“SYNTHESIS OF SOME NOVEL THIAZOLE DERIVATIVESFOR ANTIBACTERIAL ACTIVITY”

SYNOPSIS FOR

M.PHARM DISSERTATION

SUBMITTED TO

RAJIVGANDHIUNIVERSITY OF HEALTH SCIENCES

KARNATAKA

BY

MANJUNATHA R.

I M.PHARM

DEPARTMENT OF PHARMACEUTICAL CHEMISTRY

PESCOLLEGE OF PHARMACY

BANGALORE-560 050

(2008-2010)
RAJIVGANDHIUNIVERSITY OF HEALTH SCIENCES,

KARNATAKA, BANGALORE.

ANNEXURE-II

PROFORMA FOR REGISTRATION OF SUBJECT FOR DISSERTATION

1. /

Name of the candidate and address

/

MANJUNATHA R.

P.E.S.COLLEGE OF PHARMACY
HANUMANTHANAGAR,
BANGALORE-560 050.

PERMANENT ADDRESS

S/O RAMAKRISHNAPPA
E HOSAHALLI
BENDIGANAHALLI (P)
HOSAKOTE (T)
BANGALORE RURAL (D).
2. / Name of the institution /

P.E.S.COLLEGE OF PHARMACY

HANUMANTHANAGAR,
50 FT. ROAD,
BANGALORE – 560050.
3. / Course of study and subject /

MASTER OF PHARMACY

(PHARMACEUTICAL CHEMISTRY)
4. / Date of the admission / 14th June, 2008
5. /

Title of the topic:

“SYNTHESIS OF SOME NOVEL THAIZOLE DERIVATIVESFOR ANTIBACTERIAL ACTIVITY”


6.
7.
8. /

Brief resume of the intended work

6.1 Need for the study
Several thiazole derivatives have been reported to posses a variety of
biological and pharmacological activities including antimicrobial,antitubercular, antineoplastic, anti-inflammatory activity and so on.
The following are some of the structures of compounds found to possess the above-
mentioned activities.
SCHEME
  1. 2-(2,4-dichloro-5-fluorophenyl)-6-(4-substituted phenyl)-1,3-thiazolo[3,2-b]-1,2,4-triazole.
  2. 2 -bromo-5-methoxy-N′-[4-(aryl)-1,3-thiazol-2-yl]benzohydrazide.
  3. N-(1-arylethylidene)-N′-[4-(indan-5-yl)thiazol-2-yl]hydrazone.
  4. 3-(2-substituted indolidene aminothiazol-4-yl)-2-(4-chlorophenyl) indole.
  5. 4-substituted-2-(2,3,5-trichlorophenyl)thiazoles.
  6. N-[3-{[2-(2-acetylhydrazino)-2-oxoethyl]sulfanyl}-5-({2-[(substituted)amino]-1,3-thiazol-4-yl}methyl)-4H-1,2,4-triazol-4-yl]benzamide.
  7. 2,3-(substituted)-benzo-1,4-thiazino[5,6-b]-4H,9H-5,7-disubstituted-10-oxo quinolines.
  8. N-[5-formyl-4-aryl-1,3-thiazol-2-yl]acetamides.
  9. 2-. Substituted acetamido-4-phenyl thiazole
  10. 4-thiazolyl amido-5-amino thiazole.
  11. N-(4-methoxybenzyl)-N′-(5-nitro-1,3-thiazol-2-yl)urea.
12.5-(2-substituted-1,3-thiazol-5-yl)-2-alkoxy benzamides 5-(2-(N-substitutedaryl)-
1,3-thiazol-5yl)-2-alkoxy benzamides
13. 2-imino-3-aminothiazoline-4-aceticacid.

(1) (2)

(3)

(4) (5)

(6)(7)

(8)

(9) (10)

(11)

(12) (13)
In view of the above observations, in the present study have planned to synthesize and screen some novel thiazole derivatives for antibacterialactivity.
6.2 Review of the literature
Sithambaram, Reported the synthesis of 2,4-dichloro-5-fluorophenyl containing
thiazolotriazoles.(1)
Prakash Karegoudar, et al., Synthesis of some novel 2,4-disubstituted thiazoles
as possible antimicrobial agents.(2)
Turan-Zitouni, et al., Synthesis and antituberculosis activity of new thiazolylhydrazone
derivatives.(3)
Nisha Singh, et al., Reported the synthesis of Thiazolyl/oxazolyl formazanyl indoles
as potent anti-inflammatory agents.(4)
Vijaya Raj, et al., Synthesis of some bioactive 2-bromo-5-methoxy-N′-[4-(aryl)-
1,3-thiazol-2-yl]benzohydrazide derivatives.(5)
Mahendra Shiradkar, et al., Reported the synthesis of clubbed triazoles for
antitubercular activity.(6)
Vijay V.Dabholkar, et al., Reported the synthesis of oxazoles, thiazoles and
benzothiazines by microwave technique.(7)
Khazi, et al., Reported the Vilsmeier Haack reaction of substituted 2-acetamidothiazole
derivatives and their antimicrobial activity.(8)
Pattan, et al., Synthesis and microbial evaluation of 2-acetanilido-4-arylthiazole
derivatives.(9)
Jia Li,et al., Synthesis and preliminary SAR studies of thiazole-4-carboxylic acid
thiazol-2-ylamide derivatives.(10)
Neil Vasdev, et al., Synthesis and ex vivo evaluation of Carbon -11 labelled N-(4-
methoxybenzyl)-N′-(5-nitro-1,3-thiazol-2-yl)urea.(11)
Narayana, et al., Synthesis of some new 5-(2-substituted-1,3-thiazol-5-yl)-2-hydroxy
benzamides and their 2-alkoxy derivatives as possible antifungal agents.(12)
Campaigne, et al.,Reported the synthesis of 2-imino-3-aminothiazoline-4-aceticacid.(13)
6.3 Objectives of the study
  1. To synthesize some new thiazole derivatives based on the reported methods and screen them for their antibacterial activity.
  1. The purification of the compounds will be carried by recrystallization using suitable solvents.
  1. The purity and progress of the reactions will be monitored by TLC.
  1. To characterize the structures of newly synthesized compounds by UV, IR, NMR andMASS spectra.
  1. To evaluate antibacterialactivity of the newly synthesized compounds by tube dilution method and to study the structure activity relationship to optimize the structure.
  1. To publish the scientific work in peer reviewed journals.
7.1 Materials and methods:
Chemicals and other reagents will be purchased from standard companies. The reactions will be monitored by micro thin layer chromatography. The standard protocols will be followed for purification of the products. Structures of the synthesized molecules will be confirmed by the spectral data. The biological results will be used to study structure- activity relationship and there by optimize the structure.
7.2 Source of data:
IISc library, Bangalore.
PESCP library, Bangalore.
RGUHS Digital library (Helinet).
CentralCollege Library, Bangalore.
7.3 Method of collection of data
The data and related literature will be collected from Chemical Abstract and other journals like Journal of Medicinal Chemistry, Indian Journal of Pharmaceutical Sciences, Journal of Heterocyclic Chemistry, Indian Journal of Chemistry, Journal of American Chemical Society, Journal of Organic Chemistry, European Journal of Medicinal Chemistry, Bioorganic and Medicinal Chemistry. Bioorganic and Medicinal Chemistry Letters and Helinet.
7.4 Does the study require any investigation or interventions to be conducted on patients or other humans or animals?
-NO-
7.5 Has ethical clearance been obtained from your institution in case of
7.4?
-NA-
References:
1 Mari SK.Synthesis, analgesic, anti-inflammatory and antimicrobial studiesof
2,4-dichloro-5-fluorophenyl containing thiazolotriazoles. European J Med Chem.
2008:1-7.
2. Prakash K, Mari SK, Dasappa JP, Manjathuru M. Synthesis of some novel 2,4-
disubstituted thiazoles as possible antimicrobial agents. European J Med Chem.
2008;43:261-67.
3. Gulhan TZ, Ahmet OZ, Zafer AK,Kadriye B. Synthesis and antituberculosis activity
of new thiazolylhydrazone. European J Med Chem. 2008;43:981-85.
4. Nisha S, Sudhir KB, Ashok K. Synthesis of Thiazolyl/oxazolyl formazanyl indoles
aspotent anti-inflammatory agents. European J Med Chem. 2008;43:2594-09.
5. Vijaya RKK, Narayana B, Ashalatha BV,Suchetha KN. Synthesis of some bioactive
2-bromo-5-methoxy-N0-[4-(aryl)-1,3-thiazol-2-yl]benzohydrazide derivatives.
European J Med Chem. 2007;42:425-29.
6. Mahendra S, Venkata SKG, Varaprasad D, Suresh T. Clubbed triazoles: A novel
approach to antitubercular drugs. European J Med Chem.2007;42:807-16.
7. Vijay VD, Ashish SS. Synthesis of oxazoles, thiazoles and benzothiazines by
microwave technique. Ind J HeterocyclicChem. 2006;16:105-08.
8. Khazi IM, Koti RS, Kolavi GD, Hegde VS. Vilsmeier Haack reaction of substituted
2-acetamidothiazole derivatives and their antimicrobial activity. Ind J Chem.
2006;45B:1900-04.
9. Pattan SR, Shamrez AM, Pattan JS, Purohit SS. Synthesis and microbial evaluation
of 2-acetanilido-4-aryl thiazole derivatives. Ind J Chem. 2006;45B:1929-32.
10. Yong MC, Qing QH, Jie X, Ling LC. Synthesis and preliminary SAR studies of
thiazole-4-carboxylic acid thiazol-2-ylamide derivatives. Bioorg Med Chem Lett.
2005;15:3732-36.
11. Neil V, Armando G, Winston TS, Alex BY. Synthesis and ex vivo evaluation of
carbon-11 labelled N-(4-methoxy benzyl)-N¹-(5-nitro-1,3-thiazol-2-yl)urea([11C]AR-
A014418): A radio labelled glycogen synthase kinase-3β specific inhibitor for PET
studies. Bioorg Med Chem Lett. 2005;15:5270-73.
12. Narayana B, Vijaya RKK, Ashalatha BV, Suchetha KN,. Sarojini BK. Synthesis of
some new 5-(2-substituted-1,3-thiazol-5-yl)-2-hydroxy benzamides and their 2-
alkoxy derivatives as possible antifungal agents.European J Med Chem.
2004;39:867-72.
13. Campaigne E, Selby TP. Thiazoles and thiadiazines. The condensation of Ethyl 4-
chloroacetoacetate with thiosemicarbazide. J Heterocyclic Chem. 1978;15:401-11.
9.
10.
11.

12. /
Signature of the candidate:

Remarks of the guide:
Name And Designation of:
11.1 Guide Mr. MALLIKARJUNA B P
Asst. Professor
Department of Pharmaceutical Chemistry
P.E.SCollege of Pharmacy
Bangalore-50
11.2 Signature

11.3 Co-Guide ------NIL------
11.4 Signature

11.5 Head of the department Dr. J. Saravanan,
Prof and Head
Department of Pharmaceutical Chemistry,
P.E.SCollege of Pharmacy,
Bangalore-50.
11.6 Signature
12.1 Remarks of the Chairman/Principal:
12.2 Signature Prof. Dr. S. Mohan
Principal and Director
P.E.S.College of Pharmacy
Bangalore-50

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