2-ethylhexyl acrylate profile

2-Ethylhexyl acrylate (2-EHA) is a colorless liquid monomer that is commonly used in the production of polymers and copolymers. It is synthesized through the esterification of acrylic acid with 2-ethylhexanol. 2-EHA is a versatile monomer with good adhesion, flexibility, and water resistance properties. These characteristics make it a popular choice for applications such as paints, coatings, adhesives, and sealants. Furthermore, 2-EHA is known for its low volatility and high viscosity, which contribute to its desirable properties in various industrial applications. Due to its widespread usage, the study of 2-EHA is important to assess its potential environmental impact, evaluate its health effects, and develop more sustainable alternatives. Researchers investigate its potential for biodegradation, its toxicity to aquatic organisms, and its effects on human health. '

ID Source	ID
PubMed CID	7636
CHEMBL ID	1574328
CHEBI ID	82465
SCHEMBL ID	14869
MeSH ID	M0111669

Synonym
9003-77-4
LS-14013
2-ethylhexyl acrylate
2-ethylhexyl 2-propenoate
103-11-7
2-propenoic acid, 2-ethylhexyl ester
wln: 4y2 & 1ov1u1
acrylic acid, 2-ethylhexyl ester
1-hexanol, acrylate
nsc4803
nsc-4803
2-ethyl-1-hexyl acrylate
2-ethylhexylester kyseliny akrylove [czech]
brn 1765828
ccris 3430
ai3-03833
1-hexanol, 2-ethyl-, acrylate
mono(2-ethylhexyl) acrylate
einecs 203-080-7
nsc 4803
hsdb 1121
einecs 215-330-2
NCGC00091115-01
2-ethylhexyl acrylate, 98%, contains >=0.001-<=0.11% monomethyl ether hydroquinone as stabilizer
NCGC00091115-02
2eha
2-ethylhexyl acrylate monomer
octyl acrylate monomer
acrylic acid 2-ethylhexyl ester monomer
A0144
acrylic acid octyl ester monomer
2-ethylhexyl prop-2-enoate
NCGC00091115-03
C19420
tox21_303227
NCGC00256960-01
cas-103-11-7
dtxcid405297
dtxsid9025297 ,
tox21_202053
NCGC00259602-01
2-ethylhexylacrylate
2-ethylexyl acrylate
unii-hr49r9s6xg
ec 203-080-7
2-ethylhexylester kyseliny akrylove
hr49r9s6xg ,
FT-0612226
AKOS015894409
ethylhexyl acrylate [inci]
jc base acrylate
ethylhexylacrylate
norsocryl 2-eha
2-ethylhexyl acrylate [iarc]
SCHEMBL14869
CHEBI:82465 ,
acrylic acid 2-ethylhexyl ester
CHEMBL1574328
Q-200277
2-ethylhexyl ester of acrylic acid
2-ethylhexanol acrylate
2eha; eha; jr 910; nsc 4803; norsocryl 2-eha
mfcd00009495
2-ethylhexyl acrylate, analytical standard
2-ethylhexyl acrylate monomer (stabilized with mehq)
2-ethylhexyl acrylate monomer, stab. w/mehq
acrylic acid-2-ethylhexyl ester
Q209383
mfcd00084372
2-ethylhexyl acrylate resin
2-ethylhexyl propenoate
A896619
2-ethylhexyl acrylate (iarc)
2-ethylhexyl-2-propenoate
(+/-)-acrylic acid 2-ethylhexyl ester

Excerpt	Reference	Relevance
" In combination with the analysis of the extractables of the UV-cured networks (polymers not attached to the network, impurities that originate from the photo-initiator and unreacted monomers), more insight in the total network structure was obtained."	( Characterisation of UV-cured acrylate networks by means of hydrolysis followed by aqueous size-exclusion combined with reversed-phase chromatography. de Koster, CG; Dias, AA; Litvinov, VM; Mengerink, Y; Peters, R; Schoenmakers, P; Steeman, P; van Benthem, R; van der Wal, S, 2007)	0.34

Excerpt	Relevance	Reference
" Dermal carcinogenicity studies performed with 2-EHA are reviewed, contrasting the results in two mouse strains (C3H/HeJ and NMRI) under different dosing regimens."	( Critical evaluation of 2-ethylhexyl acrylate dermal carcinogenicity studies using contemporary criteria. Ellis-Hutchings, R; Finch, L; Murphy, S; Welz, S; Wiench, K, 2018)	0.79

Class	Description
enoate ester	An alpha,beta-unsaturated carboxylic ester of general formula R(1)R(2)C=CR(3)-C(=O)OR(4) (R(4) =/= H) in which the ester C=O function is conjugated to a C=C double bond at the alpha,beta position.
[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)
RAR-related orphan receptor gamma	Mus musculus (house mouse)	Potency	43.2573	0.0060	38.0041	19,952.5996	AID1159521; AID1159523
AR protein	Homo sapiens (human)	Potency	15.3085	0.0002	21.2231	8,912.5098	AID1259247
thyroid stimulating hormone receptor	Homo sapiens (human)	Potency	2.5119	0.0013	18.0743	39.8107	AID926; AID938
progesterone receptor	Homo sapiens (human)	Potency	68.5896	0.0004	17.9460	75.1148	AID1346784
retinoic acid nuclear receptor alpha variant 1	Homo sapiens (human)	Potency	34.2320	0.0030	41.6115	22,387.1992	AID1159552; AID1159553; AID1159555
estrogen-related nuclear receptor alpha	Homo sapiens (human)	Potency	48.5577	0.0015	30.6073	15,848.9004	AID1259401
estrogen nuclear receptor alpha	Homo sapiens (human)	Potency	51.4829	0.0002	29.3054	16,493.5996	AID743080; AID743091
peroxisome proliferator-activated receptor delta	Homo sapiens (human)	Potency	8.6831	0.0010	24.5048	61.6448	AID743215
cytochrome P450, family 19, subfamily A, polypeptide 1, isoform CRA_a	Homo sapiens (human)	Potency	30.6379	0.0017	23.8393	78.1014	AID743083
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	8 (26.67)	18.7374
1990's	8 (26.67)	18.2507
2000's	5 (16.67)	29.6817
2010's	8 (26.67)	24.3611
2020's	1 (3.33)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	1 (3.33%)	5.53%
Reviews	2 (6.67%)	6.00%
Case Studies	2 (6.67%)	4.05%
Observational	0 (0.00%)	0.25%
Other	25 (83.33%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
benzo(a)pyrene Benzo(a)pyrene: A potent mutagen and carcinogen. It is a public health concern because of its possible effects on industrial workers, as an environmental pollutant, an as a component of tobacco smoke.. benzo[a]pyrene : An ortho- and peri-fused polycyclic arene consisting of five fused benzene rings.	1.98	1	ortho- and peri-fused polycyclic arene	carcinogenic agent; mouse metabolite
flurbiprofen Flurbiprofen: An anti-inflammatory analgesic and antipyretic of the phenylalkynoic acid series. It has been shown to reduce bone resorption in periodontal disease by inhibiting CARBONIC ANHYDRASE.. flurbiprofen : A monocarboxylic acid that is a 2-fluoro-[1,1'-biphenyl-4-yl] moiety linked to C-2 of propionic acid. A non-steroidal anti-inflammatory, analgesic and antipyretic, it is used as a pre-operative anti-miotic as well as orally for arthritis or dental pain.	2.04	1	fluorobiphenyl; monocarboxylic acid	antipyretic; EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor; non-narcotic analgesic; non-steroidal anti-inflammatory drug
methacrylic acid methacrylic acid: RN given refers to parent cpd. methacrylic acid : An alpha,beta-unsaturated monocarboxylic acid that is acrylic acid in which the hydrogen at position 2 is substituted by a methyl group.	2.05	1	alpha,beta-unsaturated monocarboxylic acid
isoprene isoprene: used in manufacture of ''synthetic'' rubber, butyl rubber; copolymer in production of elastomers; structure. isoprene : A hemiterpene with the formula CH2=C(CH3)CH=CH2; the monomer of natural rubber and a common structure motif to the isoprenoids, a large class of other naturally occurring compounds.	1.98	1	alkadiene; hemiterpene; volatile organic compound	plant metabolite
acrylic acid acrylic acid: RN given refers to parent cpd. acrylic acid : A alpha,beta-unsaturated monocarboxylic acid that is ethene substituted by a carboxy group.	2.43	2	alpha,beta-unsaturated monocarboxylic acid	metabolite
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.	2.93	4	enoate ester; methyl ester	allergen; polymerisation monomer
allyl methacrylate [no description available]	2.05	1
methyl acrylate [no description available]	2.68	3	enoate ester
butyl methacrylate [no description available]	1.96	1	enoate ester
ethylene dimethacrylate ethylene glycol dimethacrylate : The enoate ester that is the 1,2-bis(methacryloyl) derivative of ethylene glycol.	2.74	3	enoate ester	allergen; cross-linking reagent; polymerisation monomer
4-(dimethylamino)benzaldehyde p-dimethylaminobenzaldehyde: structure in first source. 4-(dimethylamino)benzaldehyde : A member of the class of benzaldehydes that is benzaldehyde carrying a dimethylamino substituent at position 4. Used as an indicator for detection of indoles and hydrazine.	1.97	1	benzaldehydes; substituted aniline; tertiary amino compound	chromogenic compound
styrene Styrene: A colorless, toxic liquid with a strong aromatic odor. It is used to make rubbers, polymers and copolymers, and polystyrene plastics.. styrene : A vinylarene that is benzene carrying a vinyl group. It has been isolated from the benzoin resin produced by Styrax species.	2.08	1	styrenes; vinylarene; volatile organic compound	mouse metabolite; mutagen; plant metabolite
acrylonitrile [no description available]	1.97	1	aliphatic nitrile; volatile organic compound	antifungal agent; carcinogenic agent; fungal metabolite; mutagen; polar aprotic solvent
triethylene glycol dimethacrylate [no description available]	2.05	1
tetraethyleneglycol dimethacrylate tetraethyleneglycol dimethacrylate: structure in first source	2.05	1
ethyl acrylate [no description available]	2.67	3	enoate 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.	2.91	4	acrylate ester
mequinol mequinol: depigmenting agent; RN given refers to parent cpd	1.97	1	methoxybenzenes; phenols	metabolite
2-hydroxyethyl acrylate [no description available]	2.05	1
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.	2.46	2	enoate ester	allergen; polymerisation monomer
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.	2.05	1	diarylmethane
benzyl methacrylate [no description available]	2.05	1
hexyl acrylate [no description available]	2.46	2
1,6-hexanediol diacrylate [no description available]	1.98	1
trimethylolpropane triacrylate trimethylolpropane triacrylate: acrylate derivative found in ultraviolet curing inks; causes contact dermatitis	2.38	2	carbonyl compound
tetradecanoylphorbol acetate Tetradecanoylphorbol Acetate: A phorbol ester found in CROTON OIL with very effective tumor promoting activity. It stimulates the synthesis of both DNA and RNA.. phorbol ester : Esters of phorbol, originally found in croton oil (from Croton tiglium, of the family Euphorbiaceae). A number of phorbol esters possess activity as tumour promoters and activate the mechanisms associated with cell growth. Some of these are used in experiments as activators of protein kinase C.. phorbol 13-acetate 12-myristate : A phorbol ester that is phorbol in which the hydroxy groups at the cyclopropane ring juction (position 13) and the adjacent carbon (position 12) have been converted into the corresponding acetate and myristate esters. It is a major active constituent of the seed oil of Croton tiglium. It has been used as a tumour promoting agent for skin carcinogenesis in rodents and is associated with increased cell proliferation of malignant cells. However its function is controversial since a decrease in cell proliferation has also been observed in several cancer cell types.	1.98	1	acetate ester; diester; phorbol ester; tertiary alpha-hydroxy ketone; tetradecanoate ester	antineoplastic agent; apoptosis inducer; carcinogenic agent; mitogen; plant metabolite; protein kinase C agonist; reactive oxygen species generator
rivastigmine [no description available]	7.25	1	carbamate ester; tertiary amino compound	cholinergic drug; EC 3.1.1.8 (cholinesterase) inhibitor; neuroprotective agent
cellulose DEAE-Cellulose: Cellulose derivative used in chromatography, as ion-exchange material, and for various industrial applications.	2.08	1	glycoside

Condition	Relationship Strength	Studies
Allergic Contact Dermatitis [description not available]	2.5	2
Dermatitis, Allergic Contact A contact dermatitis due to allergic sensitization to various substances. These substances subsequently produce inflammatory reactions in the skin of those who have acquired hypersensitivity to them as a result of prior exposure.	2.5	2
Carcinogenesis The origin, production or development of cancer through genotypic and phenotypic changes which upset the normal balance between cell proliferation and cell death. Carcinogenesis generally requires a constellation of steps, which may occur quickly or over a period of many years.	3.09	1
Cancer of Skin [description not available]	3.61	3
Skin Neoplasms Tumors or cancer of the SKIN.	3.61	3
Alopecia Circumscripta [description not available]	2.04	1
Scalp Dermatoses Skin diseases involving the SCALP.	2.04	1
Alopecia Areata Loss of scalp and body hair involving microscopically inflammatory patchy areas.	7.04	1
Contact Dermatitis [description not available]	1.96	1
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.	1.96	1
Carcinoma, Epidermoid [description not available]	2.38	2
Papilloma, Squamous Cell [description not available]	2.38	2
Carcinoma, Squamous Cell A carcinoma derived from stratified SQUAMOUS EPITHELIAL CELLS. It may also occur in sites where glandular or columnar epithelium is normally present. (From Stedman, 25th ed)	2.38	2
Papilloma A circumscribed benign epithelial tumor projecting from the surrounding surface; more precisely, a benign epithelial neoplasm consisting of villous or arborescent outgrowths of fibrovascular stroma covered by neoplastic cells. (Stedman, 25th ed)	2.38	2
Malignant Melanoma [description not available]	1.97	1
Fibrosarcoma A sarcoma derived from deep fibrous tissue, characterized by bundles of immature proliferating fibroblasts with variable collagen formation, which tends to invade locally and metastasize by the bloodstream. (Stedman, 25th ed)	1.97	1
Melanoma A malignant neoplasm derived from cells that are capable of forming melanin, which may occur in the skin of any part of the body, in the eye, or, rarely, in the mucous membranes of the genitalia, anus, oral cavity, or other sites. It occurs mostly in adults and may originate de novo or from a pigmented nevus or malignant lentigo. Melanomas frequently metastasize widely, and the regional lymph nodes, liver, lungs, and brain are likely to be involved. The incidence of malignant skin melanomas is rising rapidly in all parts of the world. (Stedman, 25th ed; from Rook et al., Textbook of Dermatology, 4th ed, p2445)	1.97	1

2-ethylhexyl acrylate

Cross-References

Synonyms (75)

Research Excerpts

Compound-Compound Interactions

Dosage Studied

Drug Classes (1)

Protein Targets (9)

Potency Measurements

Research

Studies (30)

Market Indicators

Research Demand Index: 56.64

Study Types