Professional Documents
Culture Documents
Review On Chemical-Biological Applications of Thiazole Derivatives - 14!03!2020!04!58 - 10 - Am
Review On Chemical-Biological Applications of Thiazole Derivatives - 14!03!2020!04!58 - 10 - Am
Nagham Mahmood Aljamali1, Manar Ghyath Abd‑Almutalib Almosawy2, Ahmed Adnan Abdul Hussein3,
Nour Alhuda Abdul Abbas Bahar4, Rajaa Abdul Ameer Ghafil5 & Noorhan Ali Hamza6
1
Department of Chemistry, Synthetic Chemistry Field, Iraq
2
Lecturer in Chemistry, Imam Jafar Al-Sadiq University, Najaf, Iraq.
3
M.Sc, College of Health and Medical techniques-Kufa, University of Alfurat Al-Awsat Techniques, Iraq.
4
M.Sc, Assistant. Lecturer, Third Teacher in Education Ministry, Iraq.
5
Department of Chemistry, College of Education for Girls, Kufa University, Iraq.
6
Assistant. Lecturer, Alsafwa University, College, Iraq.
ABSTRACT
This review showed many chemical methods for preparation, reactions, applications, uses of thiazole derivatives
in many fields like in: coordination chemistry, analytical reagents, biological field like in antibacterial agents, antifungal
agents, in a medicinal chemistry or in pharmaceutical chemistry like as a drug. The review covers possible chemical and
medical applications of thiazoles derivatives.
INTRODUCTION
(1-3)
Thiazole Derivatives are planar and aromatic (pi-electron delocalization and greater aromaticity than ox
azoles:
Synthetic drugs belonging to the thiazolecore involve the antimicrobial agents like sulfathiazole, penicillin,
antineoplastic agents Bleomycin, Tiazofurin, anti-HIV drug, antiulcer agent. Additionally, extensively applied thiazole
(4-9)
derivatives are the non-steroidal drug and anti-inflammatory drug Meloxicam. Thiazole derivatives have exhibited
(10-16)
encouraging anti-fungal activity, microbial activity , with marine ancestries reveal antitumor besides to antiviral
(17-29) (30-38)
activities , many other applications .
Website: www.scientificforefront.org
10 Nagham Mahmood Aljamali, Manar Ghyath Abd‑Almutalib Almosawy, Ahmed Adnan
Abdul Hussein, NourAlhuda Abdul Abbas Bahar & Rajaa Abdul Ameer Ghafil
1- Synthesis of Thiazole derivatives through Ring closure with reflux and Lawesson reagent
2- Preparation of Thiazole Derivative Via Thione Group: by reaction between thione group from thio-compound
with any carbonyl group of alkoyl halide
3- Preparation of Thiazole Derivative Via Condensation with Thiourea: by condensation reaction to yield cycles
of thiazole derivatives in Temperature more than (75 C°)
4- Preparation of Thiazole Derivatives via Isothiocyanate compounds: Isothiocyanate compounds Cyclize with
Amine-thiol Compounds by condensation reaction at more than (75 C°).
Website: www.scientificforefront.org
Review on chemical-Biological Applications of Thiazole Derivatives 11
5- Preparation of Thiazole Derivatives via Cyclization: Cyclization of Amine compounds with thiol Compounds
by condensation reaction at more than (75 C°) with carboxyl halides.
6- Preparation of Thiazole Derivatives Via Thiocyanate Compounds :By reaction with thio cyanate at room
temperature
APPLICATIONS OF THIAZOLE
In Coordination Chemistry as a Ligand Sandor Complexes
Several studies described the synthesis of thiazole derivatives (39-42) involve donated atoms like (Nitrogen, Sulfur)
in their structures that participate as ligands in the coordination chemistry field (43-50).
Website: www.scientificforefront.org
12 Nagham Mahmood Aljamali, Manar Ghyath Abd‑Almutalib Almosawy, Ahmed Adnan
Abdul Hussein, NourAlhuda Abdul Abbas Bahar & Rajaa Abdul Ameer Ghafil
One of the proficient and regularly applied directions of search for different active derivatives is centered on the
source of privileged structures annealing in the abbreviated systems (51-55). This method includes a combination of different
heterocyclic pharma-cores in one bio-compound besides to it can be successfully explained through thiazoles derivatives
(56-64)
.
Thiazole moiety-including compounds linked with imine groups or azogroups (65-73) established wide application in drug for
the treatment of HIV infections.
Website: www.scientificforefront.org
Review on chemical-Biological Applications of Thiazole Derivatives 13
The thiazole derivatives have an important component impact of the pharma-cores of a great number of
pharmaceutical significance bio-compounds and the estimation of their biotic action, like antibacterial, anti-tubercular,
anti-fungal, besides to medical applications (83-94), is desirable, like anti-inflammatory activities.
Formerly, in vitro antitumor evaluation literatures of altered (thiazole derivatives) exhibited their potent with
selective nanomolar inhibitory activity(95-100)contrary, to a large range of human cancerous cell lines like breast, leukemia,
colon, lung, CNS, melanoma, ovarian, besides(101-107) to prostate cell lines.
Human malaria transpires via transmission of Plasmodium sporozoites (109-115) through a taster from an infected
anopheles mosquito. In scientific studies, two chemical compounds were prepared and screened against Malaria (116-120).
Website: www.scientificforefront.org
14 Nagham Mahmood Aljamali, Manar Ghyath Abd‑Almutalib Almosawy, Ahmed Adnan
Abdul Hussein, NourAlhuda Abdul Abbas Bahar & Rajaa Abdul Ameer Ghafil
CONCLUSIONS
According to all the above, the directed search for thiazole derivatives is justified besides to promising direction
in the pharmaceutical chemistry because it acts the core in many bio-molecules and many drugs.
REFERENCES
1. Lesyk R.B., Zimenkovsky B.S. 4-Thiazolidones: Centenarian history, current status and perspectives for modern organic and
medicinal chemistry. Curr. Org. Chem. 2004;8:1547–1577. doi: 10.2174/1385272043369773. [CrossRef] [Google Scholar]
2. Verma A., Saraf S.K. 4-Thiazolidinone—A biologically active scaffold. Eur. J. Med. Chem. 2008;43:897–905. doi:
10.1016/j.ejmech.2007.07.017. [PubMed] [CrossRef] [Google Scholar]
3. Lesyk R.B., Zimenkovsky B.S., Kaminskyy D.V., Kryshchyshyn A.P., Havrylyuk D.Y., Atamanyuk D.V., Subtel’na I.Y., Khylyuk
D.V. Thiazolidinone motif in anticancer drug discovery. Experience of DH LNMU medicinal chemistry scientific
group. Biopolym.Cell. 2011;27:107–117. doi: 10.7124/bc.000089. [CrossRef] [Google Scholar]
4. Tripathi A.C., Gupta S.J., Fatima G.N., Sonar P.K., Verma A., Saraf S.K. 4-Thiazolidinones: The advances continue… Eur. J.
Med. Chem. 2014;72:52–77. doi: 10.1016/j.ejmech.2013.11.017. [PubMed] [CrossRef] [Google Scholar]
5. Reginato M.J., Bailey S.T., Krakow S.L., Minami C., Ishii S., Tanaka H., Lazar M.A.A potent antidiabetic thiazolidinedione
with unique peroxisome proliferator-activated receptor gamma activating properties. J. Biol. Chem. 1998;273:32679–32684.
doi: 10.1074/jbc.273.49.32679. [PubMed] [CrossRef] [Google Scholar]
6. Nagham Mahmood Aljamali.; Intisar O A. "Synthesis of Sulfur Heterocyclic Compounds and Study of Expected Biological
Activity",Research J. Pharm. and Tech., 2015, 8,9 ,1225-1242 , DOI: 10.5958/0974-360X.2015.00224.3.
7. Charlier C., Mishaux C. Dual inhibition of cyclooxygenase-2 (COX-2) and 5-lipoxygenase (5-LOX) as a new strategy to
provide safer non-steroidal anti-inflammatory drugs. Eur. J. Med. Chem. 2003;38:645–659. doi: 10.1016/S0223-
5234(03)00115-6. [PubMed] [CrossRef] [Google Scholar]
8. Palla R., Distratis C., Cominotto R., Panichi V., Pozzetti G., Bionda A., Neri M., Frattarelli L. Renal Effects of Etozolin in
Man. In: Andreucci V.E., Dal Canton A., editors. Diuretics: Basic, Pharmacological, and Clinical Aspects. Developments in
Nephrology. Volume 18. Springer; Boston, MA, USA: 1987. pp. 553–555. [Google Scholar]
9. Löscher W., von Hodenberg A., Nolting B., Fassbender C.-P., Taylor C. Ralitoline: A reevaluation of anticonvulsant profile
and determination of “active” plasma concentrations in comparison with prototype antiepileptic drugs in
mice. Epilepsia. 1991;32:560–568. doi: 10.1111/j.1528-1157.1991.tb04693.x. [PubMed] [CrossRef] [Google Scholar]
11. Baell J.B. Feeling nature’s PAINS: Natural products, natural product drugs, and pan assay interference compounds
(PAINS) J. Nat. Prod. 2016;79:616–628. doi: 10.1021/acs.jnatprod.5b00947. [PubMed] [CrossRef] [Google Scholar]
12. Aldrich C., Bertozzi C., Georg G.I., Kiessling L., Lindsley C., Liotta D., Merz K.M., Jr., Schepartz A., Wang S. The ecstasy and
agony of assay interference compounds. ACS Cent. Sci. 2017;3:143–147. doi: 10.1021/acscentsci.7b00069. [PMC free
article] [PubMed] [CrossRef] [Google Scholar]
13. Kaminskyy D., Kryshchyshyn A., Lesyk R.Recent developments with rhodanine as a scaffold for drug discovery. Expert
Opin.Drug Discov. 2017;12:1233–1252. doi: 10.1080/17460441.2017.1388370. [PubMed] [CrossRef] [Google Scholar]
14. Kaminskyy D., Kryshchyshyn A., Lesyk R. 5-Ene-4-thiazolidinones—An efficient tool in medicinal chemistry. Eur. J. Med.
Chem. 2017;140:542–594. doi: 10.1016/j.ejmech.2017.09.031. [PubMed] [CrossRef] [Google Scholar]
Website: www.scientificforefront.org
Review on chemical-Biological Applications of Thiazole Derivatives 15
15. Lesyk R., Zimenkovsky B., Atamanyuk D., Jensen F., Kiec-Kononowicz K., Gzella A. Anticancer thiopyrano[2,3-d][1,3]thiazol-
2-ones with norbornane moiety. Synthesis, cytotoxicity, physico-chemical properties, and computational studies. Bioorg. Med.
Chem. 2006;14:5230–5240. doi: 10.1016/j.bmc.2006.03.053. [PubMed] [CrossRef] [Google Scholar]
16. Afaq Jaber Kadhium , Ahmed Adnan Abdul Hussein , Nagham Mahmood Aljamali ,Ahmed A A H , Afaq J K. (2020)., Invention
of Imidazole &Thiazole-Sulfazane Ligands (Synthesis, Spectral Investigation, Microbial Behavior) for The First Time., Int. J.
Pharm. Res., Vol. 12 .
17. Atamanyuk D., Zimenkovsky B., Atamanyuk V., Nektegayev I., Lesyk R. Synthesis and biological activity of new
thiopyrano[2,3-d]thiazoles containing a naphthoquinone moiety. Sci. Pharm. 2013;81:423–436. doi: 10.3797/scipharm.1301-
13. [PMC free article] [PubMed] [CrossRef] [Google Scholar]
18. Komarista I.D. Ph.D. Thesis. Sechenov First State Medical Institute; Moscow, Russia: 1989. Synthesis, Transformations and
Biological Activity of Some Azolidones and Their Condensed Derivatives. [Google Scholar]
19. MiadMohamd, Nagham Mahmood Aljamali ,Nadheema Abed Abbas.,"Preparation, Spectral Investigation, Thermal Analysis,
Biochemical Studying of New (Oxadiazole - Five Membered Ring)-Ligands".,Journal of Global Pharmacy Technology, 2018;
10, 1, 20-29.
20. MiadMohamd, Nagham Mahmood Aljamali , WassanAlaShubber ,Nagham M A., Sabreen Ali Abdalrahman .," New
Azomethine- Azo Heterocyclic Ligands Via Cyclization of Ester"., Research J. Pharm. and Tech. 11, 6 , 2018 .
21. NaghamMahmoodAljamali., "The Various Preparation Methods in Synthetic Chemistry".,1Edt. ,Evincepub Publishing house,
2019., ISBN :978-93-88277-82-2.
22. NaghamMahmoodAljamali. 2016. "Synthesis and Biological Study of Hetero (Atoms and Cycles) Compounds", Der
PharmaChemica, 8,6, 40-48.
23. Grishchuk A.P., Komaritsa I.D., Baranov S.N. 4-Thionazolidones, derivatives and analogs. Chem. Heterocycl.
Comp. 1966;2:541–543. doi: 10.1007/BF00477515. [CrossRef] [Google Scholar]
24. Ala JK, Jalal Hasan Mohammed, NaghamMahmoodAljamali., Thiazole Amide Derivatives (Synthesis, Spectral Investigation,
Chemical Properties, Antifungal Assay)., NeuroQuantology , 2020, 18, 1 ,Page 16-25 ., doi: 10.14704/nq.2020.18.1.NQ20102
26. Zelisko N., Atamanyuk D., Vasylenko O., Bryhas A., Matiychuk V., Gzella A., Lesyk R. Crotonic, cynnamic and propiolic acids
motifs in the synthesis of thiopyrano[2,3-d][1,3]thiazoles via hetero-Diels-Alder reaction and related tandem
processes. Tetrahedron. 2014;70:720–729. doi: 10.1016/j.tet.2013.11.083. [CrossRef] [Google Scholar]
27. Lozynskyi A., Zimenkovsky B., Lesyk R. Synthesis and Anticancer Activity of New Thiopyrano[2,3-d]thiazoles Based on
Cinnamic Acid Amides. Sci. Pharm. 2014;82:723–733. doi: 10.3797/scipharm.1408-05. [PMC free article] [PubMed]
[CrossRef] [Google Scholar]
28. Lozynskyi A., Zasidko V., Atamanyuk D., Kaminskyy D., Derkach H., Karpenko O., Ogurtsov V., Kutsyk R., Lesyk R. Synthesis,
antioxidant and antimicrobial activities of novel thiopyrano[2,3-d]thiazoles based on aroylacrylic acids. Mol.
Divers. 2017;21:427–436. doi: 10.1007/s11030-017-9737-8. [PubMed] [CrossRef] [Google Scholar]
29. Lozynskyi A., Zimenkovsky B., Nektegayev I., Lesyk R. Arylidene pyruvic acids motif in the synthesis of new thiopyrano[2,3-
d]thiazoles as potential biologically active compounds. Heterocycl.Commun. 2015;21:55–59. doi: 10.1515/hc-2014-
0204. [CrossRef] [Google Scholar]
Website: www.scientificforefront.org
16 Nagham Mahmood Aljamali, Manar Ghyath Abd‑Almutalib Almosawy, Ahmed Adnan
Abdul Hussein, NourAlhuda Abdul Abbas Bahar & Rajaa Abdul Ameer Ghafil
30. Aseel Mahmood Jawad, Nagham Mahmood Aljamali ,Aseel M J., Innovation, Preparation of Cephalexin Drug Derivatives and
Studying of (Toxicity & Resistance of Infection)., International Journal of Psychosocial Rehabilitation, Vol. 24, Issue 04, 2020
, P. 3754-3767.
31. Nagham Mahmood Aljamali, Aseel Mahmood Jawad, Aseel Fadhil K, Nour Alhuda Abdul Abbas Bahar,Nour A AA. (2019).
Review in Chemical Structures of Common Compounds. International Journal of Chemical Synthesis and Chemical
Reactions.; 5 (1) 1–15p.
32. Nagham Mahmood Aljamali., 2015. Synthesis and Chemical Identification of Macro Compounds of (Thiazol and
Imidazol)".,Research J. Pharm. and Tech, 8,1, 78-84., DOI : 10.5958/0974-360X.2015.00016.5
33. Zelisko N., Karpenko O., Muzychenko V., Gzella A., Grellier P., Lesyk R. trans-Aconitic acid-based hetero-Diels-Alder
reaction in the synthesis of thiopyrano[2,3-d][1,3]thiazole derivatives. Tetrahedron Lett. 2017;58:1751–1754. doi:
10.1016/j.tetlet.2017.03.062. [CrossRef] [Google Scholar]
34. Zelisko N.I., Finiuk N.S., Shvets V.M., Medvid Y.O., Stoika R.S., Lesyk R.B. Screening of spiro-substituted thiopyrano[2,3-
d]thiazoles for their cytotoxic action on tumor cells. Biopolym.Cell. 2017;33:282–290. doi:
10.7124/bc.00095A. [CrossRef] [Google Scholar]
35. MiadMohmed ,Nagham Mahmood Aljamali ,Sabreen Ali Abdalrahman ,Nagham M A., ,Wassan Ala Shubber ., "Formation of
Oxadiazole Derivatives Ligands from Condensation and Imination Reaction with References To Spectral Investigation,
Thermal and Microbial Assay" ., Biochem. Cell. Arch., 2018 ,18, 1, pp. 847-853.
36. Polovkovych S.V., Karkhut A.I., Marintsova N.G., Lesyk R.B., Zimenkovsky B.S., Novikov V.P. Synthesis of New Schiff Bases
and Polycyclic Fused Thiopyranothiazoles Containing 4,6-Dichloro-1,3,5-Triazine Moiety. J. Heterocycl.
Chem. 2013;50:1419–1424. doi: 10.1002/jhet.890. [CrossRef] [Google Scholar]
37. Metwally N.H. A convenient synthesis of some new 5-substituted-4-thioxo-thiazolidines and fused thiopyrano[2,3-d]thiazole
derivatives. Phosphorus Sulfur Silicon Relat. Elem. 2008;183:2073–2085. doi:
10.1080/10426500701849105. [CrossRef] [Google Scholar]
38. Nagham Mahmood Aljamali, Rasha Neama H, Aafaq Jaber Alnajem, Ali Jassim Alzuhairi , Afaq Jaber Kadhium., Studying of
(Chemical ,Physical ,Biological)–Applications of Oxo- Sulfur Derivatives., Journal of Natural Sciences Research., 6, 7, 2016.
39. Ead H.A., Abdallah S.O., Kassab N.A., Metwalli N.H., Saleh Y.E. 5-(Ethoxymethylene)thiazolidine-2,4-dione derivatives:
Reactions and biological activities. Arch. Pharm. 1987;320:1227–1232. doi: 10.1002/ardp.198700038. [PubMed]
[CrossRef] [Google Scholar]
40. Atamanyuk D., Zimenkovsky B., Atamanyuk V., Lesyk R. 5-Ethoxymethylidene-4-thioxo-2-thiazolidinone as Versatile Building
Block for Novel Biorelevant Small Molecules with Thiopyrano[2,3-d][1,3]thiazole Core. Synth.Commun. 2014;44:237–244.
doi: 10.1080/00397911.2013.800552. [CrossRef] [Google Scholar]
41. Kaminskyy D., Vasylenko O., Atamanyuk D., Gzella A., Lesyk R. Isorhodanine and thiorhodanine motifs in the synthesis of
fused thiopyrano[2,3-d][1,3]thiazoles. Synlett. 2011;10:1385–1388. doi: 10.1055/s-0030-1260765. [CrossRef] [Google
Scholar]
42. Nagham Mahmood Aljamali. "Reactions and Mechanisms".,1 Edt., IJMRA Publication ,2018 .,ISBN : 978- 93-87176-25-6 .
43. Mustafa T M, Nawfel M B M, Nawfel Muhammed Baqer Muhsin, Mustafa T. Mohammed Alhashimi.,NeuroQuantology
,2019.,17 (11), 11-16., 10.14704/nq.2019. 17.11.NQ19108.
44. Nagham Mahmood Aljamali .,"(Synthesis ,Investigation ,Chromatography ,Thermal)-Behavior of (Five ,Seven)- Membered
Ring with Azo and Anil Compounds".,Pak. J. Biotechnol. Vol. 15 ,1, 219-239 , (2018) .
Website: www.scientificforefront.org
Review on chemical-Biological Applications of Thiazole Derivatives 17
45. Metwally N.H. Synthesis of some new fused thiopyrano[2,3-d]thiazoles and their derivatives. J. Sulfur Chem. 2007;28:275–
284. doi: 10.1080/17415990701299468. [CrossRef] [Google Scholar]
46. Zelisko N., Atamanyuk D., Ostapiuk Y., Bryhas A., Matiychuk V., Gzella A., Lesyk R. Synthesis of fused thiopyrano[2,3-
d][1,3]thiazoles via hetero-Diels–Alder reaction related tandem and domino processes. Tetrahedron. 2015;71:9501–9508.
doi: 10.1016/j.tet.2015.10.019. [CrossRef] [Google Scholar]
47. Zelisko N.I., Demchuk I.L., Lesyk R.B. New thiopyrano[2,3-d]thiazoles as potential antiviral agents. Ukr.Biochem.
J. 2016;88:105–112. doi: 10.15407/ubj88.si01.105. [CrossRef] [Google Scholar]
48. Zelisko N., Atamanyuk D., Vasylenko O., Grellier P., Lesyk R. Synthesis and antitrypanosomal activity of new 6,6,7-
trisubstituted thiopyrano[2,3-d][1,3]thiazoles. Bioorg. Med. Chem. Lett. 2012;22:7071–7074. doi:
10.1016/j.bmcl.2012.09.091. [PubMed] [CrossRef] [Google Scholar]
49. Kowiel M., Zelisko N., Atamanyuk D., Lesyk R., Gzella A.K. 2-[7-(3,5-Dibromo-2-hydroxyphenyl)-6-ethoxycarbonyl-2-oxo-
5H-2,3,6,7-tetrahydrothiopyrano[2,3-d][1,3]thiazol-6-yl]acetic acid ethanol monosolvate. ActaCrystalogr.
E. 2012;E68:o2721–o2722. doi: 10.1107/S1600536812035325. [PMC free article] [PubMed] [CrossRef] [Google Scholar]
50. Lozynskyi A., Zimenkovsky B., Gzella A.K., Lesyk R. Arylidene pyruvic acids motif in the synthesis of new 2H,5H-
chromeno[4′,3′:4,5]thiopyrano[2,3-d]thiazoles via tandem hetero-Diels-Alder-hemiacetal
reaction. Synth.Commun. 2015;45:2266–2270. doi: 10.1080/00397911.2015.1076004. [CrossRef] [Google Scholar]
51. Lozynskyi A., Matiychuk V., Karpenko O., Gzella A.K., Lesyk R. Tandem hetero-Diels–Alder-hemiacetal reaction in the
synthesis of new chromeno[4′,3′:4,5]thiopyrano[2,3-d]thiazoles. Heterocycl.Commun. 2017;23:1–5. doi: 10.1515/hc-2016-
0176. [CrossRef] [Google Scholar]
52. Nagham Mahmood Aljamali, (2015). Review in Azo Compounds and its Biological Activity. Biochem Anal Biochem ,4, 169.,
doi:10.4172/2161-1009.1000169
53. Matiychuk V., Lesyk R., Obushak M., Gzella A., Atamanyuk D., Ostapiuk Y., Kryshchyshyn A. A new domino-Knoevenagel-
hetero-Diels-Alder reaction. Tetrahedron Lett. 2008;49:4648–4651. doi: 10.1016/j.tetlet.2008.05.062. [CrossRef] [Google
Scholar]
54. Nagham Mahmood Aljamali .,"The Various Preparation Methods in Synthetic Chemistry".,1 Edt. ,Evincepub Publishing
house, 2019., ISBN:978-93-88277-82-2 .
55. Kryshchyshyn A., Atamanyuk D., Lesyk R. Fused thiopyrano[2,3-d]thiazole derivatives as potential anticancer agents. Sci.
Pharm. 2012;80:509–529. doi: 10.3797/scipharm.1204-02. [PMC free article] [PubMed] [CrossRef] [Google Scholar]
56. Kryshchyshyn A., Zimenkovsky B., Lesyk R. Synthesis and anticancer activity of isothiochromeno[3,4-d]thiazole
derivatives. Ann. Univ. Mariae Curie Sklodowska DDD Pharm. 2008;21:247–251. doi: 10.2478/v10080-008-0044-
7. [CrossRef] [Google Scholar]
57. Bryhas A.O., Horak Y.I., Ostapiuk Y.I., Obushak M.D., Matiychuk V.S. A new three-step domino Knoevenagel–hetero-Diels–
Alder oxidation reaction. Tetrahedron Lett. 2011;52:2324–2326. doi: 10.1016/j.tetlet.2011.02.081. [CrossRef] [Google
Scholar]
58. Zelisko N.I. Ph.D. Thesis. DanyloHalytskyLviv National Medical University; Lviv, Ukraine: 2012. Synthesis, Transformation
and Biological Activity of Thiopyrano[2,3-d]thiazole-Carboxylic Acids. [Google Scholar]
59. Biswas S., Jennens L., Field H.J. The helicase primase inhibitor, BAY 57-1293 shows potent therapeutic antiviral activity
superior to famciclovir in BALB/c mice infected with herpes simplex virus type 1. Antivir. Res. 2007;75:30–35. doi:
10.1016/j.antiviral.2006.11.006. [PubMed] [CrossRef] [Google Scholar]
Website: www.scientificforefront.org
18 Nagham Mahmood Aljamali, Manar Ghyath Abd‑Almutalib Almosawy, Ahmed Adnan
Abdul Hussein, NourAlhuda Abdul Abbas Bahar & Rajaa Abdul Ameer Ghafil
60. Muayad Baqer Mohammed Alfahham., Forefront Journal of Humanities & Social Science, 2020 ,2, 1 ,p: 9- 18 .
61. Kryshchyshyn A.P., Atamanyuk D.V., Kaminskyy D.V., Grellier P., Lesyk R.B. Investigation of anticancer and anti-parasitic
activity of thiopyrano[2,3-d]thiazoles bearing norbornane moiety. Biopolym.Cell. 2017;33:183–205. doi:
10.7124/bc.00094F. [CrossRef] [Google Scholar]
62. Kryshchyshyn A., Kaminskyy D., Grellier P., Lesyk R. Trends in research of antitrypanosomal agents among synthetic
heterocycles. Eur. J. Med. Chem. 2014;85:51–64. doi: 10.1016/j.ejmech.2014.07.092. [PubMed] [CrossRef] [Google
Scholar].
63. Heidrchfft ,Noorhan Ali Hamza, Nour Alhuda Abdul Abbas Bahar ,Nagham Mahmood Aljamali., 2019 . Nitrophenyl
Hydrazine Derivatives (Formation, Characterization, Physical and Polarized Optical Behavior).,Jour of Adv Research in
Dynamical & Control Systems, Vol. 11, No. 5, 206-213 .
64. P. Samadhiya, R. Sharma, S. K. Srivastava, and S. D. Srivastava, “Synthesis of 2-oxoazetidine derivatives of 2-aminothiazole
and their biological activity,” Journal of the Serbian Chemical Society, vol. 77, no. 5, pp. 599–605, 2012.View at: Publisher
Site | Google Scholar
66. S. K. Srivastava, R. Yadav, and S. D. Srivastava, “Synthesis and biological activity of 4-oxothiazolidines and their 5-
arylidenes,” Indian Journal of Chemistry, vol. 43B, no. 2, pp. 399–405, 2004.View at: Google Scholar
67. S. Ghaemmaghami, B. C. H. May, A. R. Renslo, and S. B. Prusiner, “Discovery of 2-aminothiazoles as potent antiprion
compounds,” Journal of Virology, vol. 84, no. 7, pp. 3408–3412, 2010.View at: Publisher Site | Google Scholar
68. H. L. Siddiqui, M. Zia-Ur-Rehman, N. Ahmad, G. W. Weaver, and P. D. Lucas, “Synthesis and antibacterial activity of bis[2-
amino-4-phenyl-5-thiazolyl] disulfides,” Chemical and Pharmaceutical Bulletin, vol. 55, no. 7, pp. 1014–1017, 2007.View
at: Publisher Site | Google Scholar
69. E. A. Kesicki, M. A. Bailey, Y. Ovechkina et al., “Synthesis and evaluation of the 2-aminothiazoles as anti-tubercular
agents,” PLOS ONE, vol. 11, no. 5, 2016.View at: Publisher Site | Google Scholar
70. P. Lin, R. Hou, H. Wang, I. Kang, and L. Chen, “Efficient Synthesis of 2-Aminothiazoles and Fanetizole in Liquid PEG-400 at
Ambient Conditions,” Journal of the Chinese Chemical Society, vol. 56, no. 3, pp. 455–458, 2009.View at: Publisher
Site | Google Scholar
71. M. J. Gorczynski, R. M. Leal, S. L. Mooberry, J. H. Bushweller, and M. L. Brown, “Synthesis and evaluation of substituted 4-
aryloxy- and 4-arylsulfanyl- phenyl-2-aminothiazoles as inhibitors of human breast cancer cell proliferation,” Bioorganic and
Medicinal Chemistry, vol. 12, no. 5, pp. 1029–1036, 2004.View at: Publisher Site | Google Scholar
72. R. N. Misra, H.-Y. Xiao, D. K. Williams et al., “Synthesis and biological activity of N-aryl-2-aminothiazoles: potent pan
inhibitors of cyclin-dependent kinases,” Bioorganic and Medicinal Chemistry Letters, vol. 14, no. 11, pp. 2973–2977,
2004.View at: Publisher Site | Google Scholar
73. H. I. El-Subbagh, A. H. Abadi, and J. Lehmann, “Synthesis and Antitumor Activity of Ethyl 2-Substituted-aminothiazole-4-
carboxylate Analogs,” Archiv der Pharmazie, vol. 332, no. 4, pp. 137–142, 1999.View at: Publisher Site | Google Scholar
74. Kayagil and S. Demirayak, “Synthesis and anticancer activities of some thiazole derivatives,” Phosphorus, Sulfur and Silicon
and the Related Elements, vol.184, no.9, pp. 2197–2207,2009.View at: Publisher Site | Google Scholar
75. Priyanka, K. S. Neeraj, and K. J. Keshari, “Benzothiazole: the molecule of diverse biological activities,” International Journal
Website: www.scientificforefront.org
Review on chemical-Biological Applications of Thiazole Derivatives 19
76. H. P. Singh, C. S. Sharma, and C. P. Gautam, “Synthesis and pharmacological screening of some novel 2-arylhydrazino and
2-aryloxy-pyrimido [2,1-b] benzothiazole derivatives,” American-Eurasian Journal of Scientific Research, vol. 4, no. 4, pp.
222–228, 2009.View at: Google Scholar
77. H. Kaur, S. Kumar, I. Singh, K. K. Saxena, and A. Kumar, “Synthesis, characterization and biological activity of various
substituted benzothiazole derivatives,” Digest Journal of Nanomaterials&Biostructures, vol. 5, no. 1, pp. 67–76, 2010.View
at: Google Scholar
78. A.Chavan and N. R. Pai, “Synthesis and biological activity of N-substituted-3-chloro-2-azetidinones,” Molecules, vol. 12, no.
11, pp. 2467–2477, 2007.View at: Publisher Site | Google Scholar
79. S. Nadeem, R. Arpana, A. K. Suroor et al., “Synthesis and preliminary screening of benzothiazol-2-yl thiadiazole derivatives
for anticonvulsant activity,” ActaPharmaceutica, vol. 59, no. 4, pp. 441–451, 2009.View at: Publisher Site | Google Scholar
80. N. A. Masoudi, W. Pfleiderer, and C. Pannecouque, “Nitroimidazoles part 7. synthesis and anti-HIV activity of new 4-
nitroimidazole derivatives,” ZeitschriftfürNaturforschung B, vol. 67, no. 8, pp. 835–842, 2014.View at: Publisher Site | Google
Scholar
81. P. Gajdoš, P. Magdolen, P. Zahradník, and P. Foltínová, “New conjugated benzothiazole-N-oxides: synthesis and biological
activity,” Molecules, vol. 14, no. 12, pp. 5382–5388, 2009.View at: Publisher Site | Google Scholar
82. R. K. Gill, R. K. Rawal, and J. Bariwal, “Recent advances in the chemistry and biology of benzothiazoles,” Archiv der
Pharmazie, vol. 348, no. 3, pp. 155–178, 2015.View at: Publisher Site | Google Scholar
83. R. Paramashivappa, P. Phani Kumar, P. V. SubbaRao, and A. SrinivasaRao, Bioorg.Med. Chem. Lett, vol. 13, p. 657,
2003.View at: Publisher Site
84. D. Shashank, T. Vishawanth, M. Arif Pasha et al., “Synthesis of some substituted benzothiazolederivaties and its biological
activities,” International Journal of ChemTech Research, vol. 1, no. 4, pp. 1224–1231, 2009.View at: Google Scholar
85. C. Papadopoulou, A. Geronikaki, and D. Hadjipavlou-Litina, “Synthesis and biological evaluation of new
thiazolyl/benzothiazolyl-amides, derivatives of 4-phenyl-piperazine,” II Farmaco, vol. 60, no. 11-12, pp. 969–973, 2005.View
at: Publisher Site | Google Scholar
86. E. Theophil and H. Siegfried, The Chemistry of Heterocycles Structure: Reactions, Syntheses, and Applications, Wiley-VCH,
Verlag GmbH, and Co., Weinheim, Germany, 2nd edition, 2003.
87. B. S. Dawane, S. G. Konda, V. T. Kamble, S. A. Chavan, R. B. Bhosale, and B. M. Shaikh, “Multicomponent one-pot synthesis
of substituted hantzschthiazole derivatives under solvent free conditions,” E-Journal of Chemistry, vol. 6, no. 1, pp. S358–
S362, 2009.View at: Publisher Site | Google Scholar
88. D. Lednicer, L. A. Mitscher, and G. I. Georg, Organic Chemistry of Drug Synthesis, vol. 4, John Wiley & Sons, Inc., New
York, NY, USA, 1990.
89. K. S. Kim, S. D. Kimball, R. N. Misra, D. B. Rawlins et al., “Discovery of aminothiazole inhibitors of cyclin-dependent kinase
2: synthesis, X-ray crystallographic analysis, and biological activities,” J. Med. Chem, vol. 45, no. 18, pp. 3905–3927,
2002.View at: Publisher Site | Google Scholar
90. O. Annen, R. Egli, R. Hasler, B. Henzi, H. Jakob, and P. Matzinger, “Replacement of disperse anthraquinonedyeS,” Review of
Progress in Coloration and Related Topics, vol. 17, no. 1, pp. 72–85, 1987.View at: Publisher Site | Google Scholar
91. L. Shuttleworth and M. A. Weaver, The Chemistry and Application of Dyes, Plenum Press, New York, NY, USA, 1990.
Website: www.scientificforefront.org
20 Nagham Mahmood Aljamali, Manar Ghyath Abd‑Almutalib Almosawy, Ahmed Adnan
Abdul Hussein, NourAlhuda Abdul Abbas Bahar & Rajaa Abdul Ameer Ghafil
92. M. J. Frisch, G. W. Trucks, H. B. Schlegel et al., Gaussian, Inc., Wallingford CT, 2016.
93. P. Geerlings, F. de Proft, and W. Langenaeker, “Conceptual density functional theory,” Chemical Reviews, vol. 103, no. 5,
pp. 1793–1874, 2003.View at: Publisher Site | Google Scholar
94. Foresman J. B. and A. Frisch, Exploring chemistry with electronic structure methods, Gaussian, Inc., Wallingford, CT, USA,
3rd edition, 2015.
95. Fleming, Frontier Orbitals and Organic Chemical Reactions, John Wiley and Sons, New York, NY, USA, 1976.
96. L. R. Domingo, E. Chamorro, and P. Pérez, “Understanding the reactivity of captodativeethylenes in polar cycloaddition
reactions. A theoretical study,” Journal of Organic Chemistry, vol. 73, no. 12, pp. 4615–4624, 2008.View at: Publisher
Site | Google Scholar
97. L. R. Domingo, M. Ríos-Gutiérrez, and P. Pérez, “Applications of the conceptual density functional theory indices to organic
chemistry reactivity,” Molecules, vol. 21, no. 6, article no. 748, 2016.View at: Publisher Site | Google Scholar
98. L. R. Domingo, “A new C-C bond formation model based on the quantum chemical topology of electron density,” RSC
Advances, vol. 4, no. 61, pp. 32415–32428, 2014.View at: Publisher Site | Google Scholar
99. L. R. Domingo, “Molecular electron density theory: a modern view of reactivity in organic chemistry,” Molecules, vol. 21, no.
10, article no. 1319, 2016.View at: Publisher Site | Google Scholar
100. F. Zielinski, V. Tognetti, and L. Joubert, “Condensed descriptors for reactivity: a methodological study,” Chemical Physics
Letters, vol. 527, pp. 67–72, 2012.View at: Publisher Site | Google Scholar
101. JS. Murray and K. Sen, Molecular Electrostatic Potentials, Concepts and Applications, Elsevier, Amsterdam, Netherlands,
1996.
102. P. Politzer and J. S. Murray, “The fundamental nature and role of the electrostatic potential in atoms and
molecules,” Theoretical Chemistry Accounts, vol. 108, no. 3, pp. 134–142, 2002.View at: Publisher Site | Google Scholar
103. J. S. Murray and P. Politzer, “The electrostatic potential: an overview,” Wiley Interdisciplinary Reviews: Computational
Molecular Science, vol. 1, no. 2, pp. 153–163, 2011.View at: Publisher Site | Google Scholar
104. N. C. Desai, N. Bhatt, H. Somani, and A. Trivedi, “Synthesis, antimicrobial and cytotoxic activities of some novel thiazole
clubbed 1,3,4-oxadiazoles,” European Journal of Medicinal Chemistry, vol. 67, pp. 54–59, 2013.View at: Publisher
Site | Google Scholar
105. S. Bondock, T. Naser, and Y. A. Ammar, “Synthesis of some new 2-(3-pyridyl)-4,5-disubstituted thiazoles as potent
antimicrobial agents,” European Journal of Medicinal Chemistry, vol. 62, pp. 270–279, 2013.View at: Publisher Site | Google
Scholar
107. T. E. Glotova, M. Y. Dvorko, A. I. Albanov, O. N. Kazheva, G. V. Shilov, and O. A. D'yachenko, “1,3-Dipolar cycloaddition of
3-phenylamino-5-phenylimino-1,2,4-dithiazole to 1-acyl-2-phenylacetylenes—a new route to functionalized 1,3-thiazole
derivatives,” Russian Journal of Organic Chemistry, vol. 44, no. 10, pp. 1532–1537, 2008.View at: Publisher Site | Google
Scholar
108. R. K. Yadlapalli, O. P. Chourasia, M. P. Jogi, A. R. Podile, and R. S. Perali, “Design, synthesis and in vitro antimicrobial
activity of novel phenylbenzamido-aminothiazole-based azasterol mimics,” Medicinal Chemistry Research, vol. 22, no. 6, pp.
Website: www.scientificforefront.org
Review on chemical-Biological Applications of Thiazole Derivatives 21
109. M. A. Raslan and M. A. Khalil, “Heterocyclic synthesis containing bridgehead nitrogen atom: synthesis of 3-[(2H)-2-
oxobenzo[b]pyran-3-yl]-s-triazolo[3,4-b]-1,3,4-thiadiazine and thiazole derivatives,” Heteroatom Chemistry, vol. 14, no. 2,
pp. 114–120, 2003.View at: Publisher Site | Google Scholar
110. J. Banothu, K. Vaarla, R. Bavantula, and P. A. Crooks, “Sodium fluoride as an efficient catalyst for the synthesis of 2,4-
disubstituted-1,3-thiazoles and selenazoles at ambient temperature,” Chinese Chemical Letters, vol. 25, no. 1, pp. 172–175,
2014.View at: Publisher Site | Google Scholar
112. M. A. Gouda, M. A. Berghot, G. E. Abd El-Ghani, and A. M. Khalil, “Synthesis and antimicrobial activities of some new
thiazole and pyrazole derivatives based on 4,5,6,7-tetrahydrobenzothiophene moiety,” European Journal of Medicinal
Chemistry, vol. 45, no. 4, pp. 1338–1345, 2010.View at: Publisher Site | Google Scholar
113. P. C. Lv, K. R. Wang, Y. Yang et al., “Design, synthesis and biological evaluation of novel thiazole derivatives as potent FabH
inhibitors,” Bioorganic and Medicinal Chemistry Letters, vol. 19, no. 23, pp. 6750–6754, 2009.View at: Publisher
Site | Google Scholar
114. Zablotskaya, I. Segal, A. Geronikaki et al., “Synthesis, physicochemical characterization, cytotoxicity, antimicrobial, anti-
inflammatory and psychotropic activity of new N-[1,3-(benzo)thiazol-2-yl]-ω-[3,4-dihydroisoquinolin-2(1H)-
yl]alkanamides,” European Journal of Medicinal Chemistry, vol. 70, no. 23, pp. 846–856, 2013.View at: Publisher
Site | Google Scholar
115. N. Kavitha, J. P. Jasinski, B. J. Anderson, H. S. Yathirajan, and M. Kaur, “1-[4-(4-Hydroxyphenyl)piperazin-1-
yl]ethanone,” ActaCrystallographica Section E: Structure Reports Online, vol. 69, article o1671, 2013.View at: Publisher
Site | Google Scholar
116. N. Kavitha, J. P. Jasinski, B. J. Anderson, H. S. Yathirajan, and M. Kaur, “4-Methyl-N-(4-nitrobenzylidene)piperazin-1-
amine,” ActaCrystallographica Section E: Structure Reports Online, vol. 69, no. 11, pp. o1687–o1688, 2013.View
at: Publisher Site | Google Scholar
117. L. Yurttaş, Z. A. Kaplancikli, and Y. Özkay, “Design, synthesis and evaluation of new thiazole-piperazines as
acetylcholinesterase inhibitors,” Journal of Enzyme Inhibition and Medicinal Chemistry, vol. 28, no. 5, pp. 1040–1047,
2013.View at: Publisher Site | Google Scholar
118. CLSI, Methods for Dilution Antimicrobial Susceptibility Tests for Bacteria That Grow Aerobically Approved Standard, CLSI
Document M7-A7, 7th edition, 2006.
119. N. S. L. Perry, P. J. Houghton, A. E. Theobald, P. Jenner, and E. K. Perry, “In-vitro inhibition of human erythrocyte
acetylcholine esterase by Salvia lavandulae folia essential oil and constituent terpenes,” Journal of Pharmacy and
Pharmacology, vol. 52, no. 7, pp. 895–902, 2000.View at: Publisher Site | Google Scholar
120. G. L. Ellman, K. D. Courtney, V. Andres Jr., and R. M. Feather-Stone, “A new and rapid colorimetric determination of
acetylcholinesterase activity,” Biochemical Pharmacology, vol. 7, no. 2, pp. 88–95, 1961.View at: Publisher Site | Google
Scholar
Website: www.scientificforefront.org