scispace - formally typeset
Search or ask a question

Showing papers in "Molecules in 2001"


Journal ArticleDOI
TL;DR: A comprehensive review of pharmacological and medical aspects of the muscarinic class of acetylcholine agonists and antagonists is presented and the therapeutic benefits of achieving receptor subtype selectivity are outlined.
Abstract: A comprehensive review of pharmacological and medical aspects of the muscarinic class of acetylcholine agonists and antagonists is presented. The therapeutic benefits of achieving receptor subtype selectivity are outlined and applications in the treatment of Alzheimer’s disease are discussed. A selection of chemical routes are described, which illustrate contemporary methodology for the synthesis of chiral medicinal compounds (asymmetric synthesis, chiral pool, enzymes). Routes to bicyclic intrannular amines and intramolecular Diels-Alder reactions are highlighted.

491 citations


Journal ArticleDOI
TL;DR: Research into the mode of action of the essential oil of Melaleuca alternifolia (Tea tree oil) is briefly reviewed and different approaches for determining cell membrane damage are discussed.
Abstract: Research into the mode of action of the essential oil of Melaleuca alternifolia (Tea tree oil) is briefly reviewed. Its mode of action is interpreted in terms of the membrane-toxicity of its monoterpenoid components and different approaches for determining cell membrane damage are discussed.

260 citations


Journal ArticleDOI
TL;DR: The genesis of the purple dye from shellfish, its composition, origin, intermediates, analysis and synthesis of the components, 6,6’-dibromoindigo, 6-bromo Indigo and 6, 6’ -dibomoindirubin are reviewed.
Abstract: The genesis of the purple dye from shellfish, its composition, origin,intermediates, analysis and synthesis of the components, 6,6’-dibromoindigo, 6-bromoindigo and 6,6’-dibromoindirubin are reviewed Keywords: 6,6’-dibromoindigo, 6-bromoindigo, 6,6’-dibromoindirubin, tyrindoxyl,tyriverdin, tyrindoleninone, tyrindolinone, synthesis, structure, properties Introduction 6,6’-Dibromoindigo is a major component of the historic pigment Tyrian purple, also known asRoyal purple, shellfish purple and Purple of the Ancients. Arguably, it is the oldest known pigment,the longest lasting, the subject of the first chemical industry, the most expensive and the best known.The colour is derived exclusively from marine shellfish of the Muricidae and Thaisidae families. Thelong history, stretching back well into the pre-chemical era, and embracing chemistry, biology andsociology, contains not a few misconceptions and erroneous conclusions. This review attempts to setthe record straight.This molluscan dye has been known since pre-Roman times and in the Mediterranean region thereis evidence for the industry around the 13th century B.C. [1] at Sarepta, now Sarafand, Lebanon. Theancient industry was distributed world-wide [2]. Surviving details of the ancient process areinsufficient to explain the chemistry involved and this is the subject of continuing speculation. But it isclear that the dye does not exist in the mollusc and is generated from precursors, sometimes termed

212 citations


Journal ArticleDOI
TL;DR: The control of reactivity to achieve specific syntheses is one of the overarching goals of organic chemistry as discussed by the authors, and the control of reactive reactivity is a major challenge in organic chemistry.
Abstract: The control of reactivity to achieve specific syntheses is one of the overarching goals of organic chemistry.[...]

169 citations


Journal ArticleDOI
TL;DR: A review of the use of bile acid-based compounds as building blocks for designing novel supramolecular hosts for molecular recognition is presented in this article, and the newest spectroscopic and computational studies are also shortly considered.
Abstract: A review of the use of bile acid-based compounds as building blocks for designing novel supramolecular hosts for molecular recognition is presented. Pharmacological applications and the newest spectroscopic and computational studies of bile acid derivatives are also shortly considered.

164 citations


Journal ArticleDOI
TL;DR: A variety of novel [1,2,4]triazolo[1,5-c]pyrimidine-13-ones (4a-f) and (5b-d) can be obtained via reaction of 9-amino-7-(4'-chlorophenyl)-8,9-dihydro-8-imino-6H,7H-[1]benzopyrano[3`,4`:5,6]pyrano [2,3-d]pyrusidine-6-one (3
Abstract: A variety of novel [1,2,4]triazolo[1,5-c]pyrimidine-13-ones (4a-f) and (5b-d) could be obtained via reaction of 9-amino-7-(4’-chlorophenyl)-8,9-dihydro-8-imino-6H,7H-[1]benzopyrano[3`,4`:5,6]pyrano[2,3-d]pyrimidine-6-one (3) with a variety of reagents. Pyrano[2,3-d]pyrimidine-6-ones 5a, 8a-c and pyrimido[1,6-b][1,2,4]-triazine-3,14-dione (6) were also prepared. The antimicrobial activity of some of the synthesized compounds was tested.

149 citations


Journal ArticleDOI
TL;DR: A few 4-allyl/amino-5-aryl-1,2,4-triazoles were synthesized and tested for antibacterial and antifungal effects against Escherichia coli, Bacillus subtilis, Salmonella enteritidis, Staphylococcus aureus, Aspergillus niger and Candida albicans.
Abstract: A few 4-allyl/amino-5-aryl-1,2,4-triazoles were synthesized and tested for antibacterial and antifungal effects against Escherichia coli, Bacillus subtilis, Salmonella enteritidis, Staphylococcus aureus, Aspergillus niger and Candida albicans. 4-Allyl-5-aryl-1,2,4-triazoles were obtained by the oxidative cyclization of the appropriate 1-substituted-4-allylthiosemicarbazides and 4-amino-5-aryl-1,2,4-triazoles were obtained by cyclization of the potassium salts of appropriately substituted dithiocarbazinic acids with hydrazine hydrate. The new synthesized compounds were characterized using IR, 1H- NMR, 13C-NMR and UV spectral data together with elemental analysis.

126 citations


Journal ArticleDOI
TL;DR: Initial investigation of medicinal plants from Lombok has resulted in the collection of 100 plant species predicted to have antimicrobial, including antimalarial, properties according to local medicinal uses, which have been selected for further investigation involving structure elucidation and antimicrobial testing on the extracted alkaloids.
Abstract: Initial investigation of medicinal plants from Lombok has resulted in the collection of 100 plant species predicted to have antimicrobial, including antimalarial, properties according to local medicinal uses. These plants represent 49 families and 80 genera; 23% of the plants tested positively for alkaloids. Among the plants testing positive, five have been selected for further investigation involving structure elucidation and antimicrobial testing on the extracted alkaloids. Initial work on structural elucidation of some of the alkaloids is reported briefly.

109 citations


Journal ArticleDOI
TL;DR: In this paper, a combination of Mg(HSO4)2 or NaHSO 4 was used to obtain high yields of Nitrophenols in dichloromethane at room temperature.
Abstract: Nitrophenols can be obtained in moderate to high yields using a combination of Mg(HSO4)2 or NaHSO4.H2O, NaNO3 and wet SiO2 in dichloromethane at room temperature.

72 citations


Journal ArticleDOI
TL;DR: In this article, easy, safe, and effective methods for preparing either (diacetoxyiodo)-arenes, ArI(OAc)2, or iodylarenes from the corresponding iodoarenes using sodium periodate as the oxidant are presented.
Abstract: Easy, safe, and effective novel methods for preparing either (diacetoxyiodo)-arenes, ArI(OAc)2, or iodylarenes, ArIO2, from the corresponding iodoarenes, ArI, using sodium periodate as the oxidant are presented in this paper. In order to obtain 2- and 4-iodylbenzoic acids, the respective sodium salts of 2- and 4-iodobenzoic acids should be used as the starting substrates, because mixtures containing the corresponding iodosyl derivatives as the main products along with the intended iodyl compounds are produced from the free parent acids.

67 citations


Journal ArticleDOI
TL;DR: A range of brominated indole derivatives were found in the egg masses of six species of muricid molluscs, with Tyrindoleninone being the only compound found in all six species and likely to be responsible for the observed antimicrobial activity.
Abstract: A range of brominated indole derivatives were found in the egg masses of six species of muricid molluscs. Several non-brominated indoles were also present in the eggs of two Mediterranean Muricidae, although these were not found in the Australian species. Tyrindoleninone (3), was the only compound found in all six species and is likely to be responsible for the observed antimicrobial activity of these muricid egg masses [1,2]. These bioactive indoles appear to be characteristic of muricid egg masses and were not found in the egg masses from 17 species in different families of marine molluscs.

Journal ArticleDOI
TL;DR: The pyrazole- o -aminonitriles (3a-c) were used as precursors for the preparation of previously unreported pyrazolopyrimidines as discussed by the authors.
Abstract: Novel 1-[6-( p -tolyl) pyridazin-3-yl]pyrazole- o -aminonitriles ( 3a-c ) wereformed using 3-hydrazino-6-( p -tolyl)pyridazine ( 2 ) and ketene S,S -acetals ( 1a ), S,N -acetals ( 1b ) or tetracyanoethylene ( 1c ). The pyrazole- o -aminonitriles ( 3a-c ) were inturn used as precursors for the preparation of previously unreported 1-[6-( p -tolyl)-pyridazin-3-yl]pyrazolo[3,4- d ]pyrimidines ( 8, 9, 13-20 ) and 7-[6-( p -tolyl) pyridazin-3-yl]2-arylpyrazolo[3,4- d ]1,2,4-triazolo[5,1- f ]pyrimidines ( 10-12 ) which are expectedto possess considerable chemical and pharmacological activities. Keywords : ο-Aminonitriles; ketene acetals; pyrazolopyrimidines. Introduction Pyrazolo[3,4- d ]pyrimidines are of considerable chemical and pharmacological importance aspurine analogs [1-3]. Various compounds with related structures also possess anti-tumor and anti-leukemia activities [4,5]. On the other hand, substituted pyridazines are often used in medicinethanks to their pronounced bactericidal and fungicidal effects [6]. As a continuation of our work onazoloazines [7], we aimed to incorporate the pyridazine moiety into the 1-position of the

Journal ArticleDOI
TL;DR: In this paper, the use of a modified commercial microwave oven to perform metallophthalocyanine reactions under dry conditions is described, and the results show that the reaction of phthalodinitrile with hydrated metallic salts without solvent and under microwave irradiation is possible.
Abstract: Metallophthalocyanine complexes are obtained quickly and efficiently by the reaction of phthalodinitrile with hydrated metallic salts without solvent and under microwave irradiation. The use of a modified commercial microwave oven to perform this type of reactions under dry conditions is described. Metallophthalocyanines and metallododecachlorophthalocyanines of some divalent metals can be also obtained from phthalic or tetrachlorophthalic anhydrides with hydrated metallic salt and urea under microwave irradiation and without solvent.

Journal ArticleDOI
TL;DR: In this paper, the use of malonates such as (chlorocarbonyl)ketenes and bis(2,4,6-trichlorophenyl) malonate as reagents for cyclocondensation with 1,3-dinucleophiles to give six-membered heterocycles is described.
Abstract: The use of malonates such as diethyl malonates 9, (chlorocarbonyl)ketenes 15 and bis(2,4,6-trichlorophenyl) malonates 18 as reagents for cyclocondensation with 1,3-dinucleophiles to give six-membered heterocycles is described. Further attempts to use malonates such as bis(trimethylsilyl) malonates 19 and bis(carbamimidoyl) malonates 29 as new cyclocondensation agents are described .

Journal ArticleDOI
TL;DR: In this article, the use of an enantiomerically pure amino alcohol coupled to a transfer hydrogenation process, in the asymmetric catalysis of the reduction of ketones to alcohols, is described.
Abstract: The use of an enantiomerically pure amino alcohol, coupled to a transfer hydrogenation process, in the asymmetric catalysis of the reduction of ketones to alcohols, is described. The process works well for unfunctionalised ketones, affording e.e.s of up to 98%, and excellent conversions. We have recently extended, for the first time in this application, the scope of the methodology to the reductions of a-heteroatom substituted substrates, through the use of the appropriate protecting groups on each atom.

Journal ArticleDOI
TL;DR: In this paper, the synthesis of N1, N8-bis(9-acridinyl)-N4-(4-hydroxybenzyl)-spermidine and N1.
Abstract: Methods for the synthesis of N1, N8-bis(9-acridinyl)-N4-(4-hydroxybenzyl)-spermidine and N1, N7-(hydroxybenzyl)-bis-(3-aminopropyl)amine were investigated.Thus monocyanoethylation of 4-methoxybenzylamine followed by treatment with 4-chlorobutyronitrile gave the dinitrile N-(2-cyanoethyl)-N-(3-cyanopropyl)-4-methoxy-benzylamine. Subsequent in situ reduction with lithium aluminium hydride gave thecorresponding diamine. Biscyanoethylation of 4-methoxybenzylamine with 2 mole ofacrylonitrile followed by reduction yielded the diamine N, N-bis-(3-aminopropyl)-4-methoxybenzylamine. Both diamines reacted smoothly with 9-methoxyacridine to givethe bis-(9-acridinyl) compounds 11 and 15 but with 4,5-dimethyl-9-methoxyacridine, thebis compound 16 was produced in only low yields. Demethylation of the dinitriles by avariety of approaches all failed to give the corresponding hydroxybenzyl derivatives.These studies yielded useful methylated tyrosine derivatives which could also beiodinated. This study has been useful for elucidating chemical methods needed for thesynthesis of the desired tyrosine-based bis acridine compound and for alerting us to theneed to synthesise a more labile protected tyrosine intermediate which will be easilydeprotected to afford the desired tyrosine-based bis acridine compound.

Journal ArticleDOI
TL;DR: In this paper, the reaction of substituted and unsubstituted propargylic bromides with butanal in presence of zinc power in THF/saturated aqueous NH4Cl solution gave corresponding allenic and prop argylic alcohols with high selectivity.
Abstract: The reaction of substituted and unsubstituted propargylic bromides with butanal in presence of zinc power in THF/saturated aqueous NH4Cl solution gave corresponding allenic and propargylic alcohols with high selectivity.

Journal ArticleDOI
TL;DR: In this article, the authors reported a facilesynthesis of several heterocyclic compounds containing six, seven and eight membered rings fused to a quinazoline moiety starting from amino acids.
Abstract: A number of novel triazinoquinazolinones ( 5b,c and 8) , triazepinoquinazoli-nones( 5a, 6b, 7 and 9) and triazocinoquinazolinones ( 6a and 10) were obtained vianucleophilic interaction of 3-aminoquinazolinone derivatives 3 with different reagents. Keywords: Triazinoquinazolinones, triazepinoquinazolinones, triazocinoquinazolinones,biological activity Introduction Varied biological activities have been attributed to quinazoline compounds, including analgesic,antiinflammatory, antipyretic [1-3], antimicrobial [4], anticonvulsant [5], fungicidal [6], anti-depressant and other central nervous system affecting activities [7]. The use of aminoacids as startingmaterials for the design and synthesis of new quinazoline compounds with the aim of preparingpotent biologically active compounds is a subject of recent interest [8-11]. Now we report a facilesynthesis of several heterocyclic compounds containing six, seven and eight membered rings fused toa quinazoline moiety starting from amino acids.

Journal ArticleDOI
TL;DR: In this paper, a model is presented for prediction of the vapour pressures of VOCs at 20 o C from their chemical (UNIFAC) structure, implemented in a computer program, named P_PREDICT, which has larger prediction power close to 10 Pa at 20
Abstract: The use of organic compounds in the European Union will in the future beregulated in accordance with the Council Directive 1999/13/EC of 11 March 1999 [1]. Inthis directive, any organic compound is considered to be a volatile organic compound(VOC) if it has a vapour pressure of 10 Pa or more at 20 o C, or has a correspondingvolatility under the particular condition of use. Introduction of such a limit willsometimes create problems, because vapour pressures cannot be determined with aninfinite accuracy. Published data on vapour pressures for a true VOC will sometimes befound to be below 10 Pa and vice versa. When the same limit was introduced in the USA,a considerable amount of time and money were spent in vain on comparingincommensurable data [2].In this paper, a model is presented for prediction of the vapour pressures of VOCs at20 o C from their chemical (UNIFAC) structure. The model is implemented in a computerprogram, named P_PREDICT, which has larger prediction power close to 10 Pa at 20

Journal ArticleDOI
TL;DR: Using a simple extraction technique and HPLC in combination with LC-MS and MS-MS, Australian sponges likely to contain oroidin derivatives are identified and the presence of some new compounds in the extracts is flagged.
Abstract: By specifically targeting sponges likely to contain oroidin derivatives, we have, for the first time, identified Australian sponges that contain sceptrin (2) and related compounds. Using a simple extraction technique and HPLC (with a photodiode array detector) in combination with LC-MS and MS-MS we have been able to quickly identify known compounds and flag the presence of some new compounds in the extracts. Further work will entail isolation and structure elucidation of the new compounds and collection of fresh Agelas sp.1 with the aim of isolating the enzyme that catalyses the [2 + 2] dimerisation or oroidin to sceptrin

Journal ArticleDOI
TL;DR: In this paper, the synthesis of linear and gemini quaternary ammonium surfactants was performed by reacting the corresponding alkyl alcohols with 2-chloro-N,N -dimethyl-ethylamine under basic conditions.
Abstract: . Selective synthesis of linear and gemini quaternary ammonium surfactants wasaccomplished by reacting the corresponding alkyl alcohols with 2-chloro- N,N -dimethyl-ethylamine under basic conditions. The amines were quaternized with methyl chloride ormethyl iodide. Keywords. Surfactants; Synthesis; Gemini; Diamino; Cationic surfactants. Introduction The development of modern surfactants has been in rapid progress over the last two decades. Mucheffort has dealt with how their properties change with the structures of the molecules. A group ofsurfactants that has lately received considerable attention are molecules that contain more than onehydrophobic tail and hydrophilic heads. These are often referred to as gemini surfactants [1]. It hasbeen established that branching of the lipophilic chain has less impact on the properties of thesesurfactants [2]. In addition to containing multiple heads and tails, modern surfactants also oftenincorporate polyether functions. This has been reported to greatly improve tolerance towards divalentcations [3]. The ether section increase the effective surface area of the ionic head group, which in turnwill reduce the van der Waals interactions between the different molecules, thus physically separatingthe charges at the interface of the fluid [4].

Journal ArticleDOI
TL;DR: In this article, the carbenoid mechanism for the insertion of phenyliodonium ylides has been investigated at 0°C in the presence of several chiral ligands.
Abstract: The Cu-catalyzed intramolecular CH insertion of phenyliodonium ylide 5b has been investigated at 0° C in the presence of several chiral ligands. Enantioselectivities vary in the range of 38–72 %, and are higher than those resulting from reaction of the diazo compound 5c at 65° C. The results are consistent with a carbenoid mechanism for Cu-catalyzed decomposition of phenyliodonium ylides.

Journal ArticleDOI
TL;DR: Organic synthesis on solid supports is a rapidly developing methodology, which offers several advantages if compared to traditional synthesis in solution as discussed by the authors, such as the ability to synthesize organic molecules on solid support.
Abstract: Organic synthesis on solid supports is a rapidly developing methodology, which offers several advantages if compared to traditional synthesis in solution.[...]

Journal ArticleDOI
TL;DR: In this article, the main photooxidation products, identified and quantitatively analyzed by FTIR spectroscopy, were butene, CO, vinyl alcohol and ethanal. And the photolysis rates and the absolute quantum yield were found to be slightly dependent on the total pressure.
Abstract: Dilute mixtures of hexanal in synthetic air (up to 100 ppm) were photolyzed with fluorescent UV lamps (275-380 nm) in air at 298 K. The main photooxidation products, identified and quantitatively analyzed by FTIR spectroscopy, were butene, CO, vinylalcohol and ethanal. The photolysis rates and the absolute quantum yield Φ were found to be slightly dependent on the total pressure. At 100 Torr, Φ100 = 0.43 ± 0.02, whereas at 700 Torr the total quantum yield was Φ700 = 0.38 ± 0.02. These results may be explained by the collisional deactivations of photoexcited molecules. Two decomposition channels were identified: the radical channel C5H11CHO → C5H11 + HCO, and the molecular channel C5H11CHO → C4H8 + CH2=CHOH, having the relative yields of 27 and 73 % at 700 Torr. The product CH2=CHOH tautomerizes to ethanal.

Journal ArticleDOI
TL;DR: Christensen et al. as discussed by the authors presented a method for preparation of the p-nitrophenyl-, N-hydroxysuccinimidyl- and pentafluorophenyl esters of isonicotinic and picolinic acids from the corresponding acids.
Abstract: Jorn B. Christensen*CISMI, University of Copenhagen, Symbion Science Park, Fruebjergvej 3, DK-2100 Copenhagen, Denmark. * Author to whom correspondence should be addressed. E-mail: j.b.Christensen@symbion.ki.ku.dkReceived: 14 May 2000; in revised form 20 December 2000 / Accepted: 20 December 2000 / Published: 16 January 2001Abstract: A method for preparation of the p-nitrophenyl-, N-hydroxysuccinimidyl- and pentafluorophenyl esters of isonicotinic and picolinic acids from the corresponding acids is reported. Keywords: Active esters, pyridine carboxylic acids.IntroductionIn connection with ongoing synthetic work, we needed access to good acylating reagents based on isonicotinic and picolinic acids. Acylations with isonicotinoyl and picolinoyl chlorides were found to be troublesome, because the acid chlorides are only prepared or available as the corresponding hydrochlorides, which are only sparingly soluble in inert solvents. A further complication was, that upon reaction with polyamines such as poly(propyleneimine) dendrimers incomplete reactions occurred due to extensive salt formation. Therefore we turned our attention to the so called active esters [1]. Results and DiscussionSearching the literature we found references to the p-nitrophenyl esters of isonicotinic [2,3] and picolinic acid [2,3,4], which have been used for the synthesis of potent antagonists of the luteinizing hormone-releasing hormone (LHRH) [4,5]. The only other ester reported was the pentachlorophenyl

Journal ArticleDOI
TL;DR: In this article, various epoxides are converted to their corresponding thiiranes in excellent yields with ammonium thiocyanate and thiourea under nonaqueous conditions in the presence of catalytic amounts of Bi(TFA)3 and Bi(OTf)3.
Abstract: Various epoxides are converted to their corresponding thiiranes in excellent yields with ammonium thiocyanate and thiourea under non-aqueous conditions in the presence of catalytic amounts of Bi(TFA)3 and Bi(OTf)3.

Journal ArticleDOI
TL;DR: Chlorohydrins, 1,2-diols, products containing solvent residues as well as rearrangement products are obtained, depending on both the substrate structure and reaction conditions.
Abstract: Epoxide ring opening is a frequently required transformation in Organic Synthesis. In this paper we describe the application of NbCl5 for this purpose using three different substrates. Chlorohydrins, 1,2-diols, products containing solvent residues as well as rearrangement products are obtained, depending on both the substrate structure and reaction conditions. Rationalizations to account for some of the results are suggested.

Journal ArticleDOI
TL;DR: A new series of bis- and tetra-acridines has been prepared from 4-(bromo-methyl)acridine; some of them exhibited encouraging in vitro cytotoxic activities against murine cell lines.
Abstract: : A new series of bis- and tetra-acridines has been prepared from 4-(bromo-methyl)acridine; some of them exhibited encouraging in vitro cytotoxic activities againstmurine cell lines. Keywords: Acridines, polycycles, amines, diamines, N -alkylation. Introduction Acridine derivatives are well known therapeutic agents whose mutagenic properties depend ontheir ability to interact with nucleic acids. One mechanism of this interaction is the intercalationbetween the acridine moiety and the base pairs of the DNA helix.[1] Moreover the pharmacologicalactivity of these intercalating drugs derives from their ability to inhibit the synthesis of nucleic acidsby blocking the action of DNA metabolizing proteins.[2] To develop more effective antagonists ofDNA metabolism, many chemists have made molecules combining two or more intercalating ligands.For instance, Denny and co-workers prepared tetra-acridinic derivatives [3] and demonstrated that thehigher order structure of DNA can be controlled by a complexation using ligands with multiplebinding sites. The biological response of such compounds could be of interest because the higher orderDNA structure plays an essential part in the regulation of gene expression by the cooperative bindingproteins.

Journal ArticleDOI
TL;DR: In this paper, the preferred tautomeric form of selected compounds has been discussed on the basis of their 13C-NMR, IR and Raman spectra, and it has been found that in the given medium 1-methyl-quinazoline-4-thiones undergo a replacement of the sulphur substituent by oxygen giving 2-phenylbenzo[d-1,3]thiazin-4.
Abstract: Acylation of 2-aminothiobenzamide or 2-methylaminothiobenzamide with substituted benzoyl chlorides has been used to synthesise the corresponding 2-benzoylaminothiobenzamides whose subsequent sodium methoxide-catalysed ring closure gives the corresponding quinazoline-4-thiones. These compounds were characterised by means of their 1H- and 13C-NMR spectra. The preferred tautomeric form of selected compounds has been discussed on the basis of their 13C-NMR, IR and Raman spectra. It has been found that in the given medium 1-methyl-quinazoline-4-thiones undergo a replacement of the sulphur substituent by oxygen giving 1-methyl-quinazoline-4-ones. In strong acid media, 2-benzoylaminothiobenzamide is cyclised through its sulphur atom to give 2-phenylbenzo[d-1,3]thiazin-4-one.

Journal ArticleDOI
TL;DR: In this paper, the authors synthesized methyl 3-hydroxythieno[2,3-b]pyridine-2-carboxylate based on the reported anti-inflammatory activity of the structurally related molecule 3-isopropoxy-5-methoxy-N-(1H-1,2, 3,4,4-tetraazol-5,5-yl)-1-benzothiophene-2,carboxamide.
Abstract: As part of a research programme targeting novel molecules as potential anti-inflammatory agents we synthesised methyl 3-hydroxythieno[2,3-b]pyridine-2-carboxylate based on the reported anti-inflammatory activity of the structurally related molecule 3-isopropoxy-5-methoxy-N-(1H-1,2,3,4-tetraazol-5-yl)-1-benzothiophene-2-carboxamide [1,2].[...]