Design, Synthesis and Biological Activities of (Thio)Urea Benzothiazole Derivatives

(Thio)ureas ((T)Us) and benzothiazoles (BTs) each have demonstrated to have a great variety of biological activities. When these groups come together, the 2-(thio)ureabenzothizoles [(T)UBTs] are formed, improving the physicochemical as well as the biological properties, making these compounds very interesting in medicinal chemistry. Frentizole, bentaluron and methabenzthiazuron are examples of UBTs used for treatment of rheumatoid arthritis and as wood preservatives and herbicides in winter corn crops, respectively. With this antecedent, we recently reported a bibliographic review about the synthesis of this class of compounds, from the reaction of substituted 2-aminobenzothiazoles (ABTs) with iso(thio)cyanates, (thio)phosgenes, (thio)carbamoyl chlorides, 1,1’-(thio)carbonyldiimidazoles, and carbon disulfide. Herein, we prepared a bibliographic review about those features of design, chemical synthesis, and biological activities relating to (T)UBTs as potential therapeutic agents. This review is about synthetic methodologies generated from 1968 to the present day, highlighting the focus to transform (T)UBTs to compounds containing a range substituents, as illustrated with 37 schemes and 11 figures and concluded with 148 references. In this topic, the scientists dedicated to medicinal chemistry and pharmaceutical industry will find useful information for the design and synthesis of this interesting group of compounds with the aim of repurposing these compounds.

[1]  M. Rosales-Hernández,et al.  Synthesis and Biological Importance of 2-(thio)ureabenzothiazoles , 2022, Molecules.

[2]  K. Y. Yeong,et al.  Current trends of benzothiazoles in drug discovery: a patent review (2015–2020) , 2022, Expert opinion on therapeutic patents.

[3]  M. Shahar Yar,et al.  Recent advances and SAR study of 2-substituted benzothiazole scaffold based potent chemotherapeutic agents , 2021, Results in Chemistry.

[4]  Manju,et al.  Benzothiazoles: From recent advances in green synthesis to anti-cancer potential , 2021, Sustainable Chemistry and Pharmacy.

[5]  F. Tamay-Cach,et al.  Benzothiazoles from Condensation of o-Aminothiophenoles with Carboxylic Acids and Their Derivatives: A Review , 2021, Molecules.

[6]  L. Zhilitskaya,et al.  Synthesis of biologically active derivatives of 2-aminobenzothiazole , 2021, Chemistry of Heterocyclic Compounds.

[7]  Salahuddin,et al.  Benzothiazole: Synthetic Strategies, Biological Potential, And Interactions With Targets , 2021 .

[8]  D. K. Agarwal,et al.  Insight View on Synthetic Strategies and Biological Applications of Pyrimidobenzothiazoles , 2021, Mini-Reviews in Organic Chemistry.

[9]  M. Asif,et al.  A Mini-Review on Pharmacological Importance of Benzothiazole Scaffold , 2020 .

[10]  K. Lobb,et al.  A novel gold(I)-mediated intramolecular transamidation of benzoyl thiourea derivatives to form benzamides via dethiocyanation , 2020 .

[11]  V. Thakur,et al.  New horizons in benzothiazole scaffold for cancer therapy: Advances in bioactivity, functionality, and chemistry , 2020 .

[12]  Sumit,et al.  Advancement in Pharmacological Activities of Benzothiazole and its Derivatives:An Up to Date Review. , 2020, Mini reviews in medicinal chemistry.

[13]  Y. Mabkhot,et al.  Benzothiazoles as potential antiviral agents , 2020, The Journal of pharmacy and pharmacology.

[14]  E. Abdallah,et al.  Benzothiazole moieties and their derivatives as antimicrobial and antiviral agents: A mini-review , 2020, International Journal of Research in Pharmaceutical Sciences.

[15]  Fereshteh Azimian,et al.  Synthesis and biological evaluation of diaryl urea derivatives designed as potential anticarcinoma agents using de novo structure-based lead optimization approach. , 2020, European journal of medicinal chemistry.

[16]  B. Song,et al.  Discovery of novel bis-sulfoxide derivatives bearing acylhydrazone and benzothiazole moieties as potential antibacterial agents. , 2020, Pesticide biochemistry and physiology.

[17]  S. L. Belagali,et al.  Structural Activity Relationship and Importance of Benzothiazole Derivatives in Medicinal Chemistry: A Comprehensive Review , 2020, Mini-Reviews in Organic Chemistry.

[18]  Xiang Gao,et al.  Recent Advances in Synthesis of Benzothiazole Compounds Related to Green Chemistry , 2020, Molecules.

[19]  G. Elgemeie,et al.  Recent advances in synthesis, metal complexes and biological evaluation of 2-aryl, 2-pyridyl and 2-pyrimidylbenzothiazoles as potential chemotherapeutics , 2020 .

[20]  K. Kuča,et al.  Benzothiazolyl Ureas are Low Micromolar and Uncompetitive Inhibitors of 17β-HSD10 with Implications to Alzheimer’s Disease Treatment , 2020, International journal of molecular sciences.

[21]  Zhi‐Bing Dong,et al.  A Review on Domino Condensation/Cyclization Reactions for the Synthesis of 2-Substituted 1,3-Benzothiazole Derivatives , 2020 .

[22]  A. Deep,et al.  Thiazole-containing compounds as therapeutic targets for cancer therapy. , 2019, European journal of medicinal chemistry.

[23]  C. Supuran,et al.  Benzothiazole derivatives as anticancer agents , 2019, Journal of enzyme inhibition and medicinal chemistry.

[24]  A. Saeed,et al.  Investigation of potent inhibitors of cholinesterase based on thiourea and pyrazoline derivatives: Synthesis, inhibition assay and molecular modeling studies. , 2019, Bioorganic chemistry.

[25]  H. Eshghi,et al.  Synthesis of New Benzothiazole Derivatives and Evaluation of Cytotoxicity of N-(6-Substitued-1,3-benzothiazol-2-yl)-4-phenyl-1,3-thiazol-2(3H)-imine Compounds , 2019 .

[26]  Terry K. Smith,et al.  Novel Benzothiazole-Based Ureas as 17β-HSD10 Inhibitors, A Potential Alzheimer’s Disease Treatment , 2019, Molecules.

[27]  C. Kala,et al.  Novel benzothiazole hydrazine carboxamide hybrid scaffolds as potential in vitro GABA AT enzyme inhibitors: Synthesis, molecular docking and antiepileptic evaluation. , 2019, Bioorganic & medicinal chemistry letters.

[28]  V. Ravichandran,et al.  Design, Synthesis and Evaluation of Thiourea Derivatives as Antimicrobial and Antiviral Agents , 2019, Letters in Drug Design & Discovery.

[29]  Junjie Ma,et al.  Identification and biological evaluation of novel benzothiazole derivatives bearing a pyridine-semicarbazone moiety as apoptosis inducers via activation of procaspase-3 to caspase-3. , 2019, MedChemComm.

[30]  J. Jampílek,et al.  Second generation of primaquine ureas and bis-ureas as potential antimycobacterial agents , 2018, Molecular Diversity.

[31]  S. Tariq,et al.  Therapeutic advancement of benzothiazole derivatives in the last decennial period , 2018, Archiv der Pharmazie.

[32]  A. Saha,et al.  Synthesis and Applications of Benzothiazoles , 2018 .

[33]  J. Ilaš,et al.  Design, synthesis, and biological evaluation of 1‐ethyl‐3‐(thiazol‐2‐yl)urea derivatives as Escherichia coli DNA gyrase inhibitors , 2018, Archiv der Pharmazie.

[34]  S. Agarwal,et al.  Benzothiazole: A Versatile and Multitargeted Pharmacophore in the Field of Medicinal Chemistry , 2017 .

[35]  S. R. Ayyannan,et al.  Anticonvulsant activity, organotypic hippocampal neuroprotection assay and in-silico sodium channel blocking potential of 2-amino-6-nitrobenzothiazole derived semicarbazones. , 2017, Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie.

[36]  G. Sanna,et al.  New thiourea and 1,3‐thiazolidin‐4‐one derivatives effective on the HIV‐1 virus , 2017, Chemical biology & drug design.

[37]  H. Eshghi,et al.  Benzothiazole thiourea derivatives as anticancer agents: Design, synthesis, and biological screening , 2017, Russian Journal of Bioorganic Chemistry.

[38]  V. Prachayasittikul,et al.  Synthesis, biological evaluation and in silico study of bis-thiourea derivatives as anticancer, antimalarial and antimicrobial agents , 2017, Medicinal Chemistry Research.

[39]  Keshav Anand.  SYNTHESIS, BIOLOGICAL ACTIVITY AND RECENT ADVANCEMENT OF BENZOTHIAZOLES: A CLASSICAL REVIEW , 2017 .

[40]  Terry K. Smith,et al.  6-benzothiazolyl ureas, thioureas and guanidines are potent inhibitors of ABAD/17β-HSD10 and potential drugs for Alzheimer's disease treatment: Design, synthesis and in vitro evaluation. , 2017, Medicinal chemistry (Shariqah (United Arab Emirates)).

[41]  Terry K. Smith,et al.  Synthesis and evaluation of frentizole-based indolyl thiourea analogues as MAO/ABAD inhibitors for Alzheimer's disease treatment. , 2017, Bioorganic & medicinal chemistry.

[42]  M. Taleuzzaman,et al.  Benzothiazole incorporated thiazolidin-4-ones and azetidin-2-ones derivatives: Synthesis and in vitro antimicrobial evaluation , 2016 .

[43]  P. Venkatesh,et al.  Design and synthesis of Quinazolinone, Benzothiazole derivatives bearing guanidinopropanoic acid moiety and their Schiff bases as cytotoxic and antimicrobial agents , 2016 .

[44]  Terry K. Smith,et al.  Design, synthesis and in vitro evaluation of benzothiazole-based ureas as potential ABAD/17β-HSD10 modulators for Alzheimer's disease treatment. , 2016, Bioorganic & medicinal chemistry letters.

[45]  A. A. Moneer,et al.  Synthesis of Novel Substituted Thiourea and Benzimidazole Derivatives Containing a Pyrazolone Ring as Anti‐Inflammatory Agents , 2016, Chemical biology & drug design.

[46]  Deepak Kale.  Exploration of Different Methodologies for Synthesizing Biologically Important Benzothiazoles: An Overview , 2015 .

[47]  Juan Wang,et al.  Synthesis and anticancer effects evaluation of 1-alkyl-3-(6-(2-methoxy-3-sulfonylaminopyridin-5-yl)benzo[d]thiazol-2-yl)urea as anticancer agents with low toxicity. , 2015, Bioorganic & medicinal chemistry.

[48]  Sonakshi Seth.  A Comprehensive Review on Recent advances in Synthesis & Pharmacotherapeutic potential of Benzothiazoles. , 2015, Anti-inflammatory & anti-allergy agents in medicinal chemistry.

[49]  X. Zhai,et al.  Design, synthesis, biological evaluation and preliminary mechanism study of novel benzothiazole derivatives bearing indole-based moiety as potent antitumor agents. , 2015, European journal of medicinal chemistry.

[50]  J. Gallucci,et al.  Highly selective fluorimetric sensor for Cu2+ and Hg2+ using a benzothiazole-based receptor in semi-aqueous media and molecular docking studies , 2015 .

[51]  A. Verkman,et al.  Structure-activity analysis of thiourea analogs as inhibitors of UT-A and UT-B urea transporters. , 2015, Biochimica et biophysica acta.

[52]  N. R. Rao,et al.  Benzothiazole - Versatile heterocyclic nucleus in medicinal chemistry: A review , 2015 .

[53]  P. Gong,et al.  Design, synthesis and biological evaluation of novel benzothiazole derivatives bearing semicarbazone moiety as antitumor agents , 2015, Chemical Research in Chinese Universities.

[54]  R. Rawal,et al.  Recent Advances in the Chemistry and Biology of Benzothiazoles , 2015, Archiv der Pharmazie.

[55]  A. Kamal,et al.  Therapeutic potential of benzothiazoles: a patent review (2010 – 2014) , 2015, Expert opinion on therapeutic patents.

[56]  S. Roopan,et al.  Review on Benzothiazoles: Synthesis and Diverse Biological Activities , 2015 .

[57]  Rangappa S. Keri,et al.  A comprehensive review in current developments of benzothiazole-based molecules in medicinal chemistry. , 2015, European journal of medicinal chemistry.

[58]  X. Zhai,et al.  Synthesis and Biological Evaluation of Benzothiazole Derivatives Bearing the ortho‐Hydroxy‐N‐acylhydrazone Moiety as Potent Antitumor Agents , 2014, Archiv der Pharmazie.

[59]  P. Gong,et al.  Design, synthesis, and structure-activity relationships of novel benzothiazole derivatives bearing the ortho-hydroxy N-carbamoylhydrazone moiety as potent antitumor agents. , 2014, European journal of medicinal chemistry.

[60]  J. Palmer,et al.  Discovery and in vivo evaluation of alcohol-containing benzothiazoles as potent dual-targeting bacterial DNA supercoiling inhibitors. , 2014, Bioorganic & medicinal chemistry letters.

[61]  Gang Liu,et al.  Benzothiazoles exhibit broad-spectrum antitumor activity: their potency, structure-activity and structure-metabolism relationships. , 2014, European journal of medicinal chemistry.

[62]  Edward M. Tyndall,et al.  Design, synthesis and biological evaluation of α-substituted isonipecotic acid benzothiazole analogues as potent bacterial type II topoisomerase inhibitors. , 2013, Bioorganic & medicinal chemistry letters.

[63]  M. Taş,et al.  Structural, spectral, optical and antimicrobial properties of synthesized 1-benzoyl-3-furan-2-ylmethyl-thiourea , 2013 .

[64]  N. Siddiqui,et al.  Biological Aspects of Emerging Benzothiazoles: A Short Review , 2013 .

[65]  R. S. Bahare,et al.  Design, synthesis and anticonvulsant evaluation of N-(benzo[d]thiazol-2-ylcarbamoyl)-2-methyl-4-oxoquinazoline-3(4H)-carbothioamide derivatives: a hybrid pharmacophore approach. , 2013, European journal of medicinal chemistry.

[66]  S. Sarkar,et al.  Synthesis of 1-[2 (substituted phenyl)-4-oxothiazolidin-3-yl]-3-(6-fluro-7-chloro-1,3-benzothiazol-2-yl)-ureas as anthelmintic agent , 2013 .

[67]  Eric A. Owens,et al.  Substituted benzothiazoles: synthesis and medicinal characteristics , 2013 .

[68]  R. Tripathi,et al.  Design, Synthesis, in vitro MAO‐B Inhibitory Evaluation, and Computational Studies of Some 6‐Nitrobenzothiazole‐Derived Semicarbazones , 2013, ChemMedChem.

[69]  H. Rajak,et al.  Medicinal significance of benzothiazole scaffold: an insight view , 2013, Journal of enzyme inhibition and medicinal chemistry.

[70]  J. J. Nieto,et al.  Isoprenyl-thiourea and urea derivatives as new farnesyl diphosphate analogues: synthesis and in vitro antimicrobial and cytotoxic activities. , 2012, European journal of medicinal chemistry.

[71]  M. Z. Hassan,et al.  Synthesis of benzothiazole derivatives having acetamido and carbothioamido pharmacophore as anticonvulsant agents , 2012, Medicinal Chemistry Research.

[72]  K. Patel,et al.  Design, synthesis of some 2,6,9-trisubstituted purinyl thioureido derivatives and evaluation of antimicrobial activity , 2012, Medicinal Chemistry Research.

[73]  A. Mishra,et al.  The Different Kinds of Reaction involved in synthesis of 2-substituted Benzothiazole and its derivatives: A Review , 2012 .

[74]  Ashish P. Keche,et al.  A novel pyrimidine derivatives with aryl urea, thiourea and sulfonamide moieties: synthesis, anti-inflammatory and antimicrobial evaluation. , 2012, Bioorganic & medicinal chemistry letters.

[75]  T. Vasconcelos,et al.  Chemistry and Biological Activities of 1,3-Benzothiazoles , 2012 .

[76]  Matthias Negri,et al.  Hydroxybenzothiazoles as New Nonsteroidal Inhibitors of 17β-Hydroxysteroid Dehydrogenase Type 1 (17β-HSD1) , 2012, PloS one.

[77]  G. SenthilKumar,et al.  Benzothiazole: Different Methods of Synthesis and Diverse Biological Activities , 2011 .

[78]  H. Eldar-Finkelman,et al.  Synthesis and biological evaluation of glycogen synthase kinase 3 (GSK-3) inhibitors: an fast and atom efficient access to 1-aryl-3-benzylureas. , 2011, Bioorganic & medicinal chemistry letters.

[79]  S. Verma,et al.  Synthesis and in vitro antimicrobial activity of novel N-(6-chlorobenzo[d]thiazol-2-yl) hydrazine carboxamide derivatives of benzothiazole class , 2011, Journal of enzyme inhibition and medicinal chemistry.

[80]  R. Swati,et al.  Therapeutic Importance of Benzothiazole: Review , 2010 .

[81]  Sohail Saeed,et al.  Synthesis, characterization and biological evaluation of some thiourea derivatives bearing benzothiazole moiety as potential antimicrobial and anticancer agents. , 2010, European journal of medicinal chemistry.

[82]  M. Frosini,et al.  Synthesis and biological evaluation of amidine, guanidine, and thiourea derivatives of 2-amino(6-trifluoromethoxy)benzothiazole as neuroprotective agents potentially useful in brain diseases. , 2010, Journal of medicinal chemistry.

[83]  M. Choudhary,et al.  Synthesis, phytotoxic, cytotoxic, acetylcholinesterase and butrylcholinesterase activities of N,N′-diaryl unsymmetrically substituted thioureas , 2009, Natural product research.

[84]  N. Siddiqui,et al.  Synthesis of 8-substituted-4-(2/4-substituted phenyl)-2H-[1,3,5]triazino[2,1-b][1,3]benzothiazole-2-thiones and their anticonvulsant, anti-nociceptive, and toxicity evaluation in mice , 2009, Journal of enzyme inhibition and medicinal chemistry.

[85]  R. Hussain,et al.  1-(Benzothiazol-2-yl)-3-(4-nitrobenzoyl)thiourea , 2009, Acta crystallographica. Section E, Structure reports online.

[86]  Gurdial Singh,et al.  Synthesis and antitumor activity of optically active thiourea and their 2-aminobenzothiazole derivatives: a novel class of anticancer agents. , 2009, European journal of medicinal chemistry.

[87]  K. Srivastava,et al.  Synthesis of novel thiourea, thiazolidinedione and thioparabanic acid derivatives of 4-aminoquinoline as potent antimalarials. , 2009, Bioorganic & medicinal chemistry letters.

[88]  Huibin Zhang,et al.  Synthesis and biological evaluation of sulfonylurea and thiourea derivatives substituted with benzenesulfonamide groups as potential hypoglycemic agents. , 2009, Bioorganic & medicinal chemistry letters.

[89]  Jun-hai Xiao,et al.  Synthesis of thiourea derivatives as CCR4 antagonists , 2009 .

[90]  Pinaki S. Bhadury,et al.  Synthesis and antiviral activities of chiral thiourea derivatives containing an alpha-aminophosphonate moiety. , 2009, Journal of agricultural and food chemistry.

[91]  S. Karakuş,et al.  Synthesis and Anticonvulsant Activity of New N‐(Alkyl/Sub‐stituted aryl)‐N′‐[4‐(5‐cyclohexylamino)‐1,3,4‐thiadiazole‐2‐yl)phenyl]thioureas , 2009, Archiv der Pharmazie.

[92]  A. Hameed,et al.  Synthesis and antibacterial activity of some new 1-aroyl-3-(substituted-2-benzothiazolyl)thioureas , 2008, Pharmaceutical Chemistry Journal.

[93]  Salman A. Khan,et al.  Synthesis, characterization and in vitro antibacterial activity of thiourea and urea derivatives of steroids. , 2008, European journal of medicinal chemistry.

[94]  Z. Kaplancıklı,et al.  New triazole and triazolothiadiazine derivatives as possible antimicrobial agents. , 2008, European journal of medicinal chemistry.

[95]  M. A. Bhat,et al.  N-{[(6-substituted-1,3-benzothiazole-2-yl)amino]carbonothioyl}-2/4-substituted benzamides: synthesis and pharmacological evaluation. , 2008, European journal of medicinal chemistry.

[96]  P. Brennan,et al.  N-D-aldopentofuranosyl-N'-[p-(isoamyloxy)phenyl]-thiourea derivatives: potential anti-TB therapeutic agents. , 2008, Bioorganic & medicinal chemistry letters.

[97]  Yong-Hua Liu,et al.  Synthesis and bioactivity of novel methyl 6-deoxy-6-(N'-alkyl/aryl-N''-benzothiazol-2-yl)guanidino-alpha-D-glucopyranosides. , 2008, Carbohydrate research.

[98]  Pengcheng Li,et al.  Synthesis of acyl thiourea derivatives of chitosan and their antimicrobial activities in vitro. , 2008, Carbohydrate research.

[99]  Saqib Ali,et al.  1-(1,3-Benzothiazol-2-yl)-3-benzoylthiourea , 2007, Acta crystallographica. Section E, Structure reports online.

[100]  M. A. Bhat,et al.  Synthesis of benzothiazole semicarbazones as novel anticonvulsants--the role of hydrophobic domain. , 2007, Bioorganic & medicinal chemistry letters.

[101]  S. William,et al.  Synthesis and in vitro Evaluation of New Benzothiazole Derivatives as Schistosomicidal Agents † , 2007, Molecules.

[102]  M. Morsy,et al.  Novel benzothiazolyl urea and thiourea derivatives with potential cytotoxic and antimicrobial activities , 2007, Journal of enzyme inhibition and medicinal chemistry.

[103]  C. Oh,et al.  Synthesis and biological evaluation of 1β-methylcarbapenems having cyclic thiourea moieties and their related compounds , 2006 .

[104]  N. Sinha,et al.  Synthesis of 1-[3-(4-benzotriazol-1/2-yl-3-fluoro-phenyl)-2-oxo-oxazolidin-5-ylmethyl]-3-substituted-thiourea derivatives as antituberculosis agents. , 2006, European journal of medicinal chemistry.

[105]  M. G. Nascimento,et al.  Synthesis, cytotoxicity, and DNA-topoisomerase inhibitory activity of new asymmetric ureas and thioureas. , 2006, Bioorganic & medicinal chemistry.

[106]  E. Monte,et al.  Thiourea, triazole and thiadiazine compounds and their metal complexes as antifungal agents. , 2005, Journal of inorganic biochemistry.

[107]  T. Jeong,et al.  Metabolism of 1-(3-[3-(4-cyanobenzyl)-3H-imidazol-4-yl]-propyl)-3-(6-methoxypyridin-3-yl)-1-(2-trifluoromethylbenzyl)thiourea (YH3945), a novel anti-cancer drug, in rats using the 14C-labeled compound. , 2004, Rapid communications in mass spectrometry : RCM.

[108]  F. Uckun,et al.  Effect of stereochemistry on the anti-HIV activity of chiral thiourea compounds. , 2004, Bioorganic & medicinal chemistry.

[109]  Jeewoo Lee,et al.  Analysis of structure-activity relationships for the 'B-region' of N-(3-acyloxy-2-benzylpropyl)-N(')-[4-(methylsulfonylamino)benzyl]thiourea analogues as vanilloid receptor antagonists: discovery of an N-hydroxythiourea analogue with potent analgesic activity. , 2004, Bioorganic & medicinal chemistry letters.

[110]  B. Poojary,et al.  Synthesis characterization and anticancer activity studies on some Mannich bases derived from 1,2,4-triazoles. , 2003, European journal of medicinal chemistry.

[111]  P. Yogeeswari,et al.  Anticonvulsant and neurotoxicity evaluation of some 6-chlorobenzothiazolyl-2-thiosemicarbazones. , 2002, European journal of medicinal chemistry.

[112]  R. Lakhan,et al.  Synthesis and antimicrobial activity of 1-aryl-2-amino-3-(4-arylthiazol-2-yl)/(benzothiazol-2-yl)guanidines. , 2000, Farmaco.

[113]  N. Janarthanan,et al.  Antifungal activity of 1,3-disubstituted symmetrical and unsymmetrical thioureas , 1998 .

[114]  P. Benfield,et al.  Riluzole. A review of its pharmacodynamic and pharmacokinetic properties and therapeutic potential in amyotrophic lateral sclerosis. , 1996, Drugs.

[115]  P. Srivastava,et al.  Synthesis of 1-aryl-2-mercapto-4-aryl-1,6-dihydro-1,3,5-triazine-6-thione and their latentiation products as antithyroidal agent , 1995 .

[116]  M. Plempel,et al.  An antiviral agent , 1982 .

[117]  P. N. Bhargava,et al.  Benzothiazolyl Guanidines as Antibacterials , 1970 .

[118]  H. Singh,et al.  Synthesis of some new N-o-tolyl-N'-2-(substituted) benzothiazolylguanidines. , 1969, Journal of medicinal chemistry.

[119]  R. Lakhan,et al.  Synthesis of Benzothiazolylguanidines as Antituberculars and Antibacterials , 1968 .

[120]  Shiqing Han,et al.  Progress in Synthesis of 2-Substituted Benzothiazole Compounds , 2021, Chinese Journal of Organic Chemistry.

[121]  E. Rathi,et al.  A review on anticancer potentials of benzothiazole derivatives. , 2019, Mini reviews in medicinal chemistry.

[122]  V. Sutoris.  Benzothiazole compounds. III. Synthesis and biological activity of substituted AT-(2-benzothiazolyl)ureas and benzothiazolyldihydrouracils , 2013 .

[123]  T. Dadmal,et al.  Synthesis and cytotoxic evaluation of thiourea and N-bis-benzothiazole derivatives: a novel class of cytotoxic agents. , 2012, Bioorganic & medicinal chemistry letters.

[124]  P. Perumal,et al.  SCREENING OF ANTICANCER ACTIVITY IN NEWLY SYNTHESIZED BENZOTHIAZOLE DERIVATIVES , 2011 .

[125]  R. Kant,et al.  Synthesis of some biologically important 2-thiobarbituric acidderivatives incorporating benzothiazole moiety , 2010 .

[126]  P. Sharma,et al.  RECENT ADVANCES IN PHARMACOLOGICAL ACTIVITY OF BENZOTHIAZOLE DERIVATIVES , 2010 .

[127]  P. Sharma,et al.  Synthesis and structural studies of novel benzothiazole derivative and evaluation of their antimicrobial activity , 2010 .

[128]  P. Roepe,et al.  Synthesis and antimalarial activity of new 4-amino-7-chloroquinolyl amides, sulfonamides, ureas and thioureas. , 2009, Bioorganic & medicinal chemistry.

[129]  N. Siddiqui,et al.  Anticonvulsant and Toxicity Evaluation of Newly Synthesized 1-[2-(3,4-disubstituted phenyl) -3-chloro-4-oxoazetidin-1-yl]-3-(6-substituted -1,3-benzothiazol-2-yl)ureas , 2009 .

[130]  J. Krystal,et al.  Riluzole in the Treatment of Mood and Anxiety Disorders , 2008, CNS drugs.

[131]  N. Siddiqui,et al.  Benzothiazoles: A new profile of biological activities , 2007 .

[132]  P. Yogeeswari,et al.  Anticonvulsant and neurotoxicity evaluation of some 6-substituted benzothiazolyl-2-thiosemicarbazones. , 2005, Farmaco.

[133]  Jeffrey B. Haborne.  Chemie der pflanzenschutz- und schädlingsbekämpfungsmittel: , 1982 .