18385-72-3

Usage

Uses

Used in Pharmaceutical Industry:
7-Chloro-4-chromanone is used as a synthetic intermediate for the development of various drugs and biologically active compounds. Its unique structure and functional properties make it a valuable component in the creation of new pharmaceuticals.
Used in Agrochemical Industry:
In the agrochemical sector, 7-Chloro-4-chromanone serves as a key intermediate in the synthesis of agrochemicals, contributing to the development of effective products for agricultural applications.
Used in Organic Synthesis:
7-Chloro-4-chromanone is utilized as a reagent in organic synthesis, where its unique properties facilitate the creation of a wide range of chemical compounds for various applications.
Used in Chemical Research:
Due to its structural and functional attributes, 7-Chloro-4-chromanone is employed in chemical research to explore new reactions and develop innovative synthetic pathways, further expanding its utility in the scientific community.

InChI:InChI=1/C9H7ClO2/c10-6-1-2-7-8(11)3-4-12-9(7)5-6/h1-2,5H,3-4H2

Upstream product

• 7170-50-5 3-(3-chloro-phenoxy)-propionic acid 
• 106-48-9 4-chloro-phenol 
• 18673-04-6 3-(p-chlorophenoxy)propan-1-ol 
• 18385-81-4 7-chloro chroman-4-ol 
• 108-43-0 3-monochlorophenol 
• 6921-66-0 4-chloro-2-hydroxy acetophenone 
• 126235-12-9 1-(4-Chloro-2-hydroxy-phenyl)-3-dimethylamino-propan-1-one; hydrochloride 
• 3284-79-5 3-(4-chlorophenoxy)propionic acid 

Downstream Products

• 130671-99-7 3-benzylaminomethyl-7-chloro-chroman-4-one 
• 18385-81-4 7-chloro chroman-4-ol 
• 1348827-72-4 1-(7-chloro-2H-chromen-4-yl)methanamine hydrochloride 
• 763907-56-8 7-chlorochroman-4-amine 

Relevant academic research and scientific papers

Ionic liquid [bmim]Br assisted chemoselective benzylic [Formula presented] oxidations using tert-butyl hydroperoxide

A mild and efficient, ionic-liquid-assisted green protocol for the chemoselective oxygenation of benzylic C-H bonds to corresponding ketones using ionic liquid [bmim]Br with tert-butyl hydroperoxide has been developed. The method reported in this paper has the advantages of [bmim]Br acting as recyclable solvent and reagent. The usage of additives such as acids or bases and metal salts is not required. The developed strategy is further extended to oxidation of secondary alcohols to respective ketones under similar optimized reaction conditions.

Design and synthesis of HIV-1 protease inhibitors for a long-acting injectable drug application

The design and synthesis of novel HIV-1 protease inhibitors (PIs) (1-22), which display high potency against HIV-1 wild-type and multi-PI-resistant HIV-mutant clinical isolates, is described. Lead optimization was initiated from compound 1, a Phe-Phe hydroxyethylene peptidomimetic PI, and was directed towards the discovery of new PIs suitable for a long-acting (LA) injectable drug application. Introducing a heterocyclic 6-methoxy-3-pyridinyl or a 6-(dimethylamino)-3-pyridinyl moiety (R3) at the para-position of the P1′ benzyl fragment generated compounds with antiviral potency in the low single digit nanomolar range. Halogenation or alkylation of the metabolic hot spots on the various aromatic rings resulted in PIs with high stability against degradation in human liver microsomes and low plasma clearance in rats. Replacing the chromanolamine moiety (R1) in the P2 protease binding site by a cyclopentanolamine or a cyclohexanolamine derivative provided a series of high clearance PIs (16-22) with EC50s on wild-type HIV-1 in the range of 0.8-1.8 nM. PIs 18 and 22, formulated as nanosuspensions, showed gradual but sustained and complete release from the injection site over two months in rats, and were therefore identified as interesting candidates for a LA injectable drug application for treating HIV/AIDS.

NOVEL ARYL UREA DERIVATIVE

There is a need for FAAH inhibitors capable of oral administration and having excellent efficacy, particularly agents for the prevention and treatment of pain. Disclosed are novel arylurea compounds represented by formula (I), salts or solvates thereof, and pharmaceutical compositions comprising the same as an active ingredient. The pharmaceutical composition is used primarily for FAAH inhibitors, or agents for prevention and treatment of pain.

The application of the schmidt reaction and beckmann rearrangement to the synthesis of bicyclic lactams: Some mechanistic considerations

The syntheses of some methoxy-substituted bicyclic lactams, of the types 3 and 4, are reported employing two different conditions for the Schmidt reaction of appropriate ketones and employing two different conditions for the Beckmann rearrangement of the corresponding ketoximes. The alkyl to aryl migration ratios of the reactions were determined by high-performance liquid chromatography analysis of the reactions. The mechanisms of the reactions reported are discussed, some limitations of the reported mechanisms identified, and an alternative mechanism proposed in light of the outcomes of the various reactions. Application of the Schmidt reaction and Beckmann rearrangement was used for the synthesis of some chloro bicyclic lactams, of the types 3 and 4. CSIRO 2010.

Chemoenzymatic synthesis and resolution of compounds containing a quaternary stereocenters adjacent to a carbonyl group

Racemic compounds containing a quaternary stereocenter (having hydroxymethyl and alkyl group adjacent to keto functionality) based on chromanone, α-tetralone, and indalone scaffolds have been synthesized. An enzymatic irreversible transesterification approach has been applied to generate the pure enantiomers in a stereocontrolled fashion. The pure enantiomers of some α,α-dialkylated carbonyl compounds have been synthesized by this method.

Enantioselective enzymatic desymmetrization of prochiral 1,3-diols and enzymatic resolution of monoprotected 1,3-diols based on α-tetralone and related multifunctional scaffolds

Novel multifunctional chemotypes based on α-tetralone, α-indanone, and chromanone have been synthesized by a chemo-enzymatic approach by applying an enzymatic irreversible transesterification strategy. The scaffolds synthesized can be further elaborated with subsequent enzymatic as well as chemical transformations for the generation of new sets of structurally related organic molecules.

A Modified Synthesis of 4-Chromanones

Problems in the synthesis of 4-chromanones by condensation of 2-hydroxyacetophenones with formaldehyde can be avoided by the isolation of the Mannich base hydrochlorides and cyclization by titration with potassium hydroxide.