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3,4-DIMETHOXYCHALCONE is a chemical compound belonging to the chalcone class, characterized by the presence of two methoxy groups at the 3 and 4 positions of the phenyl ring. It has been investigated for its potential pharmacological activities, including anticancer, antimicrobial, and anti-inflammatory properties. Research suggests that 3,4-DIMETHOXYCHALCONE may have potential as a drug candidate for the treatment of various diseases, and further studies are needed to fully understand its therapeutic potential and mechanisms of action.

5416-71-7

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5416-71-7 Usage

Uses

Used in Pharmaceutical Industry:
3,4-DIMETHOXYCHALCONE is used as a potential drug candidate for its anticancer properties, as it has been investigated for its ability to inhibit the growth and progression of various types of cancer. It may also have potential as an antimicrobial agent, making it useful in the development of new antibiotics to combat drug-resistant bacteria.
Used in Cosmetic Industry:
3,4-DIMETHOXYCHALCONE is used as an active ingredient in cosmetic products for its anti-inflammatory properties, which may help reduce inflammation and redness in the skin. Its potential antimicrobial properties could also contribute to the development of products with antibacterial benefits.
Used in Research and Development:
3,4-DIMETHOXYCHALCONE is used as a subject of research in the field of pharmacology and medicinal chemistry to further explore its therapeutic potential and mechanisms of action. This may lead to the discovery of new drug candidates and a better understanding of its potential applications in various diseases.

Check Digit Verification of cas no

The CAS Registry Mumber 5416-71-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,4,1 and 6 respectively; the second part has 2 digits, 7 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 5416-71:
(6*5)+(5*4)+(4*1)+(3*6)+(2*7)+(1*1)=87
87 % 10 = 7
So 5416-71-7 is a valid CAS Registry Number.

5416-71-7Relevant academic research and scientific papers

New 2-Pyrazoline and Hydrazone Derivatives as Potent and Selective Monoamine Oxidase A Inhibitors

Salgin-Goksen, Umut,Telli, Gokcen,Erikci, Acelya,Dedecengiz, Ezgi,Tel, Banu Cahide,Kaynak, F. Betul,Yelekci, Kemal,Ucar, Gulberk,Gokhan-Kelekci, Nesrin

, p. 1989 - 2009 (2021/02/16)

Thirty compounds having 1-[2-(5-substituted-2-benzoxazolinone-3-yl) acetyl]-3,5-disubstitutedphenyl-2-pyrazoline structure and nine compounds having N′-(1,3-disubstitutedphenylallylidene)-2-(5-substituted-2-benzoxazolinone-3-yl)acetohydrazide skeleton wer

Rapid umpolung Michael addition of isatin N, N ′-cyclic azomethine imine 1,3-dipoles with chalcones

Yue, Guizhou,Jiang, Dan,Dou, Zhengjie,Li, Sicheng,Feng, Juhua,Zhang, Li,Chen, Huabao,Yang, Chunping,Yin, Zhongqiong,Song, Xu,Liang, Xiaoxia,Wang, Xianxiang,Lu, Cuifen

supporting information, p. 11712 - 11718 (2021/07/12)

The umpolung Michael addition of isatin N,N′-cyclic azomethine imine 1,3-dipoles with chalcones is reported. The reaction could be finished within a very short time (0.3-2 min), with 3,3-disubstituted oxindole derivatives obtained in moderate to excellent yields with promising dr values. Unusual Michael adducts were obtained in moderate to high yields (26-98%) with low to high diastereoselectivities (0.8: 1 to 8.5: 1 dr). All the synthesized compounds (3, 3′, 4, 5, 5′, 7, 7′, 9 and 9′) were well characterized by FTIR, NMR, and mass spectral analyses and further confirmed by the single-crystal X-ray diffraction analysis of compounds 3aa and 4n.

Accessing dihydro-1,2-oxazine via cloke-wilson-type annulation of cyclopropyl carbonyls: application toward the diastereoselective synthesis of pyrrolo[1,2- b][1,2]oxazine

Banerjee, Prabal,Kumar, Pankaj,Kumar, Rakesh

supporting information, p. 6535 - 6550 (2020/06/09)

A convenient additive-free synthesis of dihydro-4H-1,2-oxazines via a Cloke-Wilson-type ring expansion of the aryl-substituted cyclopropane carbaldehydes with the hydroxylamine salt is introduced. Comparatively less active cyclopropyl ketones also follow a similar protocol if supplemented by catalytic p-toluene sulfonic acid monohydrate. The transformation is performed in an open-to-air flask as it shows negligible sensitivity toward air/moisture. Dihydro-4H-1,2-oxazines when subjected to cycloaddition with the cyclopropane diester afford a trouble-free formulation of the valued hexahydro-2H-pyrrolo[1,2-b][1,2]oxazine derivatives. A cascade one-pot variant of this two-step strategy offers a comparable overall yield of the final product.

Synthesis and bioactivities of pyrazoline benzensulfonamides as carbonic anhydrase and acetylcholinesterase inhibitors with low cytotoxicity

Ozmen Ozgun, Dilan,Gul, Halise Inci,Yamali, Cem,Sakagami, Hiroshi,Gulcin, Ilhami,Sukuroglu, Murat,Supuran, Claudiu T.

, p. 511 - 517 (2019/01/04)

4-(3-Substitutedphenyl-5-polymethoxyphenyl-4,5-dihydro-1H-pyrazol-1-yl)benzenesulfonamides (9–16) were synthesized and their chemical structures were elucidated by 1H NMR, 13C NMR, and HRMS. The compounds designed include pyrazoline

Absolute configuration and biological profile of pyrazoline enantiomers as MAO inhibitory activity

Goksen, Umut Salgin,Sarigul, Sevgi,Bultinck, Patrick,Herrebout, Wouter,Dogan, Ilknur,Yelekci, Kemal,Ucar, Gulberk,Gokhan Kelekci, Nesrin

, p. 21 - 33 (2018/11/30)

A new racemic pyrazoline derivative was synthesized and resolved to its enantiomers using analytic and semipreparative high-pressure liquid chromatography. The absolute configuration of both fractions was established using vibrational circular dichroism.

A class of novel tubulin polymerization inhibitors exert effective anti-tumor activity via mitotic catastrophe

Zhang, Ya-Liang,Li, Bo-Yan,Yang, Rong,Xia, Lin-Ying,Fan, A-Li,Chu, Yi-Chun,Wang, Lin-Jian,Wang, Zhong-Chang,Jiang, Ai-Qin,Zhu, Hai-Liang

, p. 896 - 910 (2019/01/04)

In current work, a class of novel 4,5-dihydro-1H-pyrazole-1-carboxylate derivatives (E01-E28) were designed, synthesized and evaluated. Among them, the most potent compound E24 exhibited comparable activity against a panel of cancer cells (GI50

Synthesis and biological evaluation of pyrimidine bridged combretastatin derivatives as potential anticancer agents and mechanistic studies

Kumar, Bhupinder,Sharma, Praveen,Gupta, Vivek Prakash,Khullar, Madhu,Singh, Sandeep,Dogra, Nilambra,Kumar, Vinod

, p. 130 - 140 (2018/03/23)

A number of pyrimidine bridged combretastatin derivatives were designed, synthesized and evaluated for anticancer activities against breast cancer (MCF-7) and lung cancer (A549) cell lines using MTT assays. Most of the synthesized compounds displayed good

Microwave-irradiated synthesis and biological evaluation of 3,5-diaryl-1-phenyl-2-pyrazolines as antibacterial and anti-inflammatory agents

Kumar, Anjan,Rout, Sradhasini,Panda, Jnyanaranjan,Sahoo, Biswa Mohan,Banik, Bimal Krishna

, p. 1321 - 1326 (2020/06/27)

In a wide search program towards a biologically active antibacterial and anti-inflammatory agents, a series of 3,5-diaryl-1-phenyl-2-pyrazoline have been synthesized with excellent yields employing microwave techniques starting from substituted α,β-unsaturated carbonyl compounds which undergo cyclization reactions with phenylhydrazine. The structures of newly synthesized compounds were characterized and confirmed on the basis of FT-IR, 1H NMR and mass spectral analyses. The synthesized compounds 3,5-diaryl-1-phenyl-2-pyrazolines had shown significant activity against Staphylococcus aureus (MTCC 87), Escherichia coli (MTCC 40), Pseudomonas aeruginosa (MTCC 424) and Proteus vulgaris (MTCC 426) by cup plate method using tetracycline-SD 037 as a reference standard. The anti-inflammatory property of 1,3,5-diaryl-1-phenyl-2-pyrazolines were screened by using carragenan induced paw edema method in Wistar rat. The anti-inflammatory activities were comparable to that of the standard drug diclofenac. The safety of 3,5-diaryl-1-phenyl-2-pyrazolines were reflected by toxicity studies.

Imidazole-triazine type compound and preparation method and application thereof

-

Paragraph 0031; 0032; 0033; 0034; 0035; 0036, (2017/10/06)

The invention provides an imidazole-triazine type compound which is shown as the formula 3 in the description and a preparation method and application thereof. The method comprises the steps that a triazine compound and an alpha,beta-unsaturated ketone type compound are mixed and added into a solvent, under the existence of a metal copper catalyst and an oxidizing material, the mixed solution is stirred and reacts 5-20 hours under the temperature of 60-150 DEG C, after the reaction is finished, the reacted solution is subjected to post processing, and the imidazole-triazine type compound which is shown as the formula 3 is obtained; the metal copper catalyst is halogenide of the copper or a copper salt; the oxidizing material is a halogen elementary substance. The imidazole-triazine type compound can be applied to prepare antibacterial drugs or antibacterial agents, and the preferred antibacterial drugs are the drugs which inhibit activity of escherichia coli.

Rational design, synthesis and in vitro evaluation of allylidene hydrazinecarboximidamide derivatives as BACE-1 inhibitors

Jain, Priti,Wadhwa, Pankaj K.,Rohilla, Shilpa,Jadhav, Hemant R.

supporting information, p. 33 - 37 (2015/12/18)

BACE-1 (β-secretase) is considered to be one of the promising targets for treatment of Alzheimer's disease as it catalyzes the rate limiting step of Aβ-42 production. Herein, we report a novel class of allylidene hydrazinecarboximidamide derivatives as moderately potent BACE-1 inhibitors, having aminoguanidine substitution on allyl linker with two aromatic groups on either side. A library of derivatives was designed based on the docking studies, synthesized and evaluated for BACE-1 inhibition in vitro. The designed ligands displayed interactions with the catalytic aspartate dyad through guanidinium functionality. Further, the aromatic rings placed on either side of the linker occupied S1 and S3 active site regions contributing to the activity. These ligands were also predicted to follow Lipinski rule and cross blood brain barrier. Compound 2.21, having high docking score, was found to be most active with IC50 of 6.423 μM indicating good correlation with docking prediction.

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