44641-43-2Relevant academic research and scientific papers
Spontaneous formation of diastereoisomeric 2-methylthiazolidine-2,4-dicarboxylates from cystine esters and related compounds
Hill, Roger R.,Robinson, Stephen J.
, p. 843 - 844 (1996)
Dialkyl esters of cystine and lanthionine undergo conversion to cis- and trans-2-methylthiazolidine-2,4-dicarboxylates at 25-80°C in protic solvents.
Functionalised bicyclic tetramates derived from cysteine as antibacterial agents
Panduwawala, Tharindi D.,Iqbal, Sarosh,Thompson, Amber L.,Genov, Miroslav,Pretsch, Alexander,Pretsch, Dagmar,Liu, Shuang,Ebright, Richard H.,Howells, Alison,Maxwell, Anthony,Moloney, Mark G.
supporting information, p. 5615 - 5632 (2019/06/13)
Routes to bicyclic tetramates derived from cysteine permitting ready incorporation of functionality at two different points around the periphery of a heterocyclic skeleton are reported. This has enabled the identification of systems active against Gram-positive bacteria, some of which show gyrase and RNA polymerase inhibitory activity. In particular, tetramates substituted with glycosyl side chains, chosen to impart polarity and aqueous solubility, show high antibacterial activity coupled with modest gyrase/polymerase activity in two cases. An analysis of physicochemical properties indicates that the antibacterially active tetramates generally occupy physicochemical space with MW of 300-600, clog D7.4 of -2.5 to 4 and rel. PSA of 11-22%. This work demonstrates that biologically active 3D libraries are readily available by manipulation of a tetramate skeleton.
Reaction of hydrogen sulfide with disulfide and Sulfenic acid to form the strongly Nucleophilic Persulfide
Cuevasanta, Ernesto,Lange, Mike,Bonanata, Jenner,Coiti?o, E. Laura,Ferrer-Sueta, Gerardo,Filipovic, Milos R.,Alvarez, Beatriz
, p. 26866 - 26880 (2015/11/17)
Background: Hydrogen sulfide (H2S) modulates physiological processes in mammals. Results: The reactivity of H2S toward disulfides (RSSR) and albumin sulfenic acid (RSOH) to form persulfides (RSSH) was assessed. Conclusion: H2S is less reactive than thiols. Persulfides have enhanced nucleophilicity. Significance: This kinetic study helps rationalize the contribution of the reactions with oxidized thiol derivatives toH2S biology.
Development and characterization of new inhibitors of the human and mouse hematopoietic prostaglandin D2 synthases
Christ, Angelika N.,Labzin, Larisa,Bourne, Gregory T.,Fukunishi, Hirotada,Weber, Jane E.,Sweet, Matthew J.,Smythe, Mark L.,Flanagan, Jack U.
supporting information; experimental part, p. 5536 - 5548 (2010/11/17)
The hematopoietic prostaglandin D2 synthase has a proinflammatory effect in a range of diseases, including allergic asthma, where its product prostaglandin D2 (PGD2) has a role in regulating many of the hallmark disease characteristics. Here we describe the development and characterization of a novel series of hematopoietic prostaglandin D2 synthase inhibitors with potency similar to that of known inhibitors. Compounds N-benzhydryl-5-(3-hydroxyphenyl)thiophene-2- carboxamide (compound 8) and N-(1-amino-1-oxo-3-phenylpropan-2-yl)-6-(thiophen- 2-yl)nicotinamide (compound 34) demonstrated low micromolar potency in the inhibition of the purified enzyme, while only 34 reduced Toll-like receptor (TLR) inducible PGD2 production in both mouse primary bone marrow-derived macrophages and the human megakaryocytic cell line MEG-01S. Importantly, 34 demonstrated a greater selectivity for inhibition of PGD 2 synthesis versus other eicosanoids that lie downstream of PGH 2 (PGE2 and markers of prostacyclin (6-keto PGF 1?) and thromboxane (TXB2)) when compared to the known inhibitors HQL-79 (compound 1) and 2-phenyl-5-(1H-pyrazol-3-yl)thiazole (compound 2). Compound 34 therefore represents a selective hematopoietic prostaglandin D2 synthase inhibitor.
A new approach to reductive deprotection of thioethers with a low-valent titanium reagent
Shadakshari,Talukdar,Chattopadhyay
, p. 1007 - 1010 (2007/10/03)
Low-valent titanium mediated cleavage of carbon-sulphur bond is reported. This has resulted in an efficient and mild protocol for the deprotection of allyl/benzyl thioethers under reductive condition and with good yields. Deprotection can be performed regio- and chemo-selectively in the presence of acid, ester and N-benzyl/allyl functionalities and is general for aliphatic and aromatic precursors.
Cyclic amino-thioacetal amides, a process for the preparation thereof and pharmaceutical compositions
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, (2008/06/13)
Cyclic amino-thioacetal amides of formula I STR1 wherein X is O, S, p is 1 or 2, R and R1 are optionally esterified hydrogen or carboxy, A is a single bond, methylene or ethylene, m is zero or 1, n is an integer 1 to 7 and y is a imidazole or β-pyridylmethyl residue. Compounds I have valuable therapeutic properties.
Organophosphorus Compounds, 111. Phosphinic and Thiophosphinic Cyanides as Fluorescent SH-selective Reagents
Horner, Leopold,Lindel, Hans
, p. 676 - 682 (2007/10/02)
The fluorescent thiophosphinic cyanides 7 and 8 are SH-selective, the corresponding thiophosphinic chlorides 5 and 6 are in general NH2-selective (exception: the methyl ester of cysteine is S-thiophosphinoylated).The fluorescent dithiophosphinic esters, for example 11 - 14, obtained in this way, are of analytical value.The SH-compounds are regenerated by fluorolysis of the dithiophosphinic esters.Diphenylthiophosphinic cyanide is more suitable for the application in synthesis than the compounds 7 and 8.
