Current Trends in Pharmacy and Pharmaceutical Chemistry

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Current Trends in Pharmacy and Pharmaceutical Chemistry is the official Journal of Ateos Foundation of Science Education and Research, hosted and Managed IP Innovative Publications Pvt. Ltd, New Delhi, India. Current Trends in Pharmacy and Pharmaceutical Chemistry is an open access, peer-reviewed quarterly international journal publishing since 2019 and is published under auspices of the Ateos Foundation of Science Education and Research. It aims to uplift researchers, scholars, academicians, and professionals in all academic and scientific disciplines. more...

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Get Permission Vaishnav: Synthesis of 2,6-dichloro-benzamides for evaluation antimicrobial and disinfectant activity: Part-I


Introduction

  1. Antimicrobial agent1: It is defined as the agents that kills or prevents the propagation of growth of microbes including viruses, and their viable spores, whether in vivo or in vitro.

  2. Disinfectant2: It is property of chemical agent to sterilize and disinfect the inanimate objects, equipments, etc within minimum contact time killing all microorganisms including viruses and their viable spores.1, 2, 3

Further in literature the benzamide derivatives have been known and reported for their antimicrobial properties.3, 4, 5, 6, 7. The benzamide derivatives were synthesized by known literature procedure.8

Figure 1

CompoundsJV1 and JV2

https://s3-us-west-2.amazonaws.com/typeset-prod-media-server/7a4b5b71-b8a9-498d-ad73-a47cc4e66ebcimage1.png

Materials and Methods

TLC was performed on 524nm Merk TLC plates. All chemicals were of synthetic grade and 98% purisis grade. TLC was eluted with 3 different solvents to check the purity of the compounds and visualized in Iodine chamber and further in UV chamber. The 1H-NMR was performed on Bruker 400 MHZ NMR before which FT-IR was performed on Perkin Elmer spectrophotometer. The synthetic scheme for the claimed compounds has been shown in Figure 2.

Synthetic Scheme

Figure 2

Synthetic scheme for JV1 and JV2

https://s3-us-west-2.amazonaws.com/typeset-prod-media-server/7a4b5b71-b8a9-498d-ad73-a47cc4e66ebcimage2.png

N-(2aminoethyl)-2,6-dichlorobenzamide (JV1): An equimolar solution of ethylene diamine was dissolved in 10 ml of ethanolic 1 N NaOH in round bottom flask and to it 2,6-dichlorobenzoyl chloride was added dropwise from dropping funnel with continuous stirring for 3 hrs at room temperature. The stirring was conducted on magnetic stirrer with magnetic bead in the ethylene diamine solution. The compound that separated out after 3 hrs was dried. The compound was washed with ethanol and further dried again washed with NaOH and water and air dried.4

  1. FT-IR (λ, cm-1): 3428.5, 3346.5, 3245.2, 3184.5, 3161.8, 2999.7, 2989.2, 2964.0, 2953.8, 1697.0, 1619.0, 1588.0, 1487.9, 1436.4, 1379.5, 1360.2, 1339.9, 1238.7, 1207.9, 1194.4, 1095.9, 981.4, 944.2, 893.8, 869.1, 759.8, 675.0, 631.1, 569.9

  2. 1HNMR (δ shift in ppm): 2.83 (2H, t, J = 7.2 Hz), 3.47 (2H, t, J = 7.2 Hz), 7.28 (2H, dd, J = 7.9, 1.5 Hz), 7.45 (1H, t, J = 7.9 Hz).

  3. 2,6-dichloro-N-(propan-2-yl) benzamide (JV2): The procedure for the JV1 was repeated and in place of ethylene diamine, isopropyl amine was used. Rest of the procedure remains same.

  4. FT-IR (λ, cm-1): 3375.7, 3185.6, 3044.5, 2979.1, 2946.6, 1692.5, 1593.3, 1543.9, 1517.7, 1435.6, 1430.0, 1360.3, 1353.0, 1348.9, 1293.7, 1223.9, 1206.3, 1131.6, 1094.8, 1049.8, 1035.3, 946.4, 899.0, 773.4, 759.7, 751.4, 674.6, 635.8, 322.6, 569.6

  5. 1H-NMR (δ shift in ppm): 1.17 (6H, d, J = 6.8 Hz), 4.18 (1H, sept, J = 6.8 Hz), 7.28 (2H, dd, J = 7.9, 1.5 Hz), 7.45 (1H, t, J = 7.9 Hz).

Results and Discussion

The compounds complied with all spectral data and complied with IR and NMR and confirmed to be synthesised.

Conclusion

The synthesized compounds JV1 and JV2, benzamide derivatives have been reported in this research paper. Evaluation of these agents for their antimicrobial and disinfectant properties shall be reported in Part- II & Part III of this paper.

Source of Funding

None.

Conflict of Interest

None.

References

1 

M Balouiri M Sadiki SK Ibnsouda Methods for in vitro evaluating antimicrobial activity: A reviewJ Pharm Anal2016627180

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WA Rutala DJ Weber Selection of the ideal disinfectantInfect Cont Hospital Epidemiol201435785565

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DC Nuţă MC Chifiriuc CO Drăghici C Limban AV Missir LA Moruşciag Synthesis, characterization and antimicrobial activity evaluation of new agents from benzamides classFarmacia201361596674

4 

T Ertan I Yildiz S Ozkan OT Arpaci F Kaynak I Yalcin Synthesis and biological evaluation of new N-(2-hydroxy-4 (or 5)-nitro/aminophenyl) benzamides and phenylacetamides as antimicrobial agents. Bioorganic Med Chem200715203276

5 

S Gatadi J Gour M Shukla G Kaul A Dasgupta YV Madhavi Synthesis and evaluation of new 4-oxoquinazolin-3 (4H)-yl) benzoic acid and benzamide derivatives as potent antibacterial agents effective against multidrug resistant Staphylococcus aureus.Bioorganic Chem20198356979

6 

C Acar G Yalçın TE Bolelli JK Onurdağ S Ökten F Şener Synthesis and molecular docking studies of some novel antimicrobial benzamides. Bioorganic Chem202094103368

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A Kumar B Narasimhan D Kumar Synthesis, antimicrobial, and QSAR studies of substituted benzamides.Bioorganic Medicinal Chem200715411337

8 

V Chandregowda A Kush GC Reddy Synthesis of benzamide derivatives of anacardic acid and their cytotoxic activity.Eur J Med Chem200944271120



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Article type

Original Article


Article page

30-31


Authors Details

Jaydip Vaishnav


Article History

Received : 08-11-2023

Accepted : 28-12-2023


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