73568-28-2

Usage

Uses

Used in Flavor and Fragrance Industry:
AKOS AU36-M572 is used as a flavoring agent and fragrance due to the presence of o-Vanillin, which is known for its aromatic properties. This makes it suitable for enhancing the scent and taste of various consumer products.
Used in Chemical and Industrial Processes:
AKOS AU36-M572 is used in various chemical and industrial processes, capitalizing on the properties of both o-Vanillin and azane. The combination of these components may offer unique advantages in the development and manufacturing of different products and materials.
Used in Fertilizer Production:
AKOS AU36-M572 is used as a component in fertilizers, leveraging the properties of azane, which is a key ingredient in the production of various fertilizers. This application contributes to the enhancement of agricultural productivity.
Used in Cleaning Products:
AKOS AU36-M572 is used in the formulation of cleaning products, utilizing the characteristics of azane, which is commonly found in a range of cleaning agents. This application aids in the effectiveness of cleaning solutions for various surfaces and materials.
Used in Refrigerants:
AKOS AU36-M572 is used in the development of refrigerants, taking advantage of the properties of azane, which is known for its use in refrigeration systems. This application helps in creating more efficient and environmentally friendly refrigerants.

InChI:InChI=1/C11H8ClNO2/c1-15-9-4-2-3-7-5-8(6-14)11(12)13-10(7)9/h2-6H,1H3

Upstream product

• 93-26-5 2-methoxyacetanilide 
• 68-12-2 N,N-dimethyl-formamide 
• 74668-74-9 2-chloro-8-methoxy-quinoline 
• 90-04-0 2-methoxy-phenylamine 
• 50868-73-0 2-methoxy-6-methylbenzeneamine 
• 50868-76-3 N-(2-methoxy-6-methylphenyl)acetamide 
• 108-24-7 acetic anhydride 

Downstream Products

• 745830-18-6 8-methoxyquinoline-3-carbaldehyde 
• 1065481-71-1 2-(3-fluorophenyl)-8-methoxyquinoline-3-carbaldehyde 
• 1065481-74-4 (2-(3-fluorophenyl)-8-methoxyquinolin-3-yl)methanamine 
• 1065481-73-3 (2-(3-fluorophenyl)-8-methoxyquinolin-3-yl)methanol 
• 1065481-75-5 3-(azidomethyl)-2-(3-fluorophenyl)-8-methoxyquinoline 
• 1065479-41-5 N-((2-(3-fluorophenyl)-8-methoxyquinolin-3-yl)methyl)-9H-purin-6-amine 
• 1065481-72-2 3-(chloromethyl)-2-(3-fluorophenyl)-8-methoxyquinoline hydrochloride 

Relevant academic research and scientific papers

Synthesis of indenoquinolinone through aryne-mediated Pd(II)-catalysed remote C–H activation

Abstract: [Figure not available: see fulltext.]Indenoquinolinones have been synthesized from 2-haloquinoline-3-carbaldehyde through Pd-mediated simultaneous C–H (aldehyde) and C–X bond activation. DFT studies were performed to investigate the mechanistic pathway, and in situ UV–Vis studies indicate the presence of Pd(II) intermediate species. Aryne ligated Pd complex is actual intermediate in these reactions. Ligation of reactive aryne to Pd reduces probability of side reactions. Graphic abstract: [Figure not available: see fulltext.]

Synthesis of Some 4-Quinolinyl Pyridines and their Antimicrobial and Docking Studies

A series of some substituted diethyl 4-(2-chloroquinolin-3-yl)-2,6-dimethylpyridine-3,5-dicarboxylates has been synthesized from substituted diethyl4-(2-chloroquinolin-3-yl)-1,4-dihydro-2,6-dimethylpyridine-3,5-dicarboxylates (1,4-DHPs) by treating the latter with SiO2–HNO3 which proved to be a better oxidant in terms of product yield, reaction time, and cost. Further, these compounds were screened for their antimicrobial activity. All the diethyl 4-(2-chloroquinolin-3-yl)-2,6-dimethylpyridine-3,5-dicarboxylates exhibited more potent activities than the corresponding 1,4-DHPs. Further, docking simulation of the most active and least active compounds 3e and 2e into Escherichia coli topoisomerase II DNA Gyrase B was also performed.

Synthesis and antimicrobial activity of azetidin-2-one fused 2-chloro-3-formyl quinoline derivatives

Azetidin-2-one fused 2-chloro-3-formyl quinolines derivatives, 3-chloro-4-(2-chloro-8/7/6-methoxyquinolin-3-yl)-1-(2,4-dinitro/4-nitro phenylamino)azetidin-2-one,3-chloro-4-(2-chloro-8/7/6-chloroquinolin-3-yl)-1-(2,4-dinitro/4-nitro phenylamino)azetidin-2-one, 3-chloro-4-(2-chloro-8/7/6-methylquinolin-3-yl)-1-(2,4-dinitro/4-nitrophenylamino) azetidin-2-one were synthesized by four steps, respectively from N-arylacetamides, 2-chloro-3-formyl quinolines, 2,4-dinitro/4-nitro phenyl hydrazine reflux with chloroacetyl chloride and triethyl amine. However yields of quinolines having electron donating groups in all cases. The structures of the synthesized compounds have been established on the basis of physical and spectral data. The antibacterial and antifungal activity of these compounds was tested by filter paper disc method against Staphylococcus aureus (MTCC96), Escherichia coli (MTCC722) and Candida albicans (MTCC183). The results showed that azetidin-2-one fused 2-chloro-3-formyl quinolines derivatives are better in inhibiting the growth of both types of organisms. Compounds AZT b2, AZT b3 to AZT g2, AZT g3 were found to be more potent compared to standard drug.

ZnO nanoparticles in the synthesis of AB ring core of camptothecin

For the first time, synthesis of AB ring core of camptothecin synthons such as (2-chloroquinolin-3-yl)methanols (Va-Vg) using zinc oxide nanoparticles is reported. The desired attractive products were obtained in high yields, short reaction time, using a simple work-up procedure with the purification of products by non-chromatographic methods.

Synthesis and antimicrobial activity of some 5-substituted-3-phenyl-N β-(substituted-2-oxo-2H-pyrano[2,3-b]quinoline-3-carbonyl) -1H-indole-2-carboxyhydrazide

Ethyl 3-oxo-3-{2-[(5-substituted-3-phenyl-1H-indol-2-yl)carbonyl] hydrazinyl}propanoates 5a-b were synthesized according to the literature method. These on further reaction with substituted-2-hydroxy-3-formylquinolines 3a-e yielded 5-substituted-Nβ-(2-oxo-2H-pyrano[2,3-b]quinoline-3- carbonyl)-3-phenyl-1H-indole-2-carbohydrazides 6a-j. Structures of the all the newly synthesized compounds were confirmed by spectral data. All these compounds have been screened for their antibacterial activity against Staphylococcus aureus, Escherichia coli and Bacillus subtilus, antifungal activity against Aspergillus niger and Candida albicans and antituberculosis activity against Mycobacterium tuberculosis (H37Rv).

HETEROCYCLIC COMPOUNDS AND THEIR USES

Substituted bicyclic heteroaryls and compositions containing them, for the treatment of general inflammation, arthritis, rheumatic diseases, osteoarthritis, inflammatory bowel disorders, inflammatory eye disorders, inflammatory or unstable bladder disorders, psoriasis, skin complaints with inflammatory components, chronic inflammatory conditions, including but not restricted to autoimmune diseases such as systemic lupus erythematosis (SLE), myestenia gravis, rheumatoid arthritis, acute disseminated encephalomyelitis, idiopathic thrombocytopenic purpura, multiples sclerosis, Sjoegren's syndrome and autoimmune hemolytic anemia, allergic conditions including all forms of hypersensitivity. The present invention also enables methods for treating cancers that are mediated, dependent on, or associated with p110 activity, including but not restricted to leukemias, such as acute myeloid leukaemia (AML), myelo-dysplastic syndrome (MDS), myelo-proliferative diseases (MPD), chronic myeloid leukemia (CML), T-cell acute lymphoblastic leukaemia (T-ALL), B-cell acute lymphoblastic leukaemia (B-ALL), non Hodgkins lymphoma (NHL), B-cell lymphoma and solid tumors, such as breast cancer.

Vilsmeier-Haack reagent: A facile synthesis of 2-chloro-3-formylquinolines from N-arylacetamides and transformation into different functionalities

A simple and regioselective synthesis of 2-chloro-3-formylquinolines through Vilsmeier-Haack cyclisation of N-arylacetamides has been reported. The cyclisation is facilitated by N-arylacetamides bearing electron donating groups at m-position. However, yields of quinolines having electron donating groups are good in all cases. Further, the nucleophilic substitution reaction of the quinolines is also investigated. Similarly, the formyl group in the quinolines is subjected to further transformation into cyano (CAN-NH3) and alkoxycarbonyl (NIS-K2CO3/alcohols) groups to afford corresponding 3-cyano and 3-alkoxycarbonylquinolines, respectively.

A simple synthesis of dibenzo[b,g][1,8]naphthyridines

2-Chloro-3-formyl quinoline and its derivatives on reaction with anilines in DMF afforded the dibenzo[b,g][1,8]naphthyridines.

A Versatile New Synthesis of Quinolines and Related Fused Pyridines. Part 5. The Synthesis of 2-Chloroquinoline-3-carbaldehydes

Acetanilides are converted into 2-chloroquinoline-3-carbaldehydes in good yield by the action of Vilsmeier's reagent in phosphoryl chloride solution.The reaction is shown to involve successive conversion of the acetanilide into an imidoyl chloride and then an N-(α-chlorovinyl)aniline.The latter enamine is diformylated at its β-position and subsequently cyclised to the chloroquinolinecarbaldehyde.The diformylated intermediates may be isolated in several cases and separately cyclised with polyphosphoric acid.