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Thioamides (1):
Recent article
Thioamides
Organic Letters (13)5 2011
Abstract
A concise enantioselective synthetic route to a potent GPR40 agonist AMG 837 is described. The crucial catalytic asymmetric conjugate addition of terminal alkyne was promoted by a soft Lewis acid/hard Brønsted base cooperative catalyst, allowing efficient construction of the requisi...
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PMID: 21291204
PDF is available here.
PDF is available here.
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Abstract
Direct catalytic asymmetric conjugate addition of terminal alkynes to alpha,beta-unsaturated thioamides under proton transfer conditions is described. Soft Lewis acid/hard Brønsted base cooperative catalysis is crucial for simultaneous activation of terminal alkynes and thioamides, affording the be...
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PMID: 20662511
PDF is available here.
PDF is available here.
Chemical Communications (46)20 2010
Abstract
A new fluorescence turn-on probe for Hg(2+) imaging in living cells was judiciously designed based on the interactions of Hg(2+) to both thiol and alkyne moieties in a rhodamine scaffold, and the likely novel sensing mechanism has been proposed.
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PMID: 20379584
PDF is available here.
PDF is available here.
Abstract
Three new enantiopure aryl-thioureas have been synthesized, N-(4-X-phenyl)-N-[1(S)-1-phenylethyl]thiourea, X= Cl, Br, and NO2 (compounds 1-3, respectively). Large single crystals of up to 0.5 cm(3) were grown from methanol/ethanol solutions. Molecular structures were derived from X-ray diffraction s...
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PMID: 20110909
PDF is available here.
PDF is available here.
Abstract
The structure anti-influenza activity relationships of thiobenzamide and quinolizidine derivatives, being influenza fusion inhibitors, have been investigated using the electronic-topological method (ETM) and artificial neural network (ANN) method. Molecular fragments specific for active compounds an...
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PMID: 20871848
PDF is available here.
PDF is available here.
Abstract
Various 3,5-(substituted diphenyl)-4,5-dihydro-pyrazole-1-carbothioic acid phenylamides were synthesized starting from substituted acetophenones. Structures of the compounds were confirmed on the basis of spectral data. The compounds were evaluated for their anticonvulsant and antidepressant activit...
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PMID: 19194967
PDF is available here.
PDF is available here.
Abstract
A gseries of 29 new derivatives of N-benzylsalicylthioamides was synthesized and the compounds were tested for in-vitro antimycobacterial activity against Mycobacterium tuberculosis, Mycobacterium kansasii, and Mycobacterium avium. The activity was analyzed by quantitative structure-activity relatio...
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PMID: 19137534
PDF is available here.
PDF is available here.
Abstract
Benzylic alcohols are quantitatively oxidized by gaseous nitrogen dioxide to give pure aromatic aldehydes. The reaction gas mixtures are transformed to nitric acid, which renders the processes free of waste. The exothermic gas-liquid or gas-solid reactions profit from the solubility of nitrogen diox...
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PMID: 19115303
PDF is available here.
PDF is available here.
Abstract
Taking the reins: The title transformation of thioamides and N-diphenylphosphinoyl imines is described. By harnessing the power of cooperative catalysis between a soft Lewis acid and a hard Brønsted base, thioamide carbon pronucleophiles can furnish Mannich products (see scheme). Divergent transf...
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PMID: 19472259
PDF is available here.
PDF is available here.
Abstract
Pincer thioamide Pd(II) complex 2 was prepared, and its reaction with cyclohexylzinc chloride yielded novel pincer thioimide Pd(II) complex 3 besides Pd(0) species. The structures of complexes 2 and 3 were confirmed by X-ray analysis. Both complexes are efficient catalysts for Negishi couplings invo...
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PMID: 19101962
PDF is available here.
PDF is available here.
Journal of Organic Chemistry (73)22 2008
Abstract
These results indicate that the planarity of thioamides based on 7-azabicyclo[2.2.1]heptane is controlled by electronic factors in the solid phase and in solution....
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PMID: 18947252
PDF is available here.
PDF is available here.
Journal of Organic Chemistry (73)21 2008
Abstract
The low-molecular-weight and easily prepared N-thiobenzoyl 1-methyl-histidine methyl ester 3k was utilized to efficiently catalyze the kinetic resolution of racemic secondary alcohols. Comparison of the conformations of amide catalyst 3c and thioamide catalyst 3k was made to understand the origin of...
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PMID: 18844413
PDF is available here.
PDF is available here.
Abstract
Abstract
We investigated the chemistry of the adduction process and the identity of the target proteins. Cytosolic and microsomal proteins isolated from the livers of rats treated with a hepatotoxic dose of [ carboxyl- (14)C]TB contained high levels of covalently bound radioactivity (25.6 and 36.8 nmol equiv...
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PMID: 18547066
PDF is available here.
PDF is available here.
Abstract
We used alanine-based model peptides to test the influence of single thioxoamide bonds on alpha-helix structure and stability. The results from circular dichroism measurements show that thioxoamides are strongly helix-destabilizing. The effect of an oxo-to-thioxoamide backbone substitution is of sim...
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PMID: 18512914
PDF is available here.
PDF is available here.
Abstract
Abstract
Optically active beta-lactams were synthesized via photochemical intramolecular gamma-hydrogen abstraction reaction of thioimides involving a highly-controlled chiral-memory effect.
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PMID: 18438492
PDF is available here.
PDF is available here.
Abstract
We found that the cardioprotective and antiarrhythmic effects of adaptation to an altitude of 7000 m and the antiarrhythmic effect of 5000-m adaptation were mediated via activation of K(ATP) channels....
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PMID: 19110582
PDF is available here.
PDF is available here.
Abstract
New organotin(IV) complexes with heterocyclic thioamides 2-mercapto-benzothiazole (Hmbzt), 5-chloro-2-mercapto-benzothiazole (Hcmbzt) and 2-mercapto-benzoxazole (Hmbzo) of formulae [(C(6)H(5))(3)Sn(mbzt)] (1), [(C(6)H(5))(3)Sn(cmbzt)] (3) and [(C(6)H(5))(2)Sn(cmbzt)(2)] (4), together with the alread...
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PMID: 17509733
PDF is available here.
PDF is available here.
Abstract
Out of total 27 bacteriologically proven cases of MDR-TB included in this study, 19 were males (mean age and weight 38.5 years and 52.6 kgs, respectively) and eight females (mean age and weight 34.3 years and 40.7 kgs, respectively). A majority (18) were residents of Delhi and the rest hailed from d...
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PMID: 18361306
PDF is available here.
PDF is available here.
Journal of Inorganic Biochemistry (102)5-6 2008
Abstract
I (20) (where STHPMH2=2-mercapto-3,4,5,6-tetrahydro-pyrimidine, TPTP=tri(p-toly)phosphine) and those of antimony(III) complexes {[SbCl2(MBZIM)4](+).Cl(-).2H2O.(CH3OH)} (21), {[SbCl2(MBZIM)4]+.Cl(-).3H2O.(CH3CN)} (22), [SbCl3(MBZIM)2] (23), [SbCl3(EMBZIM)2] (24), [SbCl3(MTZD)2] (25), {[SbCl3(THPMT)2]...
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PMID: 18279959
PDF is available here.
PDF is available here.
FASEB Journal (21)14 2007
Abstract
These results suggest that hydrogen sulfide is produced in the gastric mucosa in response to injury and acts to promote healing. The results further suggest that drugs releasing hydrogen sulfide could be employed to accelerate healing of gastric ulcers, and possibly of other wounds....
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PMID: 17634391
PDF is available here.
PDF is available here.
Abstract
Treatment of a series of alpha-thioamides with N-chlorosuccinimide results in efficient transformation to the analogous alpha-thio-beta-chloroacrylamides. The mechanistic pathway has been established through isolation and characterisation of intermediate compounds. The scope of the transformation ha...
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PMID: 17406721
PDF is available here.
PDF is available here.
Abstract
Three conformational polymorphs of N-(4'-methoxyphenyl)-3-bromothiobenzamide, yellow alpha, orange beta, and yellow gamma, have been identified by single-crystal X-ray diffraction. The properties and structure of the polymorphs were examined with FT Raman, FTIR (ATR), and UV/Vis spectroscopy, as wel...
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PMID: 17441191
PDF is available here.
PDF is available here.
Abstract
We noticed an unusually large amount of radioactivity associated with the lipid fraction of rat liver microsomes. Thin-layer chromatography showed that most of the radioactivity was contained in a single spot more polar than the neutral lipids but less polar than the phospholipid fractions. Mass spe...
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PMID: 17381136
PDF is available here.
PDF is available here.
Inorganic Chemistry (46)4 2007
Abstract
Organotin(IV) complexes with the formulas [(C6H5)3Sn(mbzt)] (1), [(C6H5)3Sn(cmbzt)] (3), and [(C6H5)2Sn(cmbzt)2] (4) (Hmbzt = 2-mercaptobenzothiazole and Hcmbzt = 5-chloro-2-mercaptobenzothiazole) have been synthesized and characterized by elemental analysis; FT-IR, Raman, 1H, 13C, and 119Sn NMR, an...
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PMID: 17291115
PDF is available here.
PDF is available here.
Abstract
The conformational preferences of thiohydroxamic acids (N-hydroxythioamides) are investigated by the density functional B3LYP/6-311++G(3df,3pd)//B3LYP/6-31G(d) method in this work. Unlike hydroxamic acids, the thione and thiol forms are found to be equally stable in the gas phase, and the reaction p...
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PMID: 17252138
PDF is available here.
PDF is available here.
Carbohydrate Research (342)2 2007
Abstract
The scope and limitations of radical-mediated 3'-C-substitution of pyrimidine nucleosides was evaluated with 5'-O-(tert-butyldimethylsilyl)thymidine or its tert-butyldiphenylsilyl analogue having thionoester or thionoamide groups at O-3', including (methylthio)thiocarbonyl, (phenoxy)thiocarbonyl, (p...
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PMID: 17173879
PDF is available here.
PDF is available here.
Inorganic Chemistry (45)25 2006
Abstract
An Fe(III) nitro complex [(bpb)Fe(NO2)(py)] (2) of the tetradentate ligand 1,2-bis(pyridine-2-carboxamido)benzene (H2bpb, H is the dissociable amide proton) has been synthesized via addition of NaNO2 to [(bpb)Fe(py)2](ClO4) (1) in MeCN or DMF. This structurally characterized Fe(III) nitro complex ex...
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PMID: 17140244
PDF is available here.
PDF is available here.
Abstract
Information on bacterial thioamide metabolism has focused on transformation of the antituberculosis drug ethionamide and related compounds by Mycobacterium tuberculosis. To study this metabolism more generally, a bacterium that grew using thioacetamide as the sole nitrogen source was isolated via en...
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PMID: 16997975
PDF is available here.
PDF is available here.
Organic Letters (8)24 2006
Abstract
Iodine-mediated, oxidative desulfurization promoted cyclization of N-2-pyridylmethyl thioamides serves as an efficient and versatile method for the preparation of 2-azaindolizines (imidazo[1,5-a]pyridines) and rare 2-azaindolizine sulfur-bridged dimers. The 2-azaindolizines prepared in this manner a...
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PMID: 17107087
PDF is available here.
PDF is available here.
Abstract
A sorbent extraction procedure for lead, iron, cadmium and manganese ions on Sepabeads SP70 adsorption resin has been presented prior to their flame atomic absorption spectrometric determinations. By the passage of aqueous samples including analyte ions-rubeanic acid chelates through Sepabeads SP70...
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PMID: 16806687
PDF is available here.
PDF is available here.
Abstract
Eighteen novel triazole compounds containing thioamide were designed and synthesized. Their structures were confirmed by elemental analysis, (1)H NMR, IR, and MS. The title compounds exhibited certain antifungal activity. And the geometry structures of the title compounds were optimized by means of...
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PMID: 16875828
PDF is available here.
PDF is available here.
Abstract
A simple and facile preconcentration procedure based on the coprecipitation of trace heavy metal ions with copper(II)-rubeanic acid complex has been developed. The analytical parameters including pH, amounts of rubeanic acid, sample volume, etc. was investigated for the quantitative recoveries of Pb...
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PMID: 16647202
PDF is available here.
PDF is available here.
Inorganic Chemistry (45)3 2006
Abstract
This paper reports the synthesis and characterization of three complexes, two palladium and one platinum, with 2,6-bis-thioamido-phenyl and 2,6-bis-thioamido-pyridine ligands. The ligands show internal charge versatility by losing protons from a phenyl CH (I) or from amide NH's (II and III). The com...
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PMID: 16441101
PDF is available here.
PDF is available here.
Abstract
The first effective inhibitors for human glutaminyl cyclase (QC) are described. The structures are developed by applying a ligand-based optimization approach starting from imidazole. Screening of derivatives of that heterocycle led to compounds of the imidazol-1-yl-alkyl thiourea type as a lead scaf...
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PMID: 16420052
PDF is available here.
PDF is available here.
Journal of Antibiotics (59)1 2006
Abstract
A novel apoptosis inducer, thioviridamide, was isolated from an actinomycete identified as Streptomyces olivoviridis. The molecular formula of thioviridamide was determined to be C56H93N14O10S7+ from high-resolution FAB-MS. The structure of thioviridamide was analyzed by NMR spectral analysis includ...
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PMID: 16568713
PDF is available here.
PDF is available here.
Journal of Antibiotics (59)1 2006
Abstract
In the course of screening for antitumor antibiotics using 3Y1 rat fibroblasts transformed with adenovirus oncogenes, a new active substance designated thioviridamide was isolated from the culture broth of an actinomycete. The producing organism was identified as Streptomyces olivoviridis on the bas...
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PMID: 16568712
PDF is available here.
PDF is available here.
Abstract
We conclude that 3+ or higher histochemical detection of copper indicates a primary copper storage disease. The expression profile of copper-associated genes can be used as a reference for future studies on copper-associated diseases. All 3 diseases have reduced protection against oxidative stress,...
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PMID: 17063700
PDF is available here.
PDF is available here.
Abstract
Journal of Organic Chemistry (70)20 2005
Abstract
N-Thioacyl 1,3-amino alcohols were synthesized via the ring-opening of oxiranes with thioamide dianions generated from N-benzyl thioamides and BuLi in a highly regio- and stereoselective manner. The diastereomers of N-thioacyl 1,3-amino alcohols were readily separated by column chromatography to giv...
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PMID: 16277341
PDF is available here.
PDF is available here.
Abstract
Abstract
I MetAP. For effective inhibition of the enzyme, the most suitable position to modify is the 3-position of the pyridine ring of PCAT, and the best substituents are those containing O or N atoms connected directly with the pyridine ring. These findings provide useful information for the design and di...
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PMID: 15664828
PDF is available here.
PDF is available here.
Abstract
I MetAP are useful tools for investigating the detailed interactions between the enzymes and their inhibitors. In addition, these findings provide useful information for the design and discovery of more potent inhibitors of type I MetAPs....
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PMID: 15664829
PDF is available here.
PDF is available here.
Abstract
We examined the effect of MCC-134, a novel inhibitor of mitochondrial ATP-sensitive K(+) (mitoK(ATP)) channels and activator of sarcolemmal ATP-sensitive K(+) (sarcK(ATP)) channels, on cardioprotection conferred by adaptation to chronic hypoxia. Adult male Wistar rats were exposed to intermittent hy...
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PMID: 16117602
PDF is available here.
PDF is available here.
Life Sciences (75)21 2004
Abstract
We suggest that FMO3, the major FMO in human liver, is modified post-translationally by NO. This hypothesis is based on the imbalance observed between the decrease in FMO3 expression (40.7% of controls) and FMO3-specific ranitidine N-oxidation activity (15.1%), and on the partial or complete reversi...
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PMID: 15363661
PDF is available here.
PDF is available here.
Archiv der Pharmazie (Weinheim) (337)10 2004
Abstract
A set of four types of benzazoles, 1, 2, 4-triazole, and pyridine-2-carbonitrile/-2-carbothioamide substituted with 1-naphthylmethylsulfanyl or pyridylmethylsulfanyl was prepared to modify the structure of benzylsulfanyl derivatives of the above-mentioned heterocycles. The compounds were evaluated f...
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PMID: 15476287
PDF is available here.
PDF is available here.
Journal of Organic Chemistry (69)14 2004
Abstract
A high-yielding synthesis of methyl fluoro(diethoxyphosphono)dithioacetate starting from its difluorinated analogue is reported. Fluorophosphonothioacetamides and -methylthiazolines, prepared from this new dithioester, have been successfully transformed into highly functionalized fluoroalkenes. Good...
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PMID: 15230588
PDF is available here.
PDF is available here.
Abstract
Our theoretical results demonstrate that compounds 2-4 would be used to design controllable secondary structures.
Copyright 2003 Wiley Periodicals, Inc....
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PMID: 14648616
PDF is available here.
PDF is available here.
European Journal of Pharmacology (482)1-3 2003
Abstract
We have investigated the effects of MCC-134 (1-[4-(1H-imidazol-1-yl)benzoyl]-N-methyl-cyclobutanecarbothioamide) on membrane currents and ATP-sensitive K(+) channel (K(ATP) channel) opener-induced currents in pig urethra by use of patch-clamp techniques (conventional whole-cell configuration and nys...
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PMID: 14660034
PDF is available here.
PDF is available here.
Abstract
The hydrogen-bonding networks for seven new binary compounds of dithiooxamide, (NH2CS)2 (dtox) and dithiobiurea (NH2CSNH)2 (dtur) with crown ethers, 18-crown-6 (18C6), 15-crown-5 (15C5), 12-crown-4 (12C4), cis-syn-cis-(DCHA), and cis-anti-cis-(DCHB) isomers of dicyclohexyl-18 -crown-6 are discussed....
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PMID: 12968343
PDF is available here.
PDF is available here.
Abstract
Five new organotin(IV) molecules with the heterocyclic thioamides; 2-mercaptobenzothiazole (Hmbzt), 5-chloro-2-mercaptobenzothiazole (Hcmbzt), 3-methyl-2-mercaptobenzothiazole (mmbzt) and 2-mercaptonicotinic acid (H(2)mna) of formulae [(n-C(4)H(9))(2)Sn(mbzt)(2)] (1), [(C(6)H(5))(2)Sn(mbzt)(2)] (2),...
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PMID: 12888279
PDF is available here.
PDF is available here.
Abstract
Three epimers of a natural cyclic hexapeptide RA-VII were prepared via formation of oxazoles from thioamides or thioimidates of RA-VII followed by hydrolysis. They are the epimers at l-Ala-1, d-Ala-2, and d-Ala-4, respectively. The one having l-Ala-1 adopted trans-cis-trans-trans-trans-trans (t-c-t-...
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PMID: 12797802
PDF is available here.
PDF is available here.
Abstract
We have investigated the possible roles of sulphonylurea receptor (SUR) type 1 and 2B in the activity of pig urethral ATP-sensitive K(+) channels (K(ATP) channels) by use of patch-clamp and reverse transcriptase-polymerase chain reaction (RT-PCR) techniques. (2) In voltage-clamp experiments, not onl...
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PMID: 12788825
PDF is available here.
PDF is available here.
Abstract
N-pyrazole and N-1,2,4-triazole derivatives of 2,4-dihydroxythiobenzamide prepared from sulfinyl-bis-(2,4-dihydroxythiobenzoyl) and commercially available azole amines were tested for their antimycotic activity. The chemical structure of compounds was confirmed by IR, 1H NMR, MS and elemental analys...
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PMID: 12713839
PDF is available here.
PDF is available here.
Abstract
The article describes the vibrational characterization of the secondary thioamide formation and especially a spectroscopical interesting study of different types of hydrogen bonding in NN'-dihydroxyalkyldithiooxamides.
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PMID: 12659905
PDF is available here.
PDF is available here.
Circulation (107)8 2003
Abstract
A single drug, MCC-134, opens surface K(ATP) channels but blocks mitoK(ATP) channels; the fact that this drug inhibits preconditioning reaffirms the primacy of mitoK(ATP) rather than surface K(ATP), channels in the mechanism of cardioprotection....
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PMID: 12615799
PDF is available here.
PDF is available here.
Abstract
Force field calculations and vibrational spectra of (CH(3))(2)NCOCON(CH(3))(2) (TMO), (CH(3))(2)NCOCSN(CH(3))(2) (TMMTO) and (CH(3))(2)NCSCSN(CH(3))(2) (TMDTO) are discussed. The amide and thioamide fundamentals and those of other simple tertiary amides are compared. A characteristic pattern in infr...
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PMID: 12609634
PDF is available here.
PDF is available here.
Abstract
A new series of N-phenylpyrrolecarbothioamides were obtained from base catalyzed intramolecular cyclization of 3-amino-3-(alkyl or arylamino)propenethioamides. Pyrrole derivatives were evaluated for their in vitro anticancer activity toward cell lines of nine different types of human cancer. Some of...
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PMID: 12538014
PDF is available here.
PDF is available here.
Abstract
We designed, synthesised and pharmacologically investigated new lipoic acid analogs. The salient feature of these structures is the connection, via a thioamide or a thiocarbamate, of a 1,2-dithiolane moiety bearing a carbon chain and a N-alkyl-substituted morpholine ring. It was expected that the an...
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PMID: 12593911
PDF is available here.
PDF is available here.