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

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GUIDED BY T.RAMA MOHAN REDDY, M.Pharm

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)

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.

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.

Synthesis of N-m-tolyl cyano acetamide

FUNCTIONAL GROUP

SPECTRAL PEAK(cm-1)

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

128

FUNCTIONAL GROUP

SPECTRAL PEAK(cm-1)

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

208

Petridish filled with SABOURAUD’S

agar mediaDean and Stark

apparatus

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

DOSE (µg/0.1ml)

ZONE OF INHIBITION(mm)

50 3

100 8

150 11

200 12

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.

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

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