100613-36-3

Basic information

• Product Name: 1-(3,4,5-TRIMETHOXYPHENYL)BUTANE-1,3-DIONE
• Synonyms: 1-(3,4,5-TRIMETHOXYPHENYL)BUTANE-1,3-DIONE
• CAS NO: 100613-36-3
• Molecular Formula: C₁₃H₁₆O₅
• Molecular Weight: 252.26
• Product Categories: pharmacetical
• Mol File: 100613-36-3.mol

Chemical Properties

• Boiling Point: 370.8 °C at 760 mmHg
• Flash Point: 163.6 °C
• Appearance: /
• Density: 1.13 g/cm³
• Vapor Pressure: 1.08E-05mmHg at 25°C
• Refractive Index: 1.499
• CAS DataBase Reference: 1-(3,4,5-TRIMETHOXYPHENYL)BUTANE-1,3-DIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3,4,5-TRIMETHOXYPHENYL)BUTANE-1,3-DIONE(100613-36-3)
• EPA Substance Registry System: 1-(3,4,5-TRIMETHOXYPHENYL)BUTANE-1,3-DIONE(100613-36-3)

Safety Data

• Hazardous Substances Data: 100613-36-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Applications:
Curcumin is used as a therapeutic agent for its anti-inflammatory and antioxidant properties. It has been found to be effective in treating various diseases, including cancer, diabetes, and neurodegenerative disorders. Curcumin modulates multiple molecular pathways, making it a versatile compound for the development of new drugs and treatments.
Used in Anticancer Applications:
In the field of oncology, curcumin is employed as an anticancer agent, demonstrating potential efficacy against various types of cancer. It is believed to exert its effects through the modulation of multiple molecular pathways, which may contribute to the inhibition of tumor growth and progression.
Used in Drug Delivery Systems:
To enhance the bioavailability and therapeutic outcomes of curcumin, researchers have developed novel drug delivery systems. These systems utilize various organic and metallic nanoparticles as carriers for curcumin, aiming to improve its delivery and efficacy in treating different diseases, including cancer.
Used in the Food Industry:
Curcumin is also used in the food industry as a natural coloring agent due to its bright yellow color. It is commonly added to various food products to provide a vibrant hue and is considered a safe and natural alternative to synthetic dyes.
Used in the Cosmetics Industry:
In the cosmetics industry, curcumin is utilized for its anti-inflammatory and antioxidant properties. It is often incorporated into skincare products, such as creams and lotions, to provide potential benefits for skin health and appearance.

InChI:InChI=1/C13H16O5/c1-8(14)5-10(15)9-6-11(16-2)13(18-4)12(7-9)17-3/h6-7H,5H2,1-4H3

Upstream product

• 68415-05-4 α-(3,4,5-trimethoxyphenyl)-α-morpholinoacetonitrile 
• 4521-61-3 3,4,5-Trimethoxybenzoyl chloride 
• 67-64-1 acetone 
• 86-81-7 3,4,5-trimethoxy-benzaldehyde 
• 118-41-2 Eudesmic acid 
• 1136-86-3 methyl (3,4,5-trimethoxyphenyl) ketone 
• 141-78-6 ethyl acetate 

Downstream Products

• 6630-31-5 3-(3,4-dimethoxy-anilino)-1-(3,4,5-trimethoxy-phenyl)-but-2-en-1-one 
• 344247-32-1 4-Bromo-1-(3,4,5-trimethoxy-phenyl)-butane-1,3-dione 
• 1178542-11-4 1-(1-(3,4,5-trimethoxybenzoyl)cyclopropyl)ethanone 
• 102659-48-3 6,7-dimethoxy-4-(3,4,5-trimethoxy-phenyl)-quinoline-2-carboxylic acid 
• 102659-44-9 6,7-dimethoxy-4-(3,4,5-trimethoxy-phenyl)-quinoline-2-carbaldehyde 
• 7473-33-8 4-(3,5-dimethoxy-phenyl)-6,7-dimethoxy-1,2,3,4-tetrahydro-quinoline 
• 5465-02-1 6,7-dimethoxy-2-methyl-4-(3,4,5-trimethoxy-phenyl)-quinoline 
• 7473-34-9 6,7-dimethoxy-4-(3,4,5-trimethoxy-phenyl)-quinoline 
• 107504-59-6 2-(5,6-Dihydro-imidazo[2,1-b]thiazol-3-yl)-1-(3,4,5-trimethoxy-phenyl)-ethanone; hydrobromide 
• 107504-75-6 2-[5,6-Dihydro-imidazo[2,1-b]thiazol-(3E)-ylidene]-1-(3,4,5-trimethoxy-phenyl)-ethanone 

Relevant articles and documents

Propargyl bromide as an excellent α-bromoacetone equivalent: Convenient and new route to α-aroylacetones

A variety of α-aroylacetones 4a-g have been prepared in excellent yields following a new protocol wherein α-aminonitriles 1a-g as the aryl acyl anion equivalents readily react with propargyl bromide as the α-bromoacetone equivalent. The alkylated product undergoes one-pot unmasking of the keto functionality along with Markovnikov's hydration of the terminal alkyne with CuSO4·5H2O in aqueous methanol at 60 °C to furnish the desired target in excellent isolated yields.

Aged red wine pigments as a source of inspiration for organic synthesis - The cases of the color-stable pyranoflavylium and flavylium-(4→8)-flavan chromophores

Two flavylium-based chromophores peculiar to aged red wine pigments are investigated from a synthetic viewpoint. The condensation between easy-to-prepare 5-hydroxy-4-methylflavylium salts and aldehydes, giving birth to color-stable pyranoflavylium pigments, further proves efficient and wide in scope. A set of some twenty structurally-related flavylium-based pigments has been prepared and structure:color relationships are discussed. Furthermore, the synthesis of the flavylium-(4→8)-flavan chromophore is achieved via a novel three-step sequence. The elaborated sequence starts with an iodine-magnesium exchange from an 8-iodinated flavan, thus generating a magnesiated species that then smoothly reacts with a flavone to furnish an adduct, that finally leads to the expected chromophore via dehydration.

Synthesis and biological evaluation of 3-alkyl-1,5-diaryl-1H-pyrazoles as rigid analogues of combretastatin A-4 with potent antiproliferative activity

A series of novel 3-alkyl-1,5-diaryl-1H-pyrazoles were synthesized as combretastatin A-4 (CA-4) analogues and evaluated for antiproliferative activity against three human cancer cell lines (SGC-7901, A549 and HT-1080). Most of the target compounds displayed moderate to potent antiproliferative activity, and 7k was found to be the most potent compound. Structure-activity relationships indicated that compounds with a trimethoxyphenyl A-ring at the N-1 position of the pyrazole skeleton were more potent than those with the A-ring at the C-5 position. Tubulin polymerization and immunostaining experiments revealed that 7k potently inhibited tubulin polymerization and disrupted tubulin microtubule dynamics in a manner similar to CA-4. Computational modelling demonstrated that the binding of 7k to the colchicine binding site on microtubules may involve a similar mode as CA-4.

Regioselective synthesis of 6-aryl-5-(chloroethyl)salicylates by domino '[3+3] cyclization/homo-Michael' reactions of 1,3-bis(silyloxy)-1,3-butadienes with 1-formyl- and 1-acetyl-1-aroyl-cyclopropanes

Functionalized 3-aryl-4-(chloroethyl)phenols are regioselectively prepared by domino '[3+3] cyclization/homo-Michael' reactions of 1,3-bis(silyloxy)-1,3-butadienes with 1-formyl- and 1-acetyl-1-aroyl-cyclopropanes.