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1-Azido-4-bromobenzene is an organic compound with the chemical formula C6H4BrN3. It is a derivative of benzene, featuring a bromine atom at the 4-position and an azide group (N3) at the 1-position. This halogenated azide is a valuable intermediate in the synthesis of various pharmaceuticals, agrochemicals, and other specialty chemicals. Due to its reactive nature, it is often used in click chemistry reactions, such as copper-catalyzed azide-alkyne cycloadditions, to form triazole rings. The compound is typically handled with care due to its potential reactivity and sensitivity to moisture and heat.

2101-88-4

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2101-88-4 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 2101-88-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,1,0 and 1 respectively; the second part has 2 digits, 8 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 2101-88:
(6*2)+(5*1)+(4*0)+(3*1)+(2*8)+(1*8)=44
44 % 10 = 4
So 2101-88-4 is a valid CAS Registry Number.
InChI:InChI=1/C6H4BrN3/c7-5-1-3-6(4-2-5)9-10-8/h1-4H

2101-88-4 Well-known Company Product Price

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  • Aldrich

  • (779377)  1-Azido-4-bromobenzene solution  ~0.5 M in tert-butyl methyl ether, ≥95.0% (HPLC)

  • 2101-88-4

  • 779377-10ML

  • 1,709.37CNY

  • Detail
  • Aldrich

  • (779377)  1-Azido-4-bromobenzene solution  ~0.5 M in tert-butyl methyl ether, ≥95.0% (HPLC)

  • 2101-88-4

  • 779377-50ML

  • 6,548.49CNY

  • Detail

2101-88-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-Azido-4-bromobenzene

1.2 Other means of identification

Product number -
Other names 4-Bromophenyl azide

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:2101-88-4 SDS

2101-88-4Relevant academic research and scientific papers

5-Fluoro-1H-indole-2,3-dione-triazoles- synthesis, biological activity, molecular docking, and DFT study

Deswal, Sonal,Ghule Vikas, D.,Kumar, Ashwani,Lal, Kashmiri,Naveen,Tittal, Ram Kumar

, (2020)

An environmental friendly heterogeneous catalyst Cell-CuI-NPs was employed for the synthesis of biologically promising 1-((1-aryl)-1H-1,2,3-triazol-4-yl)methyl-5-fluoroindoline-2,3-diones via CuAAC click reaction of 5-fluoro-(1-prop-2-ynyl)indoline-2,3-di

Microwave-assisted synthesis, anti-inflammatory and anti-proliferative activities of new maslinic acid derivatives bearing 1,5- and 1,4-disubstituted triazoles

Choua?b, Karim,Delemasure, Stéphanie,Dutartre, Patrick,Jannet, Hichem Ben

, p. 130 - 147 (2016)

In this work, 40 analogs with a natural maslinic acid core (from Olea europaea L.) and various aromatic azides were synthesized. A regiospecific, facile and practical synthesis of 1,5-triazolyl derivatives by Ru(II)-catalyzed azide-alkyne cycloaddition (R

Combinatorial synthesis of new fluorescent scaffolds using click chemistry

Cleemann, Felix,Karuso, Peter,Kum-Cheung, Wendy Loa

supporting information, (2021/12/08)

Azides and acetylenes are bio-orthogonal functional groups that can be readily coupled using copper(I)- or ruthenium(II)- catalyzed 1,3-dipolar cycloaddition reactions. Using non-fluorescent aromatic azides and aromatic acetylenes, covering a range of electron rich and poor building blocks, the Huisgen cycloaddition afford 1,4-disubstituted or 1,5-disubstituted 1,2,3-triazoles. Using a combinatorial approach by running reaction in parallel in polypropylene 96-well plates we discovered several new fluorescent 1,2,3-triazoles scaffolds. These compounds show diverse interactions with biomolecules that could find applications in biology in, for example, fluorescence microscopy or biomolecule quantification.

Coordination-Assembly of Lanthanide Supramolecular Hydrogels with Luminescent Multi-stimulus Response

Wang, Zi-Cheng,Li, Xiao-Zhen,Liu, Jia-Hui,Zhou, Li-Peng,Guo, Xiao-Qing,Cheng, Xiu-Yan,Sun, Qing-Fu

supporting information, p. 18192 - 18198 (2021/11/23)

Luminescent supramolecular hydrogels have shown extensive potential for a variety of applications due to their unique optical properties and biocompatibility. Coordination self-assembly provides a promising strategy for the preparation of supramolecular h

Dendrimeric and Corresponding Monometallic Iridium(III) Catalysts Bound to Carbon Nanotubes Used in Hydroamination Transformations

Pernik, Indrek,Desmecht, Antonin,Messerle, Barbara A.,Hermans, Sophie,Riant, Olivier

supporting information, p. 3448 - 3457 (2021/08/30)

This report describes the synthesis of a carbon nanotube-bound dendrimer and three carbon nanotube-bound monometallic complexes and their use as catalysts. The polyamidoamine third generation dendrimer used here incorporates pyrazole-triazole moieties suitable for ligating iridium(III) centres. The monometallic complexes use the same pyrazole-triazole ligands coordinated to an iridium(III) centre. All catalysts were characterized using ICP-AES and XPS to evaluate their metal loadings on the carbon surface with significantly higher relative weight percentage of iridium determined for the denrimeric species. The catalytic activity and practicality of the formed catalysts were tested using two different intramolecular hydroamination reactions.

Antiviral activity of 1,4-disubstituted-1,2,3-triazoles against HSV-1 in vitro

Viegas, Daiane J.,da Silva, Ver?nica D.,Buarque, Camilla D.,Bloom, David C.,Abreu, Paula A.

, p. 399 - 410 (2021/05/31)

Background: Herpes simplex virus 1 (HSV-1) affects a large part of the adult population. Anti-HSV-1 drugs, such as acyclovir, target thymidine kinase and viral DNA polymerase. However, the emerging of resistance of HSV-1 alerts for the urgency in developing new antivirals with other therapeutic targets. Thus, this study evaluated a series of 1,4-disubstituted-1,2,3-triazole derivatives against HSV-1 acute infection and provided deeper insights into the possible mechanisms of action. Methods: Human fibroblast cells (HFL-1) were infected with HSV-1 17syn+ and treated with the triazole compounds at 50 mM for 24 h. The 50% effective drug concentration (EC50) was determined for the active compounds. Their cytotoxicity was also evaluated in HFL-1 with the 50% cytotoxic concentration (CC50) determined using CellTiter-Glo solution. The most promising compounds were evaluated by virucidal activity and influence on virus egress, DNA replication and transcription, and effect on an acyclovir-resistant HSV-1 strain. Results: Compounds 3 ((E)-4-methyl-N'-(2-(4(phenoxymethyl)-1H-1,2,3-triazol1yl)benzylidene)benzenesulfonohydrazide) and 4 (2,2'-(4,4'-((1,3-phenylen ebis(oxy))bis(methylene))bis(1H-1,2,3-triazole-4,1 diyl)) dibenzaldehyde) were the most promising, with an EC50 of 16 and 21 mM and CC50 of 285 and 2,593 mM, respectively. Compound 3 was able to inhibit acyclovir-resistant strain replication and to interfere with virus egress. Both compounds did not affect viral DNA replication, but inhibited significantly the expression of ICP0, ICP4 and gC. Compound 4 also affected the transcription of UL30 and ICP34.5. Conclusions: Our findings demonstrated that these compounds are promising antiviral candidates with different mechanisms of action from acyclovir and further studies are merited.

Triazole [5, 4-d] pyrimidone tricyclic compounds as well as preparation method and application thereof

-

Paragraph 0064; 0067-0070; 0071, (2021/07/09)

The invention relates to triazole [5, 4-d] pyrimidone tricyclic compounds as well as a preparation method and application thereof.The triazole [5, 4-d] pyrimidone tricyclic compounds are prepared by following steps: taking different substituted anilines a

Process-Controlled Regiodivergent Copper-Catalyzed Azide-Alkyne Cycloadditions: Tailor-made Syntheses of 4- And 5-Bromotriazoles from Bromo(phosphoryl)ethyne

Okuda, Yasuhiro,Imafuku, Kazuto,Tsuchida, Yoshiyuki,Seo, Tomoyo,Akashi, Haruo,Orita, Akihiro

supporting information, p. 5099 - 5103 (2020/07/03)

We developed a regiodivergent syntheses of 4- and 5-bromo-substituted 1,2,3-triazoles in copper-catalyzed azide-alkyne cycloadditions (CuAACs) by taking advantage of bromo(phosphoryl)ethyne 1 as a bromoethyne equivalent. A one-shot dephosphorylative CuAAC

A Metal-Free Synthesis of N-Aryl Oxazolidin-2-Ones by the One-Pot Reaction of Carbon Dioxide with N-Aryl Aziridines

Sonzini, Paolo,Damiano, Caterina,Intrieri, Daniela,Manca, Gabriele,Gallo, Emma

supporting information, p. 2961 - 2969 (2020/07/06)

The cost-effective TPPH2/TBACl-catalyzed (TPPH2=dianion of tetraphenyl porphyrin; TBACl=tetrabutyl ammonium chloride) carbon dioxide cycloaddition to N-aryl aziridines was successful in synthesizing N-aryl oxazolidin-2-ones. A cataly

New α-Hydroxy-1,2,3-triazoles and 9H-Fluorenes-1,2,3-triazoles: H Synthesis and Evaluation as Glycine Transporter 1 Inhibitors

Buarque, Camilla D.,Guimar?es, Marilia Z.,López?Corcuera, Beatriz,Neto, Jo?o Gon?alves,No?l, Fran?ois,Silva, Rafaela R.,da Silva, Veronica D.

, p. 1258 - 1269 (2020/10/14)

Two series of new compounds containing 1,2,3-triazole moiety were designed as putative GlyT1 inhibitors aiming the discovery of new hits with activity in cognitive disorders. 1,4-Disubstituted α-hydroxy-1,2,3-triazoles were obtained as racemates in moderate to good yields by the copper-catalyzed azide-alkyne cycloaddition (CuAAC) reaction (click chemistry) as the key step between propargyl alcohols and aryl azides, previously prepared from anilines or boronic acids. Benzo[c]chromene-triazoles were planned to be obtained by palladium-catalyzed C?H activation using [bis(trifluoroacetoxy)iodobenzene] (PhI(TFA)2) of some α-hydroxy-1,2,3-triazoles, since benzo[c]chromenes are also privileged groups with several biological activities, including to the central nervous system. Unexpectedly, 9H-fluorenes-1,2,3-triazoles, instead of benzo[c]chromenetriazoles, were obtained by Friedel-Crafts alkylation reaction. The two series of compounds were tested for inhibition of the glycine transporter (rat GlyT1 isoform) but only the α-hydroxy-1,2,3-triazole 9b was active (half maximal inhibitory concentration (IC50) = 8.0 μM).

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