887344-27-6

Basic information

• Product Name: 3-(4-Methoxy-phenyl)-thiomorpholine
• CAS NO: 887344-27-6
• Molecular Formula: C₁₁H₁₅NOS
• Molecular Weight: 209.31
• Mol File: 887344-27-6.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-(4-Methoxy-phenyl)-thiomorpholine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-Methoxy-phenyl)-thiomorpholine(887344-27-6)
• EPA Substance Registry System: 3-(4-Methoxy-phenyl)-thiomorpholine(887344-27-6)

Safety Data

• Hazardous Substances Data: 887344-27-6(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
3-(4-Methoxy-phenyl)-thiomorpholine is used as an intermediate in organic synthesis for the creation of various chemical compounds, leveraging its unique structure to facilitate the synthesis of new molecules with potential applications in different fields.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 3-(4-Methoxy-phenyl)-thiomorpholine is utilized as a research compound for exploring its potential biological activities. Its study is crucial for understanding its effects on biological systems, which can lead to the development of new drugs and therapies.
Used in Medicinal Chemistry:
3-(4-Methoxy-phenyl)-thiomorpholine is used as a target for medicinal chemistry, where its unique structure and potential biological activities are investigated for the development of new pharmaceutical agents. Its properties are of interest for the treatment of various conditions, including parasitic, fungal, and tumor-related diseases.
Used in Anthelmintic Applications:
3-(4-Methoxy-phenyl)-thiomorpholine is studied for its potential as an antiparasitic agent, where it may be used to combat parasitic infections. Its specific mode of action and efficacy against parasites are under investigation.
Used in Antifungal Applications:
3-(4-Methoxy-phenyl)-thiomorpholine is also considered for its antifungal properties, making it a candidate for use in treatments aimed at combating fungal infections. The exploration of its antifungal capabilities is part of ongoing research.
Used in Antitumor Applications:
3-(4-Methoxy-phenyl)-thiomorpholine's potential antitumor properties are of significant interest in cancer research. It is being studied for its possible role in inhibiting tumor growth and its interactions with cancer cells, which could contribute to the development of novel cancer therapies.

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 

Relevant articles and documents

Expedient access to saturated nitrogen heterocycles by photoredox cyclization of imino-tethered dihydropyridines

A large proportion of medicinally relevant molecules bear nitrogen and sp3-hybridized carbon functionalities. Overwhelmingly, these atoms are found as part of (hetero)cyclic structures. Despite their importance, synthetic approaches to saturated nitrogen heterocycles are limited to several established stoichiometric alkylation techniques, as well as a few methods involving C-H bond activation. The synthetic community remains interested in more general, mild, and sustainable ways to access these motifs. Here we describe a dual-catalyst system composed of an iridium photocatalyst and a lithium phosphate base that is capable of selectively homolyzing the N-H bond of 4-alkyl-1,4-dihydropyridines, presumably by proton-coupled-electron-transfer (PCET), and mediating efficient cyclization of the resultant carbon-centered radicals with tethered imines. The outcome of this transformation is access to a broad range of structurally complex nitrogen heterocycles obtainable from simple aldehyde starting materials in a highly chemoselective manner.

Catalytic Synthesis of N-Unprotected Piperazines, Morpholines, and Thiomorpholines from Aldehydes and SnAP Reagents

Commercially available SnAP (stannyl amine protocol) reagents allow the transformation of aldehydes and ketones into a variety of N-unprotected heterocycles. By identifying new ligands and reaction conditions, a robust catalytic variant that expands the substrate scope to previously inaccessible heteroaromatic substrates and new substitution patterns was realized. It also establishes the basis for a catalytic enantioselective process through the use of chiral ligands. SnAPcat! The identification of new ligands and reaction conditions provides a robust catalytic method for the synthesis of N-unprotected heterocycles using SnAP reagents. This catalytic variant expands the substrate scope to include previously inaccessible piperazines, morpholines, and thiomorpholines and establishes the basis for a catalytic enantioselective process through the use of chiral ligands.

SnAP reagents for the transformation of aldehydes into substituted thiomorpholines - An alternative to cross-coupling with saturated heterocycles

It's a SnAP! The transformation of aldehydes into N-unsubstituted 3-thiomorpholines provides a convenient alternative to metal-catalyzed cross-coupling reactions, which are generally unsuited to the functionalization of saturated N-heterocycles. A copper-mediated radical cyclization is the key to the mild conditions, high functional group tolerance, and broad substrate scope offered by these reagents. Copyright