38059-09-5Relevant articles and documents
Discovery of benzylisothioureas as potent divalent metal transporter 1 (DMT1) inhibitors
Zhang, Zaihui,Kodumuru, Vishnumurthy,Sviridov, Serguei,Liu, Shifeng,Chafeev, Mikhail,Chowdhury, Sultan,Chakka, Nagasree,Sun, Jianyu,Gauthier, Simon J.,Mattice, Maryanne,Ratkay, Laszlo G.,Kwan, Rainbow,Thompson, Jay,Cutts, Alison Brownlie,Fu, Jianmin,Kamboj, Rajender,Goldberg, Y. Paul,Cadieux, Jay A.
, p. 5108 - 5113 (2012/08/28)
Inhibition of intestinal brush border DMT1 offers a novel therapeutic approach to the prevention and treatment of disorders of iron overload. Several series of diaryl and tricyclic benzylisothiourea compounds as novel and potent DMT1 inhibitors were discovered from the original hit compound 1. These compounds demonstrated in vitro potency against DMT1, desirable cell permeability properties and a dose-dependent inhibition of iron uptake in an acute rat model of iron hyperabsorption. Tricyclic compounds increased the in vitro potency by up to 16-fold versus the original hit. Diaryl compounds 6b and 14a demonstrated significant iron absorption inhibition in vivo with both 25 and 50 mg/kg doses. The diaryl and tricyclic compounds described in this report represent promising structural templates for further optimization.
Study on the intramolecular transannular chalcogen-tin interactions in dithiastannecine compounds
Martinez-Otero, Diego,Alvarado-Rodriguez, Jose G.,Cruz-Borbolla, Julian,Andrade-Lopez, Noemi,Pandiyan, Thangarasu,Moreno-Esparza, Rafael,Flores-Alamo, Marcos,Cantillo-Castillo, Jesus
experimental part, p. 367 - 377 (2012/03/13)
Dithiastannecine compounds of the type [{D(C6H 4CH2S)2}SnR1R2] with different donor atoms D were prepared, where D = O and R1 = R 2 = Ph (4a); R1 = Ph, Rsu
BIARYL AND BIHETEROARYL COMPOUNDS USEFUL IN TREATING IRON DISORDERS
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, (2008/12/07)
This invention is directed to compounds of formula (I): wherein m, n, R1, R2 and R3 are as defined herein, as a stereoisomer, enantiomer, tautomer thereof or mixtures thereof; or a pharmaceutically acceptable salt, solvate or prodrug thereof, for the treatment of iron disorders. This invention is also directed to pharmaceutical compositions comprising the compounds and methods of using the compounds to treat iron disorders.
Enzyme-promoted desymmetrization of bis(2-hydroxymethylphenyl) sulfoxide as a route to tridentate chiral catalysts
Rachwalski, Michal,Kwiatkowska, Malgorzata,Drabowicz, Jozef,Klos, Marcin,Wieczorek, Wanda M.,Szyrej, Malgorzata,Sieron, Leslaw,Kielbasinski, Piotr
, p. 2096 - 2101 (2008/12/22)
The desymmetrization of prochiral bis(2-hydroxymethylphenyl) sulfoxide 3 was efficiently performed via acetylation promoted by commonly available lipases. Two lipases, namely, CAL-B and LPL proved particularly efficient to give 2-acetoxymethylphenyl 2-hydroxymethylphenyl sulfoxide 4 in up to 98% yield and with up to 98% ee. On the basis of an X-ray analysis, the absolute configuration of 4 was determined as (+)-(R). The enantiomerically pure product 4 was then transformed into a series of enantiomerically pure diastereomeric 2-aminomethylphenyl 2-hydroxymethylphenyl sulfoxides 8 in which the amino groups originated from enantiomerically pure amines having additional C-stereogenic centres. Compounds 8 were examined as possible tridentate chiral catalysts in a reference reaction of diethylzinc with benzaldehyde to give the expected product, 1-phenylpropan-1-ol, in moderate yields and with ee's of up to 50%.
Reactions of Sulfoxides Bearing ortho-Sulfur Functional Groups and Thianthrene Monoxide with Grignard Reagents
Furukawa, Naomichi,Ogawa, Satoshi,Matsumura, Kazunori,Shibutani, Tadao,Fujihara, Hisashi
, p. 979 - 982 (2007/10/02)
Diaryl sulfoxides bearing ortho-sulfur substituents react readily with Grignard reagents on the sulfur atom to produce the corresponding phenyl Grignard reagents bearing ortho-sulfur functional group.Furthermore, thianthrene monooxide was found to react with alkyl Grignard reagents affording o,o'-bis-Grignard reagent of diphenyl sulfide which was converted easily to Martin's sulfurane.
Synthesis and Properties of Achiral Coronands Incorporating the Sulfide and Sulfoxide Functionality
Raguse, Burkhard,Ridley, Damon D.
, p. 1943 - 1952 (2007/10/02)
A number of polyether coronands incorporating sulfide and sulfoxide functionality and five or six ether oxygen atoms were prepared, their formation of complexes with alkali metal and ammonium salts were studied and the results were compared with analogous
