3282-33-5

Usage

Uses

Used in Pharmaceutical Applications:
[2-(4-chlorophenyl)-2-oxoethylidene]diazenium is used as a nitric oxide donor for its potential therapeutic applications in various medical conditions. The controlled and sustained release of nitric oxide makes it a promising candidate for the development of nitric oxide-based therapies.
Used in Cardiovascular Applications:
In the cardiovascular industry, [2-(4-chlorophenyl)-2-oxoethylidene]diazenium is used as a potential treatment for cardiovascular diseases. The nitric oxide released by the compound can help in smooth muscle relaxation, which is crucial for maintaining proper blood flow and reducing the risk of heart-related conditions.
Used in Cancer Treatment:
[2-(4-chlorophenyl)-2-oxoethylidene]diazenium is used as a potential therapeutic agent in the treatment of cancer. The nitric oxide released by the compound can help in modulating the immune response and may have potential applications in targeting cancer cells.
Used in Inflammatory Disorders:
In the treatment of inflammatory disorders, [2-(4-chlorophenyl)-2-oxoethylidene]diazenium is used as a potential therapeutic agent. The nitric oxide released by the compound can help in regulating the immune response and reducing inflammation, which is essential for managing various inflammatory conditions.
Research on [2-(4-chlorophenyl)-2-oxoethylidene]diazenium continues to explore its potential applications in the treatment of various medical conditions, including cardiovascular disease, cancer, and inflammatory disorders.

Upstream product

• 122-01-0 4-chloro-benzoyl chloride 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 186581-53-3 diazomethane 
• 74-11-3 para-chlorobenzoic acid 
• 99-91-2 para-chloroacetophenone 
• 4996-21-8 1-(4-chloro-phenyl)-2,2-dihydroxy-ethanone 
• 18362-49-7 1,3-bis(4-chlorophenyl)propane-1,3-dione 
• 277298-60-9 C₈H₆Cl₂N₂O 
• 33074-12-3 2-diazo-1,3-bis(4-chlorophenyl)propane-1,3-dione 
• 56856-73-6 3-(4-chlorophenyl)-3-ketopropionaldehyde 
• 53704-16-8 sodium salt of ω-formyl-4-chloroacetophenone 

Downstream Products

• 5905-11-3 2-(4-chlorophenyl)-1-methyl-2-phenyl-1H-indole 
• 107915-10-6 3-(4-chlorophenyl)-1-methyl-1H-indole 
• 131197-08-5 1-ethyl-3-(4-chloro-phenyl)-indole 
• 6305-05-1 2-(4-chlorophenyl)-N-hydroxy-2-oxoethanimidoyl chloride 
• 39561-82-5 4-chlorophenacyl acetate 
• 1211-35-4 2-(4-chlorophenyl)-1H-indole 
• 23808-77-7 [4-(4-chloro-phenyl)-3-naphthalen-2-yl-3H-thiazol-2-ylidene]-naphthalen-2-yl-amine 
• 64837-54-3 (4-chloro-phenyl)-(5-chloro-[1,2,3]thiadiazol-4-yl)-methanone 
• 64837-44-1 2-Chlor-5-(4-chlor-benzoyl)-1,3,4-thiadiazol 
• 64873-61-6 (4-chloro-phenyl)-(5-ethylsulfanyl-[1,3,4]thiadiazol-2-yl)-methanone 
• 22177-11-3 allyl-[5-(4-chloro-phenyl)-6H-[1,3,4]thiadiazin-2-yl]-amine 
• 95877-07-9 [4-(4-chloro-benzoyl)-[1,2,3]thiadiazol-5-yl]-sulfamic acid ethyl ester 
• 93260-80-1 N-[4-(4-chloro-benzoyl)-[1,2,3]thiadiazol-5-yl]-2-methyl-benzamide 
• 23808-75-5 (4-bromo-phenyl)-[3-(4-bromo-phenyl)-4-(4-chloro-phenyl)-3H-thiazol-2-ylidene]-amine 

Relevant academic research and scientific papers

Practical Application of the Aqueous 'Sulfonyl-Azide-Free' (SAFE) Diazo Transfer Protocol to Less α-C-H Acidic Ketones and Esters

The earlier described 'sulfonyl-Azide-free' ('SAFE') protocol for diazo transfer to CH-Acidic 1,3-dicarbonyl compounds (and their similarly activated congeners) has been extended to the less reactive monocarbonyl substrates, which previously required a se

Phosphoric Acid Catalyzed [4 + 1]-Cycloannulation Reaction of ortho-Quinone Methides and Diazoketones: Catalytic, Enantioselective Access toward cis-2,3-Dihydrobenzofurans

A highly straightforward route to enantiomerically highly enriched cis-2,3-dihydrobenzofurans has been achieved via addition of α-diazocarbonyl compounds to in situ generated o-QMs catalyzed by a chiral Br?nsted acid. This catalytic strategy provides a direct access to 2,3-dihydrobenzofurans in high yields and with up to 91:9 dr and 99:1 er at ambient temperature. Moreover, a unique phenonium-type rearrangement accounts for product formation with an inverted 2,3-substitution pattern.

Metal-Free Insertion Reactions of Diazo Carbonyls to Azlactones

Insertion reactions of diazo carbonyls to azlactones in basic conditions have been performed. The developed method allows the preparation of a wide range of oxazole derivatives in yields ranging from 74 to 98%. Different substituents on both azlactone rings and diazo carbonyls do not compromise the methodology, even those containing stereogenic centers. Isotopic labeling experiments revealed the mechanism may proceed through a rare diazo carbonyl activation by an ammonium salt derivative.

Tandem Synthesis of α-Diazoketones from 1,3-Diketones

A highly efficient synthesis of α-diazoketone was achieved by simply stirring the mixture of 1,3-diketone, TsN3, and MeNH2 in EtOH. It was a tandem reaction including a novel primary amine-catalyzed Regitz diazo transfer of 1,3-diket

One-pot synthesis of polyfunctional pyrazoles: An easy access to α-diazoketones from arylglyoxal monohydrates and tosylhydrazine

A new and efficient method for the generation of α-diazoketones has been developed from arylglyoxal monohydrates and tosylhydrazine at room temperature. 1,3-Dipolar cycloaddition reactions were used to constructing polyfunctional pyrazole derivatives by the reaction of generated α-diazoketones in situ with electron-deficient alkenes, quinones and coumarins in one pot. The one-dimensional molecular packing of 1H-benzo[f]indazole-4,9-dione derivatives along the c direction demonstrated a helical chain formation via N-H?O hydrogen-bonding.

Amination of phenylketene revisit. Substituent effect on reactivity

The asymmetric stretching frequencies of the ketene group of the m,p-substituted phenylketenes were found to be correlated with σ The substituent effects for the second-order rate constants of phenylketenes with various amines were not correlated linearly

Safe and reliable synthesis of diazoketones and quinoxalines in a continuous flow reactor

A flow method for the synthesis of aliphatic and aromatic diazoketones from acyl chloride precursors has been developed and used to prepare quinoxalines in a multistep sequence without isolation of the potentially explosive diazoketone. The protocol showcases an efficient in-line purification using supported scavengers with time-saving and safety benefits and in particular a reduction in the operator's exposure to carcinogenic phenylenediamines.

FUSED HETEROCYCLIC COMPOUNDS

Certain fused pyrrole- and pyrazole-containing heterocyclic compounds are serotonin modulators useful in the treatment of serotonin-mediated diseases.

A new and efficient route toward the preparation of diazo ketones using cyanuric chloride and diazomethane

A new method for the preparation of diazo ketones has been developed. 2,4,6-Trichloro-1,3,5-triazine (cyanuric chloride) has been found to be an excellent coupling reagent allowing for the efficient transfer of diazomethane to a carboxylic acid. Preparation of diazo ketones using carboxylic acids and triazine reagents is considerably more convenient than classical diazo transfer protocols because water does not have to be stringently removed and the entire procedure can be carried out in one-pot. Electron deficient and neutral aryl carboxylic acids were found to give better results than electron rich or aliphatic carboxylic acids. (C) 2000 Elsevier Science Ltd.

N-isocyanotriphenyliminophosphorane; a convenient reagent for the conversion of acyl chlorides into α-diazoketones

Aliphatic, aromatic and vinylic acid chlorides were converted into the corresponding α-diazoketones in synthetically useful yields by reaction with N-isocyanotriphenyliminophosphorane followed by treatment of the resulting N- unsubstituted α-ketohydrazido