Synthesis and antimicrobial studies of novel 1-benzhydryl-piperazine sulfonamide and carboxamide derivatives

Journal of Enzyme Inhibition and Medicinal Chemistry

Volumn 23, Issue 4, 2008, Pages 462-469

  Ananda Kumar, C S ^a   Vinaya, K ^a   Narendra Sharath Chandra, J ^a   Thimmegowda, N R ^a   Benaka Prasad, S B ^a   Sadashiva, C T ^a   Rangappa, K S ^a  

^a UNIVERSITY OF MYSORE   (India)

Author keywords

1 benzhydryl piperazine derivatives; Acid chlorides; Antimicrobials; Sulfonyl chlorides

Indexed keywords

(4 BENZHYDRYL PIPERAZINE 1 YL) (2 FLUOROPHENYL)METHANONE; (4 BENZHYDRYL PIPERAZINE 1 YL) (2,4 DICHLOROPHENYL)METHANONE; (4 BENZHYDRYL PIPERAZINE 1 YL) (2,6 DIFLUOROPHENYL)METHANONE; (4 BENZHYDRYL PIPERAZINE 1 YL) (3 BROMOPHENYL)METHANONE; (4 BENZHYDRYL PIPERAZINE 1 YL) (3 METHOXYPHENYL)METHANONE; (4 BENZHYDRYL PIPERAZINE 1 YL) (3,5 DINITROPHENYL)METHANONE; (4 BENZHYDRYL PIPERAZINE 1 YL) (4 CHLOROPHENYL)METHANONE; 1 BENZHYDRYL 4 (2 NITROBENZENSULFONYL)PIPERAZINE; 1 BENZHYDRYL 4 (2,5 DICHLOROBENZENSULFONYL)PIPERAZINE; 1 BENZHYDRYL 4 (3 NITROBENZENSULFONYL)PIPERAZINE; 1 BENZHYDRYL 4 (4 CHLOROBENZENSULFONYL)PIPERAZINE; 1 BENZHYDRYL 4 (4 NITROBENZENSULFONYL)PIPERAZINE; 1 BENZHYDRYL 4 (4 TERT BUTYLBENZENSULFONYL)PIPERAZINE; ANTIINFECTIVE AGENT; BENZAMIDE DERIVATIVE; STREPTOMYCIN; SULFONAMIDE;

ANTIMICROBIAL ACTIVITY; ARTICLE; BACTERIAL STRAIN; CONTROLLED STUDY; DILUTION; DISK DIFFUSION; DRUG POTENCY; DRUG STRUCTURE; DRUG SYNTHESIS; GRAM NEGATIVE BACTERIUM; GRAM POSITIVE BACTERIUM; IN VITRO STUDY; NONHUMAN; PRIORITY JOURNAL; STRUCTURE ANALYSIS;

AMIDES; ANTI-BACTERIAL AGENTS; MICROBIAL SENSITIVITY TESTS; PIPERAZINES; STRUCTURE-ACTIVITY RELATIONSHIP; SULFONAMIDES;

BACILLUS CEREUS; ESCHERICHIA COLI; NEGIBACTERIA; POSIBACTERIA; PROTEUS VULGARIS; PSEUDOMONAS AERUGINOSA; SALMONELLA TYPHI; STAPHYLOCOCCUS AUREUS; STAPHYLOCOCCUS EPIDERMIDIS;

EID: 48549105219     PISSN: 14756366     EISSN: 14756374     Source Type: Journal    
DOI: 10.1080/14756360701654969     Document Type: Article

References (21)

1. Berkheij, M., Van der Sluis, L., Sewing, C., Den Boer, DJ, Terpstra, JW, Hiemstra, H., Iwema Bakker, WI, Van Den Hoogenband, A and Van Maarseveen, JH (2005) Synthesis of 2-substituted piperazines via direct alpha-lithation. 46, p. 2369.
2. Gillet, R., Jeannesson, P., Sefreoui, H., Amould-Guerin, ML, Kirkiacharian, S., Jardillier, JC and Pieri, F. (1998) Piperazine derivatives of butyric acid as differentiating agents in human leukemic cells. 41, p. 252.
3. Eilon, GF, Gu, J., Slater, LM, Hara, K. and Jacobs, JW (2000) Tumor apoptosis induced by epoxide-containing piperazines, a new class of anti-cancer agents. 45, p. 183.
4. Upadhayaya, RS, Sinha, N., Jain, S., Kishore, N., Chandra, R. and Arora, SK (2004) Optically active antifungal azoles: Synthesis and antifungal activity of
5. Choudhary, P., Kumar, R., Verma, AK, Singh, D., Yadav, V., Chhillar, AK, Sharma, GL and Chandra, R. (2006) Synthesis and antimicrobial activity of N-alkyl and N-aryl piperazine derivatives. 14, p. 1819.
6. Vacca, JP, Dorsey, BD, Schleif, WA, Levine, RB, McDaniel, SL, Darke, PL, Zugay, J., Quintero, JC, Blahy, OM, Sardana, BB, Schlabach, AJ, Graham, PI, Condra, JH, Gotalib, L., Holloway, MK, Lin, J., Chen, IW, Vastag, K., Ostovic, D., Anderson, PS, Emini, EA and Hu, JR (1994) The design of a potent and orally bioavailable HIV protease inhibotor. 37, p. 3443.
7. Askin, D., Eng, KK, Rossen, K., Purick, RM, Wells, KM, Volante, RP and Reider, PJ (1994) Highly diastereoselective reaction of a chiral, non-racemic amide enolate with (S)-glycidyl tosylate. Synthesis of the orally active HIV-1 protease inhibitor L-735,524. 35, p. 673.
8. Rossen, K., Weissman, SA, Sagar, J., Reamer, A., Askin, DA, Volante, RP and Reider, PJ (1995) Asymmetric hydrogenation of tetrahydropyrazines: Synthesis of (S)-piperazine-2- tert-butylcarboxamide, an intermediate in the preparation of the HIV protease inhibitor indinavir. 36, p. 6419.
9. Hulme, C. and Cherrier, MP (1999) Novel applications of ethyl glyoxalate with the Ugi MCR. 40, p. 5295.
10. Bertram, G. and Katzung (1995) University of California, San Francisco
11. Gordin, FM, Simon, GL, Wofsy, CB and Mills, J. (1984) Adverse reactions to trimethoprim- sulfamethoxazole in patients with the acquired immunodeficiency syndrome. 100, p. 495.
12. Elizabeth, Amin, A. and Welsh, WJ (2001) Three-dimensional quantitative structure-activity relationship (3D-QSAR) models for a novel class of piperazine-based stromelysin-1 (MMP-3) inhibitors: Applying a divide and conquer strategy. 44, p. 3849.
13. Kirk, KL and Filler, R. (1996) p. 639. American Chemical Society, Washington, DC
14. Gelders, YG et al. (1990) Pilot clinical investigation of risperidone in the treatment of psychotic patients. 23, p. 206.
15. Dollery, C. (1999) Churchill livingstone, Edinburg, UK
16. Kavitha, CV, Basappa, Nanjunda Swamy, S, Mantelingu, K., Doreswamy, S., Sridhar, MA, Shashidhara Prasad, J and Rangappa, KS (2006) Synthesis of new bioactive venlafaxine analogs: Novel thiazolidin-4-ones as antimicrobials. 14, p. 2290.
17. Nanjunda swamy, S, Basappa, Sarala, G., Priya, BS, Gaonkar, SL, Shashidara Prasad, JS and Rangappa, KS (2006) Microwave-assisted synthesis of N-alkylated benzotriazole derivatives: Antimicrobial Studies. 16, p. 999.
18. Sadashiva, MP, Mallesha, H., Karunakara Murthy, K and Rangappa, KS (2005) Enhancement of antimicrobial activity of 2-(phenyl)-3-(2-butyl-4-chloro-1h-imidazolyl)-5-butylate isoxazolidine. 15, p. 1811.
19. Alireza, FA, Ghodsi, S., Emami, S., Najjari, S., Samadi, N., Faramarzi, MA, Beikmohammadi, L., Shirazi, FH and Shafiee, A. (2006) Synthesis and antibacterial activity of new fluoroquinolones containing a substituted N-(phenethyl)piperazine moiety. 16 p. 3499.
20. Alireza Foroumadi, Saeed Emami, Shahla Mansouri, Azita Javidnia, Nosratollah Saeid-Adeli, Farshad, HS and Abbas Shafiee (2007) Synthesis and antibacterial activity of levofloxacin derivatives with certain bulky residues on piperazine ring. 42:7, p. 985.
21. Narendra Sharath Chandra, JN, Sadashiva, CT, Kavitha, CV and Rangappa, KS (2006) Synthesis and in vitro antimicrobial studies of medicinally important novel N-alkyl and N-sulfonyl derivatives of 1-[bis(4-fluorophenyl)-methyl]piperazine. 14, p. 6621.