122564-52-7Relevant academic research and scientific papers
Synthesis and Antimicrobial Activities of 1,2,4-Thiadiazolidin-3-thione Hydrochlorides
Mangte, Anvita D.,Nayak, Riddhi A.
, p. 77 - 83 (2022/03/27)
Synthesis of N-glucosyl/lactosyl/maltosyl-1,2,4-thiadizolidin-3-thione hydrochlorides by the reaction of N-phenyl-S-chloroisothiocarbamoyl chloride and N-glucosyl/lactosyl/maltosyl thiocarbamides is reported. The simple isolation method with good yields under mild condition is applicable for the present protocol. All the newly synthesized thiadiazolidin-3-thiones exhibit moderate to good antimicrobial activities against a variety of pathogen
Synthesis of some new carbohydrate-containing thiouriedonaphtho-quinones
Salameh, Bader A.,Al-Qawasmeh, Raed A.,Al-Jabari, Kumait,Voelter, Wolfgang
, p. 2929 - 2937 (2015/04/27)
Abstract New alkyl, aryl, and glycosylthiouriedo derivatives of 2,3-diamino-1,4-naphthoquinone were synthesized via the reaction of isothiocyanates with 2,3-diamino-1,4-naphthoquinone. The new compounds were fully characterized through their physicochemical properties.
Design and synthesis of thiourea compounds that inhibit transmembrane anchored carbonic anhydrases
Moeker, Janina,Teruya, Kanae,Rossit, Sabine,Wilkinson, Brendan L.,Lopez, Marie,Bornaghi, Laurent F.,Innocenti, Alessio,Supuran, Claudiu T.,Poulsen, Sally-Ann
scheme or table, p. 2392 - 2404 (2012/05/05)
A library of 32 novel glycoconjugate thiourea-bridged benzene sulfonamides have been synthesized from the reaction of glycosyl isothiocyanates with a panel of simple benzene sulfonamides comprising either a free amine or hydrazide. All compounds were inve
Comparative study of microwave induced and conventional synthesis of acetylated sugar isothiocyanates and related thiocarbamides
Yadgire, Atul V.,Korpe, Gajanan V.,Deshmukh, Shirish P.
, p. 1614 - 1619 (2012/05/05)
The synthesis of several acetylated sugar isothiocyanates have been carried out under microwave irradiation in excellent yields of products by using related bromides and lead thiocyanate in sodium dried xylene. Several acetylated sugar thiocarbamides have been synthesized by the interaction of respective acetylated sugar isothiocyanates with appropriate aryl amines under microwave irradiation. Copyright E-Journal of Chemistry 2004-2011.
Synthesis and antimicrobial studies of some bis-glycosyl isodithiobiurets
Mahalle, Prashant R.,Deshmukh, Shirish P.
experimental part, p. 795 - 798 (2011/12/05)
Certain 2-S-tetra-O-benzoyl-D-glucopyranosyl-1-aryl-5-tetra-Oacetyl-β-D- galactopyranosyl-2, 4- isodithiobiurets have been synthesized by the interaction of tetra-O-acetyl-β-D-galactopyranosyl isothiocyante and various S- tetra-O-benzoyl-D- glucopyranosyl-1-aryl isothiocarbamides. The newly synthesized compounds were screened for their antimicrobial activities.
A novel, simple cyclocondensation reaction towards glycosyl triazines
Kikelj, Vincent,Julienne, Karine,Janvier, Pascal,Meslin, Jean-Claude,Deniaud, David
scheme or table, p. 3453 - 3460 (2009/05/26)
Sugars bearing an isothiocyanate moiety at C-1 react with diazadienium iodide to afford glycosyl triazines that represent, through an easy cyclocondensation reaction step, a flexible entry to different nucleoside analogues. We herein demonstrate that this [4+2] cycloaddition reaction occurs with total regiocontrol and good yields. Subsequent transformation of the thiocarbonyl into a carbonyl, and nucleophilic substitution of the methylsulfanyl group by ammonia, yields the 5-azacytidine analogues. All compounds were fully characterised by IR, HRMS, and 13C and 1H NMR (COSY, HMBC and HMQC). Georg Thieme Verlag.
New N-galactosides: Synthesis of N-galactosylated thiocarbamides, benzothiazolyl thiocarbamides and thiocarbamates
Mahalle, Prashant R.,Korpe, Gajanan V.,Deshmukh, Shirish P.
experimental part, p. 953 - 958 (2009/12/07)
The title compounds were prepared by the condensation of tetra-O-acetyl-β-D-galactopyranosyl isothiocyanate with several amines, 2-aminobenzothiazole/substituted benzothiazoles and alcohols respectively. The structure of these new N-galactoside has been established on the basis of usual chemical transformations and IR, NMR and Mass spectral studies of some typical cases.
Simple and efficient synthesis of novel glycosyl thiourea derivatives as potential antitumor agents
Shusheng, Zhang,Tianrong, Zhan,Kun, Cheng,Youfeng, Xia,Bo, Yang
experimental part, p. 2778 - 2783 (2009/04/11)
The practical synthesis of pseudonucleosides incorporating thiourea derivative by coupling of monosaccharides (d-galactose, d-glucose and d-xylose) per-O-acetylated glycosyl isothiocyanates and different heterocyclic hydrazide derivatives is reported. The method involves the preparation of per-O-acetylated glycosyl isothiocyanates from per-O-acetylated sugars (two-step synthesis), which couple with heterocyclic hydrazides from amines to give thiourea-linked pseudonucleosides. All newly synthesized pseudonucleosides were assayed against human lung cancer-cell lines (PG) and human liver cancer-cell lines (BEL-7402) in vitro. The 2-(4-methoxybenzamide)-benzoimidazole-1-yl-acetyl pseudonucleosides showed moderate inhibition against these two cancer-cell lines with EC50 from 22.8 to 76.4 μM and from 54.9 to 82.4 μM, respectively. And the other compounds did not demonstrate any significant cytotoxicity even at concentrations up to 200 μM.
Synthesis of α- and β-glycosyl isothiocyanates via oxazoline intermediates
Blanco, Jose L. Jimenez,Sylla, Balla,Mellet, Carmen Ortiz,Fernandez, Jose M. Garcia
, p. 4547 - 4550 (2008/02/05)
(Chemical Equation Presented) A practical synthesis of acylated glycosyl isothiocyanates from sugar oxazolines, by reaction with thiophosgene, is reported. In the absence of any additive, the reaction is governed by the reverse anomeric effect, leading to
A simple method for the preparation of glycosyl isothiocyanates
Kuehne, Marco,Gyoergydeak, Zoltan,Lindhorst, Thisbe K.
, p. 949 - 951 (2007/10/03)
Glycosyl isothiocyanates became accessible from the corresponding peracetylated sugars in one step, by application of trimethylsilyl isothiocyanate and a Lewis acid in dichloromethane at room temperature. Georg Thieme Verlag Stuttgart.
