24541-01-3

Basic information

• Product Name: Chroman-4-One Oxime
• Synonyms: Chroman-4-One Oxime;(E)-Chroman-4-One Oxime;4H-1-Benzopyran-4-one, 2,3-dihydro-, oxime;N-Hydroxy-2,3-dihydro-4H-chromen-4-imine;(E)-Chroman-4-One Oxime(WXC02425)
• CAS NO: 24541-01-3
• Molecular Formula: C₉H₉NO₂
• Molecular Weight: 163.17326
• Mol File: 24541-01-3.mol
• Article Data: 33

Chemical Properties

• Melting Point: 138 °C
• Boiling Point: 323.7±22.0 °C(Predicted)
• Appearance: /
• Density: 1.26±0.1 g/cm3(Predicted)
• PKA: 10.83±0.20(Predicted)
• CAS DataBase Reference: Chroman-4-One Oxime(CAS DataBase Reference)
• NIST Chemistry Reference: Chroman-4-One Oxime(24541-01-3)
• EPA Substance Registry System: Chroman-4-One Oxime(24541-01-3)

Safety Data

• Hazardous Substances Data: 24541-01-3(Hazardous Substances Data)

Usage

General Description

Chroman-4-One Oxime, also known as 1-Hydroxy-1,2,3,4-tetrahydro-7-methoxy-3-methyl-2-naphthalenone, is a chemical compound with the molecular formula C12H13NO2. It is an oxime derivative of chroman-4-one, which is used in the synthesis of various pharmaceuticals and organic compounds. Chroman-4-One Oxime has applications in the field of medicinal chemistry, where it is utilized in the development of potential drug candidates. It is also used in research and laboratory settings as a reagent and intermediate in organic synthesis. The compound's chemical structure and properties contribute to its potential as a versatile building block for the creation of new and important chemical entities.

Upstream product

• 491-37-2 2,3-dihydro-4H-1-benzopyran-4-one 
• 5470-11-1 hydroxylamine hydrochloride 
• 7170-38-9 3-phenoxypropanoic acid 
• 3055-86-5 3-phenoxypropionitrile 
• 108-95-2 phenol 
• 1304141-71-6 3,4-dihydro-N-hydroxy-2H-1-benzopyran-4-amine 
• 1481-93-2 4-hydroxychroman 
• 60633-78-5 2-(2-bromoethoxy)benzaldehyde 

Downstream Products

• 53981-38-7 chroman-4-amine 
• 703-51-5 2,3-dihydro-1,4-benzoxazepin-5(4H)-one 
• 704-48-3 2,3,4,5-tetrahydro-1,5-benzoxazepin-4-one 
• 7160-97-6 2,3,4,5-tetrahydro-1,5-benzoxazepine 
• 81816-63-9 Bis-(2-chloro-ethyl)-chroman-4-yl-amine; hydrochloride 
• 81816-68-4 1-Chroman-4-yl-4-(2-methoxy-phenyl)-piperazine 

Relevant articles and documents

The synthesis of a 5HT2C receptor agonist

This report describes the large-scale synthesis of 1 that features a Fischer indole strategy to form an advanced intermediate followed by reduction to the indoline to construct the tetracyclic core of the molecule. Resolution using dibenzoyl-D-tartaric acid affords access to a single enantiomer, from which a Suzuki coupling builds in the biaryl functionality. Deprotection followed by salt formation furnishes the desired target molecule.

Design, synthesis and preliminary bioactivity evaluation of bitopic benzopyranomorpholine analogues as selective dopamine D3 receptor ligands as anti-drug addiction therapeutic agents

Three series of bitopic benzopyranomorpholine analogues were designed, synthesized, and evaluated as a novel class of selective ligands for the dopamine D3 receptor. Binding affinities of target compounds were determined using the method of radioligand binding assay. Most compounds demonstrated considerable binding affinities and selectivity for D3 receptor. Besides, the compounds were screened for their ability to alleviate withdrawal symptoms of opioid addiction in animal behavioral models. The results showed that compound 20h displayed nanomolar affinity for the D3R, and exhibited anti-drug addiction efficacy in the animal model of of naloxone-induced withdrawal symptoms in morphine-dependent mice.

Access to multi-functionalized oxazolines via silver-catalyzed heteroannulation of enamides with sulfoxonium ylides

Disclosed herein is an efficient Ag-catalyzed [4 + 1] heteroannulation reaction of enamides with α-carbonyl sulfoxonium ylides. The diastereoselective transformation provides a practical access to a diverse range of multi-functionalized oxazoline derivatives. The synthetic utility of the resultant tetra-substituted oxazolines is further demonstrated by a series of useful manipulations into valuable building blocks of pharmaceutical relevance.

Diphenyliodonium Ion/Et3N Promoted Csp2-H Radical Phosphorylation of Enamides

This work reports a simple and efficient method for the direct phosphorylation of enamide under metal-free conditions. The P-centered radicals, derived from secondary phosphine oxides, are generated under mild reaction conditions in the presence of diphenyliodonium salt and Et3N and are introduced onto a range of enamides in good isolated yields. The method features broad substrate scope, good functional group tolerance, and efficient scale-up.