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4-Fluoro-2-nitrobenzeneamine, also known as 4-Fluoro-2-nitroaniline, is an organic compound that forms complexes with cobalt(II), nickel(II), and copper(II). It is characterized by its orange to brown crystalline powder appearance.

364-78-3

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364-78-3 Usage

Uses

Used in Chemical Synthesis:
4-Fluoro-2-nitrobenzeneamine is used as a reagent for the preparation of various compounds, including 4-fluoro-o-phenylenediamine, 4-fluoro-N-ethyl-2-nitroaniline, and N-(4-fluoro-2-nitrophenyl)-beta-alanine. It serves as a starting reagent in the synthesis of these compounds, which can have further applications in different industries.
Used in Pharmaceutical Industry:
4-Fluoro-2-nitrobenzeneamine is employed as a pharmaceutical intermediate, playing a crucial role in the development of various drugs. Its ability to form complexes with metal ions like cobalt(II), nickel(II), and copper(II) makes it a valuable component in the coordination chemistry of drug design.
Used in Coordination Chemistry:
In the field of coordination chemistry, 4-Fluoro-2-nitrobenzeneamine acts as a monodentate O-bonded ligand, forming complexes with transition metals such as copper(II), nickel(II), and cobalt(II). These complexes can have potential applications in various areas, including catalysis, sensing, and materials science.

Check Digit Verification of cas no

The CAS Registry Mumber 364-78-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 3,6 and 4 respectively; the second part has 2 digits, 7 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 364-78:
(5*3)+(4*6)+(3*4)+(2*7)+(1*8)=73
73 % 10 = 3
So 364-78-3 is a valid CAS Registry Number.
InChI:InChI=1/C8H6F2O/c1-5(11)7-3-2-6(9)4-8(7)10/h2-4H,1H3

364-78-3 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
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  • Alfa Aesar

  • (A10685)  4-Fluoro-2-nitroaniline, 98%   

  • 364-78-3

  • 50g

  • 995.0CNY

  • Detail
  • Alfa Aesar

  • (A10685)  4-Fluoro-2-nitroaniline, 98%   

  • 364-78-3

  • 100g

  • 1783.0CNY

  • Detail
  • Alfa Aesar

  • (A10685)  4-Fluoro-2-nitroaniline, 98%   

  • 364-78-3

  • 500g

  • 7564.0CNY

  • Detail

364-78-3SDS

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 4-Fluoro-2-nitroaniline

1.2 Other means of identification

Product number -
Other names 4-fluoro-2-nitroaniline

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:364-78-3 SDS

364-78-3Relevant academic research and scientific papers

HETEROCYCLIC SYSTEMS CONTAINING BRIDGEHEAD NITROGEN ATOMS. PART LXVIII. REACTION OF 5-FLUOROBENZIMIDAZOLYL-2-THIONE WITH CHLOROACETIC ACID: STUDIES OF ORIENTATION OF CYCLIZATION IN THE SYNTHESES OF 6-FLUORO- AND 7-FLUOROTHIAZOLOBENZIMIDAZOL-3(2H)-ONES

Pujari, H. K.,Sharma, B. R.,Dahiya, Rajender,Kumar, Sudhir,Murakami, Yasuoki,Tani, Masanobu

, p. 343 - 355 (1990)

4-Fluoroaniline on successive acetylation, nitration and hydrolysis affords 4-fluoro-2-nitroaniline which on reduction with Raney nickel and hydrazine hydrate followed by treatment of the resulting diamine with carbon disulphide in situ gives 5-fluorobenzimidazolyl-2-thione.The thione on condensation with chloroacetic acid yields acetic acid which on cyclization in a mixture of acetic anhydride and pyridine furnishes two isomers viz. 6-fluoro- and 7-fluorothiazolobenzimidazol-3(2H)-ones.The condensation of thione with 1,2-dibromoethane affords sym-bis-(5-fluorobenzimidazo-2-yl-mercapto)ethane.The structural assignments for the 6-fluoro- and 7-fluorothiazolobenzimidazol-3(2H)-ones have been made by 1H-NMR spectral data using two different methods.

Method for synthesizing 4-fluoro -2- nitroaniline through microchannel reactor (by machine translation)

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Paragraph 0015-0023, (2020/05/01)

The method is characterized in, after 4 - reaction is carried out at, by using: a high-throughput continuous flow micro-channel, reactor at a flow rate 1:1.0-1.5 of, 20%-40% -fluoroacetanilide acetic acid-acetic anhydride solution 68% and, nitric acid 40.0-100.0mL/min, 4.0-30.0mL/min, are then; stirred through hydrolysis reaction and then stirred for 30 °C -70 °C hours in 50-200s DEG C to 90 °C -100 °C; prepare orange solid 2-4h, 0 °C -5 °C 0.5h fluorine - 2 nitroaniline, and then the, reaction process, is safe, 4 - and stable . The method 83%-94%. comprises, the following, steps, of: times short efficiency high by-product of the present invention; and drying and then drying the filter, into a weakly acidic or neutral mixture of acetic acid and then drying the filter cake. (by machine translation)

A preparation method for 4-methoxy-2-nitrobenzoic acid

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Paragraph 0014; 0015; 0021; 0022, (2019/04/26)

An industrial preparation method for 4-methoxy-2-nitrobenzoic acid is disclosed. In the method, p-difluorobenzene is adopted as an initial raw material and subjected to nitration, ammonolysis, diazotization bromination, cyaniding, methoxylation and hydrolysis which are six steps to synthesize the 4-methoxy-2-nitrobenzoic acid. The 4-methoxy-2-nitrobenzoic acid obtained by the method is white powdered solid with purity being 98.5%, the raw material conversion ratio in each step is 100%, and the total yield of the whole process is 35.8%.

Palladium(II)-catalyzed, heteroatom-directed, regioselective C-H nitration of anilines using pyrimidine as a removable directing group

Pawar, Govind Goroba,Brahmanandan, Abhilashamole,Kapur, Manmohan

supporting information, p. 448 - 451 (2016/02/18)

A new palladium-catalyzed, heteroatom-directed strategy for C-H nitration of anilines is described. This C-H functionalization reaction is highly ortho-selective and results in very good yields. The highlight of the work is the use of pyrimidine as the removable directing group. This approach constitutes one of the rare methods of ortho-nitration of anilines, a reaction that is normally very difficult to achieve via traditional approaches.

Harnessing the pyrroloquinoxaline scaffold for FAAH and MAGL interaction: Definition of the structural determinants for enzyme inhibition

Brindisi, Margherita,Brogi, Simone,Maramai, Samuele,Grillo, Alessandro,Borrelli, Giuseppe,Butini, Stefania,Novellino, Ettore,Allarà, Marco,Ligresti, Alessia,Campiani, Giuseppe,Di Marzo, Vincenzo,Gemma, Sandra

, p. 64651 - 64664 (2016/07/23)

This paper describes the development of piperazine and 4-aminopiperidine carboxamides/carbamates supported on a pharmacogenic pyrroloquinoxaline scaffold as inhibitors of the endocannabinoid catabolizing enzymes fatty acid amide hydrolase (FAAH) and monoacylglycerol lipase (MAGL). Structure-activity relationships and molecular modelling studies allowed the definition of the structural requirements for dual FAAH/MAGL inhibition and led to the identification of a small set of derivatives (compounds 5e, i, k, m) displaying a balanced inhibitory profile against both enzymes, with compound 5m being the frontrunner of the subset. Favorable calculated physico-chemical properties suggest further investigation for specific analogues.

Indole and indazole compounds as an inhibitor of cellular necrosis

-

Paragraph 0339; 0344-0346; 0349, (2016/10/08)

The present invention refers to a formula (1) compounds of, pharmaceutically acceptable salts or isomers thereof thereof, and characterized by by containing as active ingredients-associated diseases, cell death and method for the prevention or treatment of relates and compositions. [Formula 1] In formula said R 1, R 2, R 3, R 4, R 5, R 6, A, X, n and m to equal the specification.

Discovery and optimization of benzotriazine Di-N-oxides targeting replicating and nonreplicating mycobacterium tuberculosis

Chopra, Sidharth,Koolpe, Gary A.,Tambo-Ong, Arlyn A.,Matsuyama, Karen N.,Ryan, Kenneth J.,Tran, Tran B.,Doppalapudi, Rupa S.,Riccio, Edward S.,Iyer, Lalitha V.,Green, Carol E.,Wan, Baojie,Franzblau, Scott G.,Madrid, Peter B.

, p. 6047 - 6060 (2012/09/05)

Compounds bactericidal against both replicating and nonreplicating Mtb may shorten the length of TB treatment regimens by eliminating infections more rapidly. Screening of a panel of antimicrobial and anticancer drug classes that are bioreduced into cytotoxic species revealed that 1,2,4-benzotriazine di-N-oxides (BTOs) are potently bactericidal against replicating and nonreplicating Mtb. Medicinal chemistry optimization, guided by semiempirical molecular orbital calculations, identified a new lead compound (20q) from this series with an MIC of 0.31 μg/mL against H37Rv and a cytotoxicity (CC 50) against Vero cells of 25 μg/mL. 20q also had equivalent potency against a panel of single-drug resistant strains of Mtb and remarkably selective activity for Mtb over a panel of other pathogenic bacterial strains. 20q was also negative in a L5178Y MOLY assay, indicating low potential for genetic toxicity. These data along with measurements of the physiochemical properties and pharmacokinetic profile demonstrate that BTOs have the potential to be developed into a new class of antitubercular drugs.

INDOLE AND INDAZOLE COMPOUNDS AS AN INHIBITOR OF CELLULAR NECROSIS

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Page/Page column 12, (2010/08/08)

The present invention relates to indole or indazole compounds, pharmaceutically acceptable salts or isomers thereof which are useful for the prevention or treatment of cellular necrosis and necrosis-associated diseases. The present invention also relates to a method and a composition for the prevention or treatment of cellular necrosis and necrosis-associated diseases, comprising said indole or indazole compounds as an active ingredient.

INDOLE COMPOUNDS AS AN INHIBITOR OF CELLULAR NECROSIS

-

Page/Page column 18, (2010/08/22)

The present invention relates to new indole compounds, pharmaceutically acceptable salts or isomers thereof which are useful for the prevention or treatment of cellular necrosis and necrosis-associated diseases. The present invention also relates to a method and a composition for the prevention or treatment of cellular necrosis and necrosis-associated diseases, comprising said indole compounds as an active ingredient.

INDOLE COMPOUNDS AS AN INHIBITOR OF CELLULAR NECROSIS

-

Page/Page column 60, (2009/04/25)

The present invention relates to new indole compounds, pharmaceutically acceptable salts or isomers thereof which are useful for the prevention or treatment of cellular necrosis and necrosis-associated diseases. The present invention also relates to a method and a composition for the prevention or treatment of cellular necrosis and necrosis-associated diseases, comprising said indole compounds as an active ingredient.

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