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4-(1H-benzo[d][1,2,3]triazol-1-yl)benzaldehyde is an organic compound with the molecular formula C14H9N3O. It is a derivative of benzaldehyde, featuring a benzene ring with a formyl group (CHO) attached to the 4-position, and a 1,2,3-triazole ring fused to the benzene ring at the same position. 4-(1H-benzo[d][1,2,3]triazol-1-yl) benzaldehyde is known for its unique chemical properties and is often used in the synthesis of various pharmaceuticals, agrochemicals, and other chemical compounds due to its reactivity and stability. It is a white to off-white crystalline solid and is soluble in organic solvents. The compound is also recognized for its role in click chemistry, a set of efficient and selective reactions that are particularly useful in the formation of 1,2,3-triazole rings.

724-24-3

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724-24-3 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 724-24-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 7,2 and 4 respectively; the second part has 2 digits, 2 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 724-24:
(5*7)+(4*2)+(3*4)+(2*2)+(1*4)=63
63 % 10 = 3
So 724-24-3 is a valid CAS Registry Number.

724-24-3Downstream Products

724-24-3Relevant academic research and scientific papers

Synthesis and antimicrobial screening of some novel 2-(5-(4-(1H-benzo[d][1, 2,3]triazol-1-yl)phenyl)-4,5-dihydro-1H-pyrazol-3-yl)phenols incorporated by triazole moiety

Shaikh, Mohammad U.,Jadhav, Ganesh R.,Kale, Rajesh P.,Chate, Asha V.,Nagargoje, Deepak R.,Gill, Charansingh H.

, p. 513 - 517 (2014)

A novel series of 2-(5-(4-(1H-benzo[d][1,2,3]triazol-1-yl)phenyl)-4,5- dihydro-1H-pyrazol-3-yl)phenols derivative has been synthesized from (E)-3-(4-(1H-benzo[d][1,2,3]triazol-1-yl)phenyl)-1-(2-hydroxyphenyl) prop-2-en-1-ones in ethanol and hydrazine hydrate under reflux condition. The synthesized compounds were screened for antibacterial activity against Gram-positive bacteria viz Staphylococcus aureus and Bacillus subtilis and Gram-negative bacteria viz Escherichia coli and Salmonella typhi, respectively. Some of the tested compounds showed significant antimicrobial activity. IR, 1H NMR, mass spectral data, and elemental analysis elucidated the structures of all the newly synthesized compounds.

A triazole benzaldehyde compression fluorescein in [...] and its preparation method

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Paragraph 0056-0077, (2019/07/11)

This application pertains to the field of fluorescent probe, in particular relates to a triazole benzaldehyde compression fluorescein in [...] and its preparation method. The probe is "turn - on" type fluorescent probe, the probe utilizes the photo ions electron transfer mechanism in the presence of fluorescent switch is opened, to form a new compound, ultraviolet absorption occurs red shift, fluorescence generating red-shifting and significantly enhanced fluorescent probe, and the fluorescent probe has a good selectivity, anti-metal ion interference capacity is strong, fast response, has the purpose of a simple, rapid, sensitive mercury ion specific detection reagent, can be applied to the material areas or the sensor field.

Application of hydrazino and hydrazido linkers to connect benzenesulfonamides with hydrophilic/phobic tails for targeting the middle region of human carbonic anhydrases active site: Selective inhibitors of hCA IX

Allam, Heba Abdelrasheed,Fahim, Samar H.,F.Abo-Ashour, Mahmoud,Nocentini, Alessio,Elbakry, Mohamed E.,Abdelrahman, Mohamed A.,Eldehna, Wagdy M.,Ibrahim, Hany S.,Supuran, Claudiu T.

, p. 547 - 556 (2019/07/04)

Herein we report the design and synthesis of three different sets of novel benzenesulfonamides (5a-e, 7a-e and 10a-d) incorporating hydrophilic/hydrophobic tails by hydrazido or hydrazino linkers. The newly synthesized benzenesulfonamides were examined in vitro for their inhibitory activity towards four human (h) carbonic anhydrase (hCA, EC 4.2.1.1) isoforms, hCA I, II, IX and XII using a stopped-flow CO2 hydrase assay. All these isoforms were inhibited by the sulfonamides (5a-e, 7a-e and 10a-d) with variable degrees in the following KI ranges: 76.8–357.4 nM for hCA I, 8.2–94.6 nM for hCA II, 2.0–46.3 nM for hCA XI, and 8.3–88.3 nM for hCA XII. The sulfonamide 7d exhibited potent anti-proliferative activity against breast MCF-7 cancer cell line under both normoxic and hypoxic conditions with IC50 values equal 3.32 ± 0.06 and 8.53 ± 0.32 μM, respectively, which are comparable to the reference drug doxorubicin (IC50 = 2.36 ± 0.04 and 8.39 ± 0.25 μM, respectively). Furthermore, 7d was screened for cell cycle disturbance and apoptosis induction in MCF-7 cells. It was found to persuade cell cycle arrest at G2-M stage as well as to alter the Sub-G1 phase, also, 7d resulted in a significant increase in the percent of annexinV-FITC positive apoptotic cells from 1.03 to 18.54%. Molecular docking study was carried out for 7d within the hCA IX and hCA XII active sites to rationalize the obtained inhibition results.

Triazolyl benzaldehyde rhodamine hydrazine hydrate Schiff base and preparation method thereof

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Page/Page column 7-9, (2019/06/07)

The invention belongs to the field of fluorescence probes and particularly relates to triazolyl benzaldehyde rhodamine hydrazine hydrate Schiff base and a preparation method thereof. The fluorescenceprobe turns on a fluorescence switch in the absence of mercury ions by use of a light-induced electron transfer mechanism, a novel compound is formed, besides, the significantly reinforced fluorescence probe with red shift of ultraviolet absorption and fluorescence has good selectivity, high metal ion interference resistance and rapid response, is a purposeful simple, rapid and sensitive mercury ion specific detection reagent and can be applied to the material or sensor field.

Benzotriazole benzaldehyde condensate ursol bis-Schiff base and preparation method thereof

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Paragraph 0034; 0035, (2016/10/08)

A fluorescence probe and application thereof in zinc ion detection relate to a kind of fluorescence probe of which fluorescence is enhanced with the presence of zinc ions. The invention provides benzotriazole benzaldehyde condensate ursol bis-Schiff base which can be used for selectively detecting the zinc ions and a preparation method thereof. The preparation method comprises the steps of firstly, taking benzotriazole and derivatives thereof as well as p-fluorobenzaldehyde as raw materials to prepare benzotriazolyl benzaldehyde or benzotriazole derivative benzaldehyde, and then using a condensation reaction of the prepared benzotriazolyl benzaldehyde or benzotriazole derivative benzaldehyde with ursol through aldehyde group and primary amine to obtain a series of bis-Schiff base with a larger conjugate pai structure. The process is relatively low in synthesizing cost, high in yield, simple in product purification, and easy in reaction condition control. The zinc ion fluorescence probe has the characteristics of good selectivity, high metal ion interference resistance and the like, is a simple, fast and sensitive zinc ion specific detection agent, and can be applied to the field of materials or sensors.

Synthesis of 2-aryl-1,1-bis(silyl)alkenes containing alkyl(aryl)amine groups

Safa, Kazem Dindar,Nadimi, Sanaz,Alyari, Maryam

, p. 498 - 501 (2014/11/08)

4-Alkyl-(aryl)aminobenzaldehydes have been generated via the nucleophilic aromatic substitution reaction of 4-fluorobenzaldehyde with appropriated amines and N-heterocycles using hexadecyltrimethylammonium bromide as catalyst and converted to 1,1-bis(silyl)-1-alkene derivatives via the Peterson olefination reaction. The reaction of (HMe2Si)3CLi with these aromatic aldehydes led to new 2-aryl-1,1-bis(silyl)alkenes.

Ultrasound effect on the synthesis of 4-alkyl-(aryl)aminobenzaldehydes

Magdolen, Peter,Me?iarová, Mária,Toma, ?tefan

, p. 4781 - 4785 (2007/10/03)

The sonochemical nucleophilic aromatic substitutions on 4-fluorobenzaldehyde with different azacycloalkanes and azoles have been studied. A beneficial ultrasound effect was observed, reactions were clean and high yields of the products were isolated after 15 min sonication.

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