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1-(3-methoxyphenyl)-4,5-dihydro-1H-1,2,3-triazole-4-carbaldehyde is a complex chemical compound characterized by the presence of a triazole ring and an aldehyde functional group. This molecule is of significant interest in the fields of medicinal chemistry and drug discovery due to its potential biological activities and unique structural features.

944901-49-9

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944901-49-9 Usage

Uses

Used in Pharmaceutical Development:
1-(3-methoxyphenyl)-4,5-dihydro-1H-1,2,3-triazole-4-carbaldehyde is used as a key intermediate in the synthesis of new pharmaceuticals for various therapeutic applications. Its unique structure and reactivity allow for the development of novel drug candidates with potential benefits in treating a range of diseases and conditions.
Used in Medicinal Chemistry Research:
In the field of medicinal chemistry, 1-(3-methoxyphenyl)-4,5-dihydro-1H-1,2,3-triazole-4-carbaldehyde serves as an important building block for the design and synthesis of bioactive molecules. Its incorporation into various chemical scaffolds can lead to the discovery of new drugs with improved efficacy, selectivity, and safety profiles.
Used in Chemical Biology:
1-(3-methoxyphenyl)-4,5-dihydro-1H-1,2,3-triazole-4-carbaldehyde is also utilized in chemical biology as a tool to study the interactions between small molecules and biological targets. Its unique structural features can be exploited to probe and modulate the activity of proteins, enzymes, and other biomolecules, contributing to a deeper understanding of biological processes and the development of targeted therapeutics.
Used in Organic Synthesis:
As a versatile chemical building block, 1-(3-methoxyphenyl)-4,5-dihydro-1H-1,2,3-triazole-4-carbaldehyde finds application in organic synthesis for the creation of a diverse array of complex molecules. Its triazole ring and aldehyde functional group can be further modified and elaborated upon to access a wide range of chemical structures with potential applications in various industries, including pharmaceuticals, agrochemicals, and materials science.

Check Digit Verification of cas no

The CAS Registry Mumber 944901-49-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 9,4,4,9,0 and 1 respectively; the second part has 2 digits, 4 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 944901-49:
(8*9)+(7*4)+(6*4)+(5*9)+(4*0)+(3*1)+(2*4)+(1*9)=189
189 % 10 = 9
So 944901-49-9 is a valid CAS Registry Number.

944901-49-9Downstream Products

944901-49-9Relevant academic research and scientific papers

[HDBU][HSO4]-catalyzed facile synthesis of new 1,2,3-triazole-tethered 2,3-dihydroquinazolin-4[1H]-one derivatives and their DPPH radical scavenging activity

Akolkar, Satish V.,Khedkar, Vijay M.,Nagargoje, Amol A.,Pisal, Parshuram M.,Sangshetti, Jaiprakash N.,Shingate, Bapurao B.,Siddiqui, Madiha M.

, (2022/01/19)

A simple and efficient protocol has been developed for the synthesis of new1,2,3-triazole-2,3-dihydroquinazolin-4[1H]-one (DHQ) conjugates(6a?j) via ultrasound-assisted, solvent-free ionic liquid [HDBU][HSO4]-catalyzed reaction in good to excellent yields. This non-conventional, ultrasound-assisted route has taken the reactions over the conventional reflux method to provide good to excellent yields of the corresponding products (6a?j) in a very short time. In addition, mild reaction conditions, tolerance to functionalized substrates, ease of product isolation, prevention of its over oxidation and reusability of catalyst [HDBU][HSO4] are some key striking features of the methodology. The newly synthesized derivatives (6a?j) were screened for antioxidant activity using 1,1-diphenyl-2-picryl hydrazyl (DPPH) assay and are found to be a potent scavenger. The compounds 6b, 6c, 6d, 6e and 6i showed significant antioxidant activity. Molecular docking studies showed significant binding affinity in the active site of myeloperoxidase (MPO) enzyme and hence scavenged by inhibition of MPO. In silico ADMET and pharmacokinetic studies of the conjugates are very promising; a cumulative body of evidence suggests their medicinal value as a potential orally active drug candidate. Graphical abstract: [Figure not available: see fulltext.]

Reactions of α-haloacroleins with azides: Highly regioselective synthesis of formyl triazoles

Zhang, Dongsheng,Fan, Yingzhu,Yan, Zhongliang,Nie, Yi,Xiong, Xingquan,Gao, Lizhu

supporting information, p. 4211 - 4216 (2019/08/07)

A general metal-free route to 1,4-disubstituted and 1,4,5-trisubstituted 1,2,3-triazoles was developed. α-Haloacroleins reacted with organic azides in a DMSO/H2O mixture solvent at room temperature to produce 1,4-disubstituted triazoles (up to 99%) with exclusive regioselectivities. This protocol is convenient and scalable with a broad substrate scope including aliphatic and aromatic azides. The resulting triazoles exhibited an aldehyde group at the C4 position and demonstrated synthetic utilizations. One 1,2,3-triazole compound containing diastereotopic protons was also identified.

Ultrasound assisted rapid synthesis, biological evaluation, and molecular docking study of new 1,2,3-triazolyl pyrano[2,3-c]pyrazoles as antifungal and antioxidant agent

Khare, Smita P.,Deshmukh, Tejshri R.,Sangshetti, Jaiprakash N.,Khedkar, Vijay M.,Shingate, Bapurao B.

, p. 2521 - 2537 (2019/07/15)

In search of new generation of triazole based antifungal agents, synthesis of series of new 1,2,3-triazolyl pyrano[2,3-c]pyrazoles under ultrasonic irradiation using NaHCO3 has been reported. The bioevaluation results indicate that, the compoun

New 1,2,3-triazole-linked tetrahydrobenzo[b]pyran derivatives: Facile synthesis, biological evaluation and molecular docking study

Khare, Smita P.,Deshmukh, Tejshri R.,Akolkar, Satish V.,Sangshetti, Jaiprakash N.,Khedkar, Vijay M.,Shingate, Bapurao B.

, p. 5159 - 5182 (2019/07/04)

Abstract: An efficient ultrasound-promoted one-pot three-component synthesis of a series of new 1,2,3-triazole-linked tetrahydrobenzo[b]pyran derivatives as antifungal and antioxidant agents using NaHCO3 has been described for the first time. T

Design, synthesis, and biological evaluation of 4-((6,7-dimethoxyquinoline-4-yl)oxy)aniline derivatives as FLT3 inhibitors for the treatment of acute myeloid leukemia

Xu, Qiaoling,Dai, Baozhu,Li, Zhiwei,Xu, Le,Yang, Di,Gong, Ping,Hou, Yunlei,Liu, Yajing

supporting information, (2019/08/27)

FMS-like tyrosine kinase 3 (FLT3) was an important therapeutic target in acute myeloid leukemia (AML). We synthesized two series of 4-((6,7-dimethoxyquinoline-4-yl)oxy)aniline derivatives possessing the semicarbazide moiety and 2,2,2-trifluoro-N,N′-dimeth

Design and synthesis of novel dehydroepiandrosterone analogues as potent antiproliferative agents

Huang, Xing,Shen, Qing-Kun,Zhang, Hong-Jian,Li, Jia-Li,Tian, Yu-Shun,Quan, Zhe-Shan

, (2018/09/12)

The aim of the present study was to determine the cytotoxic effects of a series of novel dehydroepiandrosterone derivatives containing triazole at the C16 position on human cancer cells. The cancer cells used in the present study were A549, Hel

Synthesis of novel 1-substituted triazole linked 1,2-benzothiazine 1,1-dioxido propenone derivatives as potent anti-inflammatory agents and inhibitors of monocyte-to-macrophage differentiation

Gannarapu, Malla Reddy,Vasamsetti, Sathish Babu,Punna, Nagender,Kotamraju, Srigiridhar,Banda, Narsaiah

supporting information, p. 1494 - 1500 (2015/08/18)

A series of novel 1-substituted-triazole linked 1,2-benzothiazine 1,1-dioxido propenone derivatives 8a-s & 12a-l were prepared from 1-substituted 1,2,3-triazol-4-aldehydes 6 & 11 with N-methyl-3-acetyl-4-hydroxybenzothiazine-1,1-dioxide 7 by condensation.

Novel 1,2,3-triazole derivatives for use against mycobacterium tuberculosis H37Rv (ATCC 27294) strain

Boechat, Nubia,Ferreira, Vitor F.,Ferreira, Sabrina B.,Ferreira, Maria De Lourdes G.,Da Silva, Fernando De C.,Bastos, Monica M.,Costa, Marilia Dos S.,Louren?o, Maria Cristina S.,Pinto, Angelo C.,Krettli, Antoniana U.,Aguiar, Anna Caroline,Teixeira, Brunno M.,Da Silva, Nathalia V.,Martins, Priscila R. C.,Bezerra, Flavio Augusto F. M.,Camilo, Ane Louise S.,Da Silva, Gerson P.,Costa, Carolina C. P.

experimental part, p. 5988 - 5999 (2011/10/09)

The purpose of this study was to prepare various 4-substituted N-phenyl-1,2,3-triazole derivatives using click chemistry. The derivatives were screened in vitro for antimicrobial activity against Mycobacterium tuberculosis strain H37Rv (ATCC 27294) using

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