107147-60-4

Usage

InChI:InChI=1/C10H13NOS/c13-10-3-1-9(2-4-10)11-5-7-12-8-6-11/h1-4,13H,5-8H2

Upstream product

• 589-87-7 1,4-bromoiodobenzene 
• 10389-51-2 1-morpholino-4-nitrobenzene 
• 62237-50-7 2-(4-pyridinyl)ethyl-4'-bromophenyl sulfide 
• 881664-18-2 4-[4-(2-(pyridin-4-yl)ethylsulfanyl)phenyl]morpholine 
• 2524-67-6 4-morpholino-4-yl-phenylamine 

Downstream Products

• 111400-27-2 (2-(4-morpholinophenylthio)phenyl)acetic acid 
• 568577-88-8 4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]morpholine 
• 106365-92-8 4-[4-(2,4-Dinitro-phenylsulfanyl)-phenyl]-morpholine 
• 106365-98-4 2-(4-morpholinophenylthio)benzoic acid 
• 111400-43-2 2-(4-morpholinophenylthiomethyl)benzoic acid 

Relevant academic research and scientific papers

Potent and Specific Inhibition of NTCP-Mediated HBV/HDV Infection and Substrate Transporting by a Novel, Oral-Available Cyclosporine A Analogue

Analogues of the natural product cyclosporine A (CsA) were developed and assessed as antivirals against infection of hepatitis B virus (HBV) and its satellite hepatitis D virus (HDV). An analogue termed 27A exhibits potent inhibition of HBV/HDV infection by specifically blocking viral engagement to its cellular receptor NTCP, while it lacks immunosuppressive activity found in natural CsA. Intraperitoneal injection or oral intake of 27A protects HDV-susceptible mouse model from HDV infection. 27A serves as a promising lead for the development of novel anti-HDV/HBV agents.

NTCP INHIBITORS

Provided are cyclosporin A analogues that are NTCP inhibitors and useful for treating HBV and/or HDV infection (s), hepatoprotection and amelioration of hypercholesterolemia, diabetes and inhibiting cancer.

Practical thiol surrogates and protective groups for arylthiols for Suzuki-Miyaura conditions

We have developed practical thiol surrogates and arylthiol protective groups for the Suzuki-Miyaura reaction. 2-Ethylhexyl-3-mercaptopropionate and 4-(2′-mercaptoethyl)pyridine were shown to be not only good thiol surrogates but also good protective groups for thiol. We have demonstrated toleration of these protective groups under aqueous Suzuki-Miyaura conditions.

Antileishmanial activities of several classes of aromatic dications

Aromatic dicationic molecules possess impressive activity against a broad spectrum of microbial pathogens, including Pneumocystis carinii, Cryptosporidium parvum, and Candida albicans. In this work, 58 aromatic cations were examined for inhibitory activity against axenic amastigote-like Leishmania donovani parasites. In general, the most potent of the compounds were substituted diphenyl furan and thiophene dications. 2,5-Bis-(4-amidinophenyl)thiophene was the most active compound. This agent displayed a 50% inhibitory concentration (IC50) of 0.42 ± 0.08 μM against L. donovani and an in vitro antileishmanial potency 6.2-fold greater than that of the clinical antileishmanial dication pentamidine and was 155-fold more toxic to the parasites than to a mouse macrophage cell line. 2,4-Bis-(4-amidinopheny)furan was twice as active as pentamidine (IC50, 1.30 ± 0.21 μM), while 2,5-bis-(4-amidinopheny)furan and pentamidine were essentially equipotent in our in vitro antileishmanial assay. Carbazoles, dibenzofurans, dibenzothiophenes, and benzimidazoles containing amidine or substituted amidine groups were generally less active than the diphenyl furans and thiophenes. In all cases, aromatic dications possessing strong antileishmanial activity were severalfold more toxic to the parasites than to a cultured mouse macrophage cell line. These structure-activity relationships demonstrate the potent antileishmanial activity of several aromatic dications and provide valuable information for the future design and synthesis of more potent antiparasitic agents.

Linear Free Energy Relationship Studies of 5-Substituted 2,4-Dioxopyrimidine Nucleosides

The development of a direct and efficient palladium(0)-catalyzed biaryl coupling reaction permitted the synthesis of a series of N1-substituted 5-aryl-2,4-dioxopyrimidines.The physical and spectral properties of these compounds were determined and correlated by various linear free energy relationships.The relationships between the physical and spectral data with Hammett ? constants proved useful in analyzing the electron distribution of the heterocycle.Although a significant degree of orbital overlap and interaction between the substituents and the pyrimidine ring was observed, it is doubtful that the interactions are comparable to those of a benzene ring system.

SYNTHESIS OF POTENTIAL NEUROLEPTICS AND TRANQUILLIZERS: 2-(TERT.AMINO)-9-(3-DIMETHYLAMINOPROPYLIDENE)THIOXANTHENES

4-Dimethylamino-, 4-pyrrolidino-, 4-piperidino-, 4-morpholino- and 4-(4-methylpiperazino)thiophenol (IIIa-IIIe), which were prepared by two methods and characterized as the 2,4-dinitrodiphenyl sulfides IVb-IVe, were transformed by treatment with 2-iodobenzoic acid and copper in aqueous potassium hydroxide to 2-(4-tert.aminophenylthio)benzoic acids (Va-Ve).Cyclization with polyphosphoric acid gave thioxanthones VIa-VIe which were treated with 3-dimethylaminopropylmagnesium chloride to give the diamino alcohols VIIa-VIId.VIIa, VIIc and VIId were dehydrated by heating with dilute sulfuric acid which resulted in mixtures of geometrical isomers of the olefinic bases Ia, Ic and Id.Crystallization of bases or salts led to homogeneous or almost homogeneous (Z)-isomers belonging to the "active chlorprothixene series".The products are devoid of cataleptic and antiapomorphine activities and show only some properties of mild tranquillizers.