Compounds > alpha-methylstyrol
Page last updated: 2024-12-05

alpha-methylstyrol

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Alpha-methylstyrene (AMS) is a colorless liquid with a sweet, aromatic odor. It is a monomer used in the production of polymers, such as polystyrene and synthetic rubber. AMS is synthesized by the dehydration of alpha-methylbenzyl alcohol, which can be obtained by the reduction of acetophenone. AMS is a reactive compound that readily undergoes polymerization. It can also undergo various other reactions, such as oxidation and halogenation. AMS is used in the production of a wide variety of products, including plastics, resins, adhesives, and elastomers. It is also used as a solvent and as a component of fuels and lubricants. AMS is known to be a potential human health hazard. Inhalation, ingestion, or skin contact can cause irritation and other health problems. The compound is also flammable and should be handled with care. AMS is a valuable industrial chemical, but it is also a potential environmental pollutant. Its release into the environment can have negative effects on aquatic life and human health. Research on AMS is ongoing, focusing on areas such as its synthesis, reactivity, and potential environmental impact.'

Cross-References

ID SourceID
PubMed CID7407
CHEMBL ID1344773
CHEBI ID35060
MeSH IDM0069048

Synonyms (107)

Synonym
BIDD:ER0701
a-methylstyrene
AKOS009031371
BB 0220511
isopropenyl-benzene
ccris 6067
isopropenyl-benzol [german]
isopropenyl-benzeen [dutch]
einecs 202-705-0
alpha-metil-stirolo [italian]
1-methylethylenebenzene
styrene, alpha-methyl-
alpha-methylstyreen [dutch]
isopropenil-benzolo [italian]
a-methyl styrene
hsdb 196
ai3-18133
un2303
1-methylethenylbenzine
1-methyl-1-phenylethene
alpha-methyl-styrol [german]
alpha-methyl styrene
nsc 9400
as-methylphenylethylene
.alpha.-methyl-styrol
nsc9400
2-phenylpropene
2-phenyl-1-propene
1-propene, 2-phenyl-
1-phenyl-1-methylethylene
1-methyl-1-phenylethylene
isopropenyl-benzol
isopropenylbenzene
isopropenil-benzolo
nsc-9400
benzene, (1-methylethenyl)-
.alpha.-metil-stirolo
.beta.-phenylpropene
2-phenylpropylene
.alpha.-methylstyrol
98-83-9
.beta.-phenylpropylene
.alpha.-methylstyrene
styrene, .alpha.-methyl-
isopropenyl-benzeen
.alpha.-methylstyreen
wln: 1yr & u1
(1-methylethenyl)benzene
ortho brush killer a
2-phenyl-2-propene
beta-phenylpropene
alpha-methylstyrol
alpha-methylstyrene
beta-phenylpropylene
inchi=1/c9h10/c1-8(2)9-6-4-3-5-7-9/h3-7h,1h2,2h
NCGC00090741-01
GHL.PD_MITSCHER_LEG0.286
alpha-methylstyrene, 99%, contains 15 ppm p-tert-butylcatechol as inhibitor
MLS001055493
smr000686066
prop-1-en-2-ylbenzene
alpha-menthylstyrene
M0429
NCGC00090741-02
HMS3039N11
cas-98-83-9
NCGC00257713-01
tox21_200159
dtxsid9025661 ,
dtxcid905661
25014-31-7
alpha methylstyrene
unii-d46r9753ik
d46r9753ik ,
isopropenylbenzene [un2303] [flammable liquid]
alpha-metil-stirolo
alpha-methylstyreen
alpha-methyl-styrol
ec 202-705-0
FT-0613309
alpha-methylstyrene [hsdb]
.alpha.-methylvinylbenzene
1-methylvinyl benzene
2-phenyl-1-propylene
alpha-methyl-styrene
benzene, isopropenyl-
alphamethyl styrene
2-phenyl-propene
2-phenylprop-1-ene
alphamethylstyrene
CHEMBL1344773
CHEBI:35060 ,
un 2303
mfcd00008859
J-510246
alpha-methylstyrene, stabilized
F0001-2321
(1-methylethenyl)-benzene contains 15 ppm p-tert-butylcatechol as inhibitor
alpha-methylstyrene monomer, analytical standard
alpha-methylstyrene (stabilized with tbc)
alpha-methylstyrene, 99%, contains 15 ppm 4-tert-butylcatechol as stabilizer
CS-W004075
Q414195
alpha -methylstyrene monomer
BS-22949
(prop-1-en-2-yl)benzene
EN300-19672

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" The highest tissue (14)C levels in rats were observed in adipose tissue, liver, and kidney with no accumulation observed after repeat dosing up to 7 days."( Disposition and metabolism of cumene in F344 rats and B6C3F1 mice.
Chen, LJ; Dix, KJ; Kramer, DJ; McDonald, JD; Sanders, JM; Thomas, LA; Wegerski, CJ, 2011)		0.37
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
olefinic compoundAny organic molecular entity that contains at least one C=C bond.
[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 Targets (16)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
thioredoxin reductaseRattus norvegicus (Norway rat)Potency89.12510.100020.879379.4328AID588453
RAR-related orphan receptor gammaMus musculus (house mouse)Potency6.85900.006038.004119,952.5996AID1159521
AR proteinHomo sapiens (human)Potency48.71770.000221.22318,912.5098AID1259247; AID743042
progesterone receptorHomo sapiens (human)Potency8.20070.000417.946075.1148AID1346784; AID1347036
glucocorticoid receptor [Homo sapiens]Homo sapiens (human)Potency48.97820.000214.376460.0339AID720692
retinoid X nuclear receptor alphaHomo sapiens (human)Potency28.64070.000817.505159.3239AID1159527; AID1159531
peroxisome proliferator-activated receptor deltaHomo sapiens (human)Potency0.00630.001024.504861.6448AID588535
IDH1Homo sapiens (human)Potency1.03230.005210.865235.4813AID686970
chromobox protein homolog 1Homo sapiens (human)Potency63.09570.006026.168889.1251AID540317
thyroid hormone receptor beta isoform aHomo sapiens (human)Potency8.91250.010039.53711,122.0200AID588545
importin subunit beta-1 isoform 1Homo sapiens (human)Potency0.51745.804836.130665.1308AID540253
snurportin-1Homo sapiens (human)Potency0.51745.804836.130665.1308AID540253
GTP-binding nuclear protein Ran isoform 1Homo sapiens (human)Potency0.51745.804816.996225.9290AID540253
DNA polymerase iota isoform a (long)Homo sapiens (human)Potency89.12510.050127.073689.1251AID588590
lethal factor (plasmid)Bacillus anthracis str. A2012Potency2.51190.020010.786931.6228AID912
Nuclear receptor ROR-gammaHomo sapiens (human)Potency0.59560.026622.448266.8242AID651802
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (13)

Processvia Protein(s)Taxonomy
negative regulation of transcription by RNA polymerase IINuclear receptor ROR-gammaHomo sapiens (human)
xenobiotic metabolic processNuclear receptor ROR-gammaHomo sapiens (human)
regulation of glucose metabolic processNuclear receptor ROR-gammaHomo sapiens (human)
regulation of steroid metabolic processNuclear receptor ROR-gammaHomo sapiens (human)
intracellular receptor signaling pathwayNuclear receptor ROR-gammaHomo sapiens (human)
circadian regulation of gene expressionNuclear receptor ROR-gammaHomo sapiens (human)
cellular response to sterolNuclear receptor ROR-gammaHomo sapiens (human)
positive regulation of circadian rhythmNuclear receptor ROR-gammaHomo sapiens (human)
regulation of fat cell differentiationNuclear receptor ROR-gammaHomo sapiens (human)
positive regulation of DNA-templated transcriptionNuclear receptor ROR-gammaHomo sapiens (human)
adipose tissue developmentNuclear receptor ROR-gammaHomo sapiens (human)
T-helper 17 cell differentiationNuclear receptor ROR-gammaHomo sapiens (human)
regulation of transcription by RNA polymerase IINuclear receptor ROR-gammaHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (10)

Processvia Protein(s)Taxonomy
RNA polymerase II cis-regulatory region sequence-specific DNA bindingNuclear receptor ROR-gammaHomo sapiens (human)
DNA-binding transcription factor activity, RNA polymerase II-specificNuclear receptor ROR-gammaHomo sapiens (human)
DNA-binding transcription repressor activity, RNA polymerase II-specificNuclear receptor ROR-gammaHomo sapiens (human)
DNA-binding transcription factor activityNuclear receptor ROR-gammaHomo sapiens (human)
protein bindingNuclear receptor ROR-gammaHomo sapiens (human)
oxysterol bindingNuclear receptor ROR-gammaHomo sapiens (human)
zinc ion bindingNuclear receptor ROR-gammaHomo sapiens (human)
ligand-activated transcription factor activityNuclear receptor ROR-gammaHomo sapiens (human)
sequence-specific double-stranded DNA bindingNuclear receptor ROR-gammaHomo sapiens (human)
nuclear receptor activityNuclear receptor ROR-gammaHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (4)

Processvia Protein(s)Taxonomy
nucleusNuclear receptor ROR-gammaHomo sapiens (human)
nucleoplasmNuclear receptor ROR-gammaHomo sapiens (human)
nuclear bodyNuclear receptor ROR-gammaHomo sapiens (human)
chromatinNuclear receptor ROR-gammaHomo sapiens (human)
nucleusNuclear receptor ROR-gammaHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (13)

Assay IDTitleYearJournalArticle
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID504812Inverse Agonists of the Thyroid Stimulating Hormone Receptor: HTS campaign2010Endocrinology, Jul, Volume: 151, Issue:7
A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID504810Antagonists of the Thyroid Stimulating Hormone Receptor: HTS campaign2010Endocrinology, Jul, Volume: 151, Issue:7
A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID651635Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression
AID1745845Primary qHTS for Inhibitors of ATXN expression
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (21)

TimeframeStudies, This Drug (%)All Drugs %
pre-19907 (33.33)18.7374
1990's0 (0.00)18.2507
2000's4 (19.05)29.6817
2010's8 (38.10)24.3611
2020's2 (9.52)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 45.70

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 Index45.70 (24.57)
Research Supply Index3.18 (2.92)
Research Growth Index4.28 (4.65)
Search Engine Demand Index69.20 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (45.70)

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%
Other23 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
ethylene glycol
Ethylene Glycol: A colorless, odorless, viscous dihydroxy alcohol. It has a sweet taste, but is poisonous if ingested. Ethylene glycol is the most important glycol commercially available and is manufactured on a large scale in the United States. It is used as an antifreeze and coolant, in hydraulic fluids, and in the manufacture of low-freezing dynamites and resins.. ethanediol : Any diol that is ethane or substituted ethane carrying two hydroxy groups.. ethylene glycol : A 1,2-glycol compound produced via reaction of ethylene oxide with water.		2.2510ethanediol;
glycol		metabolite;
mouse metabolite;
solvent;
toxin
acetone
methyl ketone : A ketone of formula RC(=O)CH3 (R =/= H).		2.1510ketone body;
methyl ketone;
propanones;
volatile organic compound		EC 3.5.1.4 (amidase) inhibitor;
human metabolite;
polar aprotic solvent
benzene
[no description available]		1.9310aromatic annulene;
benzenes;
volatile organic compound		carcinogenic agent;
environmental contaminant;
non-polar solvent
carbamates
[no description available]		2.2510amino-acid anion
amphetamine
Amphetamine: A powerful central nervous system stimulant and sympathomimetic. Amphetamine has multiple mechanisms of action including blocking uptake of adrenergics and dopamine, stimulation of release of monamines, and inhibiting monoamine oxidase. Amphetamine is also a drug of abuse and a psychotomimetic. The l- and the d,l-forms are included here. The l-form has less central nervous system activity but stronger cardiovascular effects. The d-form is DEXTROAMPHETAMINE.. 1-phenylpropan-2-amine : A primary amine that is isopropylamine in which a hydrogen attached to one of the methyl groups has been replaced by a phenyl group.. amphetamine : A racemate comprising equimolar amounts of (R)-amphetamine (also known as levamphetamine or levoamphetamine) and (S)-amphetamine (also known as dexamfetamine or dextroamphetamine.		2.1510primary amine
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.		2.3520alkadiene;
hemiterpene;
volatile organic compound		plant 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.		2.0710enoate ester;
methyl ester		allergen;
polymerisation monomer
cumene
cumene : An alkylbenzene that is benzene carrying an isopropyl group.		2.3720alkylbenzene
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.		2.6430styrenes;
vinylarene;
volatile organic compound		mouse metabolite;
mutagen;
plant metabolite
1-phenyl-2-propanone
1-phenyl-2-propanone: analog of propiophenone where carbonyl group is on the 2 carbon atom instead of the 1 carbon atom of the side chain. phenylacetone : A propanone that is propan-2-one substituted by a phenyl group at position 1.		2.1510methyl ketone;
propanones
1,3-butadiene
buta-1,3-diene : A butadiene with unsaturation at positions 1 and 3.		1.9610butadienecarcinogenic agent;
mutagen
1,1-diphenylethylene
1,1-diphenylethylene: structure		2.0710
2-phenyl-2-propanol
2-phenylpropan-2-ol : A tertiary alcohol that is isopropanol in which the hydrogen attached to the carbon bearing the hydroxy group has been replaced by a phenyl group.		2.0610benzyl alcohols;
tertiary alcohol		human xenobiotic metabolite;
Mycoplasma genitalium metabolite
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.		2.2510diarylmethane
1-phenylpropene
1-phenylpropene: structure in first source		2.0710
betadex
beta-Cyclodextrins: Cyclic GLUCANS consisting of seven (7) glucopyranose units linked by 1,4-glycosidic bonds.		2.0210cyclodextrin
ConditionIndicatedRelationship StrengthStudiesTrials
Innate Inflammatory Response
[description not available]		02.0510
Inflammation
A pathological process characterized by injury or destruction of tissues caused by a variety of cytologic and chemical reactions. It is usually manifested by typical signs of pain, heat, redness, swelling, and loss of function.		02.0510
Body Weight
The mass or quantity of heaviness of an individual. It is expressed by units of pounds or kilograms.		02.0310
Cancer of Kidney
[description not available]		02.0310
Granulocytic Leukemia
[description not available]		02.0310
Cancer of Liver
[description not available]		02.0310
Experimental Neoplasms
[description not available]		02.0310
Nasal Diseases
[description not available]		02.0310
Chromosome-Defective Micronuclei
[description not available]		02.0310
Kidney Neoplasms
Tumors or cancers of the KIDNEY.		02.0310
Leukemia, Myeloid
Form of leukemia characterized by an uncontrolled proliferation of the myeloid lineage and their precursors (MYELOID PROGENITOR CELLS) in the bone marrow and other sites.		02.0310
Liver Neoplasms
Tumors or cancer of the LIVER.		02.0310
Cardiac Neurosis
[description not available]		01.9610
Diseases, Occupational
[description not available]		01.9610