5656-44-0Relevant academic research and scientific papers
Hemin Catalyzed Dealkylative Intercepted [2, 3]-Sigmatropic Rearrangement Reactions of Sulfonium Ylides with 2, 2, 2-Trifluorodiazoethane
Yan, Xiaojing,Li, Chang,Xu, Xiaofei,Zhao, Xiaoyong,Pan, Yuanjiang
supporting information, p. 2005 - 2011 (2020/05/18)
A dealkylative intercepted [2, 3]-sigmatropic rearrangement reaction of allylic sulfides with 2, 2, 2-trifluorodiazoethane (CF3CHN2) is reported, the commercially available and biocompatible catalyst hemin was found to efficiently catalyze this transformation across a diverse set of allylic sulfides with in situ generated CF3CHN2, providing excellent yields (up to 99%) under mild condition without inert gas protection. In addition, CF3CHN2 exhibited unique reactivity toward this process compared with other frequently used diazo reagents. This work expands the range of carbene-mediated transformations catalyzed by hemin and introduces a concise and general strategy for exploiting new possibility of reactions concerning organosulfides. (Figure presented.).
ACCELERATION OF DIABETIC WOUND HEALING
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Page/Page column 27; 28, (2016/04/09)
The invention provides compounds, compositions, and methods to improve or accelerate the healing of a wound. In various embodiments, the methods can include the topical treatment of the wound with the enzyme MMP-8, or the topical treatment of the wound with MMP-8 in combination with administration of an MMP-9 inhibitor, to accelerate the healing of the wound.
SELECTIVE MATRIX METALLOPROTEINASE INHIBITORS
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Page/Page column 51, (2015/09/23)
The invention provides compounds, compositions, and methods for the treatment of diseases, disorders, or conditions that are modulated by matrix metalloproteinases (MMPs). The compounds can be selective MMP inhibitors, for example, selective inhibitors of MMP-2, MMP-9, and/or MMP-14. The disease, disorder, or condition can include, for example, stroke, neurological disorders, ophthalmological disorders, or wounds, such as chronic wounds or diabetic wounds.
Sulfonate-containing thiiranes as selective gelatinase inhibitors
Testero, Sebastian A.,Lee, Mijoon,Staran, Rachel T.,Espahbodi, Mana,Llarrull, Leticia I.,Toth, Marta,Mobashery, Shahriar,Chang, Mayland
scheme or table, p. 177 - 181 (2011/04/12)
Matrix metalloproteinases (MMPs) are important zinc-dependent endopeptidases. Two members of this family of enzymes called gelatinases (MMP-2 and MMP-9) have been implicated in a number of human diseases, including cancer, neurological and cardiovascular
Exploring the functional space of thiiranes as gelatinase inhibitors using click chemistry
Testero, Sebastian A.,Llarrull, Leticia I.,Fisher, Jed F.,Chang, Mayland,Mobashery, Shahriar
experimental part, p. 221 - 236 (2011/05/17)
A series of 4-[(triazolyl)methoxy]phenyl analogs of the phenoxyphenyl-substituted thiirane SB-3CT 1 was evaluated for its ability to inhibit gelatinases, members of the matrix metalloproteinase family of enzymes. The triazole segment of these inhibitors w
Transition metal-free activation of allylic acetates toward regioselective S-allylation of thiols
Saha, Amit,Ranu, Brindaban C.
experimental part, p. 1902 - 1905 (2010/09/07)
Allylic acetates have been used as allylating agents under transition metal-free condition toward an economical and sustainable regioselective S-allylation of aromatic and aliphatic thiols in the presence of potassium carbonate in DMF.
INHIBITORS OF MATRIX METALLOPROTEINASES
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Page/Page column 50-51; 57-58; 98-99, (2008/06/13)
The present invention provides novel compounds of formulas I-IX, as described herein. Also provided are compositions of compounds of formulas I-IX, methods of making compounds of formulas I-IX, and methods of using compounds of formulas I-IX. The compounds of the invention can be used to inhibit matrix metalloproteinases, and are useful to treat conditions and diseases associated therewith.
Design, synthesis, and evaluation of a mechanism-based inhibitor for gelatinase A
Ikejiri, Masahiro,Bernardo, M. Margarida,Meroueh, Samy O.,Brown, Stephen,Chang, Mayland,Fridman, Rafael,Mobashery, Shahriar
, p. 5709 - 5712 (2007/10/03)
Matrix metalloproteinases (MMPs), of which 26 are known, have been implicated in a number of pathological conditions, including tumor metastasis. We have previously described the first mechanism-based inhibitor for MMPs (J. Am. Chem. Soc. 2000, 122, 6799-
Palladium(0)-catalyzed alkylation of thiols
Goux,Lhoste,Sinou
, p. 10321 - 10330 (2007/10/02)
Palladium(0)-catalyzed alkylation of various allylic carbonates by aromatic thiols allowed the easy preparation of various allylic aryl sulphides in quite good yields. The reaction was regioselective with substitution at the less hindered side of the π-allyl system whatever the temperature of the reaction, and was diastereoselective with net retention of configuration.
Synthesis of allyl aryl sulphides by palladium(0)-mediated alkylation of thiols
Goux,Lhoste,Sinou
, p. 8099 - 8102 (2007/10/02)
Various allylic aryl sulphides are readily prepared in high yields by the palladium(0)-catalyzed S-alkylation of allylic carbonates by various aromatic thiols.
