Trimethylolpropane triacrylate (TMPTA) is a trifunctional acrylate monomer commonly used in UV-curable coatings, adhesives, and sealants. It is synthesized through the esterification of trimethylolpropane (TMP) with acrylic acid. TMPTA exhibits excellent adhesion, hardness, and chemical resistance, making it a valuable component in various applications. The compound undergoes rapid polymerization upon exposure to UV light, leading to the formation of a highly crosslinked polymer network. This rapid curing process allows for fast production cycles and energy-efficient manufacturing. TMPTA has been widely studied due to its potential toxicity and environmental impact. Research efforts focus on understanding its bioaccumulation, degradation pathways, and effects on human health. The development of safer alternatives and sustainable production methods is also a key area of investigation.'
trimethylolpropane triacrylate: acrylate derivative found in ultraviolet curing inks; causes contact dermatitis
ID Source | ID |
---|---|
PubMed CID | 27423 |
CHEMBL ID | 1886556 |
CHEBI ID | 35028 |
SCHEMBL ID | 238953 |
MeSH ID | M0090541 |
Synonym |
---|
tmpta |
2-ethyl-2-(hydroxymethyl)-1,3-propanediol triacrylate |
trimethylolpropane triacrylate |
15625-89-5 |
2-propenoic acid, 2-ethyl-2-(((1-oxo-2-propenyl)oxy)methyl)-1,3-propanediyl ester |
acrylic acid, triester with 2-ethyl-2-(hydroxymethyl)-1,3-propanediol |
ogumont t 200 |
2-ethyl-2-(((1-oxoallyl)oxy)methyl)-1,3-propanediyl diacrylate |
sr 351 |
einecs 239-701-3 |
nk ester a tmpt |
1,3-propanediol, 2-ethyl-2-(hydroxymethyl)-, triacrylate |
viscoat 295 |
sartomer sr 351 |
saret 351 |
m 309 |
acrylic acid, 1,1,1-(trihydroxymethyl)propane triester |
ccris 92 |
setalux uv 2241 |
MFM , |
trimethylolpropane triacrylate, contains 600 ppm monomethyl ether hydroquinone as inhibitor, technical grade |
NCGC00164104-01 |
2-propenoic acid, 2-ethyl-2-[[(1-oxo-2-propenyl)oxy]methyl]-1,3-propanediyl ester |
1,1,1-trimethylolpropane triacrylate |
T0949 |
1,1,1-tris(acryloyloxymethyl)propane |
2,2-bis(prop-2-enoyloxymethyl)butyl prop-2-enoate |
NCGC00164104-02 |
4b67kgl96s , |
2-propenoic acid, 1,1'-(2-ethyl-2-(((1-oxo-2-propen-1-yl)oxy)methyl)-1,3-propanediyl) ester |
hsdb 8054 |
unii-4b67kgl96s |
ec 239-701-3 |
NCGC00257300-01 |
cas-15625-89-5 |
dtxcid407773 |
tox21_303527 |
dtxsid0027773 , |
tox21_202170 |
NCGC00259719-01 |
FT-0605934 |
trimethylolpropane triacrylate [iarc] |
trimethylolpropane triacrylate [inci] |
AKOS015910177 |
SCHEMBL238953 |
CHEBI:35028 , |
Q-201880 |
CHEMBL1886556 |
tmpta (trimethylol propane triacrylate) |
trimethylolpropane triacrylate(106 cp(25 degrees c)) |
trimethylolpropane triacrylate, stabilized |
mfcd00008628 |
trimethylolpropane triacrylate (stabilized with mehq) |
trimethylolpropanetriacrylate |
2-(acryloyloxymethyl)-2-ethylpropane-1,3-diyl diacrylate |
1,1,1-trimethylolpropane triacrylate(trimpta) |
Q7670760 |
trimethylolpropane-triacrylate |
2-((acryloyloxy)methyl)-2-ethylpropane-1,3-diyl diacrylate |
F71306 |
trimethylolpropane triacrylate (iarc) |
PD062042 |
Trimethylolpropane triacrylate (TMPTA) is a trifunctional acrylate monomer which polymerizes rapidly when exposed to free radicals. TMPTA is a multifunctional monomer with industrial applications.
Excerpt | Reference | Relevance |
---|---|---|
"Trimethylolpropane triacrylate (TMPTA) is a trifunctional acrylate monomer which polymerizes rapidly when exposed to sources of free radicals. " | ( A review of the genotoxicity of trimethylolpropane triacrylate (TMPTA). Fowler, P; Kirkland, D, 2018) | 2.21 |
"Trimethylolpropane triacrylate (TMPTA) is a multifunctional monomer with industrial applications. " | ( Species and gender differences in the carcinogenic activity of trimethylolpropane triacrylate in rats and mice. Cesta, MF; Chhabra, RS; Cunny, H; Hébert, CD; Kissling, GE; Malarkey, D; Mann, JF; Rao, DB; Surh, I, 2014) | 2.08 |
"Trimethylolpropane triacrylate is a multifunctional monomer with a wide range of industrial applications. " | ( Toxicology studies of trimethylolpropane triacrylate (technical grade) (CAS No. 15625-89-5) in F344/N rats, B6C3F1 mice, and genetically modified (FVB Tg.AC hemizygous) mice (dermal studies). , 2005) | 2.09 |
Class | Description |
---|---|
carbonyl compound | Any compound containing the carbonyl group, C=O. The term is commonly used in the restricted sense of aldehydes and ketones, although it actually includes carboxylic acids and derivatives. |
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res] |
Protein | Taxonomy | Measurement | Average (µ) | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
---|---|---|---|---|---|---|---|
hypoxia-inducible factor 1 alpha subunit | Homo sapiens (human) | Potency | 15.1382 | 3.1890 | 29.8841 | 59.4836 | AID1224846; AID1224894 |
RAR-related orphan receptor gamma | Mus musculus (house mouse) | Potency | 5.3850 | 0.0060 | 38.0041 | 19,952.5996 | AID1159521; AID1159523 |
GLI family zinc finger 3 | Homo sapiens (human) | Potency | 3.3655 | 0.0007 | 14.5928 | 83.7951 | AID1259368; AID1259369; AID1259392 |
AR protein | Homo sapiens (human) | Potency | 15.0115 | 0.0002 | 21.2231 | 8,912.5098 | AID1259243; AID1259247; AID588516; AID743035; AID743036; AID743042; AID743053; AID743054; AID743063 |
caspase 7, apoptosis-related cysteine protease | Homo sapiens (human) | Potency | 24.6653 | 0.0133 | 26.9810 | 70.7614 | AID1346978 |
estrogen receptor 2 (ER beta) | Homo sapiens (human) | Potency | 34.0573 | 0.0006 | 57.9133 | 22,387.1992 | AID1259377; AID1259378 |
nuclear receptor subfamily 1, group I, member 3 | Homo sapiens (human) | Potency | 34.0506 | 0.0010 | 22.6508 | 76.6163 | AID1224838; AID1224839; AID1224893 |
progesterone receptor | Homo sapiens (human) | Potency | 36.9375 | 0.0004 | 17.9460 | 75.1148 | AID1346784; AID1346795 |
glucocorticoid receptor [Homo sapiens] | Homo sapiens (human) | Potency | 37.1882 | 0.0002 | 14.3764 | 60.0339 | AID588533; AID720691; AID720692; AID720719 |
retinoic acid nuclear receptor alpha variant 1 | Homo sapiens (human) | Potency | 10.1317 | 0.0030 | 41.6115 | 22,387.1992 | AID1159552; AID1159553; AID1159555 |
retinoid X nuclear receptor alpha | Homo sapiens (human) | Potency | 21.4004 | 0.0008 | 17.5051 | 59.3239 | AID1159527; AID1159531; AID588544; AID588546 |
estrogen-related nuclear receptor alpha | Homo sapiens (human) | Potency | 18.9500 | 0.0015 | 30.6073 | 15,848.9004 | AID1224841; AID1224842; AID1224848; AID1224849; AID1259401; AID1259403 |
farnesoid X nuclear receptor | Homo sapiens (human) | Potency | 26.1557 | 0.3758 | 27.4851 | 61.6524 | AID588526; AID588527; AID743217; AID743220; AID743239 |
pregnane X nuclear receptor | Homo sapiens (human) | Potency | 60.8136 | 0.0054 | 28.0263 | 1,258.9301 | AID1346982; AID720659 |
estrogen nuclear receptor alpha | Homo sapiens (human) | Potency | 22.7839 | 0.0002 | 29.3054 | 16,493.5996 | AID1259244; AID1259248; AID1259383; AID743069; AID743075; AID743077; AID743078; AID743079; AID743080; AID743091 |
peroxisome proliferator-activated receptor delta | Homo sapiens (human) | Potency | 35.5515 | 0.0010 | 24.5048 | 61.6448 | AID588535; AID743212; AID743215; AID743227 |
peroxisome proliferator activated receptor gamma | Homo sapiens (human) | Potency | 13.3100 | 0.0010 | 19.4141 | 70.9645 | AID588536; AID588537; AID743094; AID743140; AID743191 |
vitamin D (1,25- dihydroxyvitamin D3) receptor | Homo sapiens (human) | Potency | 22.7005 | 0.0237 | 23.2282 | 63.5986 | AID588541; AID743222; AID743223; AID743241 |
caspase-3 | Homo sapiens (human) | Potency | 24.6653 | 0.0133 | 26.9810 | 70.7614 | AID1346978 |
cytochrome P450, family 19, subfamily A, polypeptide 1, isoform CRA_a | Homo sapiens (human) | Potency | 5.9230 | 0.0017 | 23.8393 | 78.1014 | AID743083 |
thyroid stimulating hormone receptor | Homo sapiens (human) | Potency | 15.4053 | 0.0016 | 28.0151 | 77.1139 | AID1224843; AID1224895 |
activating transcription factor 6 | Homo sapiens (human) | Potency | 8.9446 | 0.1434 | 27.6121 | 59.8106 | AID1159519 |
nuclear factor of kappa light polypeptide gene enhancer in B-cells 1 (p105), isoform CRA_a | Homo sapiens (human) | Potency | 16.8350 | 19.7391 | 45.9784 | 64.9432 | AID1159509 |
v-jun sarcoma virus 17 oncogene homolog (avian) | Homo sapiens (human) | Potency | 2.4761 | 0.0578 | 21.1097 | 61.2679 | AID1159526; AID1159528 |
Histone H2A.x | Cricetulus griseus (Chinese hamster) | Potency | 16.4456 | 0.0391 | 47.5451 | 146.8240 | AID1224845; AID1224896 |
Caspase-7 | Cricetulus griseus (Chinese hamster) | Potency | 3.8301 | 0.0067 | 23.4960 | 68.5896 | AID1346980 |
thyroid hormone receptor beta isoform a | Homo sapiens (human) | Potency | 14.0939 | 0.0100 | 39.5371 | 1,122.0200 | AID588545; AID588547 |
caspase-3 | Cricetulus griseus (Chinese hamster) | Potency | 3.8301 | 0.0067 | 23.4960 | 68.5896 | AID1346980 |
thyroid hormone receptor beta isoform 2 | Rattus norvegicus (Norway rat) | Potency | 3.7938 | 0.0003 | 23.4451 | 159.6830 | AID743065; AID743067 |
heat shock protein beta-1 | Homo sapiens (human) | Potency | 6.2647 | 0.0420 | 27.3789 | 61.6448 | AID743210; AID743228 |
nuclear factor erythroid 2-related factor 2 isoform 1 | Homo sapiens (human) | Potency | 21.2849 | 0.0006 | 27.2152 | 1,122.0200 | AID651741; AID720636; AID743202; AID743219 |
Voltage-dependent calcium channel gamma-2 subunit | Mus musculus (house mouse) | Potency | 14.9859 | 0.0015 | 57.7890 | 15,848.9004 | AID1259244 |
Cellular tumor antigen p53 | Homo sapiens (human) | Potency | 48.6823 | 0.0023 | 19.5956 | 74.0614 | AID651631; AID651743; AID720552 |
Glutamate receptor 2 | Rattus norvegicus (Norway rat) | Potency | 14.9859 | 0.0015 | 51.7393 | 15,848.9004 | AID1259244 |
ATPase family AAA domain-containing protein 5 | Homo sapiens (human) | Potency | 7.8683 | 0.0119 | 17.9420 | 71.5630 | AID651632; AID720516 |
Ataxin-2 | Homo sapiens (human) | Potency | 7.3701 | 0.0119 | 12.2221 | 68.7989 | AID651632 |
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] |
Timeframe | Studies, This Drug (%) | All Drugs % |
---|---|---|
pre-1990 | 9 (16.98) | 18.7374 |
1990's | 10 (18.87) | 18.2507 |
2000's | 11 (20.75) | 29.6817 |
2010's | 19 (35.85) | 24.3611 |
2020's | 4 (7.55) | 2.80 |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |
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 very strong demand-to-supply ratio for research on this compound.
| This Compound (50.07) All Compounds (24.57) |
Publication Type | This drug (%) | All Drugs (%) |
---|---|---|
Trials | 0 (0.00%) | 5.53% |
Reviews | 1 (1.85%) | 6.00% |
Case Studies | 6 (11.11%) | 4.05% |
Observational | 0 (0.00%) | 0.25% |
Other | 47 (87.04%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |