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(E)-1,4-BIS(4-METHOXYPHENYL)-2-BUTENE-1,4-DIONE, commonly known as curcumin, is a natural polyphenol compound derived from the rhizome of the Curcuma longa plant, or turmeric. It is recognized for its potent antioxidant and anti-inflammatory properties, along with a wide range of potential health benefits. Curcumin has been a subject of extensive research due to its therapeutic properties, which include potential anti-cancer effects, prevention of cardiovascular diseases, and treatment of neurodegenerative disorders. It is also utilized in traditional medicine for its anti-inflammatory and analgesic properties, and has demonstrated antimicrobial and antiviral activities, positioning it as a promising compound for drug development.

15331-49-4

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15331-49-4 Usage

Uses

Used in Pharmaceutical Industry:
Curcumin is used as a therapeutic agent for its potential anti-cancer effects, working against various types of cancer by modulating multiple signaling pathways involved in tumor growth and progression. It also exhibits synergistic effects when combined with conventional chemotherapeutic drugs, enhancing their efficacy and sensitivity, particularly in resistant cases.
Used in Preventive Healthcare:
Curcumin serves as a preventive agent for cardiovascular diseases due to its potent antioxidant and anti-inflammatory properties, which help in reducing the risk of heart-related conditions.
Used in Neurodegenerative Treatment:
Curcumin is utilized as a treatment option for neurodegenerative disorders, potentially slowing down the progression of diseases like Alzheimer's and Parkinson's by targeting specific pathways involved in neuro-inflammation and oxidative stress.
Used in Traditional Medicine:
In traditional medicine, curcumin is used as an anti-inflammatory and analgesic agent, leveraging its natural properties to alleviate pain and reduce inflammation.
Used in Antimicrobial and Antiviral Applications:
Curcumin is explored for its antimicrobial and antiviral activities, making it a potential candidate for developing new drugs to combat resistant infections and viral diseases.
Used in Cosmetics and Personal Care Industry:
Given its strong antioxidant and anti-inflammatory properties, curcumin is also used in the cosmetics and personal care industry for products aimed at improving skin health, reducing signs of aging, and providing protection against environmental stressors.

Check Digit Verification of cas no

The CAS Registry Mumber 15331-49-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,5,3,3 and 1 respectively; the second part has 2 digits, 4 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 15331-49:
(7*1)+(6*5)+(5*3)+(4*3)+(3*1)+(2*4)+(1*9)=84
84 % 10 = 4
So 15331-49-4 is a valid CAS Registry Number.

15331-49-4Relevant academic research and scientific papers

Visible-Light-Driven Stereoselective Annulation of Alkyl Anilines and Dibenzoylethylenes via Electron Donor-Acceptor Complexes

Runemark, August,Zacharias, Savannah C.,Sundén, Henrik

, p. 1901 - 1910 (2021/02/05)

A catalyst-free, stereoselective visible-light-driven annulation reaction between alkenes and N,N-substituted dialkyl anilines for the synthesis of substituted tetrahydroquinolines is presented. The reaction is driven by the photoexcitation of an electron donor-acceptor (EDA) complex, and the resulting products are obtained in good to high yields with complete diastereoselectivity. Mechanistic rationale and photochemical characterization of the EDA-complex are provided.

Synthesis of (E)-1,4-diaryl-2-butene-1,4-diones

Chan, Chieh-Kai,Chang, Meng-Yang

, p. 390 - 405 (2017/01/29)

We report a facile route for the preparation of symmetric and unsymmetric (E)-1,4-diaryl-2-butene-1,4-diones 3 by a two-step route, including (1) nucleophilic substitution of 1 with sulfinic acid sodium salts, and (2) K2CO3 mediated alkylation of β-ketosulfones 4 with 1 followed by sequential desulfonylation of the resulting 1,4-diketones 5 in acetone. These products were obtained in high yields.

A novel coupling reaction of α-halo ketones promoted by SmI3/CuI

Liu, Yongjun,Zhao, Hengmin,Tian, Guang,Du, Feng,Qi, Yan,Wen, Yonghong

, p. 26317 - 26322 (2016/03/25)

With SmI3 as the Lewis acid and catalyzed by CuI in DMF, α-haloketones were transformed unexpectedly into α-hydroxy-1,4-diketones in good to moderate yields. The mechanism was probed and a plausible reaction pathway was proposed. DMF was assumed to play a dual role both as a hydroxyl source and as a solvent.

Synthesis of (E)-1,4-enediones from α-halo ketones through a sodium sulfinate mediated reaction

Li, Su-Yi,Wang, Xiao-Bing,Jiang, Neng,Kong, Ling-Yi

supporting information, p. 8035 - 8039 (2015/02/05)

We developed a mild and practical protocol for the synthesis of 1,4-enedione from α-halo ketones through a sodium sulfinate mediated reaction. This reaction enables the construction of symmetric and unsymmetric 1,4-enedione with complete E selectivity. Sodium 4-toluenesulfinate plays an important role in this reaction.

A highly tunable stereoselective dimerization of methyl ketone: Efficient synthesis of e - And Z-1,4-enediones

Xu, Kun,Fang, Yang,Yan, Zicong,Zha, Zhenggen,Wang, Zhiyong

supporting information, p. 2148 - 2151 (2013/06/05)

A new method for the tunable synthesis of 1,4-enedione directly from aromatic methyl ketone is described. This tandem reaction enables the construction of symmetric and unsymmetric 1,4-enediones with complete E-selectivity. Moreover, the resulting E-1,4-enedione could be transformed into a Z-isomer by irradiation with 23 W of white light.

Synthesis and characterization of 2-phenyl-4-benzoyl-6,7-dihydro-5H-cyclopenta[b]pyridine and its derivatives

Rao, H. Surya Prakash,Senthilkumar,Jeyalakshmi

, p. 65 - 72 (2007/10/03)

Amination-cyclization of triketones derived from variously substituted dibenzoyl ethylene and cyclopentanone furnished 2-phenyl-4-benzoyl-6,7-dihydro-5H-cyclopenta[b]pyridine and its derivatives.

Reaction of N-fluoropyridinium salts with Wittig reagents: A novel and convenient approach to symmetric trans-olefins

Kiselyov, Alexander S.

, p. 8951 - 8954 (2007/10/02)

N-Fluoropyridinium salts were found to react with Wittig reagents containing electron-withdrawing groups to give olefins in 47-83% yield. The mechanism of this conversion is believed in involve single-electron transfer from Wittig reagent to N-fluoropyridinium cation.

Color Change (Yellow-Orange) of 4,6,7-Tri(alkoxy-substituted aryl)-1,2,5-thiadiazolopyridines in the Solid Phase

Mataka, Shuntaro,Takahashi, Kazufumi,Tashiro, Masashi,Lin, Wei-Hua,Iwasaki, Shin-ichi,et al.

, p. 215 - 219 (2007/10/02)

Reversible color change of 4,6,7-tri(alkoxy-substituted phenyl)-1,2,5-thiadiazolopyridines 5 in the solid state was observed: on grinding, yellow crystals of 5 became an orange amorphous solid which, on heating or washing with an appropriate solven

Reactions of α-Diazoketones with Olefinic Compounds in Presence of Catalysts and Related Studies

Podder, Ranjan Kumar,Sarkar, Tarani Kanta,Sarkar, Ranjit Kumar,Ray, Suvas C.

, p. 217 - 224 (2007/10/02)

A relatively stable cyclopropane adduct is produced by trapping ketocarbenes in olefin.The reactivities of ketocarbenes prepared thermally from different α-diazoketones and of the olefin substrates, and the effect of different catalysts and solvents are some of the parameters which have a pronounced effect on the yield of the products.Besides the cyclopropane adducts some side products have also been isolated and characterized.

Topical preparations for the treatment of seborrhea and process for inhibiting sebum production

-

, (2008/06/13)

A topical cosmetic preparation for the treatment of seborrhea containing an antiseborrheically effective amount of at least one compound having the formula STR1 wherein Ar represents a member selected from the group consisting of phenyl, phenyl substituted with at least one group selected from the group consisting of alkyl having from 1 to 4 carbon atoms, alkoxy having from 1 to 4 carbon atoms, hydroxy and halo, naphthyl and heteroaromatic radical having from 4 to 5 carbon atoms in the cycle, and R represents a member selected from the group consisting of hydrogen, alkyl having from 1 to 4 carbon atoms, alkanoyl having from 1 to 4 carbon atoms, aryl and arylcarbonyl, where aryl has the same meaning as Ar, as an antiseborrheic, and further containing conventional vehicles and additives. The invention also relates to the process for reducing sebaceous cell sebum production employing said topical cosmetic preparation.

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