ChemicalBook > CAS DataBase List > 3-[1-(3-Hydroxy-4-methoxyphenyl)-meth-(E)-ylidene]-6-methyl-chroman-4-one

3-[1-(3-Hydroxy-4-methoxyphenyl)-meth-(E)-ylidene]-6-methyl-chroman-4-one

Product Name
3-[1-(3-Hydroxy-4-methoxyphenyl)-meth-(E)-ylidene]-6-methyl-chroman-4-one
CAS No.
1031206-36-6
Chemical Name
3-[1-(3-Hydroxy-4-methoxyphenyl)-meth-(E)-ylidene]-6-methyl-chroman-4-one
Synonyms
IMS2186;IMS2186, 10 mM in DMSO;(E)-3-(3-Hydroxy-4-methoxybenzylidene)-6-methylchroman-4-one;3-[1-(3-Hydroxy-4-methoxyphenyl)-meth-(E)-ylidene]-6-methyl-chroman-4-one;(3E)-2,3-Dihydro-3-[(3-Hydroxy-4-Methoxyphenyl)Methylene]-6-Methyl-4H-1-Benzopyran-4-One;4H-1-Benzopyran-4-one, 2,3-dihydro-3-[(3-hydroxy-4-methoxyphenyl)methylene]-6-methyl-, (3E)-
CBNumber
CB62750358
Molecular Formula
C18H16O4
Formula Weight
296.32
MOL File
1031206-36-6.mol
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3-[1-(3-Hydroxy-4-methoxyphenyl)-meth-(E)-ylidene]-6-methyl-chroman-4-one Property

Boiling point:
535.7±50.0 °C(Predicted)
Density 
1.286±0.06 g/cm3(Predicted)
storage temp. 
room temp
solubility 
DMSO: >20mg/mL
pka
9.39±0.10(Predicted)
form 
solid
color 
white to off-white
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Safety

Hazard Codes 
N
Risk Statements 
50/53
Safety Statements 
60-61
RIDADR 
UN 3077 9 / PGIII
WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H400Very toxic to aquatic life

Precautionary statements

P273Avoid release to the environment.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
I7160
Product name
IMS2186
Purity
≥98% (HPLC), solid
Packaging
5mg
Price
$77.7
Updated
2025/07/31
TRC
Product number
I268653
Product name
IMS2186
Packaging
10mg
Price
$110
Updated
2021/12/16
Usbiological
Product number
452283
Product name
IMS2186
Packaging
5mg
Price
$340
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
INB0000992
Product name
IMS2186
Purity
95.00%
Packaging
5MG
Price
$481
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
INB0000992
Product name
IMS2186
Purity
95.00%
Packaging
10MG
Price
$537.6
Updated
2021/12/16
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3-[1-(3-Hydroxy-4-methoxyphenyl)-meth-(E)-ylidene]-6-methyl-chroman-4-one Chemical Properties,Usage,Production

Uses

IMS2186 is an anti-prileferative and anti-angiogenic compound.

Biological Activity

IMS2186 is an anti-proliferative and anti-angiogenic agent. Apparently IMS2186 blocks the cell cycle at G2 and inhibits the production of PGE2/TNF-α. IMS2186 inhibits cell growth in vitro in tumor cells, non-transformed fibroblasts, and retinal pigment epithelial cells. IMS2186 inhibits angiogenesis (IC50 = 0.1 μM) and cell migration. Intraocular injection of IMS2186 could be a long-lasting effective treatment for CNV (choroidal neovascularization) in AMD (age-related macular degeneration) with a reduction in scarring and related visual loss.

in vivo

IMS2186 (2.5 mg in 0.5 mL; intravitreal injection; single dose) has no ocular toxicity while applied to rabbit eyes[1].
IMS2186 (100 μg/eye, i.e. 2.0 μL of the solution of 50 μg/μL; single dose) shows anti-proliferative effect on laser-induced choroidal neovascularization (CNV) rat models[1].

Animal Model:Rat model of laser induced CNV[1]
Dosage:100 μg/eye, 2.0 μL of the solution of 50 μg/μL
Administration:Intravitreal injection; single dose
Result:Resulted 30% reduction of lesion area compared to PBS in the lesion area measurement.

3-[1-(3-Hydroxy-4-methoxyphenyl)-meth-(E)-ylidene]-6-methyl-chroman-4-one Preparation Products And Raw materials

Raw materials

Preparation Products

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3-[1-(3-Hydroxy-4-methoxyphenyl)-meth-(E)-ylidene]-6-methyl-chroman-4-one Suppliers

China 24 United States 4 USA 1 Global 29
Adamas Reagent, Ltd.
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1031206-36-6, 3-[1-(3-Hydroxy-4-methoxyphenyl)-meth-(E)-ylidene]-6-methyl-chroman-4-oneRelated Search:


  • 3-[1-(3-Hydroxy-4-methoxyphenyl)-meth-(E)-ylidene]-6-methyl-chroman-4-one
  • IMS2186
  • 4H-1-Benzopyran-4-one, 2,3-dihydro-3-[(3-hydroxy-4-methoxyphenyl)methylene]-6-methyl-, (3E)-
  • (E)-3-(3-Hydroxy-4-methoxybenzylidene)-6-methylchroman-4-one
  • (3E)-2,3-Dihydro-3-[(3-Hydroxy-4-Methoxyphenyl)Methylene]-6-Methyl-4H-1-Benzopyran-4-One
  • IMS2186, 10 mM in DMSO
  • 1031206-36-6