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

Details

Stereochemistry ACHIRAL
Molecular Formula C5H8O2
Molecular Weight 100.1158
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of METHYL METHACRYLATE

SMILES

COC(=O)C(C)=C

InChI

InChIKey=VVQNEPGJFQJSBK-UHFFFAOYSA-N
InChI=1S/C5H8O2/c1-4(2)5(6)7-3/h1H2,2-3H3

HIDE SMILES / InChI

Molecular Formula C5H8O2
Molecular Weight 100.1158
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Sonochemical production of fluorescent and phosphorescent latex particles.
2003-01-15
Imaging the distribution and secondary structure of immobilized enzymes using infrared microspectroscopy.
2003-01-14
Preparation of epoxy-SiO2 hybrid sol-gel material for bone cement.
2003-01-01
Unprecedented solvent-induced acceleration of free-radical propagation of methyl methacrylate in ionic liquids.
2002-12-07
Cavitation-induced reactions in high-pressure carbon dioxide.
2002-12-06
Comparison of microleakage of three acid-base luting cements versus one resin-bonded cement for Class V direct composite inlays.
2002-12
Physiologically based pharmacokinetic (PBPK) models for nasal tissue dosimetry of organic esters: assessing the state-of-knowledge and risk assessment applications with methyl methacrylate and vinyl acetate.
2002-12
Flat-panel digital mammography system: contrast-detail comparison between screen-film radiographs and hard-copy images.
2002-12
Noninvasive in vivo EPR monitoring of the methyl methacrylate polymerization during the bone cement formation.
2002-12
The effect of two polishing pastes on the surface roughness of bis-acryl composite and methacrylate-based resins.
2002-11
Characterization of bone around titanium implants and bioactive glass particles: an experimental study in rats.
2002-10-17
Effect of ageing on the bond strength of a permanent denture soft lining material.
2002-10
Disabling disturbance of olfaction in a dental technician following exposure to methyl methacrylate.
2002-10
Effect of acrylate chemistry on human health.
2002-10
Refractive indices for various co-polymer mixtures of styrene, acrylonitrile, and methyl methacrylate.
2002-10
Soft contact lenses capable of sustained delivery of timolol.
2002-10
Nanoparticles as pseudostationary phase in capillary electrochromatography/ESI-MS.
2002-09-15
Effects of dental resin components on vascular reactivity.
2002-09-15
Intermolecular Diels-Alder reactions of brominated masked o-benzoquinones with electron-deficient dienophiles. A detour method to synthesize bicyclo[2.2.2]octenones from 2-methoxyphenols.
2002-09-06
Design of naltrexone-loaded hydrolyzable crosslinked nanoparticles.
2002-09-05
Polyethylene and methyl methacrylate particle-stimulated inflammatory tissue and macrophages up-regulate bone resorption in a murine neonatal calvaria in vitro organ system.
2002-09
Assessment of dental material degradation product toxicity using a bioluminescent bacterial assay.
2002-09
A new ruthenium complex with an electron-donating aminoindenyl ligand for fast metal-mediated living radical polymerizations.
2002-08-28
Neodymium alkoxides: synthesis, characterization and their combinations with dialkylmagnesiums as unique systems for polymerization and block copolymerization of ethylene and methyl methacrylate.
2002-08-16
Antioxidant and prooxidant action of eugenol-related compounds and their cytotoxicity.
2002-08-01
Vascular anatomy of the fish gill.
2002-08-01
Characterization of poly((N-trimethylammonium) ethyl methacrylate)-based gene delivery systems.
2002-08
13C kinetic isotope effects in the copper(I)-mediated living radical polymerization of methyl methacrylate.
2002-07-21
General method for determination of the activation, deactivation, and initiation rate constants in transition metal-catalyzed atom transfer radical processes.
2002-07-17
Conversion of N-aromatic amides to O-aromatic esters.
2002-07-11
The effect of ethanol on acrylic bone cement.
2002-07-08
Conventional free radical polymerization in room temperature ionic liquids: a green approach to commodity polymers with practical advantages.
2002-07-07
Ruthenium alkylidenes: modulation of a new class of catalysts for controlled radical polymerization of vinyl monomers.
2002-07-02
Mechanistic and molecular investigations on stabilization of horseradish peroxidase C.
2002-07-01
Histologic and radiographic assessment of caries-like lesions localized at the crown margin.
2002-07
Constriction of the maxillary dental arch by mucoperiosteal denudation of the palate.
2002-07
Self-curing acrylic formulations containing PMMA/PCL composites: properties and antibiotic release behavior.
2002-07
Tracers in vascular casting resins enhance backscattering brightness.
2002-06-21
The effects of methyl methacrylate on nasal cavity, lung, and antioxidant system (an experimental inhalation study).
2002-06-08
Chest wall resections and reconstruction: a 25-year experience.
2002-06
Isotactic-b-syndiotactic stereoblock poly(methyl methacrylate) by chiral metallocene/Lewis acid hybrid catalysts.
2002-05-22
Calorimetric study of the energy efficiency for ultrasound-induced radical formation.
2002-05
Monoalkyl, chiral-at-metal 'constrained geometry' complexes as efficient alpha-olefin and methyl methacrylate polymerisation catalysts.
2002-04-07
Equivalent cross-relaxation rate imaging in the synthetic copolymer gels and invasive ductal carcinomas of the breast.
2002-04
Influence of polymerization conditions on monomer elution and microhardness of autopolymerized polymethyl methacrylate resin.
2002-04
Dendrimer grafts for delivery of 5-fluorouracil.
2002-04
Quantitation of functionality of poly(methyl methacrylate) by liquid chromatography under critical conditions followed by evaporative light-scattering detection. Comparison with NMR and titration.
2002-03-08
Interleukin-8 secretion from monocytic cell lines for evaluation of the inflammatory potential of organic dust.
2002-03
Formulation optimization and stability study of transdermal therapeutic system of nicorandil.
2002
Functionalized polyolefin synthesis using [P,O]Ni catalysts.
2001-10-07
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:47:04 GMT 2025
Edited
by admin
on Mon Mar 31 17:47:04 GMT 2025
Record UNII
196OC77688
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
METHYL METHACRYLATE
HSDB   INCI   VANDF  
INCI  
Official Name English
METHYLMETHACRYLATE
MART.   WHO-DD  
Preferred Name English
METHYL 2-METHYL-2-PROPENOATE
FHFI  
Systematic Name English
2-METHYL-2-PROPENOIC ACID METHYL ESTER
Systematic Name English
METHYL METHACRYLATE [VANDF]
Common Name English
METHYL METHACTRYLATE
Common Name English
METHYLMETHACRYLATE [MART.]
Common Name English
METHYL 2-METHYL-2-PROPENOATE [FHFI]
Common Name English
NSC-4769
Code English
METHACRYLIC ACID METHYL ESTER
MI  
Systematic Name English
METHYL METHACRYLATE [IARC]
Common Name English
METHACRYLIC ACID METHYL ESTER [MI]
Common Name English
Methylmethacrylate [WHO-DD]
Common Name English
METHYL METHACRYLATE [HSDB]
Common Name English
Classification Tree Code System Code
CFR 21 CFR 882.5300
Created by admin on Mon Mar 31 17:47:04 GMT 2025 , Edited by admin on Mon Mar 31 17:47:04 GMT 2025
Code System Code Type Description
ECHA (EC/EINECS)
201-297-1
Created by admin on Mon Mar 31 17:47:04 GMT 2025 , Edited by admin on Mon Mar 31 17:47:04 GMT 2025
PRIMARY
MERCK INDEX
m7283
Created by admin on Mon Mar 31 17:47:04 GMT 2025 , Edited by admin on Mon Mar 31 17:47:04 GMT 2025
PRIMARY Merck Index
HSDB
195
Created by admin on Mon Mar 31 17:47:04 GMT 2025 , Edited by admin on Mon Mar 31 17:47:04 GMT 2025
PRIMARY
EVMPD
SUB14559MIG
Created by admin on Mon Mar 31 17:47:04 GMT 2025 , Edited by admin on Mon Mar 31 17:47:04 GMT 2025
PRIMARY
PUBCHEM
6658
Created by admin on Mon Mar 31 17:47:04 GMT 2025 , Edited by admin on Mon Mar 31 17:47:04 GMT 2025
PRIMARY
SMS_ID
100000076216
Created by admin on Mon Mar 31 17:47:04 GMT 2025 , Edited by admin on Mon Mar 31 17:47:04 GMT 2025
PRIMARY
NCI_THESAURUS
C47615
Created by admin on Mon Mar 31 17:47:04 GMT 2025 , Edited by admin on Mon Mar 31 17:47:04 GMT 2025
PRIMARY
CAS
80-62-6
Created by admin on Mon Mar 31 17:47:04 GMT 2025 , Edited by admin on Mon Mar 31 17:47:04 GMT 2025
PRIMARY
NCI_THESAURUS
C16338
Created by admin on Mon Mar 31 17:47:04 GMT 2025 , Edited by admin on Mon Mar 31 17:47:04 GMT 2025
CONCEPT Biomedical Material
JECFA MONOGRAPH
1812
Created by admin on Mon Mar 31 17:47:04 GMT 2025 , Edited by admin on Mon Mar 31 17:47:04 GMT 2025
PRIMARY
EPA CompTox
DTXSID2020844
Created by admin on Mon Mar 31 17:47:04 GMT 2025 , Edited by admin on Mon Mar 31 17:47:04 GMT 2025
PRIMARY
WIKIPEDIA
METHYL METHACRYLATE
Created by admin on Mon Mar 31 17:47:04 GMT 2025 , Edited by admin on Mon Mar 31 17:47:04 GMT 2025
PRIMARY
CHEBI
34840
Created by admin on Mon Mar 31 17:47:04 GMT 2025 , Edited by admin on Mon Mar 31 17:47:04 GMT 2025
PRIMARY
FDA UNII
196OC77688
Created by admin on Mon Mar 31 17:47:04 GMT 2025 , Edited by admin on Mon Mar 31 17:47:04 GMT 2025
PRIMARY
NSC
4769
Created by admin on Mon Mar 31 17:47:04 GMT 2025 , Edited by admin on Mon Mar 31 17:47:04 GMT 2025
PRIMARY
RXCUI
29897
Created by admin on Mon Mar 31 17:47:04 GMT 2025 , Edited by admin on Mon Mar 31 17:47:04 GMT 2025
PRIMARY RxNorm
MESH
D020366
Created by admin on Mon Mar 31 17:47:04 GMT 2025 , Edited by admin on Mon Mar 31 17:47:04 GMT 2025
PRIMARY
DAILYMED
196OC77688
Created by admin on Mon Mar 31 17:47:04 GMT 2025 , Edited by admin on Mon Mar 31 17:47:04 GMT 2025
PRIMARY
Related Record Type Details
ACTIVE MOIETY