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SYNTHESIS AND SCREENING OF ANTIFUNGAL ACTIVITY OF THIOPHENE-3-CARBOXAMIDE(2)

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GUIDED BY T.RAMA MOHAN REDDY, M.Pharm
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Page 1: SYNTHESIS AND SCREENING OF ANTIFUNGAL ACTIVITY OF THIOPHENE-3-CARBOXAMIDE(2)

GUIDED BY T.RAMA MOHAN REDDY, M.Pharm

Page 2: SYNTHESIS AND SCREENING OF ANTIFUNGAL ACTIVITY OF THIOPHENE-3-CARBOXAMIDE(2)

by

D. Swetha Bindu (05T21R0055)

CH. Hari Priya (05T21R0008)

A.S.P. Poornima (05T21R0021)

Karam.Shwetha Kumari (05T21R0056)

Sri Harsha Tummala (05T21R0048)

B. Ramesh Naidu (06T25R0004)

MD. Saleem Malik (05T21R0016)

D. Shashider (05T21R0041)

Page 3: SYNTHESIS AND SCREENING OF ANTIFUNGAL ACTIVITY OF THIOPHENE-3-CARBOXAMIDE(2)

Thiophene is a five membered heterocyclic compound containing sulphur.

Various 2-substituted amino thiophenes and their derivatives play an important role in medicinal and biological fields.

Page 4: SYNTHESIS AND SCREENING OF ANTIFUNGAL ACTIVITY OF THIOPHENE-3-CARBOXAMIDE(2)

One such derivative of pharmacological interest with antifungal activity is 2-amino-3-(N-m-Tolyl carboxamido)-4,5 dimethyl thiophene.

This can be synthesized in two main steps.

Page 5: SYNTHESIS AND SCREENING OF ANTIFUNGAL ACTIVITY OF THIOPHENE-3-CARBOXAMIDE(2)

Synthesis of N-m-tolyl cyano acetamide

Page 6: SYNTHESIS AND SCREENING OF ANTIFUNGAL ACTIVITY OF THIOPHENE-3-CARBOXAMIDE(2)

FUNCTIONAL GROUP

SPECTRAL PEAK(cm-1)

-C=N- 2257-C=O- 1668-NH 3277MELTING POINT

128

Page 7: SYNTHESIS AND SCREENING OF ANTIFUNGAL ACTIVITY OF THIOPHENE-3-CARBOXAMIDE(2)
Page 8: SYNTHESIS AND SCREENING OF ANTIFUNGAL ACTIVITY OF THIOPHENE-3-CARBOXAMIDE(2)

FUNCTIONAL GROUP

SPECTRAL PEAK(cm-1)

-SCH 2925-NH2 3298-C=O 1651MELTING POINT

208

Page 9: SYNTHESIS AND SCREENING OF ANTIFUNGAL ACTIVITY OF THIOPHENE-3-CARBOXAMIDE(2)
Page 10: SYNTHESIS AND SCREENING OF ANTIFUNGAL ACTIVITY OF THIOPHENE-3-CARBOXAMIDE(2)

Petridish filled with SABOURAUD’S

agar mediaDean and Stark

apparatus

Page 11: SYNTHESIS AND SCREENING OF ANTIFUNGAL ACTIVITY OF THIOPHENE-3-CARBOXAMIDE(2)

Different concentrations of synthesized thiophene ready to be evaluated for antifungal activity

Page 12: SYNTHESIS AND SCREENING OF ANTIFUNGAL ACTIVITY OF THIOPHENE-3-CARBOXAMIDE(2)
Page 13: SYNTHESIS AND SCREENING OF ANTIFUNGAL ACTIVITY OF THIOPHENE-3-CARBOXAMIDE(2)

DOSE (µg/0.1ml)

ZONE OF INHIBITION(mm)

50 3

100 8

150 11

200 12

Page 14: SYNTHESIS AND SCREENING OF ANTIFUNGAL ACTIVITY OF THIOPHENE-3-CARBOXAMIDE(2)

Thus the derivative of thiophene was prepared using Gewald reaction, and the melting point and infrared spectrum confirmed the synthesized compound as 2-amino-3-(N-m-tolyl carboxamido)-4,5-dimethyl thiophene.

The synthesized compound 2-amino-3-(N-m-tolyl carboxamido)-4,5-dimethyl thiophene was screened for antifungal activity and was confirmed to have antifungal activity.

Page 15: SYNTHESIS AND SCREENING OF ANTIFUNGAL ACTIVITY OF THIOPHENE-3-CARBOXAMIDE(2)

Gewald karl, Schaefer, Harry, Bellmann Peter., Chem. Abstr, 1989, volume III, page 115019.

Wilson and Gisvold’s Text Book of Organic medicinal and Pharmaceutical chemistry, eighth edition, P.151.

Taylor , E.C. and Dowling, J.E.,/ .Org. Synth., Coll. Volume 62, Page 1599.

Rehwald, .,Gewald, K., and Bottcher , G., Heterocycles, 1997, volume 45, Page493.

K. Gewald, E.Schinke and H.Bohcher., Chem. Ber, 1966, Volume 99,94

Page 16: SYNTHESIS AND SCREENING OF ANTIFUNGAL ACTIVITY OF THIOPHENE-3-CARBOXAMIDE(2)

THANK YOU


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