Compounds > allyl methacrylate
Page last updated: 2024-12-05

allyl methacrylate

Allyl methacrylate (AMA) is a colorless liquid monomer with a pungent odor. It is synthesized through the esterification of methacrylic acid with allyl alcohol. AMA is a versatile monomer used in various applications, including the production of polymers, resins, and coatings. Its ability to undergo both free-radical and cationic polymerization makes it suitable for a wide range of applications. AMA is used in the production of dental materials, adhesives, sealants, and UV-curable coatings. Its unique properties, such as high reactivity and excellent adhesion, make it a valuable material for these applications. The polymerization of AMA can be initiated by both chemical and photochemical methods. The resulting polymers exhibit excellent mechanical strength, good chemical resistance, and optical transparency. The study of AMA is important due to its wide range of applications and the potential for developing new and improved materials with unique properties. AMA is also being investigated for its use in various biomedical applications, including drug delivery and tissue engineering. Due to its biocompatibility and ease of modification, AMA is considered a promising material for these applications.'

Cross-References

ID SourceID
PubMed CID7274
CHEMBL ID1889548
SCHEMBL ID22017
MeSH IDM0108492

Synonyms (52)

Synonym
2-propenoic acid, 2-methyl-, 2-propenyl ester
prop-2-en-1-yl 2-methylprop-2-enoate
brn 1747406
hsdb 5297
nsc 18597
einecs 202-473-0
allylester kyseliny methakrylove [czech]
ageflex ama
allyl 2-methylacrylate
ai3-37827
methacrylic acid, allyl ester
allyl methacrylate
nsc-18597
wln: 1uy1&vo2u1
nsc18597
96-05-9
NCGC00166051-01
allyl methacrylate, contains 50-185 ppm mehq as inhibitor, 98%
prop-2-enyl 2-methylprop-2-enoate
M0075
methacrylic acid allyl ester
NCGC00166051-02
NCGC00256503-01
dtxcid401816
dtxsid2021816 ,
tox21_302944
cas-96-05-9
tox21_201759
NCGC00259308-01
AKOS005207053
ec 202-473-0
2-propenoic acid, 2-methyl-, 2-propen-1-yl ester
g2ig50653z ,
allylester kyseliny methakrylove
unii-g2ig50653z
3-methacryloyloxypropylene
2-methyl-2-propenoic acid 2-propenyl ester
allyl methacrylate [inci]
allyl alcohol, methacrylate
SCHEMBL22017
allyl ester of methacrylic acid
2-methyl-2-propenyl 2-propenoate
allyl-methacrylate
allylmethacrylate
CHEMBL1889548
Q2718014
mfcd00008592
allyl methacrylate (stabilized with mehq)
allyl methacrylate, (stabilized with mehq)
2-propenyl 2-methylpropenoate
AMY4149
methacrylic acid allyl ester (stabilized with mehq)

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" No mortalities and no significant adverse effects were observed in the low dose and control rabbits."( Subchronic dermal toxicity study of allyl methacrylate in rabbits.
Hobbs, EJ; Siddiqui, WH, 1982)		0.54
" In the present study, GSH depletion in primary rat hepatocytes was used as an in vitro effect-equivalent to measure the toxic potency of alpha,beta-unsaturated esters (acrylates and methacrylates)."( Glutathione depletion in rat hepatocytes: a mixture toxicity study with alpha, beta-unsaturated esters.
Freidig, A; Hermens, J; Hofhuis, M; Van Holstijn, I, 2001)		0.31
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (7)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
GLI family zinc finger 3Homo sapiens (human)Potency27.30600.000714.592883.7951AID1259369
retinoid X nuclear receptor alphaHomo sapiens (human)Potency44.90240.000817.505159.3239AID1159527; AID1159531
estrogen-related nuclear receptor alphaHomo sapiens (human)Potency1.13260.001530.607315,848.9004AID1224841
estrogen nuclear receptor alphaHomo sapiens (human)Potency23.46600.000229.305416,493.5996AID743069; AID743078
activating transcription factor 6Homo sapiens (human)Potency0.11420.143427.612159.8106AID1159516
thyroid hormone receptor beta isoform 2Rattus norvegicus (Norway rat)Potency22.59740.000323.4451159.6830AID743066
DNA polymerase kappa isoform 1Homo sapiens (human)Potency16.83360.031622.3146100.0000AID588579
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (20.00)18.7374
1990's0 (0.00)18.2507
2000's2 (40.00)29.6817
2010's1 (20.00)24.3611
2020's1 (20.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 41.77

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index41.77 (24.57)
Research Supply Index1.79 (2.92)
Research Growth Index4.55 (4.65)
Search Engine Demand Index52.00 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (41.77)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other5 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
acetaldehyde
Acetaldehyde: A colorless, flammable liquid used in the manufacture of acetic acid, perfumes, and flavors. It is also an intermediate in the metabolism of alcohol. It has a general narcotic action and also causes irritation of mucous membranes. Large doses may cause death from respiratory paralysis.. acetaldehyde : The aldehyde formed from acetic acid by reduction of the carboxy group. It is the most abundant carcinogen in tobacco smoke.. aldehyde : A compound RC(=O)H, in which a carbonyl group is bonded to one hydrogen atom and to one R group.. acetyl group : A group, formally derived from acetic acid by dehydroxylation, which is fundamental to the biochemistry of all forms of life. When bound to coenzyme A, it is central to the metabolism of carbohydrates and fats.		210aldehydecarcinogenic agent;
EC 3.5.1.4 (amidase) inhibitor;
electron acceptor;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
mutagen;
oxidising agent;
Saccharomyces cerevisiae metabolite;
teratogenic agent
methylmethacrylate
Methylmethacrylate: The methyl ester of methacrylic acid. It polymerizes easily to form POLYMETHYL METHACRYLATE. It is used as a bone cement.. methyl methacrylate : An enoate ester having methacrylic acid as the carboxylic acid component and methanol as the alcohol component.		2.0510enoate ester;
methyl ester		allergen;
polymerisation monomer
ethylene dimethacrylate
ethylene glycol dimethacrylate : The enoate ester that is the 1,2-bis(methacryloyl) derivative of ethylene glycol.		2.0510enoate esterallergen;
cross-linking reagent;
polymerisation monomer
2-ethylhexyl acrylate
[no description available]		2.0510enoate ester
acrolein
[no description available]		210enalherbicide;
human xenobiotic metabolite;
toxin
triethylene glycol dimethacrylate
[no description available]		2.0510
tetraethyleneglycol dimethacrylate
tetraethyleneglycol dimethacrylate: structure in first source		2.0510
ethyl acrylate
[no description available]		2.0510enoate ester
n-butyl acrylate
butyl acrylate : An acrylate ester obtained by the formal condensation of the hydroxy group of butan-1-ol with the carboxy group of acrylic acid.		2.0510acrylate ester
hydroxyethyl methacrylate
hydroxyethyl methacrylate: many of cited refs are for gel which refers to polymeric form of above cpd: POLYHYDROXYETHYL METHACRYLATE. 2-hydroxyethyl methacrylate : An enoate ester that is the monomethacryloyl derivative of ethylene glycol.		2.0510enoate esterallergen;
polymerisation monomer
durapatite
Durapatite: The mineral component of bones and teeth; it has been used therapeutically as a prosthetic aid and in the prevention and treatment of osteoporosis.. hydroxylapatite : A phosphate mineral with the formula Ca5(PO4)3(OH).		2.0810
bisphenol a-glycidyl methacrylate
Bisphenol A-Glycidyl Methacrylate: The reaction product of bisphenol A and glycidyl methacrylate that undergoes polymerization when exposed to ultraviolet light or mixed with a catalyst. It is used as a bond implant material and as the resin component of dental sealants and composite restorative materials.		2.0510diarylmethane
benzyl methacrylate
[no description available]		2.0510
hexyl acrylate
[no description available]		2.0510
diethyl fumarate
diethyl fumarate : A dieter obtained by the formal condensation of fumaric acid with ethanol.		210diestermetabolite
fumarates
Fumarates: Compounds based on fumaric acid.. fumarate(2-) : A C4-dicarboxylate that is the E-isomer of but-2-enedioate(2-)		210butenedioate;
C4-dicarboxylate		human metabolite;
metabolite;
Saccharomyces cerevisiae metabolite
cysteine
Cysteine: A thiol-containing non-essential amino acid that is oxidized to form CYSTINE.. L-cysteinium : The L-enantiomer of cysteinium.. cysteine : A sulfur-containing amino acid that is propanoic acid with an amino group at position 2 and a sulfanyl group at position 3.		2.610cysteiniumfundamental metabolite
ConditionIndicatedRelationship StrengthStudiesTrials
Benign Neoplasms
[description not available]		02.0810
Neoplasms
New abnormal growth of tissue. Malignant neoplasms show a greater degree of anaplasia and have the properties of invasion and metastasis, compared to benign neoplasms.		02.0810
Body Weight
The mass or quantity of heaviness of an individual. It is expressed by units of pounds or kilograms.		01.9610
Contact Dermatitis
[description not available]		01.9610
Dermatitis, Contact
A type of acute or chronic skin reaction in which sensitivity is manifested by reactivity to materials or substances coming in contact with the skin. It may involve allergic or non-allergic mechanisms.		01.9610
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