VERATRYLCURCUMINOID
- Product Name
- VERATRYLCURCUMINOID
- CAS No.
- 160096-59-3
- Chemical Name
- VERATRYLCURCUMINOID
- Synonyms
- DiMC;7-bis(3;CHC 004;6-heptadiene-3;Dimethoxycurcumin;Curcumin Dimethoxy;VERATRYLCURCUMINOID;4-dimethoxyphenyl)-1;Dimethoxycurcumin(DMC);Dimethoxycurcumin(DiMC)
- CBNumber
- CB51438869
- Molecular Formula
- C23H24O6
- Formula Weight
- 396.43
- MOL File
- 160096-59-3.mol
VERATRYLCURCUMINOID Property
- Melting point:
- 130-131 °C(Solv: ethanol (64-17-5))
- Boiling point:
- 587.0±50.0 °C(Predicted)
- Density
- 1.169±0.06 g/cm3(Predicted)
- storage temp.
- Store at -20°C
- solubility
- DMF: 10 mg/ml; DMF:PBS(pH 7.2)(1:2): 0.30 mg/ml; DMSO: 5 mg/ml; Ethanol: 0.25 mg/ml
- form
- A crystalline solid
- pka
- 8.06±0.46(Predicted)
- color
- Yellow to brown
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 10009986
- Product name
- Dimethoxycurcumin
- Purity
- ≥90%
- Packaging
- 1mg
- Price
- $29
- Updated
- 2024/03/01
- Product number
- 10009986
- Product name
- Dimethoxycurcumin
- Purity
- ≥90%
- Packaging
- 5mg
- Price
- $109
- Updated
- 2024/03/01
- Product number
- 10009986
- Product name
- Dimethoxycurcumin
- Purity
- ≥90%
- Packaging
- 10mg
- Price
- $162
- Updated
- 2024/03/01
- Product number
- C838523
- Product name
- DimethoxyCurcumin
- Packaging
- 2.5mg
- Price
- $90
- Updated
- 2021/12/16
- Product number
- CHM0125537
- Product name
- 1,7-BIS(3,4-DIMETHOXYPHENYL)-1,6-HEPTADIENE-3,5-DIONE
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $496.87
- Updated
- 2021/12/16
VERATRYLCURCUMINOID Chemical Properties,Usage,Production
Description
Dimethoxycurcumin is a derivative of curcumin that has anti-inflammatory and antioxidant activities. It inhibits mitogen-induced proliferation of CD4+ T cells, CD8+ T cells, and B cells, as well as secretion of IL-2, IL-4, IL-6, and IFN-γ induced by concanavalin A in isolated human lymphocytes when used at concentrations ranging from 1 to 10 μM. Dimethoxycurcumin (1-10 μM) inhibits LPS-induced nitric oxide (NO) production and expression of inducible nitric oxide synthase (iNOS) in RAW 264.7 cells. It inhibits hemolysis of isolated human red blood cells (RBCs) induced by AAPH when used at a concentration of 10 μM.
Uses
dimethoxy Curcumin is an analog of curcumin more effective at suppressing HCT116 tumor cells than the parent compound.
Synthesis
120-14-9
123-54-6
160096-59-3
2,4-Pentanedione (3 g, 30.0 mmol) and boronic anhydride (1.46 g, 21.0 mmol) were dissolved in ethyl acetate (30 ml) and heated and stirred at 45°C for 30 minutes. Subsequently, 3,4-dimethoxybenzaldehyde (9.96 g, 59.9 mmol) and tributyl borate (13.79 g, 59.9 mmol) were added and stirring was continued at 45°C for 30 min. Butylamine (4.44 ml, 44.9 mmol) dissolved in ethyl acetate (30 ml) was added slowly and dropwise over 15 minutes and the reaction mixture was stirred at 45°C for 16 hours. After completion of the reaction, an aqueous HCl solution prepared from 25.5 ml of water and 4.5 ml of concentrated hydrochloric acid was added, and the two-phase mixture was heated with stirring at 60°C for 1 hr. The organic layer was separated and the aqueous layer was extracted with ethyl acetate (50 ml). The organic phases were combined, washed sequentially with water, saturated sodium chloride solution, dried with anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give a red oily crude product (10.42 g). The crude product was purified by silica gel column chromatography with ethyl acetate:hexane (50:50) as eluent to afford (1E,6E)-1,7-bis(3,4-dimethoxyphenyl)hepta-1,6-diene-3,5-dione as an orange solid (4.0 g, 34% yield). HPLC-UV analysis showed purity >97%.1H NMR (60 MHz, CDCl3) δ: 16.05 (1H, bs), 7.59 (2H, d), 6.76-7.26 (6H, m), 6.45 (2H, d), 5.79 (1H, s), 3.91 (6H, s), 3.89 (6H, s).
References
[1] Bioorganic and Medicinal Chemistry, 2009, vol. 17, # 1, p. 360 - 367
[2] Patent: WO2018/149578, 2018, A1. Location in patent: Page/Page column 16; 17
[3] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 24, p. 5621 - 5626
[4] Journal of Mass Spectrometry, 1998, vol. 33, # 4, p. 319 - 327
[5] Bioorganic and Medicinal Chemistry, 2005, vol. 13, # 11, p. 3811 - 3820
VERATRYLCURCUMINOID Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from VERATRYLCURCUMINOID manufacturers
- Product
- DIMETHOXYCURCUMIN 160096-59-3
- Price
- US $2.00/KG
- Min. Order
- 1g
- Purity
- 98%min
- Supply Ability
- ask
- Release date
- 2020-01-08