in experimental hydrocephalus.
2007 Jun 7
Tyrosine kinase inhibitor SU6668 represses chondrosarcoma growth via antiangiogenesis in vivo.
2007 Mar 17
Understanding the chemistry of the development of latent fingerprints by superglue fuming.
2007 Sep
Adhesive strength and curing rate of marine mussel protein extracts on porcine small intestinal submucosa.
2007 Sep
A simple approach for fabrication of dual-disk electrodes with a nanometer-radius electrode and a micrometer-radius electrode.
2007 Sep 30
Protein delivery using nanoparticles based on microemulsions with different structure-types.
2008 Apr 23
Haemostatic efficacy of an ethyl-2-cyanoacrylate-based aerosol in combination with tourniquet application in a large wound model with an arterial injury.
2008 Jan
Detection of pretreated fingerprint fluorescence using an LED-based excitation system.
2008 Jul
Coronal and apical leakage analysis of two different root canal obturation systems.
2008 Jul-Sep
Occupational methacrylate and acrylate allergy from glues.
2008 Jun
Different application volumes of ethyl-cyanoacrylate tissue adhesive can change its antibacterial effects against ocular pathogens in vitro.
2008 Oct
Dimensional changes between free gingival grafts fixed with ethyl cyanoacrylate and silk sutures.
2009 Apr
Oral insulin delivery using nanoparticles based on microemulsions with different structure-types: optimisation and in vivo evaluation.
2009 Apr 11
Polymeric nanoparticles as an oral delivery system for biocontrol agents for the brushtail possum (Trichosurus vulpecula).
2009 Dec
Facile preparation of poly(ethyl alpha-cyanoacrylate) superhydrophobic and gradient wetting surfaces.
2009 Dec 1
Fixation of autogenous bone grafts with ethyl-cyanoacrylate glue or titanium screws in the calvaria of rabbits.
2009 Feb
The effect of ethyl cyanoacrylate on experimental posterior lateral spinal fusion in a rat model.
2009 Jan-Feb
Respiratory and skin effects of exposure to wood dust from the rubber tree Hevea brasiliensis.
2009 Jul
Is the use of cyanoacrylate in intestinal anastomosis a good and reliable alternative?
2009 Mar
Fuming method for micropatterning structures on Langmuir-Blodgett films.
2009 May 5
Ethyl-cyanoacrylate is acutely nontoxic and provides sufficient bond strength for anastomosis of peripheral nerves.
2009 Sep 1
Antibacterial properties of cyanoacrylate tissue adhesive: Does the polymerization reaction play a role?
2009 Sep-Oct
Novel degradable co-polymers of polypyrrole support cell proliferation and enhance neurite out-growth with electrical stimulation.
2010
Highly liquid-repellent, large-area, nanostructured poly(vinylidene fluoride)/poly(ethyl 2-cyanoacrylate) composite coatings: particle filler effects.
2010 Apr
Strengthening of a model composite restoration using shape optimization: a numerical and experimental study.
2010 Feb
Elevated CSF outflow resistance associated with impaired lymphatic CSF absorption in a rat model of kaolin-induced communicating hydrocephalus.
2010 Feb 10
Cyanoacrylate in nerve repair: transient cytotoxic effect.
2010 Jul
In vivo study of ethyl-2-cyanoacrylate applied in direct contact with nerves regenerating in a novel nerve-guide.
2010 Jun
Demonstration of the histopathological and immunohistochemical effects of a novel hemostatic agent, Ankaferd Blood Stopper, on vascular tissue in a rat aortic bleeding model.
2010 Nov 14
Identification of covalent binding sites of ethyl 2-cyanoacrylate, methyl methacrylate and 2-hydroxyethyl methacrylate in human hemoglobin using LC/MS/MS techniques.
2010 Oct 1
Impact of pericardial adhesions on diastolic function as assessed by vortex formation time, a parameter of transmitral flow efficiency.
2010 Sep 22
Patents
Name Type Language
ETHYL CYANOACRYLATE
INCI   MART.   MI  
INCI  
Official Name English
ETHYL CYANOACRYLATE [MI]
Common Name English
2-CYANOACRYLIC ACID ETHYL ESTER
Systematic Name English
ETHYL CYANOACRYLATE [INCI]
Common Name English
ETHYL 2-CYANOACRYLATE
Systematic Name English
ETHYL CYANOACRYLATE [MART.]
Common Name English
2-PROPENOIC ACID, 2-CYANO-, ETHYL ESTER
Common Name English
Ethyl 2-cyanoacrylate [WHO-DD]
Common Name English
Code System Code Type Description
SMS_ID
100000181809
Created by admin on Fri Dec 15 18:36:20 GMT 2023 , Edited by admin on Fri Dec 15 18:36:20 GMT 2023
PRIMARY
MERCK INDEX
m5112
Created by admin on Fri Dec 15 18:36:20 GMT 2023 , Edited by admin on Fri Dec 15 18:36:20 GMT 2023
PRIMARY Merck Index
RXCUI
1608793
Created by admin on Fri Dec 15 18:36:20 GMT 2023 , Edited by admin on Fri Dec 15 18:36:20 GMT 2023
PRIMARY RxNorm
HSDB
7910
Created by admin on Fri Dec 15 18:36:20 GMT 2023 , Edited by admin on Fri Dec 15 18:36:20 GMT 2023
PRIMARY
FDA UNII
2G95FOH7SF
Created by admin on Fri Dec 15 18:36:20 GMT 2023 , Edited by admin on Fri Dec 15 18:36:20 GMT 2023
PRIMARY
WIKIPEDIA
ETHYL CYANOACRYLATE
Created by admin on Fri Dec 15 18:36:20 GMT 2023 , Edited by admin on Fri Dec 15 18:36:20 GMT 2023
PRIMARY
PUBCHEM
81530
Created by admin on Fri Dec 15 18:36:20 GMT 2023 , Edited by admin on Fri Dec 15 18:36:20 GMT 2023
PRIMARY
EVMPD
SUB195585
Created by admin on Fri Dec 15 18:36:20 GMT 2023 , Edited by admin on Fri Dec 15 18:36:20 GMT 2023
PRIMARY
ECHA (EC/EINECS)
230-391-5
Created by admin on Fri Dec 15 18:36:20 GMT 2023 , Edited by admin on Fri Dec 15 18:36:20 GMT 2023
PRIMARY
EPA CompTox
DTXSID1025279
Created by admin on Fri Dec 15 18:36:20 GMT 2023 , Edited by admin on Fri Dec 15 18:36:20 GMT 2023
PRIMARY
MESH
C029054
Created by admin on Fri Dec 15 18:36:20 GMT 2023 , Edited by admin on Fri Dec 15 18:36:20 GMT 2023
PRIMARY
CAS
7085-85-0
Created by admin on Fri Dec 15 18:36:20 GMT 2023 , Edited by admin on Fri Dec 15 18:36:20 GMT 2023
PRIMARY