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15001-27-1

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15001-27-1 Usage

General Description

3,4-DIMETHOXYBENZYLIDENEACETONE, also known as DMBA, is a chemical compound with the molecular formula C11H14O3. It is a yellow crystalline solid that is commonly used as a starting material in the synthesis of various pharmaceuticals and agrochemicals. DMBA has been studied for its potential anti-inflammatory and antioxidant properties, and it has been found to exhibit cytotoxic effects against certain cancer cell lines. Additionally, it has been used as a reagent in the preparation of chiral catalysts in asymmetric synthesis. However, DMBA is considered a hazardous substance and should be handled with caution due to its potential for skin and eye irritation, as well as its potential harmful effects if ingested or inhaled.

Check Digit Verification of cas no

The CAS Registry Mumber 15001-27-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,5,0,0 and 1 respectively; the second part has 2 digits, 2 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 15001-27:
(7*1)+(6*5)+(5*0)+(4*0)+(3*1)+(2*2)+(1*7)=51
51 % 10 = 1
So 15001-27-1 is a valid CAS Registry Number.
InChI:InChI=1/C12H14O3/c1-9(13)4-5-10-6-7-11(14-2)12(8-10)15-3/h4-8H,1-3H3/b5-4+

15001-27-1 Well-known Company Product Price

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  • Alfa Aesar

  • (L01121)  3,4-Dimethoxybenzylideneacetone, 98+%   

  • 15001-27-1

  • 5g

  • 668.0CNY

  • Detail
  • Alfa Aesar

  • (L01121)  3,4-Dimethoxybenzylideneacetone, 98+%   

  • 15001-27-1

  • 25g

  • 2393.0CNY

  • Detail

15001-27-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 3,4-Dimethoxybenzylideneacetone, 98+%

1.2 Other means of identification

Product number -
Other names O-methyldehydrozingerone

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:15001-27-1 SDS

15001-27-1Relevant articles and documents

One-pot sequential oxidation and aldol-condensation reactions of veratryl alcohol catalyzed by the Ru@ZIF-8 + CuO/basic ionic liquid system

Fan, Honglei,Yang, Yingying,Song, Jinliang,Ding, Guodong,Wu, Congyi,Yang, Guanying,Han, Buxing

, p. 600 - 604 (2014)

The development of green and efficient methods to transform lignin into fuels and high value-added chemicals is of great importance. In this work, we studied one-pot sequential oxidation and aldol-condensation reactions of veratryl alcohol in a basic ionic liquid (BIL) 1-butyl-3-methylimidazolium 5-nitrobenzimidazolide, which acted as the solvent and provided the basic conditions required for the reactions. The effects of different factors such as the type of catalyst, reaction time, reaction temperature, and the amount of BIL on the oxidation reaction were investigated. It was demonstrated that the catalytic performance of individual Ru@ZIF-8 (zeolitic imidazolate framework-8) or CuO was very poor for the oxidation of veratryl alcohol to veratryl aldehyde. Interestingly, Ru@ZIF-8 + CuO was very efficient for the oxidation reaction and a high yield of veratryl aldehyde could be obtained, indicating the excellent synergistic effect of the two catalysts in the BIL. The veratryl aldehyde generated by the oxidation of veratryl alcohol could react directly with acetone to form 3,4-dimethoxybenzylideneacetone by aldol-condensation reaction catalyzed by the BIL in high yield.

Novel substituted 5-methyl-4-acylaminoisoxazoles as antimitotic agents: Evaluation of selectivity to LNCaP cancer cells

Averina, Elena B.,Bunev, Alexander S.,Gracheva, Yulia A.,Grishin, Yuri K.,Kuznetsov, Sergei A.,Kuznetsova, Tamara S.,Milaeva, Elena R.,Palyulin, Vladimir A.,Radchenko, Eugene V.,Sadovnikov, Kirill S.,Shevtsov, Pavel N.,Shevtsova, Elena F.,Shtil, Alexander A.,Vasilenko, Dmitry A.,Vasilichin, Vladislav A.,Zefirov, Nikolay A.,Zefirova, Olga N.

, (2022/02/07)

A series of novel antimitotic agents was designed using the replacement of heterocyclic cores in two tubulin-targeting lead molecules with the acylated 4-aminoisoxazole moiety. Target compounds were synthesized via heterocyclization of β-aryl-substituted vinylketones by tert-butyl nitrite in the presence of water as a key step. 4-Methyl-N-[5-methyl-3-(3,4,5-trimethoxyphenyl)isoxazol-4-yl]benzamide (1aa) was found to stimulate partial depolymerization of microtubules of human lung carcinoma A549 cells at a high concentration of 100 μM and to totally inhibit cell growth (IC50 = 0.99 μM) and cell viability (IC50 = 0.271 μM) in the nanomolar to submicromolar concentration range. These data provide evidence of the multitarget profile of the cytotoxic action of compound 1aa. The SAR study demonstrated that the 3,4,5-trimethoxyphenyl residue is the key structural parameter determining the efficiency both towards tubulin and other molecular targets. The cytotoxicity of 3-methyl-N-[5-methyl-3-(3,4,5-trimethoxyphenyl)isoxazol-4-yl]benzamide (1ab) to the androgen-sensitive human prostate adenocarcinoma cancer cell line LNCaP (IC50 = 0.301 μM) was approximately one order of magnitude higher than that to the conditionally normal cells lines WI-26 VA4 (IC50 = 2.26 μM) and human umbilical vein endothelial cells (IC50 = 5.58 μM) and significantly higher than that to primary fibroblasts (IC50 > 75 μM).

Synthesis and biological evaluations of monocarbonyl curcumin inspired pyrazole analogues as potential anti-colon cancer agent

Hong, Xing,Hu, Xiamin,Min, Zhenli,Ye, Min,Yu, Zhijun,Yuan, Qiong,Zhu, Yue

, p. 2517 - 2534 (2020/07/04)

Purpose: The monocarbonyl analogs of curcumin (MCACs) have been widely studied for their promising antitumor activity. Pyrazole is a five-membered aromatic heterocyclic system with various bioactivities incorporated frequently in drugs. However, few of MCACs inspired pyrazole analogues were investigated. To search for more potent cytotoxic agents based on MCACs, a series of new 1,5-diaryl/heteroaryl-1,4-pentadien-3-ones inspired pyrazole moiety was synthesized and evaluated on their anti-colon cancer activities. Methods: Fifteen new compounds were synthesized and characterized by spectral datum, and then they were tested preliminarily by MTT assay for their cytotoxic activities against a panel of four human cancer cell lines, namely, gastric (SGC-7901), liver (HepG2), lung (A549), and colon (SW620) cancer cells. Compound 7h exhibited excellent selectivity and outstanding anti-proliferation activity against SW620 cells among these 15 compounds. Further, the mechanisms were investigated by transwell migration and invasion assay, clonogenic assay, cell apoptosis analysis, cell cycle analysis, Western blot analysis. Results: The IC50 value of 7h against SW620 cells was 12 nM, being more potent than curcumin (IC50 = 9.36 μM), adriamysin (IC50 = 3.28 μM) and oxaliplatin (IC50 = 13.33 μM). Further assays showed that 7h inhibited SW620 cell migration, invasion and colony formation obviously, which was due to its ability to induce cell cycle arrest in the G2/M and S phases and apoptosis. Western blot assay revealed that 7h decreased the protein expression of ATM gene, which may primarily contribute to its anticancer activity against SW620 cells. Conclusion: A new MCACs 7h was synthesized and found to exhibit excellent anti-proliferation activity against SW620 cells. Further studies indicated that 7h exerted its anticancer activity against SW620 cells probably via decreasing the ATM protein expression. The present study suggested that 7h was a promising candidate as an anti-colon cancer drug for future development.

NOVEL SMALL MOLECULES THAT BIND AND/OR MODULATE DIFFERENTFORMS OF TAU OLIGOMERS

-

Page/Page column 34; 35, (2020/11/03)

The present invention relates to novel small molecules of Formulas I, II, III, Ilia, Illb, and IV and pharmaceutically acceptable salts thereof, as well as the preparation and the use thereof.

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