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2-Nitro 5-Bromo-Benzaldehyde, with the molecular formula C7H4BrNO3, is a yellow solid chemical compound characterized by a benzene ring with a nitro and bromo group substitution, along with an aldehyde functional group. It is recognized for its potential as an intermediate in the synthesis of pharmaceuticals and agrochemicals, as well as in the production of dyes and pigments. Additionally, it exhibits antibacterial and antifungal properties, making it a candidate for the development of new drugs for various diseases. However, due to its potential hazards, it requires careful handling and use.

20357-20-4

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20357-20-4 Usage

Uses

Used in Pharmaceutical Industry:
2-Nitro 5-Bromo-Benzaldehyde is used as a chemical intermediate for the synthesis of various pharmaceuticals, contributing to the development of new drugs for the treatment of different diseases. Its presence in the synthesis process aids in the creation of complex molecular structures that can target specific biological pathways.
Used in Agrochemical Industry:
In the agrochemical sector, 2-Nitro 5-Bromo-Benzaldehyde serves as an intermediate in the production of agrochemicals, which are essential for enhancing crop protection and improving agricultural yields.
Used in Dye and Pigment Production:
2-Nitro 5-Bromo-Benzaldehyde is utilized in the manufacturing process of dyes and pigments, providing a range of color options for various applications, including textiles, plastics, and printing inks.
Used in Antibacterial and Antifungal Applications:
Due to its inherent antibacterial and antifungal properties, 2-Nitro 5-Bromo-Benzaldehyde is used in the research and development of new drugs aimed at treating bacterial and fungal infections. Its potential in this area is currently being explored for more effective therapeutic solutions.

Check Digit Verification of cas no

The CAS Registry Mumber 20357-20-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,0,3,5 and 7 respectively; the second part has 2 digits, 2 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 20357-20:
(7*2)+(6*0)+(5*3)+(4*5)+(3*7)+(2*2)+(1*0)=74
74 % 10 = 4
So 20357-20-4 is a valid CAS Registry Number.
InChI:InChI=1/C7H4BrNO3/c8-6-1-2-7(9(11)12)5(3-6)4-10/h1-4H

20357-20-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 5-Bromo-2-nitrobenzaldehyde

1.2 Other means of identification

Product number -
Other names 5-bromo-2-nitrobenzaldehyde

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:20357-20-4 SDS

20357-20-4Relevant academic research and scientific papers

Friedlaender approach for the incorporation of 6-bromoquinoline into novel chelating ligands

Hu, Yi-Zhen,Zhang, Gang,Thummel, Randolph P.

, p. 2251 - 2253 (2003)

Nitration of 3-bromobenzaldehyde followed by sodium dithionite reduction provides 5-bromo-2-aminobenzaldehyde, which undergoes the Friedlaender condensation with a variety of enolizable ketones to afford bidentate and tridentate 6-bromoquinoline derivativ

Mild Darzens Annulations for the Assembly of Trifluoromethylthiolated (SCF3) Aziridine and Cyclopropane Structures

Delost, Michael D.,Njardarson, Jon T.

supporting information, p. 6121 - 6125 (2021/08/16)

We report mild new annulation approaches to trisubstituted trifluoromethylthiolated (SCF3) aziridines and cyclopropanes via Darzens inspired protocols. The products of these anionic annulations, rarely studied previously, possess attractive features rendering them valuable building blocks for synthesis platforms. In this study, trisubstituted acetophenone nucleophiles bearing SCF3 and bromine substituents in their α position were shown to undergo [2 + 1] annulations with vinyl ketones and tosyl-protected imines under mild reaction conditions.

o-Nitrobenzyl photoremovable groups with fluorescence uncaging reporting properties

Abou Nakad,Bolze,Specht

, p. 6115 - 6122 (2018/09/06)

o-Nitrobenzyl (o-NB) derivatives are the most widely applied photoremovable groups for the study of dynamic biological processes. By introducing different substituents to the benzylic position we were able to generate a fluorescence signal upon irradiatio

Pyrrolo[2,1-c][1,4] benzodiazepine-3,11-diones protect SHSY-5Y cells from Cd-induced apoptosis involving suppression of endoplasmic reticulum stress

Ma, Chao,Du, Ke,Zhao, Ying,Zhang, Linkui,Hu, Baichun,Cheng, Maosheng

, p. 5151 - 5158 (2018/09/27)

Cadmium (Cd) is a potent toxic heavy metal, some studies showed that Cd-induced apoptosis is through ER stress pathway. Compounds of pyrrolo[2,1–c][1,4]benzodiazepine (PBD)-3,11-diones were discovered as potent neuroprotective agents against Cd-induced toxicity in SH-SY5Y cells for the first time. In this study, twenty-six PBD-3,11-dione derivatives were synthesized and evaluated for their neuroprotective activity against Cd-induced toxicity by CCK-8 assay. Their preliminary SARs studies indicated that various substituents were tolerated on the benzene ring, and alkyl heterocycles groups at the N10-position of the PBD-3,11-dione scaffold were important for the activities. Among them, compound 13c exhibited the best activity (cell viability = 68.6%, 25 μM). Furthermore, we found that the compound 13c could inhibit cadmium-induced cell apoptosis with the downregulation of the ER stress markers GRP78, CHOP, cleaved-caspase12 and cleaved-caspase3 through western blotting. The results of in silico evaluation of ADME/T properties showed that 13c exhibited medium BBB penetration level and promising toxicity profiles. These results proved the potential of 13c as a promising lead compound against Cd-induced neurotoxicity.

Triazole derivative having HSP90 (Heat Shock Protein) inhibiting activity, as well as preparation method and application of triazole derivative

-

Paragraph 0406; 0407; 0408; 0409, (2017/08/02)

The invention discloses a triazole derivative having an HSP90 (Heat Shock Protein) inhibiting activity, as well as a preparation method and an application of the triazole derivative. Specifically, the invention relates to the triazole derivative having a structure as shown in a formula (I), a stereisomer of the triazole derivative and a pharmaceutically acceptable salt, wherein the definition of each substituent group in the formula (I) and the definition in a description are the same. The compound with a novel structure has the HSP90 inhibiting activity, can be used to cure cancers, neurodegenerative disorders, inflammation diseases, autoimmune diseases, ischemic brain injuries and the like, and has a broad application prospect.

One-Pot Synthesis of Functionalized Carbazoles via a CAN-Catalyzed Multicomponent Process Comprising a C-H Activation Step

González, Juan F.,Rocchi, Damiano,Tejero, Tomás,Merino, Pedro,Menéndez, J. Carlos

supporting information, p. 7492 - 7502 (2017/07/26)

The microwave-promoted three-component reaction between o-nitrochalcones, primary amines and β-dicarbonyl compounds in the presence of Ce(IV) ammonium nitrate constitutes the first example of a multicomponent carbazole synthesis. This reaction furnishes highly substituted and functionalized carbazole derivatives via a double annulation process that generates two C-C and two C-N bonds, with water as the only side product. Mechanistically, this transformation has some unusual features that include an intramolecular coupled hydrogenation-dehydrogenation process, the functionalization of a C-H group by direct attack onto a nitrogen function and a CAN-catalyzed reduction via hydride transfer from ethanol. The mechanisms of these reactions were studied with the aid of computational techniques.

Co-delivery system of photo-responsive chemotherapeutic drug and preparation method thereof

-

Paragraph 0050; 0052; 0053, (2017/09/01)

The invention discloses a co-delivery system of a photo-responsive chemotherapeutic drug and a preparation method thereof. A prodrug is prepared through covalent linkage of a double branched type photosensitive carrier with o-nitrobenzyl as a structural u

A O-nitrobenzaldehyde synthetic method of compound

-

Paragraph 0058; 0059; 0060; 0063; 0064, (2016/10/07)

The invention provides a preparation method for an o-nitrobenzaldehyde compound. The method directly taking benzaldehyde compounds as starting raw materials comprises the following steps: firstly, converting a formyl group into an O-methyl oximido; secondly, taking divalent palladium salt as a catalyst, and realizing the carbon-hydrogen bond activation single nitration reaction on an o-position of an oximido under the condition that both an oxidant and a nitration agent exist; finally, removing the O-methyl oximido by using strong organic acid to obtain the o-nitrobenzaldehyde compound. The nitration method provided by the invention has the advantage of specificity in the o-position of a nitration position, the reaction process is safe and environment-friendly, the substrate is excellent in adaptability, and various substituents can realize o-position nitration; various benzaldehyde is directly taken as raw materials, so that the reaction steps are simple, and the synthesizing method is a novel route for synthesizing various o-nitrobenzaldehyde compounds containing substituents.

Preparation method of pharmaceutical intermediate N-arylquinazolinyl-amine compounds

-

Paragraph 0027; 0028; 0029; 0030; 0031, (2016/10/27)

The invention discloses a preparation method of pharmaceutical intermediate N-arylquinazolinyl-amine compounds, belonging to the field of pharmaceutical synthesis. The method comprises the following steps: carrying out nitrification and reduction on the i

A double branched photosensitive prodrug: Synthesis and characterization of light triggered drug release

Liu, Wei,Liang, Li,Lo, Pik Kwan,Gou, Xiao Jun,Sun, Xiao Hua

, p. 959 - 963 (2016/02/05)

A novel oNB based, double branched photosensitive prodrug 1, and a biphenyl counterpart 2 were designed and synthesized. Their photo-triggered drug release properties were studied by HPLC and UV-vis spectra. The isobestic points in UV-vis spectra of prodr

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